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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6)transporters (1) Show 7 proteins XML

enzymes (6)transporters (1) Show 7 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:56 UTC

HMDB ID

HMDB0015293

Secondary Accession Numbers

HMDB15293

Metabolite Identification

Common Name

Terazosin

Description

Terazosin, also known as hytrin or terazosabb, belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group. Terazosin is a very strong basic compound (based on its pKa). Terazosin is a potentially toxic compound. Terazosin, sold under the brand name Hytrin among others, is a medication used to treat symptoms of an enlarged prostate and high blood pressure. It is available as a generic medication. It is taken by mouth. It is available in 1 mg, 2 mg, 5 mg or 10 mg doses. For high blood pressure, it is a less preferred option. A month supply in the United Kingdom costs the NHS less than 2 £ as of 2019. Prostate cancer should be ruled out before starting treatment.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1162
  Mrv0541 02231215172D          

 28 31  0  0  1  0            999 V2000
    2.8695    0.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    2.3967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551    0.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551   -1.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.1592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -2.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021    1.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947   -1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423   -0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1519    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8712   -0.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 18  1  0  0  0  0
  2 16  2  0  0  0  0
  3 25  1  0  0  0  0
  3 27  1  0  0  0  0
  4 26  1  0  0  0  0
  4 28  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 16  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  6 19  1  0  0  0  0
  7 19  2  0  0  0  0
  7 20  1  0  0  0  0
  8 19  1  0  0  0  0
  8 22  2  0  0  0  0
  9 22  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  2  0  0  0  0
 21 22  1  0  0  0  0
 21 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

HMDB0015293
     RDKit          3D
Terazosin
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.1053   -0.5838    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8641    0.0019    0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -0.0022    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.3778   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468    0.1654   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2427   -0.2140   -0.9228 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694    0.3730   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489    0.1578   -1.8790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -0.9673   -2.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.3384   -2.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1723   -0.7472   -1.6134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -1.5807   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.4213    0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7516   -2.4708    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037   -1.9895    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948   -1.8024    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -2.3871    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101   -3.3666    0.0641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360    0.6995   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713    1.2440   -1.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    1.7377   -0.3423 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.1589    0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130    3.4598    1.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    1.3916    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0424    1.8378    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.2960    1.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358    1.7066    1.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    2.2577    2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2485   -0.5257   -0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9422    0.2103    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3133   -1.5343    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626   -1.2606   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148   -0.6874   -3.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -1.8237   -2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6994   -2.3866   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1816   -0.8113   -3.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -3.1864    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707   -0.9934    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -2.7034    2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041   -0.7130    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2884   -2.3114    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -1.6494   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145   -3.0121    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7383    0.8066   -2.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681    1.2015   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    1.8992   -1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    1.7936   -2.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070    3.5226    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930    4.3020    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8935    2.7804    1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1923    3.2618    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2465    2.0851    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072    1.4968    3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  5  1  0
 20  8  1  0
 18 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
M  END

1162
  Mrv0541 02231215172D          

 28 31  0  0  1  0            999 V2000
    2.8695    0.3387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    2.3967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551    0.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1551   -1.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    1.1592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.9034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -2.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9558    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3847    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0993   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2021    1.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5282   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9572   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2427   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6947   -1.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4423   -0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1519    1.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8712   -0.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 18  1  0  0  0  0
  2 16  2  0  0  0  0
  3 25  1  0  0  0  0
  3 27  1  0  0  0  0
  4 26  1  0  0  0  0
  4 28  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 16  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  1  0  0  0  0
  6 19  1  0  0  0  0
  7 19  2  0  0  0  0
  7 20  1  0  0  0  0
  8 19  1  0  0  0  0
  8 22  2  0  0  0  0
  9 22  1  0  0  0  0
 10 15  1  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  2  0  0  0  0
 21 22  1  0  0  0  0
 21 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015293

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22)

> <INCHI_KEY>
VCKUSRYTPJJLNI-UHFFFAOYSA-N

> <FORMULA>
C19H25N5O4

> <MOLECULAR_WEIGHT>
387.4329

> <EXACT_MASS>
387.190654313

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
41.26383377107108

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine

> <ALOGPS_LOGP>
1.12

> <JCHEM_LOGP>
1.1797275923333332

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.92919710941319

> <JCHEM_PKA_STRONGEST_BASIC>
7.242946653576092

> <JCHEM_POLAR_SURFACE_AREA>
103.04

> <JCHEM_REFRACTIVITY>
105.1764

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
terazosin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015293
     RDKit          3D
Terazosin
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.1053   -0.5838    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8641    0.0019    0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -0.0022    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.3778   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468    0.1654   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2427   -0.2140   -0.9228 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694    0.3730   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489    0.1578   -1.8790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -0.9673   -2.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.3384   -2.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1723   -0.7472   -1.6134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -1.5807   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.4213    0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7516   -2.4708    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037   -1.9895    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948   -1.8024    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -2.3871    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101   -3.3666    0.0641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360    0.6995   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713    1.2440   -1.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    1.7377   -0.3423 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.1589    0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130    3.4598    1.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    1.3916    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0424    1.8378    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.2960    1.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358    1.7066    1.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    2.2577    2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2485   -0.5257   -0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9422    0.2103    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3133   -1.5343    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626   -1.2606   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148   -0.6874   -3.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -1.8237   -2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6994   -2.3866   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1816   -0.8113   -3.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -3.1864    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707   -0.9934    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -2.7034    2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041   -0.7130    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2884   -2.3114    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -1.6494   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145   -3.0121    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7383    0.8066   -2.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681    1.2015   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    1.8992   -1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    1.7936   -2.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070    3.5226    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930    4.3020    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8935    2.7804    1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1923    3.2618    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2465    2.0851    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072    1.4968    3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  5  1  0
 20  8  1  0
 18 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1162                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.356   0.632   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.851   4.474   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.956   0.661   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      18.956  -2.493   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       8.185   2.164   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      10.852   0.624   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      13.520   0.624   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      12.186  -1.686   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      13.520  -3.996   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.517   2.164   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.519   2.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.185   0.624   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.852   2.164   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.519  -0.146   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.111   2.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.851   2.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080   1.646   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.850   0.312   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.186  -0.146   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.853  -0.146   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.853  -1.686   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.520  -2.456   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.230   0.677   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.230  -2.510   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.626  -0.114   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.626  -1.718   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.950   2.201   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.293  -1.729   0.000  0.00  0.00           C+0
CONECT    1   10   18                                                       
CONECT    2   16                                                            
CONECT    3   25   27                                                       
CONECT    4   26   28                                                       
CONECT    5   11   12   16                                                  
CONECT    6   13   14   19                                                  
CONECT    7   19   20                                                       
CONECT    8   19   22                                                       
CONECT    9   22                                                            
CONECT   10    1   15   16                                                  
CONECT   11    5   13                                                       
CONECT   12    5   14                                                       
CONECT   13    6   11                                                       
CONECT   14    6   12                                                       
CONECT   15   10   17                                                       
CONECT   16    2    5   10                                                  
CONECT   17   15   18                                                       
CONECT   18    1   17                                                       
CONECT   19    6    7    8                                                  
CONECT   20    7   21   23                                                  
CONECT   21   20   22   24                                                  
CONECT   22    8    9   21                                                  
CONECT   23   20   25                                                       
CONECT   24   21   26                                                       
CONECT   25    3   23   26                                                  
CONECT   26    4   24   25                                                  
CONECT   27    3                                                            
CONECT   28    4                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

COMPND    HMDB0015293
HETATM    1  C1  UNL     1       7.105  -0.584   0.577  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.864   0.002   0.814  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.622  -0.002   0.458  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.485  -0.378  -0.162  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.247   0.165  -0.184  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.243  -0.214  -0.923  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.169   0.373  -1.068  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.949   0.158  -1.879  1.00  0.00           N  
HETATM    9  C6  UNL     1      -1.157  -0.967  -2.783  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.643  -1.338  -2.933  1.00  0.00           C  
HETATM   11  N3  UNL     1      -3.172  -0.747  -1.613  1.00  0.00           N  
HETATM   12  C8  UNL     1      -3.451  -1.581  -0.608  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.870  -0.421   0.464  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.752  -2.471   0.413  1.00  0.00           C  
HETATM   15  C10 UNL     1      -4.204  -1.990   1.737  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.695  -1.802   1.542  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.874  -2.387   0.177  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.810  -3.367   0.064  1.00  0.00           O  
HETATM   19  C13 UNL     1      -3.336   0.699  -1.831  1.00  0.00           C  
HETATM   20  C14 UNL     1      -1.971   1.244  -1.868  1.00  0.00           C  
HETATM   21  N4  UNL     1      -0.089   1.738  -0.342  1.00  0.00           N  
HETATM   22  C15 UNL     1       0.865   2.159   0.444  1.00  0.00           C  
HETATM   23  N5  UNL     1       0.913   3.460   1.110  1.00  0.00           N  
HETATM   24  C16 UNL     1       2.033   1.392   0.581  1.00  0.00           C  
HETATM   25  C17 UNL     1       3.042   1.838   1.260  1.00  0.00           C  
HETATM   26  C18 UNL     1       4.241   1.296   1.281  1.00  0.00           C  
HETATM   27  O4  UNL     1       5.236   1.707   1.913  1.00  0.00           O  
HETATM   28  C19 UNL     1       6.232   2.258   2.652  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.249  -0.526  -0.552  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.942   0.210   0.888  1.00  0.00           H  
HETATM   31  H3  UNL     1       7.313  -1.534   1.005  1.00  0.00           H  
HETATM   32  H4  UNL     1       3.663  -1.261  -0.853  1.00  0.00           H  
HETATM   33  H5  UNL     1      -0.815  -0.687  -3.795  1.00  0.00           H  
HETATM   34  H6  UNL     1      -0.615  -1.824  -2.393  1.00  0.00           H  
HETATM   35  H7  UNL     1      -2.699  -2.387  -2.895  1.00  0.00           H  
HETATM   36  H8  UNL     1      -3.182  -0.811  -3.662  1.00  0.00           H  
HETATM   37  H9  UNL     1      -2.858  -3.186   0.663  1.00  0.00           H  
HETATM   38  H10 UNL     1      -3.771  -0.993   2.033  1.00  0.00           H  
HETATM   39  H11 UNL     1      -4.059  -2.703   2.550  1.00  0.00           H  
HETATM   40  H12 UNL     1      -5.904  -0.713   1.572  1.00  0.00           H  
HETATM   41  H13 UNL     1      -6.288  -2.311   2.347  1.00  0.00           H  
HETATM   42  H14 UNL     1      -5.790  -1.649  -0.633  1.00  0.00           H  
HETATM   43  H15 UNL     1      -6.815  -3.012   0.090  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.738   0.807  -2.881  1.00  0.00           H  
HETATM   45  H17 UNL     1      -3.968   1.202  -1.115  1.00  0.00           H  
HETATM   46  H18 UNL     1      -1.830   1.899  -1.024  1.00  0.00           H  
HETATM   47  H19 UNL     1      -1.799   1.794  -2.861  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.007   3.523   2.117  1.00  0.00           H  
HETATM   49  H21 UNL     1       0.893   4.302   0.498  1.00  0.00           H  
HETATM   50  H22 UNL     1       2.893   2.780   1.986  1.00  0.00           H  
HETATM   51  H23 UNL     1       6.192   3.262   2.998  1.00  0.00           H  
HETATM   52  H24 UNL     1       7.246   2.085   2.158  1.00  0.00           H  
HETATM   53  H25 UNL     1       6.407   1.497   3.559  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   32
CONECT    5    6    6   24
CONECT    6    7
CONECT    7    8   21   21
CONECT    8    9   20
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   19
CONECT   12   13   13   14
CONECT   14   15   18   37
CONECT   15   16   38   39
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   19   20   44   45
CONECT   20   46   47
CONECT   21   22
CONECT   22   23   24   24
CONECT   23   48   49
CONECT   24   25
CONECT   25   26   26   50
CONECT   26   27
CONECT   27   28
CONECT   28   51   52   53
END

HMDB0015293
     RDKit          3D
Terazosin
 53 56  0  0  0  0  0  0  0  0999 V2000
    7.1053   -0.5838    0.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8641    0.0019    0.8136 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6225   -0.0022    0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4849   -0.3778   -0.1617 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468    0.1654   -0.1838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2427   -0.2140   -0.9228 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694    0.3730   -1.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9489    0.1578   -1.8790 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1567   -0.9673   -2.7827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6428   -1.3384   -2.9335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1723   -0.7472   -1.6134 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4508   -1.5807   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8701   -0.4213    0.4645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7516   -2.4708    0.4127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2037   -1.9895    1.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6948   -1.8024    1.5420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8742   -2.3871    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8101   -3.3666    0.0641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3360    0.6995   -1.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713    1.2440   -1.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0892    1.7377   -0.3423 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8649    2.1589    0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130    3.4598    1.1096 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    1.3916    0.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0424    1.8378    1.2600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414    1.2960    1.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2358    1.7066    1.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2318    2.2577    2.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2485   -0.5257   -0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9422    0.2103    0.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3133   -1.5343    1.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626   -1.2606   -0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8148   -0.6874   -3.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6148   -1.8237   -2.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6994   -2.3866   -2.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1816   -0.8113   -3.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8580   -3.1864    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707   -0.9934    2.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0593   -2.7034    2.5501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9041   -0.7130    1.5721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2884   -2.3114    2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -1.6494   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8145   -3.0121    0.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7383    0.8066   -2.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9681    1.2015   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    1.8992   -1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7994    1.7936   -2.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0070    3.5226    2.1173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930    4.3020    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8935    2.7804    1.9857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1923    3.2618    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2465    2.0851    2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072    1.4968    3.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  7 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 26  3  1  0
 24  5  1  0
 20  8  1  0
 18 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 23 48  1  0
 23 49  1  0
 25 50  1  0
 28 51  1  0
 28 52  1  0
 28 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-((tetrahydro-2-furanyl)carbonyl)piperazine	ChEBI
Terazosina	ChEBI
Terazosine	ChEBI
Terazosinum	ChEBI
Terazosabb	Kegg
Abbott 45975	HMDB
Magnurol	HMDB
Nu-terazosin	HMDB
Ratio-terazosin	HMDB
Apo-terazosin	HMDB
Heitrin	HMDB
Hytrin	HMDB
Terazosin azu	HMDB
Terazosin hexal	HMDB
Terazosin hydrochloride	HMDB
Terazosina alter	HMDB
Terazosina kern	HMDB
Zayasel	HMDB
Adecur	HMDB
Deflox	HMDB
Dysalfa	HMDB
Flotrin	HMDB
Hytrine	HMDB
Novo-terazosin	HMDB
Sutif	HMDB
Tazusin	HMDB
Terazoflo	HMDB
Terazosin, monohydrochloride, dihydrate	HMDB
Hexal brand OF terazosin hydrochloride	HMDB
Hytrin BPH	HMDB
PMS-Terazosin	HMDB
Terazosina qualix	HMDB
Terazosin hydrochloride anhydrous	HMDB

Chemical Formula

C₁₉H₂₅N₅O₄

Average Molecular Weight

387.4329

Monoisotopic Molecular Weight

387.190654313

IUPAC Name

6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine

Traditional Name

terazosin

CAS Registry Number

63590-64-7

SMILES

COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1

InChI Identifier

InChI=1S/C19H25N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22)

InChI Key

VCKUSRYTPJJLNI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-arylpiperazines

Alternative Parents

Substituents

N-arylpiperazine
Quinazolinamine
Diazanaphthalene
Quinazoline
Anisole
Dialkylarylamine
Alkyl aryl ether
Aminopyrimidine
Pyrimidine
Imidolactam
Benzenoid
Heteroaromatic compound
Tetrahydrofuran
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Azacycle
Organic oxygen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Organopnictogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

primary amino compound (CHEBI:9445 )
furans (CHEBI:9445 )
quinazolines (CHEBI:9445 )
piperazines (CHEBI:9445 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015293)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	273 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.5 g/L	Not Available
LogP	1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.5 g/L	ALOGPS
logP	1.12	ALOGPS
logP	1.18	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	19.93	ChemAxon
pKa (Strongest Basic)	7.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	103.04 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.18 m³·mol⁻¹	ChemAxon
Polarizability	41.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	191.49	31661259
DarkChem	[M-H]-	190.425	31661259
DeepCCS	[M+H]+	187.278	30932474
DeepCCS	[M-H]-	184.862	30932474
DeepCCS	[M-2H]-	219.283	30932474
DeepCCS	[M+Na]+	194.439	30932474
AllCCS	[M+H]+	191.7	32859911
AllCCS	[M+H-H2O]+	189.2	32859911
AllCCS	[M+NH4]+	194.1	32859911
AllCCS	[M+Na]+	194.7	32859911
AllCCS	[M-H]-	189.9	32859911
AllCCS	[M+Na-2H]-	190.2	32859911
AllCCS	[M+HCOO]-	190.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.93 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9676 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	86.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1106.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	193.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	136.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	79.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	288.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	398.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	622.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	694.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	241.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1219.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	256.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	267.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	411.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	327.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	42.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Terazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1	3896.8	Standard polar	33892256
Terazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1	3305.3	Standard non polar	33892256
Terazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1CCCO1	3807.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Terazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	3784.8	Semi standard non polar	33892256
Terazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	3350.5	Standard non polar	33892256
Terazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	5321.7	Standard polar	33892256
Terazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	3758.5	Semi standard non polar	33892256
Terazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	3421.3	Standard non polar	33892256
Terazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	4962.8	Standard polar	33892256
Terazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	4009.6	Semi standard non polar	33892256
Terazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	3570.7	Standard non polar	33892256
Terazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	5258.5	Standard polar	33892256
Terazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	4131.6	Semi standard non polar	33892256
Terazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	3866.5	Standard non polar	33892256
Terazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4CCCO4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	4897.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Terazosin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9375000000-51e0b50a02ca9182132a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Terazosin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin LC-ESI-qTof , Positive-QTOF	splash10-000i-0049000000-86650e3e374df663aa35	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin , positive-QTOF	splash10-000i-0049000000-86650e3e374df663aa35	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin , positive-QTOF	splash10-000i-0059000000-ca9adf5daab9e5e9b6e7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin , positive-QTOF	splash10-000e-1292000000-9081c5bb64e8d096db78	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin 35V, Negative-QTOF	splash10-0079-0019000000-d7e59834a3bdfe524c51	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Terazosin 35V, Positive-QTOF	splash10-000l-0097000000-c8329e54acf1c8a72d7c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 10V, Positive-QTOF	splash10-000i-0029000000-b9509509936fd20822e4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 20V, Positive-QTOF	splash10-007c-3069000000-196d536a1f876cf3fe0f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 40V, Positive-QTOF	splash10-006t-2090000000-f24db01089337864b16f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 10V, Negative-QTOF	splash10-000i-1019000000-f4c3728d09b25d55b2f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 20V, Negative-QTOF	splash10-00dr-6098000000-81e55b539bff87910453	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 40V, Negative-QTOF	splash10-00em-3091000000-b40b6a5be295255d01ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 10V, Positive-QTOF	splash10-000i-0009000000-6fee4cbd3c043ea0f36a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 20V, Positive-QTOF	splash10-000i-0009000000-0967bc8cd13ea8732283	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 40V, Positive-QTOF	splash10-006y-3149000000-56db17d16ac03814def3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 10V, Negative-QTOF	splash10-000i-0009000000-8d31d2aa0ab8d99cf8d7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 20V, Negative-QTOF	splash10-001r-0019000000-55003a7c1cdca21b9dfd	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Terazosin 40V, Negative-QTOF	splash10-001v-0197000000-499a38ef1791a534e75c	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01162	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01162	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01162

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5208

KEGG Compound ID

C07127

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Terazosin

METLIN ID

Not Available

PubChem Compound

5401

PDB ID

Not Available

ChEBI ID

9445

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Cushman WC, Ford CE, Cutler JA, Margolis KL, Davis BR, Grimm RH, Black HR, Hamilton BP, Holland J, Nwachuku C, Papademetriou V, Probstfield J, Wright JT Jr, Alderman MH, Weiss RJ, Piller L, Bettencourt J, Walsh SM: Success and predictors of blood pressure control in diverse North American settings: the antihypertensive and lipid-lowering treatment to prevent heart attack trial (ALLHAT). J Clin Hypertens (Greenwich). 2002 Nov-Dec;4(6):393-404. [PubMed:12461301 ]

Enzymes

Enzyme Details

1. Potassium voltage-gated channel subfamily H member 2

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated inwardly rectifying potassium channel. Channel properties are modulated by cAMP and subunit assembly. Mediates the rapidly activating component of the delayed rectifying potassium current in heart (IKr). Isoform 3 has no channel activity by itself, but modulates channel characteristics when associated with isoform 1
Gene Name:: KCNH2
Uniprot ID:: Q12809
Molecular weight:: 126653.5

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Enzyme Details

2. Potassium voltage-gated channel subfamily H member 6

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated potassium channel. Elicits a slowly activating, rectifying current. Channel properties may be modulated by cAMP and subunit assembly
Gene Name:: KCNH6
Uniprot ID:: Q9H252
Molecular weight:: 109923.7

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Enzyme Details

3. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Chapple CR: Medical therapy and quality of life. Eur Urol. 1998;34 Suppl 2:10-7; discussion 46. [PubMed:9732824 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Lee E, Lee C: Clinical comparison of selective and non-selective alpha 1A-adrenoreceptor antagonists in benign prostatic hyperplasia: studies on tamsulosin in a fixed dose and terazosin in increasing doses. Br J Urol. 1997 Oct;80(4):606-11. [PubMed:9352700 ]
Michel MC, Grubbel B, Taguchi K, Verfurth F, Otto T, Kropfl D: Drugs for treatment of benign prostatic hyperplasia: affinity comparison at cloned alpha 1-adrenoceptor subtypes and in human prostate. J Auton Pharmacol. 1996 Feb;16(1):21-8. [PubMed:8736427 ]
Na YJ, Guo YL, Gu FL: Clinical comparison of selective and non-selective alpha 1A-adrenoceptor antagonists for bladder outlet obstruction associated with benign prostatic hyperplasia: studies on tamsulosin and terazosin in Chinese patients. The Chinese Tamsulosin Study Group. J Med. 1998;29(5-6):289-304. [PubMed:10503165 ]
Roehrborn CG, Schwinn DA: Alpha1-adrenergic receptors and their inhibitors in lower urinary tract symptoms and benign prostatic hyperplasia. J Urol. 2004 Mar;171(3):1029-35. [PubMed:14767264 ]

Enzyme Details

4. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Boyle P, Robertson C, Manski R, Padley RJ, Roehrborn CG: Meta-analysis of randomized trials of terazosin in the treatment of benign prostatic hyperplasia. Urology. 2001 Nov;58(5):717-22. [PubMed:11711348 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Simpson P: Stimulation of hypertrophy of cultured neonatal rat heart cells through an alpha 1-adrenergic receptor and induction of beating through an alpha 1- and beta 1-adrenergic receptor interaction. Evidence for independent regulation of growth and beating. Circ Res. 1985 Jun;56(6):884-94. [PubMed:2988814 ]
Vincent J, Dachman W, Blaschke TF, Hoffman BB: Pharmacological tolerance to alpha 1-adrenergic receptor antagonism mediated by terazosin in humans. J Clin Invest. 1992 Nov;90(5):1763-8. [PubMed:1358918 ]

Enzyme Details

5. Alpha-1D adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its effect through the influx of extracellular calcium
Gene Name:: ADRA1D
Uniprot ID:: P25100
Molecular weight:: 60462.2

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

6. Potassium voltage-gated channel subfamily H member 7

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated potassium channel. Channel properties may be modulated by cAMP and subunit assembly
Gene Name:: KCNH7
Uniprot ID:: Q9NS40
Molecular weight:: 134998.5

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Takara K, Sakaeda T, Kakumoto M, Tanigawara Y, Kobayashi H, Okumura K, Ohnishi N, Yokoyama T: Effects of alpha-adrenoceptor antagonist doxazosin on MDR1-mediated multidrug resistance and transcellular transport. Oncol Res. 2009;17(11-12):527-33. [PubMed:19806783 ]

Showing metabocard for Terazosin (HMDB0015293)

MOL for HMDB0015293 (Terazosin)

3D MOL for HMDB0015293 (Terazosin)

3D SDF for HMDB0015293 (Terazosin)

3D-SDF for HMDB0015293 (Terazosin)

PDB for HMDB0015293 (Terazosin)

3D PDB for HMDB0015293 (Terazosin)

SMILES for HMDB0015293 (Terazosin)

INCHI for HMDB0015293 (Terazosin)

Structure for HMDB0015293 (Terazosin)

3D Structure for HMDB0015293 (Terazosin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

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References

Transporters

References