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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-16 23:01:43 UTC

Update Date

2022-03-07 03:18:13 UTC

HMDB ID

HMDB0240216

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lafutidine

Description

Lafutidine, also known as protecadin, belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. In humans, lafutidine is involved in the lafutidine h2-antihistamine action pathway. Lafutidine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Lafutidine.

Structure

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

       
  Mrv1652311211717292D          

 30 32  0  0  0  0            999 V2000
   16.1002  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1002  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8040  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5492  -31.1196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5492  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8040  -29.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2531  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9568  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6607  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4060  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4060  -30.2916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7021  -29.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9568  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1098  -31.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8136  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5174  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3455  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0494  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7532  -31.5336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4570  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1609  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8646  -31.1196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5685  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2722  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8646  -30.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4570  -30.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5206  -30.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9346  -31.6164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5971  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3487  -30.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 19  1  0  0  0  0
 18 17  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 20 26  2  0  0  0  0
 27 24  2  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 30  1  0  0  0  0
M  END

HMDB0240216
     RDKit          3D
Lafutidine
 59 61  0  0  0  0  0  0  0  0999 V2000
    5.6694   -0.3764    1.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852   -1.5553    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -2.4966    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1882   -1.7989    0.6684 S   0  0  0  0  0  4  0  0  0  0  0  0
    9.2829   -2.7856    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5812   -0.5839   -0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7512    0.6082   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9345    1.7066    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9459    2.5920    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    2.0173   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7054    0.8387   -1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -2.0453    0.6631 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509   -1.1234    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870   -1.8430    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.4666   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -0.2987   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0617    0.6203   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3849    0.2564   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    1.1358   -0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    0.7778   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    1.7512   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9373    1.2997   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7746    0.7787    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738    0.0398    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2669    0.7273    1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2952    1.3728   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220    0.9880   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133   -0.5032   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.3774   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.9824   -1.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -2.9896   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000   -3.3008    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6793   -0.3135   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4936   -1.0777   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7326    1.7759    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8119    3.5625    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3425    2.4904   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880   -3.0254    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1064   -0.8342    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404   -0.2482    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.7503    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -2.1304   -0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.7052   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    0.2030   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1577    2.1373   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102    2.6505   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.1748   -1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093    0.0705    1.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5439    1.6067    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0423   -1.0050    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8523    0.0028    2.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4989    1.5157    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1387    0.0138    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2141    2.4729    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2617    1.1461   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2260    1.6596   -1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2538   -0.0817   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990   -0.8883   -1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028   -2.4062   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 20 28  2  0
 28 29  1  0
 29 30  2  0
 11  7  1  0
 30 18  1  0
 27 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
M  END

       
  Mrv1652311211717292D          

 30 32  0  0  0  0            999 V2000
   16.1002  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1002  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8040  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5492  -31.1196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5492  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8040  -29.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2531  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9568  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6607  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4060  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4060  -30.2916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7021  -29.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9568  -30.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1098  -31.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8136  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5174  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3455  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0494  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7532  -31.5336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4570  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1609  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8646  -31.1196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.5685  -31.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2722  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8646  -30.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4570  -30.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5206  -30.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9346  -31.6164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5971  -31.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3487  -30.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 19  1  0  0  0  0
 18 17  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
 20 26  2  0  0  0  0
 27 24  2  0  0  0  0
 24 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240216

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-

> <INCHI_KEY>
KMZQAVXSMUKBPD-DJWKRKHSSA-N

> <FORMULA>
C22H29N3O4S

> <MOLECULAR_WEIGHT>
431.55

> <EXACT_MASS>
431.1878776

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.26751745963229

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
0.8563082203499494

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.786367590346728

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.868933915784512

> <JCHEM_PKA_STRONGEST_BASIC>
7.936983208516114

> <JCHEM_POLAR_SURFACE_AREA>
84.67

> <JCHEM_REFRACTIVITY>
120.2437

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
lafutidine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240216
     RDKit          3D
Lafutidine
 59 61  0  0  0  0  0  0  0  0999 V2000
    5.6694   -0.3764    1.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852   -1.5553    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -2.4966    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1882   -1.7989    0.6684 S   0  0  0  0  0  4  0  0  0  0  0  0
    9.2829   -2.7856    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5812   -0.5839   -0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7512    0.6082   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9345    1.7066    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9459    2.5920    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    2.0173   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7054    0.8387   -1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -2.0453    0.6631 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509   -1.1234    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870   -1.8430    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.4666   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -0.2987   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0617    0.6203   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3849    0.2564   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    1.1358   -0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    0.7778   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    1.7512   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9373    1.2997   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7746    0.7787    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738    0.0398    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2669    0.7273    1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2952    1.3728   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220    0.9880   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133   -0.5032   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.3774   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.9824   -1.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -2.9896   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000   -3.3008    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6793   -0.3135   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4936   -1.0777   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7326    1.7759    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8119    3.5625    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3425    2.4904   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880   -3.0254    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1064   -0.8342    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404   -0.2482    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.7503    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -2.1304   -0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.7052   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    0.2030   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1577    2.1373   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102    2.6505   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.1748   -1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093    0.0705    1.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5439    1.6067    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0423   -1.0050    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8523    0.0028    2.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4989    1.5157    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1387    0.0138    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2141    2.4729    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2617    1.1461   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2260    1.6596   -1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2538   -0.0817   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990   -0.8883   -1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028   -2.4062   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 20 28  2  0
 28 29  1  0
 29 30  2  0
 11  7  1  0
 30 18  1  0
 27 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 21-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-NOV-17         0                                  
HETATM    1  C   UNK     0      30.054 -56.544   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.054 -58.090   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.367 -58.863   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      32.759 -58.090   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      32.759 -56.544   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.367 -55.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.072 -58.863   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.386 -58.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.700 -58.863   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      38.091 -58.090   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      38.091 -56.544   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      36.777 -55.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.386 -56.544   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      39.405 -58.863   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      40.719 -58.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      42.032 -58.863   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.578 -58.863   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      44.892 -58.090   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      46.206 -58.863   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      47.520 -58.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      48.834 -58.863   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      50.147 -58.090   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0      51.461 -58.863   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      52.775 -58.090   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      50.147 -56.544   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      47.520 -56.544   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      53.238 -56.621   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      54.011 -59.017   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      55.248 -58.090   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      54.784 -56.621   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   19   17                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   27   28                                                  
CONECT   25   22                                                            
CONECT   26   20                                                            
CONECT   27   24   30                                                       
CONECT   28   24   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   27                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0240216
HETATM    1  O1  UNL     1       5.669  -0.376   1.217  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.485  -1.555   0.860  1.00  0.00           C  
HETATM    3  C2  UNL     1       6.599  -2.497   0.625  1.00  0.00           C  
HETATM    4  S1  UNL     1       8.188  -1.799   0.668  1.00  0.00           S  
HETATM    5  O2  UNL     1       9.283  -2.786   0.957  1.00  0.00           O  
HETATM    6  C3  UNL     1       8.581  -0.584  -0.514  1.00  0.00           C  
HETATM    7  C4  UNL     1       7.751   0.608  -0.495  1.00  0.00           C  
HETATM    8  C5  UNL     1       7.935   1.707   0.333  1.00  0.00           C  
HETATM    9  C6  UNL     1       6.946   2.592   0.019  1.00  0.00           C  
HETATM   10  C7  UNL     1       6.192   2.017  -0.982  1.00  0.00           C  
HETATM   11  O3  UNL     1       6.705   0.839  -1.257  1.00  0.00           O  
HETATM   12  N1  UNL     1       4.170  -2.045   0.663  1.00  0.00           N  
HETATM   13  C8  UNL     1       3.051  -1.123   0.901  1.00  0.00           C  
HETATM   14  C9  UNL     1       1.787  -1.843   0.641  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.905  -1.467  -0.264  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.014  -0.299  -1.150  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.062   0.620  -0.951  1.00  0.00           O  
HETATM   18  C12 UNL     1      -1.385   0.256  -1.153  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.431   1.136  -0.958  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.745   0.778  -1.158  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.808   1.751  -0.928  1.00  0.00           C  
HETATM   22  N2  UNL     1      -5.937   1.300  -0.230  1.00  0.00           N  
HETATM   23  C16 UNL     1      -5.775   0.779   1.070  1.00  0.00           C  
HETATM   24  C17 UNL     1      -6.974   0.040   1.596  1.00  0.00           C  
HETATM   25  C18 UNL     1      -8.267   0.727   1.318  1.00  0.00           C  
HETATM   26  C19 UNL     1      -8.295   1.373  -0.020  1.00  0.00           C  
HETATM   27  C20 UNL     1      -7.122   0.988  -0.917  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.013  -0.503  -1.568  1.00  0.00           C  
HETATM   29  C22 UNL     1      -2.947  -1.377  -1.760  1.00  0.00           C  
HETATM   30  N3  UNL     1      -1.656  -0.982  -1.550  1.00  0.00           N  
HETATM   31  H1  UNL     1       6.432  -2.990  -0.380  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.500  -3.301   1.411  1.00  0.00           H  
HETATM   33  H3  UNL     1       9.679  -0.314  -0.426  1.00  0.00           H  
HETATM   34  H4  UNL     1       8.494  -1.078  -1.549  1.00  0.00           H  
HETATM   35  H5  UNL     1       8.733   1.776   1.065  1.00  0.00           H  
HETATM   36  H6  UNL     1       6.812   3.562   0.495  1.00  0.00           H  
HETATM   37  H7  UNL     1       5.343   2.490  -1.428  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.988  -3.025   0.358  1.00  0.00           H  
HETATM   39  H9  UNL     1       3.106  -0.834   1.984  1.00  0.00           H  
HETATM   40  H10 UNL     1       3.240  -0.248   0.292  1.00  0.00           H  
HETATM   41  H11 UNL     1       1.580  -2.750   1.246  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.012  -2.130  -0.322  1.00  0.00           H  
HETATM   43  H13 UNL     1       0.963  -0.705  -2.205  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.984   0.203  -1.097  1.00  0.00           H  
HETATM   45  H15 UNL     1      -2.158   2.137  -0.634  1.00  0.00           H  
HETATM   46  H16 UNL     1      -4.410   2.650  -0.374  1.00  0.00           H  
HETATM   47  H17 UNL     1      -5.097   2.175  -1.929  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.909   0.071   1.170  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.544   1.607   1.769  1.00  0.00           H  
HETATM   50  H20 UNL     1      -7.042  -1.005   1.212  1.00  0.00           H  
HETATM   51  H21 UNL     1      -6.852   0.003   2.715  1.00  0.00           H  
HETATM   52  H22 UNL     1      -8.499   1.516   2.094  1.00  0.00           H  
HETATM   53  H23 UNL     1      -9.139   0.014   1.427  1.00  0.00           H  
HETATM   54  H24 UNL     1      -8.214   2.473   0.103  1.00  0.00           H  
HETATM   55  H25 UNL     1      -9.262   1.146  -0.531  1.00  0.00           H  
HETATM   56  H26 UNL     1      -7.226   1.660  -1.811  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.254  -0.082  -1.175  1.00  0.00           H  
HETATM   58  H28 UNL     1      -4.999  -0.888  -1.753  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.103  -2.406  -2.084  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   31   32
CONECT    4    5    5    6
CONECT    6    7   33   34
CONECT    7    8    8   11
CONECT    8    9   35
CONECT    9   10   10   36
CONECT   10   11   37
CONECT   12   13   38
CONECT   13   14   39   40
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   43   44
CONECT   17   18
CONECT   18   19   19   30
CONECT   19   20   45
CONECT   20   21   28   28
CONECT   21   22   46   47
CONECT   22   23   27
CONECT   23   24   48   49
CONECT   24   25   50   51
CONECT   25   26   52   53
CONECT   26   27   54   55
CONECT   27   56   57
CONECT   28   29   58
CONECT   29   30   30   59
END

HMDB0240216
     RDKit          3D
Lafutidine
 59 61  0  0  0  0  0  0  0  0999 V2000
    5.6694   -0.3764    1.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4852   -1.5553    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -2.4966    0.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1882   -1.7989    0.6684 S   0  0  0  0  0  4  0  0  0  0  0  0
    9.2829   -2.7856    0.9572 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5812   -0.5839   -0.5137 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7512    0.6082   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9345    1.7066    0.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9459    2.5920    0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    2.0173   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7054    0.8387   -1.2573 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -2.0453    0.6631 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509   -1.1234    0.9010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7870   -1.8430    0.6405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9047   -1.4666   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139   -0.2987   -1.1501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0617    0.6203   -0.9509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3849    0.2564   -1.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313    1.1358   -0.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455    0.7778   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    1.7512   -0.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9373    1.2997   -0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7746    0.7787    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9738    0.0398    1.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2669    0.7273    1.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2952    1.3728   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220    0.9880   -0.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0133   -0.5032   -1.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -1.3774   -1.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6562   -0.9824   -1.5497 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4322   -2.9896   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000   -3.3008    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6793   -0.3135   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4936   -1.0777   -1.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7326    1.7759    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8119    3.5625    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3425    2.4904   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9880   -3.0254    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1064   -0.8342    1.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2404   -0.2482    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5799   -2.7503    1.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0115   -2.1304   -0.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627   -0.7052   -2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9838    0.2030   -1.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1577    2.1373   -0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102    2.6505   -0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0974    2.1748   -1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9093    0.0705    1.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5439    1.6067    1.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0423   -1.0050    1.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8523    0.0028    2.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4989    1.5157    2.0935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1387    0.0138    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2141    2.4729    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2617    1.1461   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2260    1.6596   -1.8110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2538   -0.0817   -1.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9990   -0.8883   -1.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028   -2.4062   -2.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 20 28  2  0
 28 29  1  0
 29 30  2  0
 11  7  1  0
 30 18  1  0
 27 22  1  0
  3 31  1  0
  3 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 19 45  1  0
 21 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Protecadin	Kegg
(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide	HMDB
(Z)-(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-butenyl]-acetamide	HMDB
(+)-2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide	HMDB
(+)-2-(Furfurylsulfinyl)-N-[(Z)-4-[[4-(piperidinomethyl)-2-pyridyl]oxy]-2-butenyl]acetamide	HMDB
(+)-Lafutidine	HMDB
FRG 8813	HMDB
Laflutidine	HMDB
Lafukem	HMDB
Stogar	HMDB
Lafutidine	HMDB, MeSH
2-(Furan-2-ylmethylsulphinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide	Generator, HMDB
N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)-(Z)-butenyl-2-(furfurylsulfinyl)acetamide	MeSH, HMDB
N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide	MeSH, HMDB

Chemical Formula

C₂₂H₂₉N₃O₄S

Average Molecular Weight

431.55

Monoisotopic Molecular Weight

431.1878776

IUPAC Name

2-[(furan-2-yl)methanesulfinyl]-N-[(2Z)-4-({4-[(piperidin-1-yl)methyl]pyridin-2-yl}oxy)but-2-en-1-yl]acetamide

Traditional Name

lafutidine

CAS Registry Number

118288-08-7

SMILES

O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1

InChI Identifier

InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-

InChI Key

KMZQAVXSMUKBPD-DJWKRKHSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Alkyl aryl ethers

Alternative Parents

Substituents

Alkyl aryl ether
Aralkylamine
Piperidine
Pyridine
Furan
Heteroaromatic compound
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Sulfoxide
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfinyl compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organosulfur compound
Amine
Organopnictogen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240216)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Lafutidine H2-Antihistamine Action (PathBank: SMP0051038)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.59	ALOGPS
logP	0.86	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.87	ChemAxon
pKa (Strongest Basic)	7.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	84.67 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	120.24 m³·mol⁻¹	ChemAxon
Polarizability	45.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	200.719	31661259
AllCCS	[M-H]-	190.867	31661259
DeepCCS	[M+H]+	208.27	30932474
DeepCCS	[M-H]-	205.901	30932474
DeepCCS	[M-2H]-	240.204	30932474
DeepCCS	[M+Na]+	215.431	30932474
AllCCS	[M+H]+	200.7	32859911
AllCCS	[M+H-H2O]+	198.6	32859911
AllCCS	[M+NH4]+	202.7	32859911
AllCCS	[M+Na]+	203.2	32859911
AllCCS	[M-H]-	190.9	32859911
AllCCS	[M+Na-2H]-	191.8	32859911
AllCCS	[M+HCOO]-	193.0	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.	4.45 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7055 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.2 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	917.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	166.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	94.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	262.2 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	331.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	619.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	782.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	130.8 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	835.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	254.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	527.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	329.4 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	16.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lafutidine	O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1	4001.1	Standard polar	33892256
Lafutidine	O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1	3458.3	Standard non polar	33892256
Lafutidine	O=C(CS(=O)CC1=CC=CO1)NC\C=C/COC1=NC=CC(CN2CCCCC2)=C1	3530.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lafutidine,1TMS,isomer #1	C[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	3540.1	Semi standard non polar	33892256
Lafutidine,1TMS,isomer #1	C[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	3343.2	Standard non polar	33892256
Lafutidine,1TMS,isomer #1	C[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	4388.7	Standard polar	33892256
Lafutidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	3713.6	Semi standard non polar	33892256
Lafutidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	3454.0	Standard non polar	33892256
Lafutidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C/C=C\COC1=CC(CN2CCCCC2)=CC=N1)C(=O)CS(=O)CC1=CC=CO1	4425.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lafutidine 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 - Lafutidine LC-ESI-qTof , Positive-QTOF	splash10-00di-0319500000-21e5d3163103c305767b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lafutidine , positive-QTOF	splash10-0uec-0629700000-2cad78fc15f4386b3645	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Lafutidine , positive-QTOF	splash10-00di-0319500000-21e5d3163103c305767b	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 10V, Positive-QTOF	splash10-01qa-1676900000-3adc00bef17a159fb17e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 20V, Positive-QTOF	splash10-03fu-2971000000-7ee0ab341e67b0ccb95d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 40V, Positive-QTOF	splash10-01t9-4930000000-1265ca526856cae249ff	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 10V, Negative-QTOF	splash10-001i-1930700000-aec8e386acbf098257aa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 20V, Negative-QTOF	splash10-0059-2920100000-149ac7afce52861c0b08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 40V, Negative-QTOF	splash10-0016-6900000000-695b1fd2b230388122f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 10V, Positive-QTOF	splash10-001i-1015900000-d484d58eb169f3ec6743	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 20V, Positive-QTOF	splash10-01q9-9453800000-eb9c012110cbed695f73	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 40V, Positive-QTOF	splash10-001m-9400000000-c87dcefee5d75f368da0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 10V, Negative-QTOF	splash10-001i-1301900000-6c348a77d8546c865e4c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 20V, Negative-QTOF	splash10-01ox-5902100000-f69667109b92c6667827	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lafutidine 40V, Negative-QTOF	splash10-0h36-9711000000-19ce75902d45bf2db889	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Lafutidine H2-Antihistamine Action		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12770

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445337

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lafutidine

METLIN ID

Not Available

PubChem Compound

5282136

PDB ID

Not Available

ChEBI ID

Not Available

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

Shimatani T, Inoue M, Kuroiwa T, Xu J, Nakamura M, Tazuma S, Ikawa K, Morikawa N: Lafutidine, a newly developed antiulcer drug, elevates postprandial intragastric pH and increases plasma calcitonin gene-related peptide and somatostatin concentrations in humans: comparisons with famotidine. Dig Dis Sci. 2006 Jan;51(1):114-20. [PubMed:16416222 ]

Showing metabocard for Lafutidine (HMDB0240216)

MOL for HMDB0240216 (Lafutidine)

3D MOL for HMDB0240216 (Lafutidine)

3D SDF for HMDB0240216 (Lafutidine)

3D-SDF for HMDB0240216 (Lafutidine)

PDB for HMDB0240216 (Lafutidine)

3D PDB for HMDB0240216 (Lafutidine)

SMILES for HMDB0240216 (Lafutidine)

INCHI for HMDB0240216 (Lafutidine)

Structure for HMDB0240216 (Lafutidine)

3D Structure for HMDB0240216 (Lafutidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra