IUPAC name
5-{[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)-N-[(1S)-1-(4-phenyl-1H-imidazol-2-yl)ethyl]propanamido]methyl}-2-methoxybenzoic acid
SMILES
COC1=CC=C(CN([C@@H](C)C2=NC(=CN2)C2=CC=CC=C2)C(=O)[C@@H](N)CC2=C(C)C=C(C=C2C)C(N)=O)C=C1C(O)=O
Compound class
Gastrointestinal Agents;
Therapeutic area
For the treatment of irritable bowel syndrome with diarrhea (IBS-D).
Common name
Eluxadoline
IUPAC name
5-{[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)-N-[(1S)-1-(4-phenyl-1H-imidazol-2-yl)ethyl]propanamido]methyl}-2-methoxybenzoic acid
SMILES
COC1=CC=C(CN([C@@H](C)C2=NC(=CN2)C2=CC=CC=C2)C(=O)[C@@H](N)CC2=C(C)C=C(C=C2C)C(N)=O)C=C1C(O)=O
INCHI
InChI=1S/C32H35N5O5/c1-18-12-23(29(34)38)13-19(2)24(18)15-26(33)31(39)37(17-21-10-11-28(42-4)25(14-21)32(40)41)20(3)30-35-16-27(36-30)22-8-6-5-7-9-22/h5-14,16,20,26H,15,17,33H2,1-4H3,(H2,34,38)(H,35,36)(H,40,41)/t20-,26-/m0/s1
FORMULA
C32H35N5O5
Common name
Eluxadoline
IUPAC name
5-{[(2S)-2-amino-3-(4-carbamoyl-2,6-dimethylphenyl)-N-[(1S)-1-(4-phenyl-1H-imidazol-2-yl)ethyl]propanamido]methyl}-2-methoxybenzoic acid
Molecular weight
569.651
clogP
4.798
clogS
-6.945
HBond Acceptor
6
HBond Donor
6
Total Polar Surface Area
164.63
Number of Rings
4
Rotatable Bond
12
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00040 | ethanamine |
|
CCN | 0.0677 |
| FDBF04330 | 3-methylbenzoic acid |
|
Cc1cc(ccc1)C(=O)O | 0.0007 |
| FDBF04331 | 3,5-dimethylbenzamide |
|
c1c(cc(cc1C)C(=O)N)C | 0.0014 |
| FDBF04335 | 2-methoxy-5-methyl-benzoic acid |
|
Cc1cc(c(cc1)OC)C(=O)O | 0.0003 |
| FDBF04336 | N-[(1S)-1-(1H-imidazol-2-yl)ethyl]-N-methyl-formamide |
|
[nH]1c(ncc1)C(C)N(C)C=O | 0.0003 |
| FDBF04337 | 2-amino-N-ethyl-N-methyl-acetamide |
|
C(C)N(C)C(=O)CN | 0.0003 |
| FDBF04341 | (2S)-2-amino-N-ethyl-N-methyl-propanamide |
|
C(C)N(C)C(=O)C(C)N | 0.0003 |
