3-(3-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-1-yl)propanoic acid

ID: ALA1784673

Chembl Id: CHEMBL1784673

PubChem CID: 46179378

Max Phase: Preclinical

Molecular Formula: C24H22N4O3

Molecular Weight: 414.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(N)=O)ccc1-c1c(-c2ccc(-n3ccnc3)cc2)ccn1CCC(=O)O

Standard InChI:  InChI=1S/C24H22N4O3/c1-16-14-18(24(25)31)4-7-20(16)23-21(8-11-27(23)12-9-22(29)30)17-2-5-19(6-3-17)28-13-10-26-15-28/h2-8,10-11,13-15H,9,12H2,1H3,(H2,25,31)(H,29,30)

Standard InChI Key:  CPOQTXKWWFQYCF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1784673

   3-(3-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-1-yl)propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 414.47

Molecular Weight (Monoisotopic): 414.1692

AlogP: 3.89

#Rotatable Bonds: 7

Polar Surface Area: 103.14

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.75

CX Basic pKa: 6.07

CX LogP: 2.65

CX LogD: 1.29

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.13

References

1. Sun X, Qiu J, Strong SA, Green LS, Wasley JW, Colagiovanni DB, Mutka SC, Blonder JP, Stout AM, Richards JP, Chun L, Rosenthal GJ..  (2011)  Structure-activity relationships of pyrrole based S-nitrosoglutathione reductase inhibitors: pyrrole regioisomers and propionic acid replacement.,  21  (12): [PMID:21570838] [10.1016/j.bmcl.2011.04.086]

Source

Source(1):

• Scientific Literature