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

ID: ALA1784671

Chembl Id: CHEMBL1784671

PubChem CID: 46179476

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(CCC(=O)O)ccn1-c1ccc(-n2ccnc2)cc1

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

Standard InChI Key:  NVCJMYLJSSPEKR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1784671

   3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-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: 3.75

#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: 4.65

CX Basic pKa: 6.08

CX LogP: 3.00

CX LogD: 1.65

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -1.02

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]

2. Ye H, Wu J, Liang Z, Zhang Y, Huang Z..  (2022)  Protein S-Nitrosation: Biochemistry, Identification, Molecular Mechanisms, and Therapeutic Applications.,  65  (8.0): [PMID:35412827] [10.1021/acs.jmedchem.1c02194]

Source

Source(1):

• Scientific Literature