4-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

ID: ALA1784685

Chembl Id: CHEMBL1784685

PubChem CID: 46179566

Max Phase: Preclinical

Molecular Formula: C26H22N2O5

Molecular Weight: 442.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccn(-c3ccc(C(=O)O)c(O)c3)c2-c2ccc(C(N)=O)cc2C)cc1

Standard InChI:  InChI=1S/C26H22N2O5/c1-15-13-17(25(27)30)5-9-20(15)24-21(16-3-7-19(33-2)8-4-16)11-12-28(24)18-6-10-22(26(31)32)23(29)14-18/h3-14,29H,1-2H3,(H2,27,30)(H,31,32)

Standard InChI Key:  APARPRRWRUIPGQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1784685

   4-[2-(4-Carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)pyrrol-1-yl]-2-hydroxybenzoic 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: 442.47

Molecular Weight (Monoisotopic): 442.1529

AlogP: 4.63

#Rotatable Bonds: 6

Polar Surface Area: 114.78

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.37

CX Basic pKa:

CX LogP: 5.36

CX LogD: 1.95

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -0.50

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