4-(1-(4-hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)-1H-pyrrol-2-yl)-3-methylbenzamide

ID: ALA1784694

Chembl Id: CHEMBL1784694

PubChem CID: 46179568

Max Phase: Preclinical

Molecular Formula: C25H21N3O5

Molecular Weight: 443.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H21N3O5/c1-15-13-17(25(26)30)5-9-20(15)24-21(16-3-7-19(33-2)8-4-16)11-12-27(24)18-6-10-23(29)22(14-18)28(31)32/h3-14,29H,1-2H3,(H2,26,30)

Standard InChI Key:  USRJTKDRTOTPRU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1784694

   4-[1-(4-Hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)pyrrol-2-yl]-3-methylbenzamide

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: 443.46

Molecular Weight (Monoisotopic): 443.1481

AlogP: 4.84

#Rotatable Bonds: 6

Polar Surface Area: 120.62

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.55

CX Basic pKa:

CX LogP: 4.99

CX LogD: 4.76

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -0.78

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