2-chloro-N-(3-((3'-chlorobiphenyl-4-yl)methyl)-4-oxo-2-propyl-3,4-dihydroquinazolin-6-yl)benzamide

ID: ALA571026

Chembl Id: CHEMBL571026

PubChem CID: 3188315

Max Phase: Preclinical

Molecular Formula: C31H25Cl2N3O2

Molecular Weight: 542.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1nc2ccc(NC(=O)c3ccccc3Cl)cc2c(=O)n1Cc1ccc(-c2cccc(Cl)c2)cc1

Standard InChI:  InChI=1S/C31H25Cl2N3O2/c1-2-6-29-35-28-16-15-24(34-30(37)25-9-3-4-10-27(25)33)18-26(28)31(38)36(29)19-20-11-13-21(14-12-20)22-7-5-8-23(32)17-22/h3-5,7-18H,2,6,19H2,1H3,(H,34,37)

Standard InChI Key:  FFCSFKNIGKSNHT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA571026

   2-chloro-N-[3-[[4-(3-chlorophenyl)phenyl]methyl]-4-oxo-2-propylquinazolin-6-yl]benzamide

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: 542.47

Molecular Weight (Monoisotopic): 541.1324

AlogP: 7.62

#Rotatable Bonds: 7

Polar Surface Area: 63.99

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.73

CX LogP: 7.81

CX LogD: 7.80

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.23

Np Likeness Score: -1.72

References

1. Rörsch F, Wobst I, Zettl H, Schubert-Zsilavecz M, Grösch S, Geisslinger G, Schneider G, Proschak E..  (2010)  Nonacidic inhibitors of human microsomal prostaglandin synthase 1 (mPGES 1) identified by a multistep virtual screening protocol.,  53  (2): [PMID:20025212] [10.1021/jm9012505]

2. Rörsch F, Buscató E, Deckmann K, Schneider G, Schubert-Zsilavecz M, Geisslinger G, Proschak E, Grösch S..  (2012)  Structure-activity relationship of nonacidic quinazolinone inhibitors of human microsomal prostaglandin synthase 1 (mPGES 1).,  55  (8): [PMID:22449023] [10.1021/jm201687d]

Source

Source(1):

• Scientific Literature