3-(4-Acetyl-phenyl)-2-(5-morpholin-4-yl-4-pyridin-4-yl-thiophen-2-yl)-3H-quinazolin-4-one

ID: ALA1093503

Chembl Id: CHEMBL1093503

PubChem CID: 16752764

Max Phase: Preclinical

Molecular Formula: C29H24N4O3S

Molecular Weight: 508.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(-n2c(-c3cc(-c4ccncc4)c(N4CCOCC4)s3)nc3ccccc3c2=O)cc1

Standard InChI:  InChI=1S/C29H24N4O3S/c1-19(34)20-6-8-22(9-7-20)33-27(31-25-5-3-2-4-23(25)28(33)35)26-18-24(21-10-12-30-13-11-21)29(37-26)32-14-16-36-17-15-32/h2-13,18H,14-17H2,1H3

Standard InChI Key:  RAJQBCXLPLDSMH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1093503

   3-(4-Acetyl-phenyl)-2-(5-morpholin-4-yl-4-pyridin-4-yl-thiophen-2-yl)-3H-quinazolin-4-one

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: 508.60

Molecular Weight (Monoisotopic): 508.1569

AlogP: 5.22

#Rotatable Bonds: 5

Polar Surface Area: 77.32

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.69

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.11

References

1. Giri RS, Thaker HM, Giordano T, Williams J, Rogers D, Vasu KK, Sudarsanam V..  (2010)  Design, synthesis and evaluation of novel 2-thiophen-5-yl-3H-quinazolin-4-one analogues as inhibitors of transcription factors NF-kappaB and AP-1 mediated transcriptional activation: Their possible utilization as anti-inflammatory and anti-cancer agents.,  18  (7): [PMID:20335039] [10.1016/j.bmc.2010.01.007]

2. Ye N, Ding Y, Wild C, Shen Q, Zhou J..  (2014)  Small molecule inhibitors targeting activator protein 1 (AP-1).,  57  (16): [PMID:24831826] [10.1021/jm5004733]

Source

Source(1):

• Scientific Literature