(E)-3-(2-(4-cyanostyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid

ID: ALA3805841

Chembl Id: CHEMBL3805841

Cas Number: 1624273-22-8

PubChem CID: 77461240

Max Phase: Preclinical

Molecular Formula: C24H15N3O3

Molecular Weight: 393.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(/C=C/c2nc3ccccc3c(=O)n2-c2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C24H15N3O3/c25-15-17-10-8-16(9-11-17)12-13-22-26-21-7-2-1-6-20(21)23(28)27(22)19-5-3-4-18(14-19)24(29)30/h1-14H,(H,29,30)/b13-12+

Standard InChI Key:  XWICYONKRAKFAQ-OUKQBFOZSA-N

Alternative Forms

1. Parent:

   

   ALA3805841

   (E)-3-(2-(4-Cyanostyryl)-4-Oxoquinazolin-3(4h)-Yl)benzoic 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: 393.40

Molecular Weight (Monoisotopic): 393.1113

AlogP: 4.13

#Rotatable Bonds: 4

Polar Surface Area: 95.98

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.90

CX Basic pKa: 0.67

CX LogP: 4.53

CX LogD: 1.31

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.13

References

1. Jadhavar PS, Dhameliya TM, Vaja MD, Kumar D, Sridevi JP, Yogeeswari P, Sriram D, Chakraborti AK..  (2016)  Synthesis, biological evaluation and structure-activity relationship of 2-styrylquinazolones as anti-tubercular agents.,  26  (11): [PMID:27095514] [10.1016/j.bmcl.2016.04.012]

2. Bouley R, Ding D, Peng Z, Bastian M, Lastochkin E, Song W, Suckow MA, Schroeder VA, Wolter WR, Mobashery S, Chang M..  (2016)  Structure-Activity Relationship for the 4(3H)-Quinazolinone Antibacterials.,  59  (10): [PMID:27088777] [10.1021/acs.jmedchem.6b00372]

3. Qian Y, Allegretta G, Janardhanan J, Peng Z, Mahasenan KV, Lastochkin E, Gozun MMN, Tejera S, Schroeder VA, Wolter WR, Feltzer R, Mobashery S, Chang M..  (2020)  Exploration of the Structural Space in 4(3H)-Quinazolinone Antibacterials.,  63  (10): [PMID:32343145] [10.1021/acs.jmedchem.0c00153]

4. Shalaby MW, Dokla EME, Serya RAT, Abouzid KAM..  (2020)  Penicillin binding protein 2a: An overview and a medicinal chemistry perspective.,  199  [PMID:32442851] [10.1016/j.ejmech.2020.112312]

Source

Source(1):

• Scientific Literature