(Z)-4-(5-(2-(1H-benzo[d]imidazol-2-yl)-2-cyanovinyl)furan-2-yl)benzoic acid

ID: ALA236615

Chembl Id: CHEMBL236615

PubChem CID: 5721447

Max Phase: Preclinical

Molecular Formula: C21H13N3O3

Molecular Weight: 355.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/C(=C\c1ccc(-c2ccc(C(=O)O)cc2)o1)c1nc2ccccc2[nH]1

Standard InChI:  InChI=1S/C21H13N3O3/c22-12-15(20-23-17-3-1-2-4-18(17)24-20)11-16-9-10-19(27-16)13-5-7-14(8-6-13)21(25)26/h1-11H,(H,23,24)(H,25,26)/b15-11+

Standard InChI Key:  AHBIRSCEARQARK-RVDMUPIBSA-N

Alternative Forms

1. Parent:

   

   ALA236615

   4-[5-[(E)-2-(1H-benzimidazol-2-yl)-2-cyano-vinyl]-2-furyl]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: 355.35

Molecular Weight (Monoisotopic): 355.0957

AlogP: 4.59

#Rotatable Bonds: 4

Polar Surface Area: 102.91

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.08

CX Basic pKa: 3.42

CX LogP: 3.49

CX LogD: 0.77

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -1.20

References

1. Mugnaini C, Rajamaki S, Tintori C, Corelli F, Massa S, Witvrouw M, Debyser Z, Veljkovic V, Botta M..  (2007)  Toward novel HIV-1 integrase binding inhibitors: molecular modeling, synthesis, and biological studies.,  17  (19): [PMID:17716893] [10.1016/j.bmcl.2007.08.005]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays