2,2'-(3,6-dioxocyclohexa-1,4-diene-1,4-diyl)bis(azanediyl)dibenzoic acid

ID: ALA475959

Chembl Id: CHEMBL475959

Cas Number: 4046-39-3

PubChem CID: 317883

Max Phase: Preclinical

Molecular Formula: C20H14N2O6

Molecular Weight: 378.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C=C(Nc2ccccc2C(=O)O)C(=O)C=C1Nc1ccccc1C(=O)O

Standard InChI:  InChI=1S/C20H14N2O6/c23-17-10-16(22-14-8-4-2-6-12(14)20(27)28)18(24)9-15(17)21-13-7-3-1-5-11(13)19(25)26/h1-10,21-22H,(H,25,26)(H,27,28)

Standard InChI Key:  ZICRATSMKAPMHF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA475959

   2-[[4-(2-Carboxyanilino)-3,6-dioxocyclohexa-1,4-dien-1-yl]amino]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: 378.34

Molecular Weight (Monoisotopic): 378.0852

AlogP: 2.53

#Rotatable Bonds: 6

Polar Surface Area: 132.80

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.51

CX Basic pKa:

CX LogP: 3.47

CX LogD: -3.04

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: 0.12

References

1. Moro WB, Yang Z, Kane TA, Brouillette CG, Brouillette WJ..  (2009)  Virtual screening to identify lead inhibitors for bacterial NAD synthetase (NADs).,  19  (7): [PMID:19249205] [10.1016/j.bmcl.2009.02.034]

2. MacGregor KA, Abdel-Hamid MK, Odell LR, Chau N, Whiting A, Robinson PJ, McCluskey A..  (2014)  Development of quinone analogues as dynamin GTPase inhibitors.,  85  [PMID:25084145] [10.1016/j.ejmech.2014.06.070]

Source

Source(1):

• Scientific Literature