1-Cyclopropyl-6-fluoro-7-(4-((1-(4-nitrobenzyl)-1H-benzimidazol-2-yl)methyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA3771338

Chembl Id: CHEMBL3771338

PubChem CID: 127026926

Max Phase: Preclinical

Molecular Formula: C32H29FN6O5

Molecular Weight: 596.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cn(C2CC2)c2cc(N3CCN(Cc4nc5ccccc5n4Cc4ccc([N+](=O)[O-])cc4)CC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C32H29FN6O5/c33-25-15-23-28(37(21-9-10-21)18-24(31(23)40)32(41)42)16-29(25)36-13-11-35(12-14-36)19-30-34-26-3-1-2-4-27(26)38(30)17-20-5-7-22(8-6-20)39(43)44/h1-8,15-16,18,21H,9-14,17,19H2,(H,41,42)

Standard InChI Key:  VWPDASGYFFPLBC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3771338

   ---

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: 596.62

Molecular Weight (Monoisotopic): 596.2183

AlogP: 4.80

#Rotatable Bonds: 8

Polar Surface Area: 126.74

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.70

CX Basic pKa: 4.98

CX LogP: 4.45

CX LogD: 3.08

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.20

Np Likeness Score: -1.44

References

1. Zhang L, Addla D, Ponmani J, Wang A, Xie D, Wang YN, Zhang SL, Geng RX, Cai GX, Li S, Zhou CH..  (2016)  Discovery of membrane active benzimidazole quinolones-based topoisomerase inhibitors as potential DNA-binding antimicrobial agents.,  111  [PMID:26871658] [10.1016/j.ejmech.2016.01.052]

Source

Source(1):

• Scientific Literature