ID: ALA3219285

Max Phase: Preclinical

Molecular Formula: C31H40FN3O3

Molecular Weight: 521.68

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1cn(C2CC2)c2cc(N3CCN(CCC45CC6CC(CC(C6)C4)C5)CC3)c(F)cc2c1=O

Standard InChI:  InChI=1S/C31H40FN3O3/c1-2-38-30(37)25-19-35(23-3-4-23)27-15-28(26(32)14-24(27)29(25)36)34-9-7-33(8-10-34)6-5-31-16-20-11-21(17-31)13-22(12-20)18-31/h14-15,19-23H,2-13,16-18H2,1H3

Standard InChI Key:  STRVRXRFUXGPON-UHFFFAOYSA-N

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

Properties

Molecular Weight: 521.68

Molecular Weight (Monoisotopic): 521.3054

AlogP: 5.38

#Rotatable Bonds: 7

Polar Surface Area: 54.78

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 7.56

CX LogP: 5.39

CX LogD: 5.00

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.46

Np Likeness Score: -0.83

References

1. Dubar F, Wintjens R, Martins-Duarte ES, Vommaro RC, de Souza W, Dive D, Pierrot C, Pradines B, Wohlkonig A, Khalife J, Biot C.  (2011)  Ester prodrugs of ciprofloxacin as DNA-gyrase inhibitors: synthesis, antiparasitic evaluation and docking studies,  2  (5): [10.1039/C1MD00022E]

Source

Source(1):

• Scientific Literature