ID: ALA506096

Max Phase: Preclinical

Molecular Formula: C25H34FN3O9P2S

Molecular Weight: 633.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(N2C[C@@H]3CCCN[C@@H]3C2)c(F)cc2c(=O)c(C(=O)SCCCC(P(=O)(O)O)P(=O)(O)O)cn(C3CC3)c12

Standard InChI:  InChI=1S/C25H34FN3O9P2S/c1-38-24-21-16(10-18(26)22(24)28-11-14-4-2-8-27-19(14)13-28)23(30)17(12-29(21)15-6-7-15)25(31)41-9-3-5-20(39(32,33)34)40(35,36)37/h10,12,14-15,19-20,27H,2-9,11,13H2,1H3,(H2,32,33,34)(H2,35,36,37)/t14-,19+/m0/s1

Standard InChI Key:  WNBWTJHJRBKAOB-IFXJQAMLSA-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: 633.57

Molecular Weight (Monoisotopic): 633.1475

AlogP: 3.01

#Rotatable Bonds: 10

Polar Surface Area: 178.63

Molecular Species: ZWITTERION

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.21

CX Basic pKa: 9.44

CX LogP: -0.64

CX LogD: -2.74

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: 0.07

References

1. Tanaka KS, Houghton TJ, Kang T, Dietrich E, Delorme D, Ferreira SS, Caron L, Viens F, Arhin FF, Sarmiento I, Lehoux D, Fadhil I, Laquerre K, Liu J, Ostiguy V, Poirier H, Moeck G, Parr TR, Rafai Far A..  (2008)  Bisphosphonated fluoroquinolone esters as osteotropic prodrugs for the prevention of osteomyelitis.,  16  (20): [PMID:18815051] [10.1016/j.bmc.2008.09.010]

Source

Source(1):

• Scientific Literature