ID: ALA503148

Max Phase: Preclinical

Molecular Formula: C32H40FN3O12P2

Molecular Weight: 739.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1c(N2CCN(CCC(=O)c3ccc(OCCCC(P(=O)(O)O)P(=O)(O)O)cc3)C(C)C2)c(F)cc2c(=O)c(C(=O)O)cn(C3CC3)c12

Standard InChI:  InChI=1S/C32H40FN3O12P2/c1-19-17-35(29-25(33)16-23-28(31(29)47-2)36(21-7-8-21)18-24(30(23)38)32(39)40)14-13-34(19)12-11-26(37)20-5-9-22(10-6-20)48-15-3-4-27(49(41,42)43)50(44,45)46/h5-6,9-10,16,18-19,21,27H,3-4,7-8,11-15,17H2,1-2H3,(H,39,40)(H2,41,42,43)(H2,44,45,46)

Standard InChI Key:  SSHHARHEFHVFQW-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: 739.63

Molecular Weight (Monoisotopic): 739.2071

AlogP: 3.81

#Rotatable Bonds: 15

Polar Surface Area: 216.37

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.21

CX Basic pKa: 6.16

CX LogP: -0.66

CX LogD: -5.35

Aromatic Rings: 3

Heavy Atoms: 50

QED Weighted: 0.09

Np Likeness Score: -0.45

References

1. Houghton TJ, Tanaka KS, Kang T, Dietrich E, Lafontaine Y, Delorme D, Ferreira SS, Viens F, Arhin FF, Sarmiento I, Lehoux D, Fadhil I, Laquerre K, Liu J, Ostiguy V, Poirier H, Moeck G, Parr TR, Far AR..  (2008)  Linking bisphosphonates to the free amino groups in fluoroquinolones: preparation of osteotropic prodrugs for the prevention of osteomyelitis.,  51  (21): [PMID:18834106] [10.1021/jm801007z]

Source

Source(1):

• Scientific Literature