ID: ALA2070517

Max Phase: Preclinical

Molecular Formula: C24H37N2O11P

Molecular Weight: 560.54

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(OP(=O)(O[C@H]2[C@H](O)[C@@H](CO)O[C@H](O)[C@@H]2NC(C)=O)N2CCC[C@H]2C(=O)OC(C)(C)C)cc1

Standard InChI:  InChI=1S/C24H37N2O11P/c1-14(28)25-19-21(20(29)18(13-27)34-23(19)31)37-38(32,36-16-10-8-15(33-5)9-11-16)26-12-6-7-17(26)22(30)35-24(2,3)4/h8-11,17-21,23,27,29,31H,6-7,12-13H2,1-5H3,(H,25,28)/t17-,18+,19+,20+,21+,23-,38?/m0/s1

Standard InChI Key:  CBHBEOKCSHBHJS-GIQKBWGSSA-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: 560.54

Molecular Weight (Monoisotopic): 560.2135

AlogP: 0.95

#Rotatable Bonds: 9

Polar Surface Area: 173.32

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.53

CX Basic pKa:

CX LogP: -0.30

CX LogD: -0.30

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.25

Np Likeness Score: 0.61

References

1. Serpi M, Bibbo R, Rat S, Roberts H, Hughes C, Caterson B, Alcaraz MJ, Gibert AT, Verson CR, McGuigan C..  (2012)  Novel phosphoramidate prodrugs of N-acetyl-(D)-glucosamine with antidegenerative activity on bovine and human cartilage explants.,  55  (10): [PMID:22501024] [10.1021/jm300074y]

Source

Source(1):

• Scientific Literature