ID: ALA2426458

Max Phase: Preclinical

Molecular Formula: C31H42N2O9S

Molecular Weight: 618.75

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]2COC[C@H]3O[C@@H]4OCC[C@@H]4[C@@H]23)cc1

Standard InChI:  InChI=1S/C31H42N2O9S/c1-20(2)16-33(43(36,37)23-11-9-22(38-3)10-12-23)17-26(34)25(15-21-7-5-4-6-8-21)32-31(35)42-28-19-39-18-27-29(28)24-13-14-40-30(24)41-27/h4-12,20,24-30,34H,13-19H2,1-3H3,(H,32,35)/t24-,25+,26-,27-,28+,29-,30+/m1/s1

Standard InChI Key:  ZFMLVULNQHLHJT-FVKXMQIMSA-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: 618.75

Molecular Weight (Monoisotopic): 618.2611

AlogP: 2.82

#Rotatable Bonds: 12

Polar Surface Area: 132.86

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.50

CX Basic pKa:

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.37

Np Likeness Score: 0.14

References

1. Ghosh AK, Parham GL, Martyr CD, Nyalapatla PR, Osswald HL, Agniswamy J, Wang YF, Amano M, Weber IT, Mitsuya H..  (2013)  Highly potent HIV-1 protease inhibitors with novel tricyclic P2 ligands: design, synthesis, and protein-ligand X-ray studies.,  56  (17): [PMID:23947685] [10.1021/jm400768f]

Source

Source(1):

• Scientific Literature