ID: ALA2426457

Max Phase: Preclinical

Molecular Formula: C33H46N2O8S

Molecular Weight: 630.80

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]2CCC[C@H]3O[C@@H]4OCCC[C@@H]4[C@@H]23)cc1

Standard InChI:  InChI=1S/C33H46N2O8S/c1-22(2)20-35(44(38,39)25-16-14-24(40-3)15-17-25)21-28(36)27(19-23-9-5-4-6-10-23)34-33(37)43-30-13-7-12-29-31(30)26-11-8-18-41-32(26)42-29/h4-6,9-10,14-17,22,26-32,36H,7-8,11-13,18-21H2,1-3H3,(H,34,37)/t26-,27+,28-,29-,30+,31-,32+/m1/s1

Standard InChI Key:  DEDWYHXOPMETPS-BTZPPBCFSA-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: 630.80

Molecular Weight (Monoisotopic): 630.2975

AlogP: 4.36

#Rotatable Bonds: 12

Polar Surface Area: 123.63

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.60

CX Basic pKa:

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.35

Np Likeness Score: 0.11

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