ID: ALA5271083

Max Phase: Preclinical

Molecular Formula: C33H48N4O8S

Molecular Weight: 660.83

Representations

Canonical SMILES:  CCN(CC)CC(=O)Nc1ccc(S(=O)(=O)N(CC(C)C)C[C@@H](O)[C@H](Cc2ccccc2)NC(=O)O[C@H]2CO[C@H]3OCC[C@H]32)cc1

Standard InChI:  InChI=1S/C33H48N4O8S/c1-5-36(6-2)21-31(39)34-25-12-14-26(15-13-25)46(41,42)37(19-23(3)4)20-29(38)28(18-24-10-8-7-9-11-24)35-33(40)45-30-22-44-32-27(30)16-17-43-32/h7-15,23,27-30,32,38H,5-6,16-22H2,1-4H3,(H,34,39)(H,35,40)/t27-,28-,29+,30-,32+/m0/s1

Standard InChI Key:  RKSTYGKMEATZKN-QOJCGITLSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 660.83

Molecular Weight (Monoisotopic): 660.3193

AlogP: 3.07

#Rotatable Bonds: 16

Polar Surface Area: 146.74

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.66

CX Basic pKa: 7.65

CX LogP: 3.49

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.25

Np Likeness Score: -0.43

References

1. Ghosh AK, Shahabi D, Kipfmiller M, Ghosh AK, Johnson M, Wang YF, Agniswamy J, Amano M, Weber IT, Mitsuya H..  (2023)  Evaluation of darunavir-derived HIV-1 protease inhibitors incorporating P2' amide-derivatives: Synthesis, biological evaluation and structural studies.,  83  [PMID:36738797] [10.1016/j.bmcl.2023.129168]

Source

Source(1):

• Scientific Literature