(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ((2S,3R)-4-((4-((S)-2-amino-3-methylbutanamido)-N-isobutylphenyl)sulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbamate

ID: ALA5284706

Max Phase: Preclinical

Molecular Formula: C32H46N4O8S

Molecular Weight: 646.81

Names and Identifiers

Canonical SMILES:  CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CO[C@H]2OCC[C@H]21)S(=O)(=O)c1ccc(NC(=O)[C@@H](N)C(C)C)cc1

Standard InChI:  InChI=1S/C32H46N4O8S/c1-20(2)17-36(45(40,41)24-12-10-23(11-13-24)34-30(38)29(33)21(3)4)18-27(37)26(16-22-8-6-5-7-9-22)35-32(39)44-28-19-43-31-25(28)14-15-42-31/h5-13,20-21,25-29,31,37H,14-19,33H2,1-4H3,(H,34,38)(H,35,39)/t25-,26-,27+,28-,29-,31+/m0/s1

Standard InChI Key:  LHKBMVVTDCJRMX-MPJPHXCBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5284706

   ---

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

Calculated Properties

Molecular Weight: 646.81

Molecular Weight (Monoisotopic): 646.3036

AlogP: 2.71

#Rotatable Bonds: 14

Polar Surface Area: 169.52

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.56

CX Basic pKa: 8.35

CX LogP: 3.42

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.24

Np Likeness Score: -0.05

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