((S)-piperidin-3-yl)methyl ((2S,3R)-3-hydroxy-4-(N-isobutyl-4-(trifluoromethyl)phenylsulfonamido)-1-phenylbutan-2-yl)carbamate

ID: ALA4877064

PubChem CID: 164628007

Max Phase: Preclinical

Molecular Formula: C28H38F3N3O5S

Molecular Weight: 585.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)OC[C@H]1CCCNC1)S(=O)(=O)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C28H38F3N3O5S/c1-20(2)17-34(40(37,38)24-12-10-23(11-13-24)28(29,30)31)18-26(35)25(15-21-7-4-3-5-8-21)33-27(36)39-19-22-9-6-14-32-16-22/h3-5,7-8,10-13,20,22,25-26,32,35H,6,9,14-19H2,1-2H3,(H,33,36)/t22-,25-,26+/m0/s1

Standard InChI Key:  AKRYVKJLBSLBGE-UCGXPXSYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4877064

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 585.69

Molecular Weight (Monoisotopic): 585.2484

AlogP: 4.05

#Rotatable Bonds: 12

Polar Surface Area: 107.97

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.66

CX Basic pKa: 9.97

CX LogP: 4.38

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.35

Np Likeness Score: -0.66

References

1. Zhu M, Zhou H, Ma L, Dong B, Zhou J, Zhang G, Wang M, Wang J, Cen S, Wang Y..  (2021)  Design and evaluation of novel piperidine HIV-1 protease inhibitors with potency against DRV-resistant variants.,  220  [PMID:33906049] [10.1016/j.ejmech.2021.113450]

Source

Source(1):

• Scientific Literature