(3R,4S)/(3S,4R)-3-(4-Fluorobenzyl)-4-hydroxy-1-(4-methoxybenzyl)-3-(4-(methylsulfonyl)phenyl)pyrrolidin-2-one

ID: ALA5177981

PubChem CID: 168277016

Max Phase: Preclinical

Molecular Formula: C26H26FNO5S

Molecular Weight: 483.56

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2C[C@@H](O)[C@@](Cc3ccc(F)cc3)(c3ccc(S(C)(=O)=O)cc3)C2=O)cc1

Standard InChI:  InChI=1S/C26H26FNO5S/c1-33-22-11-5-19(6-12-22)16-28-17-24(29)26(25(28)30,15-18-3-9-21(27)10-4-18)20-7-13-23(14-8-20)34(2,31)32/h3-14,24,29H,15-17H2,1-2H3/t24-,26-/m1/s1

Standard InChI Key:  FNYFCMKBTSFCJY-AOYPEHQESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5177981

   ---

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: 483.56

Molecular Weight (Monoisotopic): 483.1516

AlogP: 3.12

#Rotatable Bonds: 7

Polar Surface Area: 83.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: ┄

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -0.62

References

1. Kojima E, Iimuro A, Nakajima M, Kinuta H, Asada N, Sako Y, Nakata Z, Uemura K, Arita S, Miki S, Wakasa-Morimoto C, Tachibana Y..  (2022)  Pocket-to-Lead: Structure-Based De Novo Design of Novel Non-peptidic HIV-1 Protease Inhibitors Using the Ligand Binding Pocket as a Template.,  65  (8.0): [PMID:35416651] [10.1021/acs.jmedchem.1c02217]

Source

Source(1):

• Scientific Literature