(S)-2-([1,1'-biphenyl]-3-ylsulfonamido)-N-((1R,2R)-2-(benzyloxy)-1-cyanopropyl)-3-(3-chlorophenyl)propanamide

ID: ALA4758951

PubChem CID: 162658922

Max Phase: Preclinical

Molecular Formula: C32H30ClN3O4S

Molecular Weight: 588.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](OCc1ccccc1)[C@@H](C#N)NC(=O)[C@H](Cc1cccc(Cl)c1)NS(=O)(=O)c1cccc(-c2ccccc2)c1

Standard InChI:  InChI=1S/C32H30ClN3O4S/c1-23(40-22-24-10-4-2-5-11-24)31(21-34)35-32(37)30(19-25-12-8-16-28(33)18-25)36-41(38,39)29-17-9-15-27(20-29)26-13-6-3-7-14-26/h2-18,20,23,30-31,36H,19,22H2,1H3,(H,35,37)/t23-,30+,31-/m1/s1

Standard InChI Key:  PWVVGLGMUWKXFN-YYSPBGNDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4758951

   ---

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: 588.13

Molecular Weight (Monoisotopic): 587.1646

AlogP: 5.51

#Rotatable Bonds: 12

Polar Surface Area: 108.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.03

CX Basic pKa: ┄

CX LogP: 6.02

CX LogD: 6.02

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -0.87

References

1. Cianni L,Rocho FDR,Bonatto V,Martins FCP,Lameira J,Leitão A,Montanari CA,Shamim A.  (2021)  Design, synthesis and stepwise optimization of nitrile-based inhibitors of cathepsins B and L.,  29  [PMID:33254069] [10.1016/j.bmc.2020.115827]

Source

Source(1):

• Scientific Literature