(2S)-N-[(1R,2R)-2-(benzyloxy)-1-cyanopropyl]-2-({[1,1'-biphenyl]-4-yl}formamido)-3-(3-chlorophenyl)propanamide

ID: ALA4762161

PubChem CID: 162660645

Max Phase: Preclinical

Molecular Formula: C33H30ClN3O3

Molecular Weight: 552.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](OCc1ccccc1)[C@@H](C#N)NC(=O)[C@H](Cc1cccc(Cl)c1)NC(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C33H30ClN3O3/c1-23(40-22-24-9-4-2-5-10-24)31(21-35)37-33(39)30(20-25-11-8-14-29(34)19-25)36-32(38)28-17-15-27(16-18-28)26-12-6-3-7-13-26/h2-19,23,30-31H,20,22H2,1H3,(H,36,38)(H,37,39)/t23-,30+,31-/m1/s1

Standard InChI Key:  UTUPIYLIWLYEQC-YYSPBGNDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4762161

   ---

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: 552.07

Molecular Weight (Monoisotopic): 551.1976

AlogP: 5.96

#Rotatable Bonds: 11

Polar Surface Area: 91.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.50

CX Basic pKa: ┄

CX LogP: 6.26

CX LogD: 6.26

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -0.56

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