N-((S)-1-(((1R,2R)-2-(benzyloxy)-1-cyanopropyl)amino)-3-(4-bromophenyl)-1-oxopropan-2-yl)-[1,1'-biphenyl]-4-carboxamide

ID: ALA4765197

PubChem CID: 162661722

Max Phase: Preclinical

Molecular Formula: C33H30BrN3O3

Molecular Weight: 596.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](OCc1ccccc1)[C@@H](C#N)NC(=O)[C@H](Cc1ccc(Br)cc1)NC(=O)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C33H30BrN3O3/c1-23(40-22-25-8-4-2-5-9-25)31(21-35)37-33(39)30(20-24-12-18-29(34)19-13-24)36-32(38)28-16-14-27(15-17-28)26-10-6-3-7-11-26/h2-19,23,30-31H,20,22H2,1H3,(H,36,38)(H,37,39)/t23-,30+,31-/m1/s1

Standard InChI Key:  IKEUMUBQYMBDQV-YYSPBGNDSA-N

Molfile:  

 
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    9.9735  -11.9420    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4765197

   ---

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: 596.53

Molecular Weight (Monoisotopic): 595.1471

AlogP: 6.07

#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: 11.46

CX Basic pKa: ┄

CX LogP: 6.43

CX LogD: 6.43

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: -0.43

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