N-((S)-1-(((1R,2R)-2-(benzyloxy)-1-cyanopropyl)amino)-3-(3-bromophenyl)-1-oxopropan-2-yl)-3-(pyridin-3-yl)benzamide

ID: ALA4741290

PubChem CID: 162647006

Max Phase: Preclinical

Molecular Formula: C32H29BrN4O3

Molecular Weight: 597.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](OCc1ccccc1)[C@@H](C#N)NC(=O)[C@H](Cc1cccc(Br)c1)NC(=O)c1cccc(-c2cccnc2)c1

Standard InChI:  InChI=1S/C32H29BrN4O3/c1-22(40-21-23-8-3-2-4-9-23)30(19-34)37-32(39)29(17-24-10-5-14-28(33)16-24)36-31(38)26-12-6-11-25(18-26)27-13-7-15-35-20-27/h2-16,18,20,22,29-30H,17,21H2,1H3,(H,36,38)(H,37,39)/t22-,29+,30-/m1/s1

Standard InChI Key:  MECMHMVDUUQHDR-ZDERHKTGSA-N

Molfile:  

 
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    6.9752   -1.7760    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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 21 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741290

   ---

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: 597.51

Molecular Weight (Monoisotopic): 596.1423

AlogP: 5.47

#Rotatable Bonds: 11

Polar Surface Area: 104.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.41

CX Basic pKa: 4.72

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -0.72

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