N-((S)-1-(((1R,2R)-2-(benzyloxy)-1-cyanopropyl)amino)-3-(3-chlorophenyl)-1-oxopropan-2-yl)-3-(pyrimidin-5-yl)benzamide

ID: ALA4758783

PubChem CID: 162658568

Max Phase: Preclinical

Molecular Formula: C31H28ClN5O3

Molecular Weight: 554.05

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)c1cccc(-c2cncnc2)c1

Standard InChI:  InChI=1S/C31H28ClN5O3/c1-21(40-19-22-7-3-2-4-8-22)29(16-33)37-31(39)28(14-23-9-5-12-27(32)13-23)36-30(38)25-11-6-10-24(15-25)26-17-34-20-35-18-26/h2-13,15,17-18,20-21,28-29H,14,19H2,1H3,(H,36,38)(H,37,39)/t21-,28+,29-/m1/s1

Standard InChI Key:  HRJIPNPMMDEUDH-SPTGULJVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4758783

   ---

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: 554.05

Molecular Weight (Monoisotopic): 553.1881

AlogP: 4.75

#Rotatable Bonds: 11

Polar Surface Area: 117.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.39

CX Basic pKa: 1.95

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: -0.80

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