(Biphenyl-4-yl)sulfonyl-(S)-leucyl-phenylalanine-nitrile

ID: ALA4755695

PubChem CID: 162655673

Max Phase: Preclinical

Molecular Formula: C27H29N3O3S

Molecular Weight: 475.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NS(=O)(=O)c1ccc(-c2ccccc2)cc1)C(=O)N[C@H](C#N)Cc1ccccc1

Standard InChI:  InChI=1S/C27H29N3O3S/c1-20(2)17-26(27(31)29-24(19-28)18-21-9-5-3-6-10-21)30-34(32,33)25-15-13-23(14-16-25)22-11-7-4-8-12-22/h3-16,20,24,26,30H,17-18H2,1-2H3,(H,29,31)/t24-,26-/m0/s1

Standard InChI Key:  FTPDDXPXUDORBX-AHWVRZQESA-N

Molfile:  

 
     RDKit          2D

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  5 27  1  0
 26 33  1  0
 26 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755695

   ---

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: 475.61

Molecular Weight (Monoisotopic): 475.1930

AlogP: 4.30

#Rotatable Bonds: 10

Polar Surface Area: 99.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.14

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.69

References

1. Lemke C,Cianni L,Feldmann C,Gilberg E,Yin J,Dos Reis Rocho F,de Vita D,Bartz U,Bajorath J,Montanari CA,Gütschow M.  (2020)  N-Sulfonyl dipeptide nitriles as inhibitors of human cathepsin S: In silico design, synthesis and biochemical characterization.,  30  (18): [PMID:32763808] [10.1016/j.bmcl.2020.127420]

Source

Source(1):

• Scientific Literature