(S)-N-(cyanomethyl)-4-fluoro-4-methyl-2-((S)-2,2,2-trifluoro-1-(4'-(piperazin-1-yl)biphenyl-4-yl)ethylamino)pentanamide

ID: ALA4557939

PubChem CID: 155554760

Max Phase: Preclinical

Molecular Formula: C26H31F4N5O

Molecular Weight: 505.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(F)C[C@H](N[C@@H](c1ccc(-c2ccc(N3CCNCC3)cc2)cc1)C(F)(F)F)C(=O)NCC#N

Standard InChI:  InChI=1S/C26H31F4N5O/c1-25(2,27)17-22(24(36)33-12-11-31)34-23(26(28,29)30)20-5-3-18(4-6-20)19-7-9-21(10-8-19)35-15-13-32-14-16-35/h3-10,22-23,32,34H,12-17H2,1-2H3,(H,33,36)/t22-,23-/m0/s1

Standard InChI Key:  ZKEJUNBGGJXXPG-GOTSBHOMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4557939

   ---

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: 505.56

Molecular Weight (Monoisotopic): 505.2465

AlogP: 4.10

#Rotatable Bonds: 9

Polar Surface Area: 80.19

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.42

CX Basic pKa: 8.88

CX LogP: 3.37

CX LogD: 1.88

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -0.93

References

1. Cianni L, Feldmann CW, Gilberg E, Gütschow M, Juliano L, Leitão A, Bajorath J, Montanari CA..  (2019)  Can Cysteine Protease Cross-Class Inhibitors Achieve Selectivity?,  62  (23): [PMID:31361135] [10.1021/acs.jmedchem.9b00683]

Source

Source(1):

• Scientific Literature