(S)-2-(((R)-1-([1,1'-biphenyl]-4-yl)-2,2,2-trifluoroethyl)amino)-N-(1-cyanocyclopropyl)-4-methylpentanamide

ID: ALA4546133

PubChem CID: 155553621

Max Phase: Preclinical

Molecular Formula: C24H26F3N3O

Molecular Weight: 429.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](N[C@H](c1ccc(-c2ccccc2)cc1)C(F)(F)F)C(=O)NC1(C#N)CC1

Standard InChI:  InChI=1S/C24H26F3N3O/c1-16(2)14-20(22(31)30-23(15-28)12-13-23)29-21(24(25,26)27)19-10-8-18(9-11-19)17-6-4-3-5-7-17/h3-11,16,20-21,29H,12-14H2,1-2H3,(H,30,31)/t20-,21+/m0/s1

Standard InChI Key:  VVENSUKHMNEUHS-LEWJYISDSA-N

Molfile:  

 
     RDKit          2D

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   28.5267   -4.8022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5175   -2.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2267   -2.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5144   -1.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5718   -5.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8641   -4.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1566   -5.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1555   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5725   -6.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 26  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546133

   ---

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: 429.49

Molecular Weight (Monoisotopic): 429.2028

AlogP: 5.13

#Rotatable Bonds: 8

Polar Surface Area: 64.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.47

CX Basic pKa: 3.47

CX LogP: 5.14

CX LogD: 5.14

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.72

References

1. Gomes JC, Cianni L, Ribeiro J, Dos Reis Rocho F, da Costa Martins Silva S, Batista PHJ, Moraes CB, Franco CH, Freitas-Junior LHG, Kenny PW, Leitão A, Burtoloso ACB, de Vita D, Montanari CA..  (2019)  Synthesis and structure-activity relationship of nitrile-based cruzain inhibitors incorporating a trifluoroethylamine-based P2 amide replacement.,  27  (22): [PMID:31561938] [10.1016/j.bmc.2019.115083]

Source

Source(1):

• Scientific Literature