4-Methyl-2-(5-oxo-1-(4,4,4-trifluorobutyl)-1H-1,2,4-triazol-4(5H)-yl)-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide

ID: ALA3394694

PubChem CID: 25095930

Max Phase: Preclinical

Molecular Formula: C17H17F3N6O2S

Molecular Weight: 426.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2cnn(CCCC(F)(F)F)c2=O)sc1C(=O)NCc1cccnc1

Standard InChI:  InChI=1S/C17H17F3N6O2S/c1-11-13(14(27)22-9-12-4-2-6-21-8-12)29-15(24-11)25-10-23-26(16(25)28)7-3-5-17(18,19)20/h2,4,6,8,10H,3,5,7,9H2,1H3,(H,22,27)

Standard InChI Key:  VJVXNAFSDHYZBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    2.6746    6.1134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    7.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6332    7.5469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1017    6.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912    5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9336    3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   10.3025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6877   11.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8319   10.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468    8.7527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7673    8.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9735   10.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728   12.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5603   12.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596   14.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8690   14.8781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090   15.1531    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9183   15.6101    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0030    7.9251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2420    5.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  6  7  2  0
  6  8  1  0
  5  6  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
  9 11  1  0
  8  9  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 16 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 16 21  1  0
 20 28  2  0
  2 19  1  0
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394694

   4-methyl-2-(5-oxo-1-(4,4,4-trifluorobutyl)-1H-1,2,4-triazol-4(5H)-yl)-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 426.42

Molecular Weight (Monoisotopic): 426.1086

AlogP: 2.47

#Rotatable Bonds: 7

Polar Surface Area: 94.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 4.82

CX LogP: 2.20

CX LogD: 2.20

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -2.24

References

1. Sun S, Zhang Z, Pokrovskaia N, Chowdhury S, Jia Q, Chang E, Khakh K, Kwan R, McLaren DG, Radomski CC, Ratkay LG, Fu J, Dales NA, Winther MD..  (2015)  Discovery of triazolone derivatives as novel, potent stearoyl-CoA desaturase-1 (SCD1) inhibitors.,  23  (3): [PMID:25555732] [10.1016/j.bmc.2014.12.014]

Source

Source(1):

• Scientific Literature