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

ID: ALA3394688

Cas Number: 1072804-24-0

PubChem CID: 58031447

Max Phase: Preclinical

Molecular Formula: C21H17F3N6O2S

Molecular Weight: 474.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2cnn(Cc3ccc(C(F)(F)F)cc3)c2=O)sc1C(=O)NCc1cccnc1

Standard InChI:  InChI=1S/C21H17F3N6O2S/c1-13-17(18(31)26-10-15-3-2-8-25-9-15)33-19(28-13)29-12-27-30(20(29)32)11-14-4-6-16(7-5-14)21(22,23)24/h2-9,12H,10-11H2,1H3,(H,26,31)

Standard InChI Key:  IQGJUDFNHPTCGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6877   11.0910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2468    8.7527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -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
   -2.5587   12.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7549   14.4220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   15.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1791   14.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171   13.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7613   16.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698   17.2830    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8092   17.5538    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9177   18.0131    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
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  6  8  1  0
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 28 29  1  0
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 25 28  1  0
 16 21  1  0
 20 32  2  0
  2 19  1  0
  4 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394688

   4-methyl-2-(5-oxo-1-(4-(trifluoromethyl)benzyl)-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: 474.47

Molecular Weight (Monoisotopic): 474.1086

AlogP: 3.19

#Rotatable Bonds: 6

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: 3.29

CX LogD: 3.29

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -2.14

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