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

ID: ALA3394690

PubChem CID: 59481269

Max Phase: Preclinical

Molecular Formula: C19H15F3N6O3S

Molecular Weight: 464.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2cnn(Cc3ccc(C(F)(F)F)o3)c2=O)sc1C(=O)NCc1cccnc1

Standard InChI:  InChI=1S/C19H15F3N6O3S/c1-11-15(16(29)24-8-12-3-2-6-23-7-12)32-17(26-11)27-10-25-28(18(27)30)9-13-4-5-14(31-13)19(20,21)22/h2-7,10H,8-9H2,1H3,(H,24,29)

Standard InChI Key:  LPAJOYDKNFPBIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  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
   -2.4883   13.0549    0.0000 O   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
   -0.0821   13.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   14.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2153   14.5298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2468   15.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9070   16.7672    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4135   15.3356    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   16.4862    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
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 22 26  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 27  1  0
 21 23  1  0
 16 21  1  0
 20 31  2  0
  2 19  1  0
  4 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394690

   4-methyl-2-(5-oxo-1-((5-(trifluoromethyl)furan-2-yl)methyl)-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: 464.43

Molecular Weight (Monoisotopic): 464.0878

AlogP: 2.78

#Rotatable Bonds: 6

Polar Surface Area: 107.84

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 4.82

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.47

Np Likeness Score: -2.06

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