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

ID: ALA3394689

PubChem CID: 57919928

Max Phase: Preclinical

Molecular Formula: C20H16F2N6O2S

Molecular Weight: 442.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2cnn(Cc3cc(F)cc(F)c3)c2=O)sc1C(=O)NCc1cccnc1

Standard InChI:  InChI=1S/C20H16F2N6O2S/c1-12-17(18(29)24-9-13-3-2-4-23-8-13)31-19(26-12)27-11-25-28(20(27)30)10-14-5-15(21)7-16(22)6-14/h2-8,11H,9-10H2,1H3,(H,24,29)

Standard InChI Key:  CHEATIQXHDZDGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  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
    6.2420    5.7483    0.0000 C   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
   -0.0030    7.9251    0.0000 O   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
   -2.5587   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
    0.7727   15.4925    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8636   14.8809    0.0000 F   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
  4 16  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 17 21  1  0
 21 22  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 24 29  2  0
 28 30  1  0
 26 31  1  0
 17 23  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3394689

   2-[1-[(3,5-difluorophenyl)methyl]-5-oxo-1,2,4-triazol-4-yl]-4-methyl-N-(pyridin-3-ylmethyl)-1,3-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: 442.45

Molecular Weight (Monoisotopic): 442.1024

AlogP: 2.45

#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: 2.69

CX LogD: 2.69

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -2.27

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