5-(4-bromo-5-(4-(trifluoromethyl)phenyl)thiophen-2-yl)-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole

ID: ALA2251893

PubChem CID: 76333603

Max Phase: Preclinical

Molecular Formula: C20H11BrClF4N3S

Molecular Weight: 516.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nc(-c2c(F)cccc2Cl)nc1-c1cc(Br)c(-c2ccc(C(F)(F)F)cc2)s1

Standard InChI:  InChI=1S/C20H11BrClF4N3S/c1-29-19(27-18(28-29)16-13(22)3-2-4-14(16)23)15-9-12(21)17(30-15)10-5-7-11(8-6-10)20(24,25)26/h2-9H,1H3

Standard InChI Key:  ZTEBNBGIOXALTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   12.7600  -16.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7588  -17.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4669  -18.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1765  -17.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1737  -16.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4651  -16.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8818  -16.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6296  -16.8522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1741  -16.2428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7628  -15.5366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9642  -15.7096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9830  -16.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943  -17.0291    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.1930  -16.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2754  -16.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5276  -15.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0923  -14.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4626  -15.7079    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8849  -18.1605    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.8023  -17.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6339  -18.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2424  -18.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0196  -18.4901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1848  -17.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5749  -17.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9815  -15.6317    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.6297  -19.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4639  -19.8340    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4056  -18.7773    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2057  -19.6085    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
  9 12  1  0
 10 17  1  0
  6 18  1  0
  4 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 14 20  1  0
 15 26  1  0
 23 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251893

   5-[4-Bromo-5-[4-(trifluoromethyl)phenyl]thiophen-2-yl]-3-(2-chloro-6-fluorophenyl)-1-methyl-1,2,4-triazole

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: 516.75

Molecular Weight (Monoisotopic): 514.9482

AlogP: 7.45

#Rotatable Bonds: 3

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.64

CX LogD: 7.64

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.26

Np Likeness Score: -1.47

References

1. Cudworth DP, Hegde VB, Yap MC, Guenthenspberger KA, Hamilton CT, Pechacek JT, Johnson PL, Bis SJ, Tisdell FE, Dripps JE, Bruce TJ, Dintenfass LP, Gifford JM, Karr LL, Kempe MK, McCormick DC, Schoonover JR..  (2007)  Structure-activity relationship development of dihaloaryl triazole compounds as insecticides and acaricides. 1. Phenyl thiophen-2-yl triazoles.,  55  (18): [PMID:17696361] [10.1021/jf071498s]

Source

Source(1):

• Scientific Literature