5-[3-chloro-5-(4-ethoxyphenyl)thiophen-2-yl]-3-(2-chloro-6-fluorophenyl)-1-methyl-1H-[1,2,4]triazole

ID: ALA2251899

PubChem CID: 22065111

Max Phase: Preclinical

Molecular Formula: C21H16Cl2FN3OS

Molecular Weight: 448.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2cc(Cl)c(-c3nc(-c4c(F)cccc4Cl)nn3C)s2)cc1

Standard InChI:  InChI=1S/C21H16Cl2FN3OS/c1-3-28-13-9-7-12(8-10-13)17-11-15(23)19(29-17)21-25-20(26-27(21)2)18-14(22)5-4-6-16(18)24/h4-11H,3H2,1-2H3

Standard InChI Key:  ACTISZJPQIVENM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.7560  -10.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4708  -11.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1873  -10.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1845   -9.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4690   -9.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8992   -9.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6542   -9.8259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2040   -9.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7888   -8.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9824   -8.6725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0207   -9.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4359  -10.0045    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.2422   -9.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3253   -9.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5704   -8.6765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1214   -7.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4665   -8.6707    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.9024  -11.1468    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8573  -10.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6873  -11.1877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3017  -11.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0863  -11.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2531  -10.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6374  -10.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3958   -7.8701    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7023  -12.0284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4855  -11.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1014  -12.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  5  7  1  0
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  9 12  1  0
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  6 18  1  0
  4 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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 24 25  2  0
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 14 20  1  0
 16 26  1  0
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 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2251899

   5-[3-Chloro-5-(4-ethoxyphenyl)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: 448.35

Molecular Weight (Monoisotopic): 447.0375

AlogP: 6.72

#Rotatable Bonds: 5

Polar Surface Area: 39.94

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.71

CX LogD: 6.71

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -1.44

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