5-Amino-1-[3,5-dichloro-4-(4-cyano-benzoyl)-benzyl]-1H-[1,2,3]triazole-4-carboxylic acid amide

ID: ALA95393

PubChem CID: 15065219

Max Phase: Preclinical

Molecular Formula: C18H12Cl2N6O2

Molecular Weight: 415.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C(=O)c2c(Cl)cc(Cn3nnc(C(N)=O)c3N)cc2Cl)cc1

Standard InChI:  InChI=1S/C18H12Cl2N6O2/c19-12-5-10(8-26-17(22)15(18(23)28)24-25-26)6-13(20)14(12)16(27)11-3-1-9(7-21)2-4-11/h1-6H,8,22H2,(H2,23,28)

Standard InChI Key:  JIQKVTOCASULCE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.5333   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083   -1.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -1.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -0.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5750   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -3.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -0.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0875   -6.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5167   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5167   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -4.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6167   -3.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5375   -0.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -2.4042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -4.2250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083    0.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -5.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  2  0
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  7 15  1  0
  8 16  2  0
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 27 24  2  0
 28 23  1  0
  3  4  1  0
  7  6  2  0
 28 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA95393

   5-Amino-1-[[3,5-dichloro-4-(4-cyanobenzoyl)phenyl]methyl]triazole-4-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: 415.24

Molecular Weight (Monoisotopic): 414.0399

AlogP: 2.42

#Rotatable Bonds: 5

Polar Surface Area: 140.68

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 0.38

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.73

References

1. Bochis RJ, Chabala JC, Harris E, Peterson LH, Barash L, Beattie T, Brown JE, Graham DW, Waksmunski FS, Tischler M..  (1991)  Benzylated 1,2,3-triazoles as anticoccidiostats.,  34  (9): [PMID:1895303] [10.1021/jm00113a024]

Source

Source(1):

• Scientific Literature