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

ID: ALA97477

PubChem CID: 15065220

Max Phase: Preclinical

Molecular Formula: C17H11Cl4N5O2

Molecular Weight: 459.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nnn(Cc2cc(Cl)c(C(=O)c3ccc(Cl)c(Cl)c3)c(Cl)c2)c1N

Standard InChI:  InChI=1S/C17H11Cl4N5O2/c18-9-2-1-8(5-10(9)19)15(27)13-11(20)3-7(4-12(13)21)6-26-16(22)14(17(23)28)24-25-26/h1-5H,6,22H2,(H2,23,28)

Standard InChI Key:  ROMXTCKMEGDNOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -0.5333   -0.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    2.0917   -3.6167    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
    1.0500   -3.6250    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
    2.1000   -4.2167    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
    0.5167   -2.7125    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
    2.6167   -5.1125    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
    0.5167   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0583   -1.7917    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   -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
    1.5792   -4.5167    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
    2.0917   -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
   -0.8083    0.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -5.4125    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -6.0167    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  5  2  0
  5  1  1  0
  6  9  2  0
  7  6  1  0
  8 16  2  0
  9 17  1  0
 10  1  1  0
 11  7  1  0
 12  3  1  0
 13 12  1  0
 14 11  1  0
 15 14  2  0
 16 13  1  0
 17 13  2  0
 18  2  1  0
 19 23  2  0
 20  7  2  0
 21 10  2  0
 22 11  2  0
 23 22  1  0
 24  8  1  0
 25  9  1  0
 26 10  1  0
 27 15  1  0
 28 19  1  0
  3  4  1  0
  8  6  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA97477

   5-Amino-1-[[3,5-dichloro-4-(3,4-dichlorobenzoyl)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: 459.12

Molecular Weight (Monoisotopic): 456.9667

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 116.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 0.38

CX LogP: 4.77

CX LogD: 4.77

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.56

Np Likeness Score: -1.57

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