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

ID: ALA99042

PubChem CID: 15065230

Max Phase: Preclinical

Molecular Formula: C17H12Cl2IN5O2

Molecular Weight: 516.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1nnn(Cc2cc(Cl)c(C(=O)c3ccc(I)cc3)c(Cl)c2)c1N

Standard InChI:  InChI=1S/C17H12Cl2IN5O2/c18-11-5-8(7-25-16(21)14(17(22)27)23-24-25)6-12(19)13(11)15(26)9-1-3-10(20)4-2-9/h1-6H,7,21H2,(H2,22,27)

Standard InChI Key:  LXPXOYNUTGFXLE-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
    0.5167   -2.7125    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
    1.0417   -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
   -1.0583   -1.7917    0.0000 N   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
    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
    2.0917   -6.0167    0.0000 I   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  8  1  0
  7 13  1  0
  8 14  2  0
  9  6  1  0
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 26 21  1  0
 27 24  1  0
  3  4  1  0
  7  6  2  0
 26 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA99042

   5-Amino-1-[[3,5-dichloro-4-(4-iodobenzoyl)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: 516.13

Molecular Weight (Monoisotopic): 514.9413

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 116.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.08

CX Basic pKa: 0.38

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.40

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