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

ID: ALA98928

Cas Number: 132269-38-6

PubChem CID: 2816074

Max Phase: Preclinical

Molecular Formula: C10H10ClN5O

Molecular Weight: 251.68

Molecule Type: Small molecule

Names and Identifiers

Synonyms: HTS-12087 | 5-amino-1-(4-chlorobenzyl)-1H-1,2,3-triazole-4-carboxamide|132269-38-6|5-amino-1-[(4-chlorophenyl)methyl]triazole-4-carboxamide|5-amino-1-[(4-chlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxamide|CHEMBL98928|DTXSID80384673|HMS1664M16|HTS-12087|MFCD03407124|AKOS005072833|CS-0299912|EN300-236408|H-20130|J-516638|F2147-0398

Canonical SMILES:  NC(=O)c1nnn(Cc2ccc(Cl)cc2)c1N

Standard InChI:  InChI=1S/C10H10ClN5O/c11-7-3-1-6(2-4-7)5-16-9(12)8(10(13)17)14-15-16/h1-4H,5,12H2,(H2,13,17)

Standard InChI Key:  LZYOKUBZSKOHLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -4.9101   -4.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114   -5.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1984   -5.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4792   -5.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4823   -4.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2004   -3.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6250   -3.8458    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7643   -5.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636   -6.3216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4334   -6.8108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1778   -7.5952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3527   -7.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986   -6.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3136   -6.5562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8672   -8.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2019   -9.0153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0467   -8.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 10  1  0
  4  5  1  0
  2  3  1  0
  5  6  2  0
  6  1  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  1  2  2  0
 13 14  1  0
  1  7  1  0
 12 15  1  0
  3  4  2  0
 15 16  1  0
  4  8  1  0
 15 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA98928

   5-amino-1-(4-chlorobenzyl)-1H-1,2,3-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: 251.68

Molecular Weight (Monoisotopic): 251.0574

AlogP: 0.66

#Rotatable Bonds: 3

Polar Surface Area: 99.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 0.38

CX LogP: 1.50

CX LogD: 1.50

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.84

Np Likeness Score: -2.33

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]

2. Ferguson GN, Valant C, Horne J, Figler H, Flynn BL, Linden J, Chalmers DK, Sexton PM, Christopoulos A, Scammells PJ..  (2008)  2-aminothienopyridazines as novel adenosine A1 receptor allosteric modulators and antagonists.,  51  (19): [PMID:18771255] [10.1021/jm800557d]

Source

Source(1):

• Scientific Literature