2-Butyl-2H-benzotriazole

ID: ALA4072288

Cas Number: 16584-01-3

PubChem CID: 3343351

Max Phase: Preclinical

Molecular Formula: C10H13N3

Molecular Weight: 175.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1nc2ccccc2n1

Standard InChI:  InChI=1S/C10H13N3/c1-2-3-8-13-11-9-6-4-5-7-10(9)12-13/h4-7H,2-3,8H2,1H3

Standard InChI Key:  DRFDQBZSCVSFKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   11.4126  -11.1530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8842  -10.4855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3925   -9.8297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6316  -10.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6211  -10.0977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9113   -9.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2115  -10.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2259  -10.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9363  -11.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7013  -10.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1199  -11.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9370  -11.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3555  -11.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0
  1  2  1  0
  2  3  1  0
  3  5  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4072288

   2-Butyl-2H-benzo[d][1,2,3]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: 175.23

Molecular Weight (Monoisotopic): 175.1109

AlogP: 2.23

#Rotatable Bonds: 3

Polar Surface Area: 30.71

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 13

QED Weighted: 0.72

Np Likeness Score: -1.19

References

1. Singh D, Silakari O..  (2017)  Sodium hydrogen exchanger inhibitory activity of benzotriazole derivatives.,  126  [PMID:27750152] [10.1016/j.ejmech.2016.10.005]

2. Lee, Sunkyung S and 5 more authors.  2005-04-21  (5-Arylfuran-2-ylcarbonyl)guanidines as cardioprotectives through the inhibition of Na+/H+ exchanger isoform-1.  [PMID:15828827]

3. Lee, Sunkyung S and 6 more authors.  2005-06-15  4-Substituted (benzo[b]thiophene-2-carbonyl)guanidines as novel Na+/H+ exchanger isoform-1 (NHE-1) inhibitors.  [PMID:15914000]

4. Huber, John D JD and 19 more authors.  2012-08-23  Identification of a potent sodium hydrogen exchanger isoform 1 (NHE1) inhibitor with a suitable profile for chronic dosing and demonstrated cardioprotective effects in a preclinical model of myocardial infarction in the rat.  [PMID:22803959]

Source

Source(1):

• Scientific Literature