2-Hexyl-2H-benzotriazole

ID: ALA4093129

Cas Number: 69218-28-6

PubChem CID: 3797398

Max Phase: Preclinical

Molecular Formula: C12H17N3

Molecular Weight: 203.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCn1nc2ccccc2n1

Standard InChI:  InChI=1S/C12H17N3/c1-2-3-4-7-10-15-13-11-8-5-6-9-12(11)14-15/h5-6,8-9H,2-4,7,10H2,1H3

Standard InChI Key:  NJIGIMNMVICQGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   18.1111   -7.1991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5827   -6.5317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0910   -5.8758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3301   -6.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3196   -6.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6097   -5.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9099   -6.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9244   -6.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6348   -7.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3998   -6.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8184   -7.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6355   -7.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0540   -7.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8711   -7.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2897   -8.6026    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
 13 14  1  0
 14 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093129

   2-Hexyl-2H-1,2,3-benzotriazole

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: 203.29

Molecular Weight (Monoisotopic): 203.1422

AlogP: 3.01

#Rotatable Bonds: 5

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: 3.70

CX LogD: 3.70

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.70

Np Likeness Score: -0.89

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