2-Heptyl-2H-benzotriazole

ID: ALA4100842

PubChem CID: 3789956

Max Phase: Preclinical

Molecular Formula: C13H19N3

Molecular Weight: 217.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCn1nc2ccccc2n1

Standard InChI:  InChI=1S/C13H19N3/c1-2-3-4-5-8-11-16-14-12-9-6-7-10-13(12)15-16/h6-7,9-10H,2-5,8,11H2,1H3

Standard InChI Key:  PMLFXERZZZPZTB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   19.0397  -16.1346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5113  -15.4671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0196  -14.8113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2587  -15.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2482  -15.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5384  -14.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8386  -15.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8531  -15.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5634  -16.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3285  -15.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7470  -16.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5641  -16.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9827  -16.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7998  -16.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2183  -17.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0354  -17.5266    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
 15 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100842

   2-Heptylbenzotriazole

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: 217.32

Molecular Weight (Monoisotopic): 217.1579

AlogP: 3.40

#Rotatable Bonds: 6

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: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: -0.83

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