1-Hexyl-1H-benzotriazole

ID: ALA4072374

Cas Number: 883-57-8

PubChem CID: 4202453

Max Phase: Preclinical

Molecular Formula: C12H17N3

Molecular Weight: 203.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCn1nnc2ccccc21

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

Standard InChI Key:  VIPOGZMHJSYGIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   18.2555   -1.7058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7272   -1.0383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2354   -0.3825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4745   -1.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4640   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7542   -0.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0544   -0.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0689   -1.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7792   -1.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5192   -2.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9811   -3.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2448   -3.8679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0465   -4.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5845   -3.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3862   -3.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  2  0
  3  5  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 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:

   

   ALA4072374

   1-Hexylbenzotriazole

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: 0.44

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.70

Np Likeness Score: -1.91

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