2-Pentyl-2H-benzotriazole

ID: ALA4085368

PubChem CID: 5244322

Max Phase: Preclinical

Molecular Formula: C11H15N3

Molecular Weight: 189.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCn1nc2ccccc2n1

Standard InChI:  InChI=1S/C11H15N3/c1-2-3-6-9-14-12-10-7-4-5-8-11(10)13-14/h4-5,7-8H,2-3,6,9H2,1H3

Standard InChI Key:  OEKWDISYXLIKNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   12.3206  -20.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7922  -20.2464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3005  -19.5906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5396  -20.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5291  -19.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8192  -19.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1194  -19.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1339  -20.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8443  -21.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6093  -20.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0279  -20.9368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8450  -20.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2635  -21.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0806  -21.6156    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
M  END

Alternative Forms

1. Parent:

   

   ALA4085368

   2-Pentylbenzotriazole

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: 189.26

Molecular Weight (Monoisotopic): 189.1266

AlogP: 2.62

#Rotatable Bonds: 4

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: 3.26

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.69

Np Likeness Score: -1.03

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