Octyl-(1-octyl-1H-pyridin-4-ylidene)-amine hydrochloride

ID: ALA545686

Cas Number: 100227-05-2

PubChem CID: 151111

Max Phase: Unknown

Molecular Formula: C21H39ClN2

Molecular Weight: 318.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Pirtenidine hcl | Pirtenidine hydrochloride | WIN 52,172-2 | WIN-52172-2 | Pirtenidine hydrochloride|Pirtenidine HCl|100227-05-2|WIN 52,172-2|1J30XTP76F|Pirtenidine hydrochloride [USAN]|WIN-52172-2|N,1-dioctylpyridin-4-imine;hydrochloride|Pirtenidine hydrochloride (USAN)|1,4-Dihydro-1-octyl-4-(octylimino)pyridine monohydrochloride|UNII-1J30XTP76F|CHEMBL545686|SCHEMBL10344101|DTXSID30143035|BQXQJMORUIBOJL-UHFFFAOYSA-N|N-(1-Octyl-4(1H)-pyridinylidene)-1-octanamine monohydrochloride|D05518|Q2725247Show More⌵

Canonical SMILES:  CCCCCCCCN=c1ccn(CCCCCCCC)cc1.Cl

Standard InChI:  InChI=1S/C21H38N2.ClH/c1-3-5-7-9-11-13-17-22-21-15-19-23(20-16-21)18-14-12-10-8-6-4-2;/h15-16,19-20H,3-14,17-18H2,1-2H3;1H

Standard InChI Key:  BQXQJMORUIBOJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 23  0  0  0  0  0  0  0  0999 V2000
    6.1042   -4.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -4.0500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7167   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -3.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -3.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -4.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -2.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -4.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4542   -1.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -4.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7625    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1167   -0.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2542   -4.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4667   -1.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -4.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958   -3.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  5  2  0
  4  6  2  0
  5  2  1  0
  6  2  1  0
  7  4  1  0
  8  7  2  0
  9  2  1  0
 10  8  1  0
 11  9  1  0
 12 10  1  0
 13 16  1  0
 14 15  1  0
 15 19  1  0
 16 22  1  0
 17 21  1  0
 18 11  1  0
 19 17  1  0
 20 18  1  0
 21 12  1  0
 22 20  1  0
 23 13  1  0
 24 14  1  0
  3  7  1  0
M  END

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.55

Molecular Weight (Monoisotopic): 318.3035

AlogP: 6.11

#Rotatable Bonds: 14

Polar Surface Area: 17.29

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.59

CX LogP: 7.10

CX LogD: 4.11

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -0.27

References

1. Wentland MP, Bailey DM, Powles RG, Slee AM, Sedlock DM..  (1988)  The in vitro dental plaque inhibitory properties of a series of N-[1-alkyl-4(1H)-pyridinylidene]alkylamines.,  31  (10): [PMID:3172139] [10.1021/jm00118a030]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names