4-(4-Chloro-phenyl)-1-methyl-1,2,3,6-tetrahydro-pyridine

ID: ALA440702

Cas Number: 5048-08-8

PubChem CID: 78745

Max Phase: Preclinical

Molecular Formula: C12H14ClN

Molecular Weight: 207.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CC=C(c2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C12H14ClN/c1-14-8-6-11(7-9-14)10-2-4-12(13)5-3-10/h2-6H,7-9H2,1H3

Standard InChI Key:  NEPOYLVMRQRLAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  0  0  0  0  0  0  0  0999 V2000
   14.3013  -21.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3001  -22.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0154  -22.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7321  -22.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7292  -21.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0136  -20.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0171  -23.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3004  -23.8071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2999  -24.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0152  -25.0454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7324  -24.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7295  -23.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0161  -25.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0111  -20.0927    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  7  8  2  0
  8  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  1  0
 12  7  1  0
  3  7  1  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
  6 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA440702

   1-Methyl-4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine

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: 207.70

Molecular Weight (Monoisotopic): 207.0815

AlogP: 3.06

#Rotatable Bonds: 1

Polar Surface Area: 3.24

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.42

CX LogP: 2.95

CX LogD: 1.90

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.68

Np Likeness Score: -0.49

References

1. Good AC, Peterson SJ, Richards WG..  (1993)  QSAR's from similarity matrices. Technique validation and application in the comparison of different similarity evaluation methods.,  36  (20): [PMID:8411009] [10.1021/jm00072a012]

2. Gessner W, Brossi A, Shen R, Abell CW..  (1985)  Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  28  (3): [PMID:3871859] [10.1021/jm00381a009]

3. Mabic S, Castagnoli N..  (1996)  Assessment of structural requirements for the monoamine oxidase-B-catalyzed oxidation of 1,4-disubstituted-1,2,3,6-tetrahydropyridine derivatives related to the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  39  (19): [PMID:8809158] [10.1021/jm9603882]

4. Brossi A..  (1985)  Further explorations of unnatural alkaloids.,  48  (6): [PMID:3879267] [10.1021/np50042a002]

Source

Source(1):

• Scientific Literature