1-Methyl-2-(2-phenylsulfanyl-ethyl)-pyrrolidine

ID: ALA46749

PubChem CID: 10513195

Max Phase: Preclinical

Molecular Formula: C13H19NS

Molecular Weight: 221.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCC1CCSc1ccccc1

Standard InChI:  InChI=1S/C13H19NS/c1-14-10-5-6-12(14)9-11-15-13-7-3-2-4-8-13/h2-4,7-8,12H,5-6,9-11H2,1H3

Standard InChI Key:  OKNIJEOWRWFTOU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    9.9000   -5.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3542   -5.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917   -6.0375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8375   -6.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3167   -5.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3042   -5.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0292   -6.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0000   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -5.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2750   -5.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -6.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -4.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2375   -5.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2375   -5.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  2  1  0
  5  4  1  0
  6  1  1  0
  7  3  1  0
  8  1  1  0
  9  6  1  0
 10  2  1  0
 11  7  1  0
 12  7  2  0
 13 11  2  0
 14 12  1  0
 15 14  2  0
 10  9  1  0
 15 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA46749

   2-(2-Phenylthioethyl)-1-methylpyrrolidine

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: 221.37

Molecular Weight (Monoisotopic): 221.1238

AlogP: 3.26

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.60

CX LogP: 3.04

CX LogD: 0.86

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.72

Np Likeness Score: -0.70

References

1. Vernier JM, El-Abdellaoui H, Holsenback H, Cosford ND, Bleicher L, Barker G, Bontempi B, Chavez-Noriega L, Menzaghi F, Rao TS, Reid R, Sacaan AI, Suto C, Washburn M, Lloyd GK, McDonald IA..  (1999)  4-[[2-(1-Methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride (SIB-1553A): a novel cognitive enhancer with selectivity for neuronal nicotinic acetylcholine receptors.,  42  (10): [PMID:10346920] [10.1021/jm990035d]

Source

Source(1):

• Scientific Literature