3-(1-Propyl-pyrrolidin-3-yl)-phenol hydrobromide

ID: ALA555268

PubChem CID: 12937995

Max Phase: Preclinical

Molecular Formula: C13H20BrNO

Molecular Weight: 205.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Br.CCCN1CCC(c2cccc(O)c2)C1

Standard InChI:  InChI=1S/C13H19NO.BrH/c1-2-7-14-8-6-12(10-14)11-4-3-5-13(15)9-11;/h3-5,9,12,15H,2,6-8,10H2,1H3;1H

Standard InChI Key:  LCAFOHSUEGTCAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    4.4128    0.0000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498    1.1628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4373   -0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0477   -0.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823    0.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8681   -0.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2623   -0.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172    0.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3531   -1.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1736   -1.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8498    1.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879   -1.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970   -2.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0175   -2.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353    2.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353    3.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  2  5  1  0
  3  5  1  0
  4  6  1  0
  3  7  1  0
  2  8  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
  2 11  1  0
  4 12  2  0
 12 13  1  0
  9 14  1  0
 13 14  2  0
 11 15  1  0
 15 16  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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 205.30

Molecular Weight (Monoisotopic): 205.1467

AlogP: 2.59

#Rotatable Bonds: 3

Polar Surface Area: 23.47

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.19

CX Basic pKa: 9.40

CX LogP: 2.26

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.82

Np Likeness Score: -0.65

References

1. Hacksell U, Arvidsson LE, Svensson U, Nilsson JL, Sanchez D, Wikström H, Lindberg P, Hjorth S, Carlsson A..  (1981)  3-Phenylpiperidines. Central dopamine-autoreceptor stimulating activity.,  24  (12): [PMID:6796690] [10.1021/jm00144a021]

Source

Source(1):

• Scientific Literature