US8575364, 65

ID: ALA3640610

PubChem CID: 46206025

Max Phase: Preclinical

Molecular Formula: C16H15Cl2N

Molecular Weight: 292.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cccc(-c2ccc(Cl)cc2C2CCNC2)c1

Standard InChI:  InChI=1S/C16H15Cl2N/c17-13-3-1-2-11(8-13)15-5-4-14(18)9-16(15)12-6-7-19-10-12/h1-5,8-9,12,19H,6-7,10H2

Standard InChI Key:  KMOGJVNCLXUDAA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5964   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8943   -3.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1945   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2328   -3.6062    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969   -1.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015    0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6907    1.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588    3.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6588    3.0323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1177    1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3640610

   3-[5-Chloro-2-(3-chlorophenyl)phenyl]pyrrolidine

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: 292.21

Molecular Weight (Monoisotopic): 291.0582

AlogP: 4.74

#Rotatable Bonds: 2

Polar Surface Area: 12.03

Molecular Species: BASE

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.01

CX LogP: 4.57

CX LogD: 1.48

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.33

References

1.  (2013)  Modulators of serotonin receptor, 

2.  (2015)  Modulators of serotonin receptors, 

Source

Source(1):

• BindingDB Database