US8575364, 66

ID: ALA3640611

PubChem CID: 46206026

Max Phase: Preclinical

Molecular Formula: C17H17ClFN

Molecular Weight: 289.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2ccc(Cl)cc2C2CCNC2)ccc1F

Standard InChI:  InChI=1S/C17H17ClFN/c1-11-8-12(2-5-17(11)19)15-4-3-14(18)9-16(15)13-6-7-20-10-13/h2-5,8-9,13,20H,6-7,10H2,1H3

Standard InChI Key:  NPQPYHPQWMQQJC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    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
   -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
    0.0000   -2.7000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3002    3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3026    5.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048    6.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0067    7.2009    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2954    5.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2978    3.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987    3.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413    1.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2095    1.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554    2.5185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9482    3.6300    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
  7  8  1  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15  9  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3640611

   3-[5-Chloro-2-(4-fluoro-3-methylphenyl)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: 289.78

Molecular Weight (Monoisotopic): 289.1034

AlogP: 4.53

#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: 11.02

CX LogP: 4.62

CX LogD: 1.53

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -0.75

References

1.  (2013)  Modulators of serotonin receptor, 

2.  (2015)  Modulators of serotonin receptors, 

Source

Source(1):

• BindingDB Database