US9452980, 36

ID: ALA3913317

PubChem CID: 67239910

Max Phase: Preclinical

Molecular Formula: C23H21ClN2O

Molecular Weight: 376.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(C2CCN(c3ccccc3)C2)cc1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H21ClN2O/c24-20-10-6-18(7-11-20)23(27)25-21-12-8-17(9-13-21)19-14-15-26(16-19)22-4-2-1-3-5-22/h1-13,19H,14-16H2,(H,25,27)

Standard InChI Key:  XJXANXIWVJLOTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  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
   -2.6003    1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990    0.7455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2003    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4994    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    1.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7985    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4995    3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2004    2.9933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0982    3.7435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4506    3.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4526    4.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7005    5.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2338    5.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3088    6.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7794    7.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2825    8.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3102    9.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8349    9.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3318    8.0512    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
  5  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3913317

   (RS)-4-chloro-N-[4-(1-phenyl-pyrrolidin-3-yl)-phenyl]-benzamide

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: 376.89

Molecular Weight (Monoisotopic): 376.1342

AlogP: 5.59

#Rotatable Bonds: 4

Polar Surface Area: 32.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.02

CX LogP: 5.68

CX LogD: 5.68

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.64

Np Likeness Score: -1.57

References

1.  (2016)  Substituted benzamides, 

Source

Source(1):

• BindingDB Database