SID161005197

ID: ALA3185185

PubChem CID: 70790010

Max Phase: Preclinical

Molecular Formula: C21H23ClFNO3

Molecular Weight: 391.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(C(=O)NC2CCCC2)cc(Cl)c1OCc1ccc(F)cc1

Standard InChI:  InChI=1S/C21H23ClFNO3/c1-2-26-19-12-15(21(25)24-17-5-3-4-6-17)11-18(22)20(19)27-13-14-7-9-16(23)10-8-14/h7-12,17H,2-6,13H2,1H3,(H,24,25)

Standard InChI Key:  PGKIZSDLUOCHKY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    0.2858   -3.7184    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.5260   -2.4192    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833   -1.1247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2858    1.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562   -2.4241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9542    0.1700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2885   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4616    0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4616   -2.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617    0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2068   -1.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0257   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4492    0.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4616    2.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7756   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7756   -1.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3310   -1.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3310    1.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -2.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2759   -3.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2759   -1.1201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7575    0.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7575   -0.5801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2858    4.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  2 22  1  0
  3  7  1  0
  3 14  1  0
  4  8  1  0
  4 17  1  0
  5 13  2  0
  6 13  1  0
  6 16  1  0
  7  8  2  0
  7 10  1  0
  8 11  1  0
  9 11  2  0
  9 12  1  0
  9 13  1  0
 10 12  2  0
 14 15  1  0
 15 18  2  0
 15 19  1  0
 16 20  1  0
 16 21  1  0
 17 27  1  0
 18 23  1  0
 19 24  2  0
 20 26  1  0
 21 25  1  0
 22 23  2  0
 22 24  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3185185

   3-chloro-N-cyclopentyl-5-ethoxy-4-[(4-fluorophenyl)methoxy]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: 391.87

Molecular Weight (Monoisotopic): 391.1350

AlogP: 5.13

#Rotatable Bonds: 7

Polar Surface Area: 47.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.38

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays