3-Chloro-N-(2-chloro-4-(cyclopentylamino)phenyl)-benzamide

ID: ALA4756861

PubChem CID: 162656872

Max Phase: Preclinical

Molecular Formula: C18H18Cl2N2O

Molecular Weight: 349.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(NC2CCCC2)cc1Cl)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C18H18Cl2N2O/c19-13-5-3-4-12(10-13)18(23)22-17-9-8-15(11-16(17)20)21-14-6-1-2-7-14/h3-5,8-11,14,21H,1-2,6-7H2,(H,22,23)

Standard InChI Key:  YZCDOACBZCVERL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.0005   -6.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2905   -6.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2804   -7.5588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5705   -7.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8664   -7.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8724   -6.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5824   -6.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0064   -5.5205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7045   -6.7508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6985   -7.5680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4025   -7.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3966   -8.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6866   -9.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9785   -8.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9886   -7.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6766  -10.0194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9666  -10.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8767  -11.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0762  -11.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6723  -10.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2234  -10.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1125   -7.5813    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5645   -8.7758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17 21  1  0
 16 17  1  0
 13 16  1  0
 11 22  1  0
  9 10  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756861

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 349.26

Molecular Weight (Monoisotopic): 348.0796

AlogP: 5.60

#Rotatable Bonds: 4

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.58

CX LogP: 5.10

CX LogD: 5.10

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.82

References

1. Xu J,Berastegui-Cabrera J,Ye N,Carretero-Ledesma M,Pachón-Díaz J,Chen H,Pachón-Ibáñez ME,Sánchez-Céspedes J,Zhou J.  (2020)  Discovery of Novel Substituted N-(4-Amino-2-chlorophenyl)-5-chloro-2-hydroxybenzamide Analogues as Potent Human Adenovirus Inhibitors.,  63  (21): [PMID:33112138] [10.1021/acs.jmedchem.0c01226]

Source

Source(1):

• Scientific Literature