N-(2-aminophenyl)-4-(((4-chlorophenyl)thio)methyl)benzamide

ID: ALA4474140

PubChem CID: 155536639

Max Phase: Preclinical

Molecular Formula: C20H17ClN2OS

Molecular Weight: 368.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccccc1NC(=O)c1ccc(CSc2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C20H17ClN2OS/c21-16-9-11-17(12-10-16)25-13-14-5-7-15(8-6-14)20(24)23-19-4-2-1-3-18(19)22/h1-12H,13,22H2,(H,23,24)

Standard InChI Key:  VCNGYHRXHZXMSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    6.0326   -4.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314   -5.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7395   -5.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4492   -5.1237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4463   -4.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7377   -3.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1575   -5.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1588   -6.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8646   -5.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8633   -4.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5705   -3.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5696   -3.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8607   -2.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1513   -3.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1557   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2775   -4.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3248   -3.8962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6172   -4.3050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9094   -3.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9128   -3.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058   -2.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4972   -3.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -3.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2076   -4.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -2.6718    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
  1 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474140

   ---

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: 368.89

Molecular Weight (Monoisotopic): 368.0750

AlogP: 5.47

#Rotatable Bonds: 5

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.26

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -1.55

References

1. Yun F, Cheng C, Ullah S, He J, Zahi MR, Yuan Q..  (2019)  Thioether-based 2-aminobenzamide derivatives: Novel HDAC inhibitors with potent in vitro and in vivo antitumor activity.,  176  [PMID:31103900] [10.1016/j.ejmech.2019.05.007]

Source

Source(1):

• Scientific Literature