N-(1-benzoyl-1H-indol-5-yl)-5-chloro-2-hydroxybenzamide

ID: ALA4744704

PubChem CID: 162648350

Max Phase: Preclinical

Molecular Formula: C22H15ClN2O3

Molecular Weight: 390.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2c(ccn2C(=O)c2ccccc2)c1)c1cc(Cl)ccc1O

Standard InChI:  InChI=1S/C22H15ClN2O3/c23-16-6-9-20(26)18(13-16)21(27)24-17-7-8-19-15(12-17)10-11-25(19)22(28)14-4-2-1-3-5-14/h1-13,26H,(H,24,27)

Standard InChI Key:  WIANGICMDAATEW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.4762   -5.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1842   -5.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8939   -5.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8911   -4.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1825   -3.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1796   -3.0540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1820   -6.3238    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5972   -3.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -4.2710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5942   -3.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0126   -3.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7203   -4.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7091   -2.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0064   -3.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4234   -3.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4254   -3.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2011   -4.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6785   -3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1978   -2.7867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4484   -2.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2473   -1.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -1.4029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7969   -2.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5952   -2.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8464   -1.4983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2933   -0.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4971   -1.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 27 28  2  0
 28 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744704

   ---

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: 390.83

Molecular Weight (Monoisotopic): 390.0771

AlogP: 4.94

#Rotatable Bonds: 3

Polar Surface Area: 71.33

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.33

References

1. Chen X,Wang G,Mohammed Alsayed AM,Du Z,Lu Liu null,Ma Y,Liu P,Zhang Q,Chen X,Chen W,Ye F,Zheng X,Liu Z.  (2021)  Synthesis and biological evaluation of novel N-substituted benzamides as anti-migration agents for treatment of osteosarcoma.,  214  [PMID:33530028] [10.1016/j.ejmech.2021.113203]

Source

Source(1):

• Scientific Literature