4-(5-Chloro-2-hydroxybenzamido)-N,N-dimethyl-2H-indazole-2-carboxamide

ID: ALA4740590

PubChem CID: 162645164

Max Phase: Preclinical

Molecular Formula: C17H15ClN4O3

Molecular Weight: 358.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C(=O)n1cc2c(NC(=O)c3cc(Cl)ccc3O)cccc2n1

Standard InChI:  InChI=1S/C17H15ClN4O3/c1-21(2)17(25)22-9-12-13(4-3-5-14(12)20-22)19-16(24)11-8-10(18)6-7-15(11)23/h3-9,23H,1-2H3,(H,19,24)

Standard InChI Key:  BCBVYRWBCVSCCC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   20.6265   -9.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6253  -10.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3334  -11.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0430  -10.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0402   -9.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3316   -9.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3287   -8.6217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3311  -11.8915    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.7464   -9.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4556   -9.8386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7433   -8.6155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1618   -9.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1555   -8.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8583   -8.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5715   -8.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5745   -9.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8707   -9.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0427  -10.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8529  -10.7108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1815   -9.9658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2639  -11.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8578  -12.1262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0811  -11.4143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4921  -12.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4873  -10.7052    0.0000 C   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
  6  7  1  0
  3  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 17  1  0
 14 13  1  0
 13 12  2  0
 15 16  1  0
 14 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740590

   ---

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: 358.79

Molecular Weight (Monoisotopic): 358.0833

AlogP: 3.18

#Rotatable Bonds: 2

Polar Surface Area: 87.46

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: ┄

CX LogP: 2.48

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.53

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