N-[(Z)-(5-methyl-2-oxo-indolin-3-ylidene)amino]-1H-indole-2-carboxamide

ID: ALA5170178

PubChem CID: 165416076

Max Phase: Preclinical

Molecular Formula: C18H14N4O2

Molecular Weight: 318.34

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)/C(=N/NC(=O)c1cc3ccccc3[nH]1)C(=O)N2

Standard InChI:  InChI=1S/C18H14N4O2/c1-10-6-7-14-12(8-10)16(18(24)20-14)21-22-17(23)15-9-11-4-2-3-5-13(11)19-15/h2-9,19H,1H3,(H,22,23)(H,20,21,24)

Standard InChI Key:  YWYQZNBUXHKGDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -2.3120    0.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9794   -0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7246   -1.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8996   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4870   -1.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6447   -0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9298   -0.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2153   -0.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4992   -0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4992    0.7801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138   -0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7306   -0.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3988    0.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1541    2.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282   -0.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5470   -0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2163   -1.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3923   -1.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3459   -0.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8170   -1.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896   -1.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6892   -2.0069    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  1  0
  4  5  2  0
  4  6  1  0
  1  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
  1 15  1  0
 14 16  1  0
 17 11  2  0
 17 18  1  0
 18 19  2  0
 20 19  1  0
 11 20  1  0
 18 21  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5170178

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 318.34

Molecular Weight (Monoisotopic): 318.1117

AlogP: 2.56

#Rotatable Bonds: 2

Polar Surface Area: 86.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.09

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.31

References

1. Dhokne P, Sakla AP, Shankaraiah N..  (2021)  Structural insights of oxindole based kinase inhibitors as anticancer agents: Recent advances.,  216  [PMID:33721669] [10.1016/j.ejmech.2021.113334]

Source

Source(1):

• Scientific Literature