(Z)-2-(4-(4-[(2-oxoindolin-3-ylidene)methyl]phenyl)-1H-1,2,3-triazol-1-yl)benzonitrile

ID: ALA4878880

PubChem CID: 151507827

Max Phase: Preclinical

Molecular Formula: C24H15N5O

Molecular Weight: 389.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccccc1-n1cc(-c2ccc(/C=C3\C(=O)Nc4ccccc43)cc2)nn1

Standard InChI:  InChI=1S/C24H15N5O/c25-14-18-5-1-4-8-23(18)29-15-22(27-28-29)17-11-9-16(10-12-17)13-20-19-6-2-3-7-21(19)26-24(20)30/h1-13,15H,(H,26,30)/b20-13-

Standard InChI Key:  PRUPKIBMPPBTHL-MOSHPQCFSA-N

Molfile:  

 
     RDKit          2D

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   15.6449  -24.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6438  -25.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3518  -25.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3500  -23.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0586  -24.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0635  -25.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8478  -25.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3278  -24.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8400  -24.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1049  -26.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9052  -26.3527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1450  -24.7381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1575  -27.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9570  -27.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5012  -26.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2403  -25.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4414  -25.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3031  -26.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6408  -27.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4529  -27.5005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6171  -26.6999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9064  -26.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3585  -26.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0232  -26.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7668  -26.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8468  -25.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1773  -25.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4364  -25.5531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7695  -25.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1036  -24.6082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  7 10  2  0
 10 11  1  0
  8 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 18  2  0
 15 18  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 21 23  1  0
 29 30  3  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878880

   ---

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: 389.42

Molecular Weight (Monoisotopic): 389.1277

AlogP: 4.30

#Rotatable Bonds: 3

Polar Surface Area: 83.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.53

Np Likeness Score: -1.24

References

1. Wang DP, Liu KL, Li XY, Lu GQ, Xue WH, Qian XH, Mohamed O K, Meng FH..  (2021)  Design, synthesis, and in vitro and in vivo anti-angiogenesis study of a novel vascular endothelial growth factor receptor-2 (VEGFR-2) inhibitor based on 1,2,3-triazole scaffold.,  211  [PMID:33340911] [10.1016/j.ejmech.2020.113083]

Source

Source(1):

• Scientific Literature