(Z)-3-[4-(1-(o-tolyl)-1H-1,2,3-triazol-4-yl)benzylidene]indolin-2-one

ID: ALA4873974

PubChem CID: 150073218

Max Phase: Preclinical

Molecular Formula: C24H18N4O

Molecular Weight: 378.44

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H18N4O/c1-16-6-2-5-9-23(16)28-15-22(26-27-28)18-12-10-17(11-13-18)14-20-19-7-3-4-8-21(19)25-24(20)29/h2-15H,1H3,(H,25,29)/b20-14-

Standard InChI Key:  DPSGCNWEQKOKPX-ZHZULCJRSA-N

Molfile:  

 
     RDKit          2D

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   17.0305   -3.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7386   -3.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7368   -2.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4454   -2.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4502   -3.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2346   -3.5870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7146   -2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2268   -2.2551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4916   -4.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2919   -4.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5318   -2.9133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5442   -5.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3437   -5.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8879   -4.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6270   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8282   -3.9199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6898   -5.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0276   -5.7669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8397   -5.6757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0038   -4.8751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2932   -4.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7453   -4.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4100   -5.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1535   -4.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2336   -3.8645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5640   -3.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8231   -3.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1573   -3.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 20 21  1  0
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 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
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873974

   ---

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: 378.44

Molecular Weight (Monoisotopic): 378.1481

AlogP: 4.74

#Rotatable Bonds: 3

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.31

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.13

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