(Z)-3-(4-(1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)benzylidene)indolin-2-one

ID: ALA4872149

PubChem CID: 149735519

Max Phase: Preclinical

Molecular Formula: C23H15ClN4O

Molecular Weight: 398.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=C/c1ccc(-c2cn(-c3ccc(Cl)cc3)nn2)cc1

Standard InChI:  InChI=1S/C23H15ClN4O/c24-17-9-11-18(12-10-17)28-14-22(26-27-28)16-7-5-15(6-8-16)13-20-19-3-1-2-4-21(19)25-23(20)29/h1-14H,(H,25,29)/b20-13-

Standard InChI Key:  BABVBOGFVAJRAX-MOSHPQCFSA-N

Molfile:  

 
     RDKit          2D

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    2.8599  -25.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8581  -23.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667  -24.1159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5716  -24.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3559  -25.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359  -24.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3481  -23.8570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6130  -25.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4133  -26.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531  -24.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6656  -26.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4651  -27.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0093  -26.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9495  -25.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8112  -26.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1489  -27.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9610  -27.2776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1252  -26.4770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4145  -26.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8666  -26.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5313  -26.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2749  -26.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3549  -25.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6854  -24.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9445  -25.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0986  -25.1276    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
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 24 25  1  0
 25 26  2  0
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 27 28  2  0
 28 23  1  0
 21 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872149

   ---

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: 398.85

Molecular Weight (Monoisotopic): 398.0934

AlogP: 5.08

#Rotatable Bonds: 3

Polar Surface Area: 59.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.31

CX Basic pKa: ┄

CX LogP: 5.61

CX LogD: 5.61

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -1.35

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