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

ID: ALA4872013

PubChem CID: 164624739

Max Phase: Preclinical

Molecular Formula: C24H15N5O

Molecular Weight: 389.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-n2cc(-c3ccc(C=C4C(=O)Nc5ccccc54)cc3)nn2)cc1

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

Standard InChI Key:  ARVBBXCWMZRVJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.8515   -2.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5644   -1.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -2.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2845   -2.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0763   -3.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5609   -2.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0685   -1.8140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3358   -3.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437   -4.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3858   -2.4784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2054   -5.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4914   -3.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9051   -5.3589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8906   -4.4587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1732   -4.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6390   -4.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3100   -4.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0605   -4.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1414   -3.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4654   -2.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7177   -3.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8899   -3.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6406   -2.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 15 18  1  0
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 25 26  2  0
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 28 23  1  0
 21 23  1  0
 29 30  3  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872013

   ---

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: -1.44

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