2-amino-5'-chloro-2',5-dioxo-5H-spiro[indeno[1,2-b]pyran-4,3'-indoline]-3-carbonitrile

ID: ALA5289810

Max Phase: Preclinical

Molecular Formula: C20H10ClN3O3

Molecular Weight: 375.77

Names and Identifiers

Canonical SMILES:  N#CC1=C(N)OC2=C(C(=O)c3ccccc32)C12C(=O)Nc1ccc(Cl)cc12

Standard InChI:  InChI=1S/C20H10ClN3O3/c21-9-5-6-14-12(7-9)20(19(26)24-14)13(8-22)18(23)27-17-11-4-2-1-3-10(11)16(25)15(17)20/h1-7H,23H2,(H,24,26)

Standard InChI Key:  DSEZVOHDCCWJCN-UHFFFAOYSA-N

Molfile:  

 
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   -2.4874   -1.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728   -1.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581   -1.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2061   -0.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0306   -1.0444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5359   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -0.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4979   -1.3467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826   -0.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2335    1.3192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1131    1.7590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8108    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353    0.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5289810

   ---

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: 375.77

Molecular Weight (Monoisotopic): 375.0411

AlogP: 2.86

#Rotatable Bonds: ┄

Polar Surface Area: 105.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: 1.51

CX LogP: 1.93

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.44

References

1. Brandão P, Marques C, Burke AJ, Pineiro M..  (2021)  The application of isatin-based multicomponent-reactions in the quest for new bioactive and druglike molecules.,  211  [PMID:33421712] [10.1016/j.ejmech.2020.113102]

2. Bora D, Kaushal A, Shankaraiah N..  (2021)  Anticancer potential of spirocompounds in medicinal chemistry: A pentennial expedition.,  215  [PMID:33601313] [10.1016/j.ejmech.2021.113263]

Source

Source(1):

• Scientific Literature