6'-amino-5-chloro-2'-(4,4-dimethyl-2,6-dioxocyclohexylidene)-2-oxospiro[indoline-3,4'-[1,3]dithiine]-5'-carbonitrile

ID: ALA5282102

Max Phase: Preclinical

Molecular Formula: C20H16ClN3O3S2

Molecular Weight: 445.95

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)C(=C2SC(N)=C(C#N)C3(S2)C(=O)Nc2ccc(Cl)cc23)C(=O)C1

Standard InChI:  InChI=1S/C20H16ClN3O3S2/c1-19(2)6-13(25)15(14(26)7-19)17-28-16(23)11(8-22)20(29-17)10-5-9(21)3-4-12(10)24-18(20)27/h3-5H,6-7,23H2,1-2H3,(H,24,27)

Standard InChI Key:  MHGWXEKFXSVQPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.9545   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9545   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399   -1.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253   -1.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7283   -1.6902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2336   -1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -1.0306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7283   -0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0961   -0.3435    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6902    1.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504    1.8551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5148    1.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9545    0.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7452   -0.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3604   -1.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412    1.0856    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7832    1.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2230    1.7727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9925    0.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8189    0.3435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399   -0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 25  1  0
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  5 28  2  0
 28 29  1  0
 29  2  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282102

   ---

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: 445.95

Molecular Weight (Monoisotopic): 445.0322

AlogP: 3.83

#Rotatable Bonds: ┄

Polar Surface Area: 113.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.46

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.51

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]

Source

Source(1):

• Scientific Literature