5-Methylspiro[indoline-3,7'-pyrano[5,6-c:5,6-c']dichromene]-2,6',8'-trione

ID: ALA4588944

PubChem CID: 122374997

Max Phase: Preclinical

Molecular Formula: C27H15NO6

Molecular Weight: 449.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)C1(C(=O)N2)c2c(c3ccccc3oc2=O)Oc2c1c(=O)oc1ccccc21

Standard InChI:  InChI=1S/C27H15NO6/c1-13-10-11-17-16(12-13)27(26(31)28-17)20-22(14-6-2-4-8-18(14)32-24(20)29)34-23-15-7-3-5-9-19(15)33-25(30)21(23)27/h2-12H,1H3,(H,28,31)

Standard InChI Key:  HVHOPVABOUAJHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.5092   -8.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8340   -9.6503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1449   -8.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5128   -6.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7988   -7.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7988   -7.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3693   -7.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2267   -7.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2232   -7.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9338   -8.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6527   -7.9401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -6.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6519   -7.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3733   -5.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6589   -5.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6608   -6.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0140   -8.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4158   -9.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6174   -9.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4118  -10.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7723   -8.7099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3657   -8.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6482   -8.7613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6209   -8.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0
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  2  3  1  0
  3  1  1  0
  6  4  1  0
  5  1  1  0
  1 10  1  0
  9  4  1  0
  5  6  2  0
  5  8  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  3 31  2  0
  8 32  2  0
 11 33  2  0
 28 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588944

   ---

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: 449.42

Molecular Weight (Monoisotopic): 449.0899

AlogP: 4.60

#Rotatable Bonds: ┄

Polar Surface Area: 98.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: 0.06

References

1. Parthasarathy K, Praveen C, Jeyaveeran JC, Prince AA..  (2016)  Gold catalyzed double condensation reaction: Synthesis, antimicrobial and cytotoxicity of spirooxindole derivatives.,  26  (17): [PMID:27476145] [10.1016/j.bmcl.2016.07.036]

Source

Source(1):

• Scientific Literature