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

ID: ALA4472328

PubChem CID: 15855397

Max Phase: Preclinical

Molecular Formula: C26H13NO6

Molecular Weight: 435.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2C12c1c(c3ccccc3oc1=O)Oc1c2c(=O)oc2ccccc12

Standard InChI:  InChI=1S/C26H13NO6/c28-23-19-21(13-7-1-5-11-17(13)31-23)33-22-14-8-2-6-12-18(14)32-24(29)20(22)26(19)15-9-3-4-10-16(15)27-25(26)30/h1-12H,(H,27,30)

Standard InChI Key:  ZQVRFENUFOJJFS-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
   11.0863   -8.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
   15.3680   -6.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0830   -6.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0846   -5.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
   12.0058   -9.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8087   -8.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   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
   13.8289   -8.7129    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
  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
  6 20  1  0
 19  7  1  0
  7  8  1  0
  9 10  2  0
  9 13  1  0
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 12 14  1  0
 13 14  2  0
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 15 16  2  0
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 19 20  2  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4472328

   spiro[1H-indole-3,13'-2,10,16-trioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,17,19,21-octaene]-2,11',15'-trione

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: 435.39

Molecular Weight (Monoisotopic): 435.0743

AlogP: 4.29

#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: 12.77

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 2.42

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: 0.21

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