Oxopurpureine

ID: ALA456295

Cas Number: 32845-27-5

PubChem CID: 284998

Max Phase: Preclinical

Molecular Formula: C21H19NO6

Molecular Weight: 381.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Oxopurpureine | OXOPURPUREINE|32845-27-5|MLS000574936|NSC 141544|NSC-141544|SMR000156318|4,5,14,15,16-pentamethoxy-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2,4,6,9,11,13(17),14-octaen-8-one|1,2,3,9,10-pentamethoxy-7h-dibenzo[de,g]quinolin-7-one|HMS2220I24|QMU2D8YT5P|CHEMBL456295|cid_284998|BDBM52490|DTXSID00301165|CHEBI:188967|NSC141544|1,2,3,9,10-Pentamethoxyoxoaporphine|7H-Dibenzo[de,g]quinolin-7-one, 1,2,3,9,10-pentamethoxy-|1,2,3,9,10-Pentamethoxy-7H-dibenzo[de,g]quinolin-7-one, 9CShow More⌵

Canonical SMILES:  COc1cc2c(cc1OC)-c1c(OC)c(OC)c(OC)c3ccnc(c13)C2=O

Standard InChI:  InChI=1S/C21H19NO6/c1-24-13-8-11-12(9-14(13)25-2)18(23)17-15-10(6-7-22-17)19(26-3)21(28-5)20(27-4)16(11)15/h6-9H,1-5H3

Standard InChI Key:  AZTLZBDEFBJZQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -2.5419    0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155   -0.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1155    0.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8288    0.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567    1.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579    0.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5437    1.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8272    1.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3937    0.4272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986    1.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1156    1.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8288   -1.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5404   -0.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500   -1.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2490   -2.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5325   -2.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8260   -2.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282   -3.2866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2417   -3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9634   -2.4667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6802   -2.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006   -1.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5462    2.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318    2.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9725    1.6609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9727    2.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9739    0.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6891    0.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  2  0
  6  1  1  0
 13 14  1  0
  1  4  2  0
 14 15  2  0
  8  7  2  0
 15 16  1  0
  7  5  1  0
 16 17  2  0
 17 12  1  0
 12  2  1  0
 16 18  1  0
  8  4  1  0
 18 19  1  0
  2  3  1  0
 15 20  1  0
  3  9  2  0
 20 21  1  0
  3  4  1  0
  2 22  2  0
  9 10  1  0
  7 23  1  0
 23 24  1  0
 10 11  2  0
  5 25  1  0
 11  8  1  0
 25 26  1  0
  1 13  1  0
  6 27  1  0
  5  6  2  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA456295

   OXOPURPUREINE

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 381.38

Molecular Weight (Monoisotopic): 381.1212

AlogP: 3.49

#Rotatable Bonds: 5

Polar Surface Area: 76.11

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.02

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: 1.02

References

1. Chang FR, Wei JL, Teng CM, Wu YC..  (1998)  Antiplatelet aggregation constituents from Annona purpurea.,  61  (12): [PMID:9868142] [10.1021/np9800046]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays