Galvaquinone C

ID: ALA2152649

PubChem CID: 71461995

Max Phase: Preclinical

Molecular Formula: C20H18O6

Molecular Weight: 354.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Galvaquinone C | Galvaquinone C|CHEMBL2152649|CHEBI:198248|1,3,5-trihydroxy-2-methyl-4-(3-methylbutanoyl)anthracene-9,10-dione

Canonical SMILES:  Cc1c(O)c(C(=O)CC(C)C)c2c(c1O)C(=O)c1cccc(O)c1C2=O

Standard InChI:  InChI=1S/C20H18O6/c1-8(2)7-12(22)14-15-16(18(24)9(3)17(14)23)19(25)10-5-4-6-11(21)13(10)20(15)26/h4-6,8,21,23-24H,7H2,1-3H3

Standard InChI Key:  JSBZNSHTZGINIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -5.8425   -2.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8437   -3.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1289   -3.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1307   -2.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4154   -2.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4146   -3.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6994   -3.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050   -2.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9892   -2.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9856   -3.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2666   -3.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5506   -3.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6972   -4.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7094   -1.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1270   -4.5064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2621   -4.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8332   -3.6588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742   -4.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5453   -4.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5408   -5.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8242   -6.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2530   -6.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2851   -1.1880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 12 13  1  0
  3  6  2  0
 13 14  2  0
 14  9  1  0
  6  7  1  0
  7 15  2  0
  7 10  1  0
  8 16  2  0
  1  2  2  0
  3 17  1  0
  9  8  1  0
 11 18  1  0
  8  5  1  0
 13 19  1  0
  5  4  2  0
 12 20  1  0
  4  1  1  0
 18 21  2  0
  9 10  2  0
 18 22  1  0
 22 23  1  0
 10 11  1  0
 23 24  1  0
  2  3  1  0
 23 25  1  0
 11 12  2  0
 14 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2152649

   GALVAQUINONE C

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: 354.36

Molecular Weight (Monoisotopic): 354.1103

AlogP: 3.12

#Rotatable Bonds: 3

Polar Surface Area: 111.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.01

CX Basic pKa: ┄

CX LogP: 5.46

CX LogD: 4.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: 1.41

References

1. Hu Y, Martinez ED, MacMillan JB..  (2012)  Anthraquinones from a marine-derived Streptomyces spinoverrucosus.,  75  (10): [PMID:23057874] [10.1021/np3004326]

Source

Source(1):

• Scientific Literature