6-methyl-1,2,3-trihydroxy-7,8-cyclohepta-9,12-diene-11-one-5,6,7,8-tetralene-7-acetamide

ID: ALA2281543

Chembl Id: CHEMBL2281543

PubChem CID: 71522115

Max Phase: Preclinical

Molecular Formula: C18H19NO5

Molecular Weight: 329.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC12C=CC(=O)C=CC1c1c(cc(O)c(O)c1O)CC2C

Standard InChI:  InChI=1S/C18H19NO5/c1-9-7-11-8-14(22)16(23)17(24)15(11)13-4-3-12(21)5-6-18(9,13)19-10(2)20/h3-6,8-9,13,22-24H,7H2,1-2H3,(H,19,20)

Standard InChI Key:  WLVIZDWMIUYCQM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2281543

   N-(1,2,3-trihydroxy-6-methyl-9-oxo-6,11a-dihydro-5H-cyclohepta[a]naphthalen-6a-yl)acetamide

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: 329.35

Molecular Weight (Monoisotopic): 329.1263

AlogP: 1.65

#Rotatable Bonds: 1

Polar Surface Area: 106.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.78

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.75

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: 1.58

References

1. Budhiraja A, Nepali K, Sapra S, Gupta S, Kumar S, Dhar KL.  (2013)  Bioactive metabolites from an endophytic fungus of Aspergillus species isolated from seeds of Gloriosa superba Linn.,  22  (1): [10.1007/s00044-012-0032-z]

Source

Source(1):

• Scientific Literature