aglalactone

ID: ALA490541

Chembl Id: CHEMBL490541

Cas Number: 1027995-86-3

PubChem CID: 10591326

Max Phase: Preclinical

Molecular Formula: C17H14O6

Molecular Weight: 314.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Aglalactone | CHEMBL490541|NLCAMZUTWGFUSW-UHFFFAOYSA-|DTXSID501164604|1027995-86-3|8-Methoxy-7-(4-methoxyphenyl)furo[2,3-f]-1,3-benzodioxol-6(7H)-one|InChI=1/C17H14O6/c1-19-10-5-3-9(4-6-10)13-14-11(23-17(13)18)7-12-15(16(14)20-2)22-8-21-12/h3-7,13H,8H2,1-2H3

Canonical SMILES:  COc1ccc(C2C(=O)Oc3cc4c(c(OC)c32)OCO4)cc1

Standard InChI:  InChI=1S/C17H14O6/c1-19-10-5-3-9(4-6-10)13-14-11(23-17(13)18)7-12-15(16(14)20-2)22-8-21-12/h3-7,13H,8H2,1-2H3

Standard InChI Key:  NLCAMZUTWGFUSW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA490541

   AGLALACTONE

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: 314.29

Molecular Weight (Monoisotopic): 314.0790

AlogP: 2.48

#Rotatable Bonds: 3

Polar Surface Area: 63.22

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.95

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: 0.89

References

1. Kim S, Chin YW, Su BN, Riswan S, Kardono LB, Afriastini JJ, Chai H, Farnsworth NR, Cordell GA, Swanson SM, Kinghorn AD..  (2006)  Cytotoxic flavaglines and bisamides from Aglaia edulis.,  69  (12): [PMID:17190457] [10.1021/np060428x]

2. Brader G, Vajrodaya S, Greger H, Bacher M, Kalchhauser H, Hofer O..  (1998)  Bisamides, lignans, triterpenes, and insecticidal Cyclopenta[b]benzofurans from Aglaia species.,  61  (12): [PMID:9868148] [10.1021/np9801965]

3. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source

Source(1):

• Scientific Literature