(S)-10-Methoxy-12b-methyl-1,2,3,12b-tetrahydro-5-oxa-benzo[k]acephenanthrylene-6,8,11-trione

ID: ALA341831

Chembl Id: CHEMBL341831

PubChem CID: 11791995

Max Phase: Preclinical

Molecular Formula: C21H16O5

Molecular Weight: 348.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1=CC(=O)c2cc3c(cc2C1=O)[C@]1(C)CCCc2coc(c21)C3=O

Standard InChI:  InChI=1S/C21H16O5/c1-21-5-3-4-10-9-26-20(17(10)21)19(24)13-6-11-12(7-14(13)21)18(23)16(25-2)8-15(11)22/h6-9H,3-5H2,1-2H3/t21-/m0/s1

Standard InChI Key:  RXKXFLSPTKPVON-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA341831

   (1S)-6-methoxy-1-methyl-14-oxapentacyclo[11.6.1.02,11.04,9.016,20]icosa-2(11),3,6,9,13(20),15-hexaene-5,8,12-trione

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: 348.35

Molecular Weight (Monoisotopic): 348.0998

AlogP: 3.38

#Rotatable Bonds: 1

Polar Surface Area: 73.58

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.81

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: 2.37

References

1. Concepción GP, Foderaro TA, Eldredge GS, Lobkovsky E, Clardy J, Barrows LR, Ireland CM..  (1995)  Topoisomerase II-mediated DNA cleavage by adocia- and xestoquinones from the Philippine sponge Xestospongia sp.,  38  (22): [PMID:7473578] [10.1021/jm00022a016]

Source

Source(1):

• Scientific Literature