(4R,4aS)-4,8-Dihydroxy-6-methyl-9-oxo-4,9-dihydro-xanthene-4a-carboxylic acid methyl ester

ID: ALA91382

Chembl Id: CHEMBL91382

PubChem CID: 9926413

Max Phase: Preclinical

Molecular Formula: C16H14O6

Molecular Weight: 302.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12Oc3cc(C)cc(O)c3C(=O)C1=CC=C[C@H]2O

Standard InChI:  InChI=1S/C16H14O6/c1-8-6-10(17)13-11(7-8)22-16(15(20)21-2)9(14(13)19)4-3-5-12(16)18/h3-7,12,17-18H,1-2H3/t12-,16+/m1/s1

Standard InChI Key:  BVPTZDRKEDPTOX-WBMJQRKESA-N

Alternative Forms

1. Parent:

   

   ALA91382

   Nidulalin A

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: 302.28

Molecular Weight (Monoisotopic): 302.0790

AlogP: 1.04

#Rotatable Bonds: 1

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.04

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 2.19

References

1. Sato S, Suga Y, Yoshimura T, Nakagawa R, Tsuji T, Umemura K, Andoh T..  (1999)  Syntheses of novel antitumor dihydroxanthone derivatives with inhibitory activity against DNA topoisomerase II.,  9  (18): [PMID:10509910] [10.1016/s0960-894x(99)00440-0]

Source

Source(1):

• Scientific Literature