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

ID: ALA88409

Chembl Id: CHEMBL88409

PubChem CID: 9860697

Max Phase: Preclinical

Molecular Formula: C15H13NO5

Molecular Weight: 287.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c(c1)O[C@@]1(C(N)=O)C(=CC=C[C@H]1O)C2=O

Standard InChI:  InChI=1S/C15H13NO5/c1-7-5-9(17)12-10(6-7)21-15(14(16)20)8(13(12)19)3-2-4-11(15)18/h2-6,11,17-18H,1H3,(H2,16,20)/t11-,15+/m1/s1

Standard InChI Key:  OAXAIKRROGOSQW-ABAIWWIYSA-N

Alternative Forms

1. Parent:

   

   ALA88409

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

Molecule Features

Natural Product: No

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: 287.27

Molecular Weight (Monoisotopic): 287.0794

AlogP: 0.36

#Rotatable Bonds: 1

Polar Surface Area: 109.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.87

CX Basic pKa: ┄

CX LogP: 1.10

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: 1.99

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