(+)-(S)-9-Hydroxy-7-methoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione

ID: ALA594258

Chembl Id: CHEMBL594258

PubChem CID: 45257194

Max Phase: Preclinical

Molecular Formula: C15H14O5

Molecular Weight: 274.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)C(=O)C1=C(CO[C@@H](C)C1)C2=O

Standard InChI:  InChI=1S/C15H14O5/c1-7-3-9-11(6-20-7)15(18)13-10(14(9)17)4-8(19-2)5-12(13)16/h4-5,7,16H,3,6H2,1-2H3/t7-/m0/s1

Standard InChI Key:  SISJNJGFKNRWOY-ZETCQYMHSA-N

Alternative Forms

1. Parent:

   

   ALA594258

   (s)-9-Hydroxy-7-methoxy-3-methyl-3,4-dihydro-1h-benzo[g]isochromene-5,10-dione

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: 274.27

Molecular Weight (Monoisotopic): 274.0841

AlogP: 1.89

#Rotatable Bonds: 1

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.15

CX Basic pKa: ┄

CX LogP: 1.78

CX LogD: 1.71

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: 1.90

References

1. Sperry J, Lorenzo-Castrillejo I, Brimble MA, Machín F..  (2009)  Pyranonaphthoquinone derivatives of eleutherin, ventiloquinone L, thysanone and nanaomycin A possessing a diverse topoisomerase II inhibition and cytotoxicity spectrum.,  17  (20): [PMID:19783445] [10.1016/j.bmc.2009.08.064]

2. Zhou YH, Zhang M, Zhu RX, Zhang JZ, Xie F, Li XB, Chang WQ, Wang XN, Zhao ZT, Lou HX..  (2016)  Heptaketides from an Endolichenic Fungus Biatriospora sp. and Their Antifungal Activity.,  79  (9): [PMID:27556953] [10.1021/acs.jnatprod.5b00998]

Source

Source(1):

• Scientific Literature