(S)-2-(3,4-Dihydroxy-phenyl)-5-hydroxy-6,8,8-trimethyl-2,3-dihydro-8H-pyrano[2,3-f]chromen-4-one

ID: ALA4525565

Chembl Id: CHEMBL4525565

PubChem CID: 71528833

Max Phase: Preclinical

Molecular Formula: C21H20O6

Molecular Weight: 368.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(O)c2c(c3c1OC(C)(C)C=C3)O[C@H](c1ccc(O)c(O)c1)CC2=O

Standard InChI:  InChI=1S/C21H20O6/c1-10-18(25)17-15(24)9-16(11-4-5-13(22)14(23)8-11)26-20(17)12-6-7-21(2,3)27-19(10)12/h4-8,16,22-23,25H,9H2,1-3H3/t16-/m0/s1

Standard InChI Key:  UBORANBAZCARPM-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA4525565

   (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-6,8,8-trimethyl-2,3-dihydropyrano[2,3-h]chromen-4-one

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.39

Molecular Weight (Monoisotopic): 368.1260

AlogP: 4.00

#Rotatable Bonds: 1

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.66

Np Likeness Score: 2.60

References

1. Jin YS..  (2019)  Recent advances in natural antifungal flavonoids and their derivatives.,  29  (19): [PMID:31427220] [10.1016/j.bmcl.2019.07.048]

Source

Source(1):

• Scientific Literature