3,4-deoxy-4-chloropsoroxanthin-(3,5-diol)

ID: ALA256496

Chembl Id: CHEMBL256496

PubChem CID: 24854051

Max Phase: Preclinical

Molecular Formula: C18H15ClO6

Molecular Weight: 362.76

Molecule Type: Small molecule

Names and Identifiers

Synonyms: psoroxanthin chlorohydrin | CHEMBL256496|PSOROXANTHIN CHLOROHYDRIN|SCHEMBL12312461

Canonical SMILES:  O=c1c2c(O)cccc2oc2ccc3c(c12)CC(C(O)(CO)CCl)O3

Standard InChI:  InChI=1S/C18H15ClO6/c19-7-18(23,8-20)14-6-9-11(25-14)4-5-13-15(9)17(22)16-10(21)2-1-3-12(16)24-13/h1-5,14,20-21,23H,6-8H2

Standard InChI Key:  RJDOXCXLBLHXNV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA256496

   PSOROXANTHIN CHLOROHYDRIN

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: 362.76

Molecular Weight (Monoisotopic): 362.0557

AlogP: 1.92

#Rotatable Bonds: 3

Polar Surface Area: 100.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.41

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: 1.99

References

1. Leet JE, Liu X, Drexler DM, Cantone JL, Huang S, Mamber SW, Fairchild CR, Hussain R, Newman DJ, Kingston DG..  (2008)  Cytotoxic xanthones from Psorospermum molluscum from the Madagascar rain forest.,  71  (3): [PMID:18247570] [10.1021/np070523l]

Source

Source(1):

• Scientific Literature