ID: ALA34536

Max Phase: Preclinical

Molecular Formula: C34H32O10

Molecular Weight: 600.62

Molecule Type: Small molecule

Representations

Synonyms (1): 4-Demethylcalycopterone
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC1=C(OC)[C@@]2(OC)c3c(O)c(OC)c4c(c3O[C@@]23O[C@@H](c2ccccc2)CC=C3C1=O)[C@@H](O)C[C@H](c1ccccc1)O4

Standard InChI:  InChI=1S/C34H32O10/c1-38-30-27(37)25-28(24-21(35)17-23(42-29(24)30)19-13-9-6-10-14-19)44-34-20(15-16-22(43-34)18-11-7-5-8-12-18)26(36)31(39-2)32(40-3)33(25,34)41-4/h5-15,21-23,35,37H,16-17H2,1-4H3/t21-,22+,23+,33-,34+/m0/s1

Standard InChI Key:  FYCQGQNQVPLKBH-VBDYRVIASA-N

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

Properties

Molecular Weight: 600.62

Molecular Weight (Monoisotopic): 600.1995

AlogP: 5.06

#Rotatable Bonds: 6

Polar Surface Area: 122.14

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.23

CX Basic pKa:

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.40

Np Likeness Score: 2.23

References

1. Wall ME, Wani MC, Fullas F, Oswald JB, Brown DM, Santisuk T, Reutrakul V, McPhail AT, Farnsworth NR, Pezzuto JM..  (1994)  Plant antitumor agents. 31. The calycopterones, a new class of biflavonoids with novel cytotoxicity in a diverse panel of human tumor cell lines.,  37  (10): [PMID:8182705] [10.1021/jm00036a012]

Source

Source(1):

• Scientific Literature