ID: ALA507387

Max Phase: Preclinical

Molecular Formula: C41H28O26

Molecular Weight: 936.65

Molecule Type: Small molecule

Representations

Synonyms (1): Casuarinin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O[C@@H]1COC(=O)c2cc(O)c(O)c(O)c2-c2c(cc(O)c(O)c2O)C(=O)O[C@H]1[C@@H]1OC(=O)c2cc(O)c(O)c(O)c2-c2c(O)c(O)c(O)c3c2C(=O)O[C@H]1[C@@H]3O)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C41H28O26/c42-11-1-7(2-12(43)23(11)47)37(58)64-16-6-63-38(59)8-3-13(44)24(48)27(51)17(8)18-9(4-14(45)25(49)28(18)52)39(60)65-34(16)36-35-32(56)22-21(41(62)66-35)20(30(54)33(57)31(22)55)19-10(40(61)67-36)5-15(46)26(50)29(19)53/h1-5,16,32,34-36,42-57H,6H2/t16-,32-,34-,35+,36+/m1/s1

Standard InChI Key:  MMQXBTULXAEKQE-LVFBLPLOSA-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: 936.65

Molecular Weight (Monoisotopic): 936.0869

AlogP: 1.34

#Rotatable Bonds: 3

Polar Surface Area: 455.18

Molecular Species: NEUTRAL

HBA: 26

HBD: 16

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.83

CX Basic pKa:

CX LogP: 2.55

CX LogD: 1.66

Aromatic Rings: 5

Heavy Atoms: 67

QED Weighted: 0.07

Np Likeness Score: 1.06

References

1. Abe I, Kashiwagi Y, Noguchi H, Tanaka T, Ikeshiro Y, Kashiwada Y..  (2001)  Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase.,  64  (8): [PMID:11520216] [10.1021/np010100y]

2. Kashiwada Y, Nonaka G, Nishioka I, Chang JJ, Lee KH..  (1992)  Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents.,  55  (8): [PMID:1431932] [10.1021/np50086a002]

Source

Source(1):

• Scientific Literature