ID: ALA501302

Max Phase: Preclinical

Molecular Formula: C42H66O15

Molecular Weight: 810.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]3(C(=O)O)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C42H66O15/c1-19-9-14-41(37(53)57-35-33(50)31(48)29(46)23(18-44)55-35)15-16-42(36(51)52)21(27(41)20(19)2)7-8-25-39(5)12-11-26(38(3,4)24(39)10-13-40(25,42)6)56-34-32(49)30(47)28(45)22(17-43)54-34/h7,19-20,22-35,43-50H,8-18H2,1-6H3,(H,51,52)/t19-,20+,22-,23-,24+,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,39+,40-,41+,42-/m1/s1

Standard InChI Key:  LDCLXZSKVDYDBF-DTJUAWDLSA-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: 810.98

Molecular Weight (Monoisotopic): 810.4402

AlogP: 1.24

#Rotatable Bonds: 7

Polar Surface Area: 253.13

Molecular Species: ACID

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.26

CX Basic pKa:

CX LogP: 1.73

CX LogD: -1.25

Aromatic Rings: 0

Heavy Atoms: 57

QED Weighted: 0.10

Np Likeness Score: 2.41

References

1. Aquino R, De Simone F, Pizza C, Conti C, Stein ML..  (1989)  Plant metabolites. Structure and in vitro antiviral activity of quinovic acid glycosides from Uncaria tomentosa and Guettarda platypoda.,  52  (4): [PMID:2553871] [10.1021/np50064a002]

2. Wang P, Ownby S, Zhang Z, Yuan W, Li S..  (2010)  Cytotoxicity and inhibition of DNA topoisomerase I of polyhydroxylated triterpenoids and triterpenoid glycosides.,  20  (9): [PMID:20371180] [10.1016/j.bmcl.2010.03.063]

Source

Source(1):

• Scientific Literature