ID: ALA493933

Max Phase: Preclinical

Molecular Formula: C48H76O19

Molecular Weight: 957.12

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)O)CC[C@]3(C(=O)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](C)[C@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C48H76O19/c1-20-10-15-47(42(59)60)16-17-48(43(61)67-40-36(57)34(55)32(53)25(19-50)64-40)23(29(47)21(20)2)8-9-27-45(6)13-12-28(44(4,5)26(45)11-14-46(27,48)7)65-41-37(58)38(30(51)22(3)62-41)66-39-35(56)33(54)31(52)24(18-49)63-39/h8,20-22,24-41,49-58H,9-19H2,1-7H3,(H,59,60)/t20-,21+,22-,24-,25-,26+,27-,28+,29+,30+,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41+,45+,46-,47+,48-/m1/s1

Standard InChI Key:  NBWKXBHUWZKQKG-NCYGRLIXSA-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: 957.12

Molecular Weight (Monoisotopic): 956.4981

AlogP: 0.09

#Rotatable Bonds: 9

Polar Surface Area: 312.05

Molecular Species: ACID

HBA: 18

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.24

CX Basic pKa:

CX LogP: 1.01

CX LogD: -2.00

Aromatic Rings: 0

Heavy Atoms: 67

QED Weighted: 0.08

Np Likeness Score: 2.29

References

1. Aquino R, De Feo V, De Simone F, Pizza C, Cirino G..  (1991)  Plant metabolites. New compounds and anti-inflammatory activity of Uncaria tomentosa.,  54  (2): [PMID:1919590] [10.1021/np50074a016]

2. 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]

Source

Source(1):

• Scientific Literature