ID: ALA279645

Max Phase: Preclinical

Molecular Formula: C35H56O6

Molecular Weight: 572.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@@H]1CC[C@]2(C(=O)OC3CCCCO3)CC[C@]3(C)C(=CCC4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)C5CC[C@]43C)C2[C@H]1C

Standard InChI:  InChI=1S/C35H56O6/c1-21-12-15-35(30(39)41-27-9-7-8-18-40-27)17-16-33(5)23(28(35)22(21)2)10-11-26-31(3)19-24(37)29(38)32(4,20-36)25(31)13-14-34(26,33)6/h10,21-22,24-29,36-38H,7-9,11-20H2,1-6H3/t21-,22+,24-,25?,26?,27?,28?,29+,31+,32+,33-,34-,35+/m1/s1

Standard InChI Key:  YHVYNZUMJUBEKS-BEVYJWJNSA-N

Molecule Features

Natural Product: No

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: 572.83

Molecular Weight (Monoisotopic): 572.4077

AlogP: 6.02

#Rotatable Bonds: 3

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.55

CX Basic pKa:

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 0

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: 2.77

References

1. Jew SS, Yoo CH, Lim DY, Kim H, Mook-Jung I, Jung MW, Choi H, Jung YH, Kim H, Park HG..  (2000)  Structure-activity relationship study of asiatic acid derivatives against beta amyloid (A beta)-induced neurotoxicity.,  10  (2): [PMID:10673093] [10.1016/s0960-894x(99)00658-7]

2. Shim P, Park J, Chang M, Lim M, Kim D, Jung YH, Jew S, Park EH, Kim H.  (1996)  Asiaticoside mimetics as wound healing agent,  6  (24): [10.1016/S0960-894X(96)00540-9]

Source

Source(1):

• Scientific Literature