Canonical Smiles : CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C)C2C1)C)C(=O)O)C
Inchi Key : OJEUMHQEAMVIBI-YWDNYDSNSA-N
IUPAC : (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bR)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Pubchem ID : 163193420
Smiles : CC1(C)CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CCC(OC(=O)C=Cc6ccc(O)c(O)c6)C(C)(C)C5CCC43C)C2C1
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 618.39
Volume : 666.047
Density : 0.928
nHA : 6
nHD : 3
nRot : 5
nRing : 6
Max Ring : 22
nHet: 6
fChar : 0
nRig : 35
Flexibility : 0.143
Stereo Centers : 8
TPSA : 104.06
logS : -3.956
logP: 7.436
logD7.4 : 6.05
ABSORPTION
Caco-2 Permeability : -5.259
MDCK Permeability : 0.0000152161
Pgp-inhibitor : 0.124
Pgp-substrate : 0
HIA : 0.017
F20% : 0.021
F30% : 0.236
DISTRIBUTION
PPB : 1.00804
VD : 0.819
BBB Penetration : 0.123
Fu : 0.0148649
METABOLISM
CYP 1A2 inhibitor : 0.014
CYP 1A2 substrate : 0.338
CYP 2C19 inhibitor : 0.062
CYP 2C19 substrate : 0.713
CYP 2C9 inhibitor : 0.094
CYP 2C9 substrate : 0.967
CYP 2D6 inhibitor : 0.164
CYP 2D6 substrate : 0.581
CYP 3A4 inhibitor : 0.106
CYP 3A4 substrate : 0.285
|
|
MEDICINAL CHEMISTRY
QED : 0.135
SAscore : 4.838
Fsp : 0.692
MCE-18 : 165.879
NPscore : 2.81
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.005
H-HT : 0.206
DILI : 0.006
AMES Toxicity : 0.024
Rat Oral Acute Toxicity : 0.066
FDAMDD : 0.88
Skin Sensitization : 0.041
Carcinogencity : 0.045
Eye Corrosion : 0.003
Eye Irritation : 0.653
Respiratory Toxicity : 0.95
Bioconcentration Factor : 2.118
IGC50 : 5.632
LC50FM : 6.515
LC50DM : 6.228
NR-AR : 0.019
NR-AR-LBD: 0.742
NR-AhR : 0.001
NR-Aromatase : 0.821
NR-ER : 0.911
NR-ER-LBD : 0.971
NR-PPAR-gamma : 0.988
SR-ARE : 0.868
SR-ATAD5 : 0.037
SR-HSE : 0.899
SR-MMP : 0.992
SR-p53 : 0.772
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 3.404
t1/2 : 0.039
|