Canonical Smiles : CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C46CCC(C5(C)C)(OC6)O)C)C(=O)O
Inchi Key : KYHMRXXFJAZYRF-MSBRYPFUSA-N
IUPAC : (1S,2S,5R,6R,7R,10S,13R,14R,17R,19S)-19-hydroxy-13,14,18,18-tetramethyl-7-prop-1-en-2-yl-20-oxahexacyclo[17.2.2.01,17.02,14.05,13.06,10]tricosane-10-carboxylic acid
Pubchem ID : 173668
Smiles : C=C(C)C1CCC2(C(=O)O)CCC3(C)C(CCC4C56CCC(O)(OC5)C(C)(C)C6CCC43C)C12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 470.34
Volume : 505.985
Density : 0.93
nHA : 4
nHD : 2
nRot : 2
nRing : 7
Max Ring : 0
nHet: 4
fChar : 0
nRig : 30
Flexibility : 0.067
Stereo Centers : 10
TPSA : 66.76
logS : -4.992
logP: 5.433
logD7.4 : 5.013
ABSORPTION
Caco-2 Permeability : -5.361
MDCK Permeability : 0.0000232566
Pgp-inhibitor : 0.003
Pgp-substrate : 0
HIA : 0.016
F20% : 0.008
F30% : 0.085
DISTRIBUTION
PPB : 0.970075
VD : 1.043
BBB Penetration : 0.731
Fu : 0.0315158
METABOLISM
CYP 1A2 inhibitor : 0.01
CYP 1A2 substrate : 0.865
CYP 2C19 inhibitor : 0.022
CYP 2C19 substrate : 0.941
CYP 2C9 inhibitor : 0.143
CYP 2C9 substrate : 0.279
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.57
CYP 3A4 inhibitor : 0.264
CYP 3A4 substrate : 0.466
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MEDICINAL CHEMISTRY
QED : 0.457
SAscore : 6.223
Fsp : 0.9
MCE-18 : 162.193
NPscore : 3.255
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.018
H-HT : 0.412
DILI : 0.012
AMES Toxicity : 0.023
Rat Oral Acute Toxicity : 0.366
FDAMDD : 0.843
Skin Sensitization : 0.033
Carcinogencity : 0.062
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.932
Bioconcentration Factor : 1.714
IGC50 : 4.528
LC50FM : 4.866
LC50DM : 5.506
NR-AR : 0.009
NR-AR-LBD: 0.597
NR-AhR : 0
NR-Aromatase : 0.8
NR-ER : 0.187
NR-ER-LBD : 0.545
NR-PPAR-gamma : 0.508
SR-ARE : 0.512
SR-ATAD5 : 0.027
SR-HSE : 0.371
SR-MMP : 0.949
SR-p53 : 0.925
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 6.727
t1/2 : 0.018
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