Canonical Smiles : CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)CC5C6=C4C(=CC(=C6OC5(C)C)O)O)O)C=CC(O2)(C)C)C
Inchi Key : CYONWSIQFYQFOS-UHFFFAOYSA-N
IUPAC : 12,21,23-trihydroxy-8,8,18,18-tetramethyl-5-(3-methylbut-2-enyl)-3,7,19-trioxahexacyclo[15.6.1.02,15.04,13.06,11.020,24]tetracosa-1(24),2(15),4(13),5,9,11,20,22-octaen-14-one
Pubchem ID : 14557102
Smiles : CC(C)=CCc1c2c(c(O)c3c(=O)c4c(oc13)-c1c(O)cc(O)c3c1C(C4)C(C)(C)O3)C=CC(C)(C)O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 502.2
Volume : 511.264
Density : 0.982
nHA : 7
nHD : 3
nRot : 2
nRing : 6
Max Ring : 23
nHet: 7
fChar : 0
nRig : 31
Flexibility : 0.065
Stereo Centers : 1
TPSA : 109.36
logS : -1.782
logP: 7.799
logD7.4 : 4.401
ABSORPTION
Caco-2 Permeability : -4.99
MDCK Permeability : 0.0000159901
Pgp-inhibitor : 0.983
Pgp-substrate : 0.008
HIA : 0.544
F20% : 0.005
F30% : 0.006
DISTRIBUTION
PPB : 0.990399
VD : 0.539
BBB Penetration : 0.002
Fu : 0.0347023
METABOLISM
CYP 1A2 inhibitor : 0.177
CYP 1A2 substrate : 0.295
CYP 2C19 inhibitor : 0.328
CYP 2C19 substrate : 0.067
CYP 2C9 inhibitor : 0.814
CYP 2C9 substrate : 0.909
CYP 2D6 inhibitor : 0.057
CYP 2D6 substrate : 0.131
CYP 3A4 inhibitor : 0.155
CYP 3A4 substrate : 0.134
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MEDICINAL CHEMISTRY
QED : 0.364
SAscore : 4.303
Fsp : 0.367
MCE-18 : 127.805
NPscore : 3.125
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.007
H-HT : 0.97
DILI : 0.974
AMES Toxicity : 0.111
Rat Oral Acute Toxicity : 0.975
FDAMDD : 0.915
Skin Sensitization : 0.452
Carcinogencity : 0.636
Eye Corrosion : 0.003
Eye Irritation : 0.065
Respiratory Toxicity : 0.653
Bioconcentration Factor : 0.986
IGC50 : 4.888
LC50FM : 6.89
LC50DM : 6.158
NR-AR : 0.031
NR-AR-LBD: 0.151
NR-AhR : 0.877
NR-Aromatase : 0.966
NR-ER : 0.841
NR-ER-LBD : 0.871
NR-PPAR-gamma : 0.419
SR-ARE : 0.828
SR-ATAD5 : 0.023
SR-HSE : 0.402
SR-MMP : 0.98
SR-p53 : 0.978
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 9
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.298
t1/2 : 0.07
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