Canonical Smiles : CC(CC(=O)C(C)C1=C(C2=CC(=O)C3=C4C2=C5C1=CC(=O)C6=C5C(=C(C(=C6O)OC)OC)C4=C(C(=C3O)OC)OC)C(C)C(=O)CC(C)O)O
Inchi Key : SYKMKCFGVGJEJY-UHFFFAOYSA-N
IUPAC : 7,18-dihydroxy-12,13-bis(5-hydroxy-3-oxohexan-2-yl)-5,6,19,20-tetramethoxyhexacyclo[12.8.0.02,11.03,8.04,21.017,22]docosa-1,3(8),4,6,10,12,14,17(22),18,20-decaene-9,16-dione
Pubchem ID : 102310095
Smiles : COc1c(OC)c2c3c(OC)c(OC)c(=O)c4c(=O)cc5c(C(C)C(O)CC(C)O)c(C(C)C(=O)CC(C)O)c6cc(=O)c(c1=O)c2c6c5c43
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 686.24
Volume : 683.037
Density : 1.005
nHA : 12
nHD : 3
nRot : 12
nRing : 6
Max Ring : 18
nHet: 12
fChar : 0
nRig : 32
Flexibility : 0.375
Stereo Centers : 5
TPSA : 182.96
logS : -6.605
logP: 2.683
logD7.4 : 0.899
ABSORPTION
Caco-2 Permeability : -5.073
MDCK Permeability : 0.0000106665
Pgp-inhibitor : 0.808
Pgp-substrate : 0.999
HIA : 0.797
F20% : 0
F30% : 0
DISTRIBUTION
PPB : 0.718534
VD : 1.348
BBB Penetration : 0.042
Fu : 0.344096
METABOLISM
CYP 1A2 inhibitor : 0.048
CYP 1A2 substrate : 0.991
CYP 2C19 inhibitor : 0.019
CYP 2C19 substrate : 0.911
CYP 2C9 inhibitor : 0.072
CYP 2C9 substrate : 0.912
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.125
CYP 3A4 inhibitor : 0.067
CYP 3A4 substrate : 0.16
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MEDICINAL CHEMISTRY
QED : 0.126
SAscore : 5.157
Fsp : 0.395
MCE-18 : 88
NPscore : 0.702
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.007
H-HT : 0.197
DILI : 0.829
AMES Toxicity : 0.085
Rat Oral Acute Toxicity : 0.117
FDAMDD : 0.386
Skin Sensitization : 0.073
Carcinogencity : 0.004
Eye Corrosion : 0.003
Eye Irritation : 0.014
Respiratory Toxicity : 0.02
Bioconcentration Factor : 0.73
IGC50 : 3.984
LC50FM : 5.894
LC50DM : 6.231
NR-AR : 0.8
NR-AR-LBD: 0.925
NR-AhR : 0.807
NR-Aromatase : 0.909
NR-ER : 0.369
NR-ER-LBD : 0.921
NR-PPAR-gamma : 0.037
SR-ARE : 0.753
SR-ATAD5 : 0.291
SR-HSE : 0.01
SR-MMP : 0.961
SR-p53 : 0.994
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 4
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.118
t1/2 : 0.055
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