Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OCC2C(C3C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O3)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
Inchi Key : VGPJDICYWIEKOF-UHFFFAOYSA-N
IUPAC : [3,4,5,20,21,22-hexahydroxy-8,17-dioxo-11,14-bis[(3,4,5-trihydroxybenzoyl)oxy]-9,12,16-trioxatetracyclo[16.4.0.02,7.010,15]docosa-1(22),2,4,6,18,20-hexaen-13-yl]methyl 3,4,5-trihydroxybenzoate
Pubchem ID : 14284541
Smiles : O=C(OCC1OC(OC(=O)c2cc(O)c(O)c(O)c2)C2OC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)OC2C1OC(=O)c1cc(O)c(O)c(O)c1)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 938.1
Volume : 833.613
Density : 1.125
nHA : 26
nHD : 15
nRot : 10
nRing : 7
Max Ring : 22
nHet: 26
fChar : 0
nRig : 48
Flexibility : 0.208
Stereo Centers : 5
TPSA : 444.18
logS : -2.603
logP: 2.035
logD7.4 : 1.509
ABSORPTION
Caco-2 Permeability : -7.217
MDCK Permeability : 0.00000668085
Pgp-inhibitor : 0.496
Pgp-substrate : 0
HIA : 1
F20% : 1
F30% : 1
DISTRIBUTION
PPB : 0.873135
VD : 0.283
BBB Penetration : 0
Fu : 0.436889
METABOLISM
CYP 1A2 inhibitor : 0.103
CYP 1A2 substrate : 0.004
CYP 2C19 inhibitor : 0.008
CYP 2C19 substrate : 0.013
CYP 2C9 inhibitor : 0.271
CYP 2C9 substrate : 0.009
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.05
CYP 3A4 inhibitor : 0.008
CYP 3A4 substrate : 0.002
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MEDICINAL CHEMISTRY
QED : 0.063
SAscore : 5.573
Fsp : 0.146
MCE-18 : 170.277
NPscore : 0.927
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.03
H-HT : 0.047
DILI : 0.99
AMES Toxicity : 0.058
Rat Oral Acute Toxicity : 0
FDAMDD : 0.011
Skin Sensitization : 0.965
Carcinogencity : 0.008
Eye Corrosion : 0.003
Eye Irritation : 0.953
Respiratory Toxicity : 0
Bioconcentration Factor : 0.29
IGC50 : 4.012
LC50FM : 4.479
LC50DM : 5.815
NR-AR : 0
NR-AR-LBD: 0.008
NR-AhR : 0.824
NR-Aromatase : 0.319
NR-ER : 0.661
NR-ER-LBD : 0.993
NR-PPAR-gamma : 0.266
SR-ARE : 0.076
SR-ATAD5 : 0.154
SR-HSE : 0.984
SR-MMP : 0.985
SR-p53 : 0.932
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 5
EXCRETION
CL : 12.107
t1/2 : 0.976
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