Canonical Smiles : C1C2C(C(C(C(O2)Oc(=O)C3=Cc(=C(C(=C3)O)O)O)O)Oc(=O)C4=Cc(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)O
Inchi Key : Tusdezxzizrfgc-Lnbijubgsa-N
IUPAC : [(1S,19R,21R,22R,23R)-6,7,8,11,12,13,22,23-Octahydroxy-3,16-Dioxo-2,17,20-Trioxatetracyclo[17.3.1.04,9.010,15]Tricosa-4,6,8,10,12,14-Hexaen-21-Yl] 3,4,5-Trihydroxybenzoate
Pubchem ID : 10077799
Smiles : O=C(OC1OC2COC(=O)c3cc(O)c(O)c(O)c3-c3c(cc(O)c(O)c3O)C(=O)OC(C2O)C1O)c1cc(O)c(O)c(O)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 634.08
Volume : 559.352
Density : 1.134
nHA : 18
nHD : 11
nRot : 3
nRing : 5
Max Ring : 22
nHet: 18
fChar : 0
nRig : 35
Flexibility : 0.086
Stereo Centers : 5
TPSA : 310.66
logS : -2.568
logP: 0.546
logD7.4 : 0.584
ABSORPTION
Caco-2 Permeability : -6.886
MDCK Permeability : 0.00000763498
Pgp-inhibitor : 0.059
Pgp-substrate : 0.009
HIA : 0.993
F20% : 0.989
F30% : 1
DISTRIBUTION
PPB : 0.892815
VD : 0.562
BBB Penetration : 0.004
Fu : 0.230835
METABOLISM
CYP 1A2 inhibitor : 0.04
CYP 1A2 substrate : 0.008
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.028
CYP 2C9 inhibitor : 0.13
CYP 2C9 substrate : 0.032
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.092
CYP 3A4 inhibitor : 0.015
CYP 3A4 substrate : 0.003
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MEDICINAL CHEMISTRY
QED : 0.098
SAscore : 5.836
Fsp : 0.222
MCE-18 : 124.455
NPscore : 1.576
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 : 0.06
H-HT : 0.053
DILI : 0.983
AMES Toxicity : 0.162
Rat Oral Acute Toxicity : 0
FDAMDD : 0.007
Skin Sensitization : 0.921
Carcinogencity : 0.014
Eye Corrosion : 0.003
Eye Irritation : 0.89
Respiratory Toxicity : 0.004
Bioconcentration Factor : 0.909
IGC50 : 3.843
LC50FM : 4.729
LC50DM : 5.992
NR-AR : 0.001
NR-AR-LBD: 0.025
NR-AhR : 0.824
NR-Aromatase : 0.265
NR-ER : 0.541
NR-ER-LBD : 0.922
NR-PPAR-gamma : 0.639
SR-ARE : 0.157
SR-ATAD5 : 0.185
SR-HSE : 0.908
SR-MMP : 0.944
SR-p53 : 0.854
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 4
EXCRETION
CL : 8.657
t1/2 : 0.97
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