Canonical Smiles : COC(=O)C1C(C(CC(=O)O1)C(=O)O)C2=C(C(=C(C=C2C(=O)OC3C(CC(OC3OC(=O)C4=CC(=C(C(=C4)O)O)O)CO)O)O)O)O
Inchi Key : JJQWPDOBJQPJCS-UHFFFAOYSA-N
IUPAC : 2-methoxycarbonyl-6-oxo-3-[2,3,4-trihydroxy-6-[4-hydroxy-6-(hydroxymethyl)-2-(3,4,5-trihydroxybenzoyl)oxyoxan-3-yl]oxycarbonylphenyl]oxane-4-carboxylic acid
Pubchem ID : 5318051
Smiles : COC(=O)C1C(C(CC(=O)O1)C(=O)O)C2=C(C(=C(C=C2C(=O)OC3C(CC(OC3OC(=O)C4=CC(=C(C(=C4)O)O)O)CO)O)O)O)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 668.12
Volume : 596.631
Density : 1.12
nHA : 19
nHD : 11
nRot : 11
nRing : 4
Max Ring : 6
nHet: 19
fChar : 0
nRig : 27
Flexibility : 0.407
Stereo Centers : 5
TPSA : 323.8
logS : -2.13
logP: -0.941
logD7.4 : -0.258
ABSORPTION
Caco-2 Permeability : -6.616
MDCK Permeability : 0.0000381508
Pgp-inhibitor : 0.001
Pgp-substrate : 0.909
HIA : 0.996
F20% : 1
F30% : 1
DISTRIBUTION
PPB : 0.842311
VD : 0.644
BBB Penetration : 0.024
Fu : 0.194503
METABOLISM
CYP 1A2 inhibitor : 0.013
CYP 1A2 substrate : 0.03
CYP 2C19 inhibitor : 0.004
CYP 2C19 substrate : 0.038
CYP 2C9 inhibitor : 0.003
CYP 2C9 substrate : 0.035
CYP 2D6 inhibitor : 0.001
CYP 2D6 substrate : 0.093
CYP 3A4 inhibitor : 0.012
CYP 3A4 substrate : 0.006
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MEDICINAL CHEMISTRY
QED : 0.074
SAscore : 5.034
Fsp : 0.321
MCE-18 : 107.919
NPscore : 1.57
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 4
BMS Rule : 2
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.033
H-HT : 0.201
DILI : 0.985
AMES Toxicity : 0.031
Rat Oral Acute Toxicity : 0
FDAMDD : 0.036
Skin Sensitization : 0.597
Carcinogencity : 0.028
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.022
Bioconcentration Factor : 0.682
IGC50 : 2.161
LC50FM : 3.984
LC50DM : 4.276
NR-AR : 0.028
NR-AR-LBD: 0.074
NR-AhR : 0.403
NR-Aromatase : 0.726
NR-ER : 0.329
NR-ER-LBD : 0.466
NR-PPAR-gamma : 0.505
SR-ARE : 0.055
SR-ATAD5 : 0.226
SR-HSE : 0.105
SR-MMP : 0.875
SR-p53 : 0.9
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 3
EXCRETION
CL : 2.317
t1/2 : 0.941
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