Canonical Smiles : Cc1C(C(C(C(O1)Occ2C(C(C(C(O2)Oc3=Cc(=C4C(=O)Cc(Oc4=C3)C5=Cc(=C(C=C5)O)O)O)O)O)O)O)O)O
Inchi Key : Omqadrgfmlgfjf-Mnpjbklosa-N
IUPAC : (2S)-2-(3,4-Dihydroxyphenyl)-5-Hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxy-2,3-Dihydrochromen-4-One
Pubchem ID : 83489
Smiles : CC1OC(OCC2OC(Oc3cc(O)c4c(c3)OC(c3ccc(O)c(O)c3)CC4=O)C(O)C(O)C2O)C(O)C(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 596.17
Volume : 546.164
Density : 1.092
nHA : 15
nHD : 9
nRot : 6
nRing : 5
Max Ring : 10
nHet: 15
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 11
TPSA : 245.29
logS : -3.411
logP: -0.848
logD7.4 : 0.814
ABSORPTION
Caco-2 Permeability : -6.543
MDCK Permeability : 0.0000700066
Pgp-inhibitor : 0.001
Pgp-substrate : 0.979
HIA : 0.946
F20% : 0.023
F30% : 1
DISTRIBUTION
PPB : 0.846233
VD : 0.421
BBB Penetration : 0.241
Fu : 0.194795
METABOLISM
CYP 1A2 inhibitor : 0.004
CYP 1A2 substrate : 0.025
CYP 2C19 inhibitor : 0.015
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.383
CYP 2D6 inhibitor : 0.013
CYP 2D6 substrate : 0.191
CYP 3A4 inhibitor : 0.014
CYP 3A4 substrate : 0.025
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MEDICINAL CHEMISTRY
QED : 0.173
SAscore : 4.845
Fsp : 0.519
MCE-18 : 121.902
NPscore : 2.04
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.078
DILI : 0.957
AMES Toxicity : 0.543
Rat Oral Acute Toxicity : 0.127
FDAMDD : 0.018
Skin Sensitization : 0.064
Carcinogencity : 0.82
Eye Corrosion : 0.003
Eye Irritation : 0.011
Respiratory Toxicity : 0.035
Bioconcentration Factor : 0.908
IGC50 : 4.695
LC50FM : 6.316
LC50DM : 5.978
NR-AR : 0.04
NR-AR-LBD: 0.569
NR-AhR : 0.641
NR-Aromatase : 0.465
NR-ER : 0.188
NR-ER-LBD : 0.018
NR-PPAR-gamma : 0.964
SR-ARE : 0.257
SR-ATAD5 : 0.697
SR-HSE : 0.696
SR-MMP : 0.714
SR-p53 : 0.522
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 9
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.643
t1/2 : 0.287
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