Canonical Smiles : C1=Cc(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)Oc4C(C(C(C(O4)Co)O)O)O)O)O
Inchi Key : Ovsqvdmcbvzwgm-Dtgcrpnfsa-N
IUPAC : 2-(3,4-Dihydroxyphenyl)-5,7-Dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxychromen-4-One
Pubchem ID : 5281643
Smiles : O=c1c(OC2OC(CO)C(O)C(O)C2O)c(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 464.1
Volume : 421.937
Density : 1.1
nHA : 12
nHD : 8
nRot : 4
nRing : 4
Max Ring : 10
nHet: 12
fChar : 0
nRig : 24
Flexibility : 0.167
Stereo Centers : 5
TPSA : 210.51
logS : -3.871
logP: -0.17
logD7.4 : 0.544
ABSORPTION
Caco-2 Permeability : -6.206
MDCK Permeability : 0.0000125172
Pgp-inhibitor : 0.003
Pgp-substrate : 0.572
HIA : 0.766
F20% : 0.477
F30% : 0.997
DISTRIBUTION
PPB : 0.864122
VD : 0.904
BBB Penetration : 0.044
Fu : 0.151067
METABOLISM
CYP 1A2 inhibitor : 0.073
CYP 1A2 substrate : 0.036
CYP 2C19 inhibitor : 0.014
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.013
CYP 2C9 substrate : 0.321
CYP 2D6 inhibitor : 0.05
CYP 2D6 substrate : 0.179
CYP 3A4 inhibitor : 0.064
CYP 3A4 substrate : 0.01
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MEDICINAL CHEMISTRY
QED : 0.229
SAscore : 4.008
Fsp : 0.286
MCE-18 : 91
NPscore : 2.16
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.017
H-HT : 0.144
DILI : 0.981
AMES Toxicity : 0.809
Rat Oral Acute Toxicity : 0.073
FDAMDD : 0.02
Skin Sensitization : 0.163
Carcinogencity : 0.043
Eye Corrosion : 0.003
Eye Irritation : 0.056
Respiratory Toxicity : 0.025
Bioconcentration Factor : 0.856
IGC50 : 3.877
LC50FM : 4.785
LC50DM : 5.264
NR-AR : 0.136
NR-AR-LBD: 0.5
NR-AhR : 0.882
NR-Aromatase : 0.889
NR-ER : 0.324
NR-ER-LBD : 0.617
NR-PPAR-gamma : 0.919
SR-ARE : 0.3
SR-ATAD5 : 0.218
SR-HSE : 0.317
SR-MMP : 0.758
SR-p53 : 0.781
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 5.369
t1/2 : 0.842
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