Canonical Smiles : C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O)O
Inchi Key : BBFYUPYFXSSMNV-HMGRVEAOSA-N
IUPAC : 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Pubchem ID : 5282160
Smiles : O=c1c(O)c(-c2ccc(O)c(O)c2)oc2cc(OC3OC(CO)C(O)C(O)C3O)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 : -3.882
logP: -0.1
logD7.4 : 0.492
ABSORPTION
Caco-2 Permeability : -6.248
MDCK Permeability : 0.0000150833
Pgp-inhibitor : 0.004
Pgp-substrate : 0.681
HIA : 0.793
F20% : 0.088
F30% : 0.998
DISTRIBUTION
PPB : 0.88918
VD : 0.871
BBB Penetration : 0.021
Fu : 0.114532
METABOLISM
CYP 1A2 inhibitor : 0.079
CYP 1A2 substrate : 0.033
CYP 2C19 inhibitor : 0.012
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.014
CYP 2C9 substrate : 0.13
CYP 2D6 inhibitor : 0.039
CYP 2D6 substrate : 0.163
CYP 3A4 inhibitor : 0.046
CYP 3A4 substrate : 0.009
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MEDICINAL CHEMISTRY
QED : 0.229
SAscore : 4.017
Fsp : 0.286
MCE-18 : 91
NPscore : 2.092
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.034
H-HT : 0.106
DILI : 0.983
AMES Toxicity : 0.845
Rat Oral Acute Toxicity : 0.053
FDAMDD : 0.011
Skin Sensitization : 0.172
Carcinogencity : 0.198
Eye Corrosion : 0.003
Eye Irritation : 0.04
Respiratory Toxicity : 0.028
Bioconcentration Factor : 0.879
IGC50 : 3.992
LC50FM : 4.877
LC50DM : 5.291
NR-AR : 0.023
NR-AR-LBD: 0.349
NR-AhR : 0.852
NR-Aromatase : 0.919
NR-ER : 0.279
NR-ER-LBD : 0.117
NR-PPAR-gamma : 0.949
SR-ARE : 0.348
SR-ATAD5 : 0.235
SR-HSE : 0.285
SR-MMP : 0.655
SR-p53 : 0.838
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 : 3.833
t1/2 : 0.795
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