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
Inchi Key : HXTFHSYLYXVTHC-AJHDJQPGSA-N
IUPAC : (2S)-5-hydroxy-2-(4-hydroxyphenyl)-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 : 442431
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
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 580.18
Volume : 537.374
Density : 1.08
nHA : 14
nHD : 8
nRot : 6
nRing : 5
Max Ring : 10
nHet: 14
fChar : 0
nRig : 30
Flexibility : 0.2
Stereo Centers : 11
TPSA : 225.06
logS : -3.453
logP: -0.591
logD7.4 : 1.074
ABSORPTION
Caco-2 Permeability : -6.482
MDCK Permeability : 0.0000755029
Pgp-inhibitor : 0.001
Pgp-substrate : 0.983
HIA : 0.922
F20% : 0.017
F30% : 1
DISTRIBUTION
PPB : 0.813105
VD : 0.389
BBB Penetration : 0.244
Fu : 0.197473
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.027
CYP 2C19 inhibitor : 0.017
CYP 2C19 substrate : 0.163
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.799
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.204
CYP 3A4 inhibitor : 0.011
CYP 3A4 substrate : 0.042
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MEDICINAL CHEMISTRY
QED : 0.202
SAscore : 4.744
Fsp : 0.519
MCE-18 : 118.317
NPscore : 2.011
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.017
H-HT : 0.068
DILI : 0.948
AMES Toxicity : 0.418
Rat Oral Acute Toxicity : 0.128
FDAMDD : 0.011
Skin Sensitization : 0.032
Carcinogencity : 0.822
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.032
Bioconcentration Factor : 0.862
IGC50 : 4.819
LC50FM : 6.422
LC50DM : 5.977
NR-AR : 0.056
NR-AR-LBD: 0.538
NR-AhR : 0.648
NR-Aromatase : 0.469
NR-ER : 0.19
NR-ER-LBD : 0.018
NR-PPAR-gamma : 0.954
SR-ARE : 0.206
SR-ATAD5 : 0.673
SR-HSE : 0.235
SR-MMP : 0.684
SR-p53 : 0.593
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.303
t1/2 : 0.179
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