Canonical Smiles : CC(=O)OC1COC(C(C1O)O)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O
Inchi Key : HRUPKKAITRRGMV-ZMMKYTMGSA-N
IUPAC : [(3R,4R,5R,6S)-4,5-dihydroxy-6-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-3-yl] acetate
Pubchem ID : 101757027
Smiles : CC(=O)OC1COC(C(C1O)O)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 476.06
Volume : 419.535
Density : 1.135
nHA : 13
nHD : 5
nRot : 4
nRing : 5
Max Ring : 14
nHet: 13
fChar : 0
nRig : 28
Flexibility : 0.143
Stereo Centers : 4
TPSA : 206.33
logS : -4.34
logP: -0.283
logD7.4 : 0.335
ABSORPTION
Caco-2 Permeability : -6.223
MDCK Permeability : 0.000036078
Pgp-inhibitor : 0.002
Pgp-substrate : 0.995
HIA : 0.902
F20% : 0.054
F30% : 0.997
DISTRIBUTION
PPB : 0.723485
VD : 0.998
BBB Penetration : 0.017
Fu : 0.248626
METABOLISM
CYP 1A2 inhibitor : 0.05
CYP 1A2 substrate : 0.101
CYP 2C19 inhibitor : 0.011
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.026
CYP 2C9 substrate : 0.15
CYP 2D6 inhibitor : 0.014
CYP 2D6 substrate : 0.128
CYP 3A4 inhibitor : 0.036
CYP 3A4 substrate : 0.014
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MEDICINAL CHEMISTRY
QED : 0.114
SAscore : 4.328
Fsp : 0.286
MCE-18 : 107.852
NPscore : 1.957
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.01
H-HT : 0.909
DILI : 0.994
AMES Toxicity : 0.192
Rat Oral Acute Toxicity : 0.04
FDAMDD : 0.138
Skin Sensitization : 0.308
Carcinogencity : 0.191
Eye Corrosion : 0.003
Eye Irritation : 0.033
Respiratory Toxicity : 0.014
Bioconcentration Factor : 0.942
IGC50 : 3.878
LC50FM : 4.722
LC50DM : 5.37
NR-AR : 0.418
NR-AR-LBD: 0.117
NR-AhR : 0.897
NR-Aromatase : 0.653
NR-ER : 0.18
NR-ER-LBD : 0.168
NR-PPAR-gamma : 0.822
SR-ARE : 0.761
SR-ATAD5 : 0.379
SR-HSE : 0.043
SR-MMP : 0.903
SR-p53 : 0.972
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 1.27
t1/2 : 0.824
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