Canonical Smiles : Coc(=O)C1(Cc(C(C(C1)Oc(=O)C=Cc2=Cc(=C(C=C2)O)O)O)Oc(=O)C=Cc3=Cc(=C(C=C3)O)O)O
Inchi Key : Vebnymxkxiigfx-Uhfffaoysa-N
IUPAC : Methyl 3,5-Bis[3-(3,4-Dihydroxyphenyl)Prop-2-Enoyloxy]-1,4-Dihydroxycyclohexane-1-Carboxylate
Pubchem ID : 460893
Smiles : COC(=O)C1(O)CC(OC(=O)C=Cc2ccc(O)c(O)c2)C(O)C(OC(=O)C=Cc2ccc(O)c(O)c2)C1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 530.14
Volume : 509.064
Density : 1.041
nHA : 12
nHD : 6
nRot : 10
nRing : 3
Max Ring : 6
nHet: 12
fChar : 0
nRig : 23
Flexibility : 0.435
Stereo Centers : 2
TPSA : 200.28
logS : -2.406
logP: 2.069
logD7.4 : 1.72
ABSORPTION
Caco-2 Permeability : -6.015
MDCK Permeability : 0.0000142582
Pgp-inhibitor : 0.001
Pgp-substrate : 0.419
HIA : 0.95
F20% : 0.997
F30% : 0.999
DISTRIBUTION
PPB : 0.972787
VD : 0.386
BBB Penetration : 0.21
Fu : 0.0215883
METABOLISM
CYP 1A2 inhibitor : 0.066
CYP 1A2 substrate : 0.072
CYP 2C19 inhibitor : 0.268
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.496
CYP 2C9 substrate : 0.897
CYP 2D6 inhibitor : 0.419
CYP 2D6 substrate : 0.242
CYP 3A4 inhibitor : 0.13
CYP 3A4 substrate : 0.16
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MEDICINAL CHEMISTRY
QED : 0.129
SAscore : 3.86
Fsp : 0.269
MCE-18 : 80.727
NPscore : 1.294
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.088
H-HT : 0.286
DILI : 0.075
AMES Toxicity : 0.124
Rat Oral Acute Toxicity : 0.139
FDAMDD : 0.827
Skin Sensitization : 0.928
Carcinogencity : 0.231
Eye Corrosion : 0.003
Eye Irritation : 0.029
Respiratory Toxicity : 0.034
Bioconcentration Factor : 0.561
IGC50 : 4.306
LC50FM : 4.646
LC50DM : 5.288
NR-AR : 0.616
NR-AR-LBD: 0.934
NR-AhR : 0.48
NR-Aromatase : 0.806
NR-ER : 0.6
NR-ER-LBD : 0.819
NR-PPAR-gamma : 0.959
SR-ARE : 0.861
SR-ATAD5 : 0.709
SR-HSE : 0.961
SR-MMP : 0.966
SR-p53 : 0.935
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 8
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 11.098
t1/2 : 0.932
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