Canonical Smiles : C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Inchi Key : CWVRJTMFETXNAD-NXLLHMKUSA-N
IUPAC : (1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
Pubchem ID : 5280633
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC1CC(O)(C(=O)O)CC(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 354.1
Volume : 331.473
Density : 1.068
nHA : 9
nHD : 6
nRot : 5
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 15
Flexibility : 0.333
Stereo Centers : 4
TPSA : 164.75
logS : -1.198
logP: -0.162
logD7.4 : 0.005
ABSORPTION
Caco-2 Permeability : -6.127
MDCK Permeability : 0.0000988347
Pgp-inhibitor : 0
Pgp-substrate : 0.558
HIA : 0.873
F20% : 0.822
F30% : 0.996
DISTRIBUTION
PPB : 0.671863
VD : 0.351
BBB Penetration : 0.59
Fu : 0.340679
METABOLISM
CYP 1A2 inhibitor : 0.036
CYP 1A2 substrate : 0.042
CYP 2C19 inhibitor : 0.023
CYP 2C19 substrate : 0.053
CYP 2C9 inhibitor : 0.016
CYP 2C9 substrate : 0.511
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.156
CYP 3A4 inhibitor : 0.03
CYP 3A4 substrate : 0.022
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MEDICINAL CHEMISTRY
QED : 0.234
SAscore : 3.871
Fsp : 0.375
MCE-18 : 60.273
NPscore : 2.246
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.014
H-HT : 0.122
DILI : 0.037
AMES Toxicity : 0.026
Rat Oral Acute Toxicity : 0.028
FDAMDD : 0.039
Skin Sensitization : 0.156
Carcinogencity : 0.059
Eye Corrosion : 0.003
Eye Irritation : 0.02
Respiratory Toxicity : 0.031
Bioconcentration Factor : 0.22
IGC50 : 2.733
LC50FM : 3.622
LC50DM : 4.856
NR-AR : 0.402
NR-AR-LBD: 0.604
NR-AhR : 0.156
NR-Aromatase : 0.108
NR-ER : 0.256
NR-ER-LBD : 0.049
NR-PPAR-gamma : 0.647
SR-ARE : 0.416
SR-ATAD5 : 0.135
SR-HSE : 0.396
SR-MMP : 0.383
SR-p53 : 0.55
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 : 3.251
t1/2 : 0.928
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