Canonical Smiles : C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC=C(C=C2)O)O)O
Inchi Key : BMRSEYFENKXDIS-QHAYPTCMSA-N
IUPAC : (1R,3R,4S,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
Pubchem ID : 9945785
Smiles : O=C(C=Cc1ccc(O)cc1)OC1CC(O)(C(=O)O)CC(O)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 338.1
Volume : 322.682
Density : 1.048
nHA : 8
nHD : 5
nRot : 5
nRing : 2
Max Ring : 6
nHet: 8
fChar : 0
nRig : 15
Flexibility : 0.333
Stereo Centers : 4
TPSA : 144.52
logS : -1.287
logP: 0.136
logD7.4 : -0.024
ABSORPTION
Caco-2 Permeability : -5.996
MDCK Permeability : 0.000103179
Pgp-inhibitor : 0
Pgp-substrate : 0.288
HIA : 0.826
F20% : 0.188
F30% : 0.991
DISTRIBUTION
PPB : 0.645417
VD : 0.283
BBB Penetration : 0.622
Fu : 0.405084
METABOLISM
CYP 1A2 inhibitor : 0.033
CYP 1A2 substrate : 0.042
CYP 2C19 inhibitor : 0.025
CYP 2C19 substrate : 0.059
CYP 2C9 inhibitor : 0.011
CYP 2C9 substrate : 0.86
CYP 2D6 inhibitor : 0.004
CYP 2D6 substrate : 0.156
CYP 3A4 inhibitor : 0.03
CYP 3A4 substrate : 0.047
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MEDICINAL CHEMISTRY
QED : 0.37
SAscore : 3.743
Fsp : 0.375
MCE-18 : 56.727
NPscore : 2.152
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.028
H-HT : 0.12
DILI : 0.031
AMES Toxicity : 0.01
Rat Oral Acute Toxicity : 0.054
FDAMDD : 0.04
Skin Sensitization : 0.083
Carcinogencity : 0.058
Eye Corrosion : 0.003
Eye Irritation : 0.02
Respiratory Toxicity : 0.028
Bioconcentration Factor : 0.194
IGC50 : 2.404
LC50FM : 3.351
LC50DM : 4.604
NR-AR : 0.324
NR-AR-LBD: 0.622
NR-AhR : 0.121
NR-Aromatase : 0.091
NR-ER : 0.243
NR-ER-LBD : 0.039
NR-PPAR-gamma : 0.542
SR-ARE : 0.53
SR-ATAD5 : 0.28
SR-HSE : 0.134
SR-MMP : 0.461
SR-p53 : 0.653
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 2.227
t1/2 : 0.885
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