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Details of : 3,5-Di-o-cafeoylquinic acid
Canonical Smiles : C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O
Inchi Key : KRZBCHWVBQOTNZ-KBGJWNOUSA-N
IUPAC : (3S,5S)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid
Pubchem ID : 13604688
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC1CC(O)(C(=O)O)CC(OC(=O)C=Cc2ccc(O)c(O)c2)C1O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 516.13
Volume : 491.768
Density : 1.05
nHA : 12
nHD : 7
nRot : 9
nRing : 3
Max Ring : 6
nHet: 12
fChar : 0
nRig : 23
Flexibility : 0.391
Stereo Centers : 2
TPSA : 211.28
logS : -2.262
logP: 1.599
logD7.4 : 0.92
ABSORPTION
Caco-2 Permeability : -6.177
MDCK Permeability : 0.0000123363
Pgp-inhibitor : 0
Pgp-substrate : 0.517
HIA : 0.897
F20% : 0.99
F30% : 0.999
DISTRIBUTION
PPB : 0.975675
VD : 0.344
BBB Penetration : 0.083
Fu : 0.0205645
METABOLISM
CYP 1A2 inhibitor : 0.116
CYP 1A2 substrate : 0.024
CYP 2C19 inhibitor : 0.08
CYP 2C19 substrate : 0.047
CYP 2C9 inhibitor : 0.306
CYP 2C9 substrate : 0.211
CYP 2D6 inhibitor : 0.08
CYP 2D6 substrate : 0.132
CYP 3A4 inhibitor : 0.068
CYP 3A4 substrate : 0.108
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MEDICINAL CHEMISTRY
QED : 0.156
SAscore : 3.829
Fsp : 0.24
MCE-18 : 81.29
NPscore : 1.349
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 : 0.023
H-HT : 0.205
DILI : 0.051
AMES Toxicity : 0.03
Rat Oral Acute Toxicity : 0.113
FDAMDD : 0.536
Skin Sensitization : 0.919
Carcinogencity : 0.176
Eye Corrosion : 0.003
Eye Irritation : 0.097
Respiratory Toxicity : 0.035
Bioconcentration Factor : 0.323
IGC50 : 3.851
LC50FM : 4.577
LC50DM : 5.109
NR-AR : 0.541
NR-AR-LBD: 0.852
NR-AhR : 0.329
NR-Aromatase : 0.343
NR-ER : 0.581
NR-ER-LBD : 0.471
NR-PPAR-gamma : 0.872
SR-ARE : 0.613
SR-ATAD5 : 0.147
SR-HSE : 0.888
SR-MMP : 0.884
SR-p53 : 0.768
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 : 3.9
t1/2 : 0.946
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