Canonical Smiles : C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O
Inchi Key : YDDGKXBLOXEEMN-XAKUNQSDSA-N
IUPAC : (2R,3S)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid
Pubchem ID : 6450976
Smiles : O=C(C=Cc1ccc(O)c(O)c1)OC(C(=O)O)C(OC(=O)C=Cc1ccc(O)c(O)c1)C(=O)O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 474.08
Volume : 445.8
Density : 1.063
nHA : 12
nHD : 6
nRot : 11
nRing : 2
Max Ring : 6
nHet: 12
fChar : 0
nRig : 18
Flexibility : 0.611
Stereo Centers : 2
TPSA : 208.12
logS : -3.503
logP: 1.672
logD7.4 : 3.427
ABSORPTION
Caco-2 Permeability : -6.45
MDCK Permeability : 0.0000106743
Pgp-inhibitor : 0
Pgp-substrate : 0.009
HIA : 0.59
F20% : 0.527
F30% : 0.996
DISTRIBUTION
PPB : 0.988276
VD : 0.296
BBB Penetration : 0.074
Fu : 0.0165457
METABOLISM
CYP 1A2 inhibitor : 0.057
CYP 1A2 substrate : 0.01
CYP 2C19 inhibitor : 0.07
CYP 2C19 substrate : 0.029
CYP 2C9 inhibitor : 0.402
CYP 2C9 substrate : 0.925
CYP 2D6 inhibitor : 0.01
CYP 2D6 substrate : 0.122
CYP 3A4 inhibitor : 0.066
CYP 3A4 substrate : 0.007
|
|
MEDICINAL CHEMISTRY
QED : 0.172
SAscore : 3.514
Fsp : 0.091
MCE-18 : 36
NPscore : 0.705
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.01
H-HT : 0.176
DILI : 0.168
AMES Toxicity : 0.004
Rat Oral Acute Toxicity : 0.099
FDAMDD : 0.011
Skin Sensitization : 0.906
Carcinogencity : 0.127
Eye Corrosion : 0.003
Eye Irritation : 0.351
Respiratory Toxicity : 0.019
Bioconcentration Factor : 0.279
IGC50 : 3.755
LC50FM : 4.656
LC50DM : 5.112
NR-AR : 0.127
NR-AR-LBD: 0.84
NR-AhR : 0.327
NR-Aromatase : 0.106
NR-ER : 0.359
NR-ER-LBD : 0.44
NR-PPAR-gamma : 0.851
SR-ARE : 0.839
SR-ATAD5 : 0.253
SR-HSE : 0.84
SR-MMP : 0.381
SR-p53 : 0.571
Acute/Aquatic Toxicity Rule : 3
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 : 4.971
t1/2 : 0.974
|