Canonical Smiles : Cc1=C(C2=C(C(=C1Oc3C(C(C(C(O3)Coc(=O)Cc(C)(Cc(=O)O)O)O)O)O)C)Oc(Cc2=O)C4=Cc=C(C=C4)Oc)O
Inchi Key : Smlrkppcbxfzqw-Skaydionsa-N
IUPAC : 3-Hydroxy-3-Methyl-5-Oxo-5-[[(2R,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[[(2S)-5-Hydroxy-2-(4-Methoxyphenyl)-6,8-Dimethyl-4-Oxo-2,3-Dihydrochromen-7-Yl]Oxy]Oxan-2-Yl]Methoxy]Pentanoic Acid
Pubchem ID : 190958
Smiles : COc1ccc(C2CC(=O)c3c(O)c(C)c(OC4OC(COC(=O)CC(C)(O)CC(=O)O)C(O)C(O)C4O)c(C)c3O2)cc1
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 620.21
Volume : 592.545
Density : 1.047
nHA : 14
nHD : 6
nRot : 11
nRing : 4
Max Ring : 10
nHet: 14
fChar : 0
nRig : 26
Flexibility : 0.423
Stereo Centers : 7
TPSA : 218.74
logS : -3.482
logP: 1.737
logD7.4 : 1.236
ABSORPTION
Caco-2 Permeability : -6.241
MDCK Permeability : 0.00000872513
Pgp-inhibitor : 0.019
Pgp-substrate : 0.993
HIA : 0.704
F20% : 0.018
F30% : 0.973
DISTRIBUTION
PPB : 0.857161
VD : 0.263
BBB Penetration : 0.037
Fu : 0.0635655
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.087
CYP 2C19 inhibitor : 0.016
CYP 2C19 substrate : 0.365
CYP 2C9 inhibitor : 0.005
CYP 2C9 substrate : 0.861
CYP 2D6 inhibitor : 0.006
CYP 2D6 substrate : 0.16
CYP 3A4 inhibitor : 0.038
CYP 3A4 substrate : 0.124
|
|
MEDICINAL CHEMISTRY
QED : 0.205
SAscore : 4.607
Fsp : 0.5
MCE-18 : 105.956
NPscore : 1.917
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 1
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.373
DILI : 0.944
AMES Toxicity : 0.145
Rat Oral Acute Toxicity : 0.471
FDAMDD : 0.054
Skin Sensitization : 0.038
Carcinogencity : 0.334
Eye Corrosion : 0.003
Eye Irritation : 0.006
Respiratory Toxicity : 0.011
Bioconcentration Factor : 0.507
IGC50 : 3.909
LC50FM : 4.902
LC50DM : 5.742
NR-AR : 0.163
NR-AR-LBD: 0.201
NR-AhR : 0.331
NR-Aromatase : 0.159
NR-ER : 0.116
NR-ER-LBD : 0.026
NR-PPAR-gamma : 0.943
SR-ARE : 0.471
SR-ATAD5 : 0.398
SR-HSE : 0.024
SR-MMP : 0.687
SR-p53 : 0.895
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 4.642
t1/2 : 0.469
|