Canonical Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)OC(=O)C(C4C(C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)CC(=O)O)O
Inchi Key : HPQIRFXIDGVWBA-UHFFFAOYSA-N
IUPAC : 2-[13,17,18,21-tetrahydroxy-7-(hydroxymethyl)-2,10,14-trioxo-5-(3,4,5-trihydroxybenzoyl)oxy-3,6,9,15-tetraoxatetracyclo[10.7.1.14,8.016,20]henicosa-1(19),16(20),17-trien-11-yl]acetic acid
Pubchem ID : 75034370
Smiles : C1=C(C=C(C(=C1O)O)O)C(=O)OC2C3C(C(C(O2)CO)OC(=O)C(C4C(C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)CC(=O)O)O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 652.09
Volume : 570.779
Density : 1.142
nHA : 19
nHD : 10
nRot : 6
nRing : 5
Max Ring : 19
nHet: 19
fChar : 0
nRig : 34
Flexibility : 0.176
Stereo Centers : 7
TPSA : 320.64
logS : -2.357
logP: -0.724
logD7.4 : -0.064
ABSORPTION
Caco-2 Permeability : -6.786
MDCK Permeability : 0.000033031
Pgp-inhibitor : 0
Pgp-substrate : 0.666
HIA : 0.976
F20% : 0.972
F30% : 1
DISTRIBUTION
PPB : 0.845268
VD : 0.567
BBB Penetration : 0.011
Fu : 0.184325
METABOLISM
CYP 1A2 inhibitor : 0.008
CYP 1A2 substrate : 0.017
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.033
CYP 2C9 inhibitor : 0.014
CYP 2C9 substrate : 0.065
CYP 2D6 inhibitor : 0
CYP 2D6 substrate : 0.079
CYP 3A4 inhibitor : 0.01
CYP 3A4 substrate : 0.002
|
|
MEDICINAL CHEMISTRY
QED : 0.088
SAscore : 6.299
Fsp : 0.333
MCE-18 : 125.389
NPscore : 1.629
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 5
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.003
H-HT : 0.197
DILI : 0.99
AMES Toxicity : 0.15
Rat Oral Acute Toxicity : 0.01
FDAMDD : 0.013
Skin Sensitization : 0.368
Carcinogencity : 0.043
Eye Corrosion : 0.003
Eye Irritation : 0.038
Respiratory Toxicity : 0.006
Bioconcentration Factor : 0.541
IGC50 : 3.61
LC50FM : 4.787
LC50DM : 5.266
NR-AR : 0.004
NR-AR-LBD: 0.142
NR-AhR : 0.475
NR-Aromatase : 0.347
NR-ER : 0.359
NR-ER-LBD : 0.332
NR-PPAR-gamma : 0.71
SR-ARE : 0.22
SR-ATAD5 : 0.184
SR-HSE : 0.051
SR-MMP : 0.651
SR-p53 : 0.763
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 5
Non Genotoxic Carcinogenicity Rule : 2
Skin Sensitization Rule : 8
Non Biodegradable Rule : 2
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 4
EXCRETION
CL : 2.632
t1/2 : 0.969
|