Canonical Smiles : CC1(CC(C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O
Inchi Key : KKSYAZCUYVRKML-IRDZEPHTSA-N
IUPAC : methyl (1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
Pubchem ID : 13892722
Smiles : CC1(CC(C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 406.15
Volume : 368.338
Density : 1.103
nHA : 11
nHD : 6
nRot : 5
nRing : 3
Max Ring : 9
nHet: 11
fChar : 0
nRig : 17
Flexibility : 0.294
Stereo Centers : 10
TPSA : 175.37
logS : -0.309
logP: -1.6
logD7.4 : -0.201
ABSORPTION
Caco-2 Permeability : -5.927
MDCK Permeability : 0.000237548
Pgp-inhibitor : 0
Pgp-substrate : 0.52
HIA : 0.968
F20% : 0.447
F30% : 0.994
DISTRIBUTION
PPB : 0.199217
VD : 0.275
BBB Penetration : 0.576
Fu : 0.557133
METABOLISM
CYP 1A2 inhibitor : 0.003
CYP 1A2 substrate : 0.095
CYP 2C19 inhibitor : 0.007
CYP 2C19 substrate : 0.468
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.075
CYP 2D6 inhibitor : 0.002
CYP 2D6 substrate : 0.093
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.043
|
|
MEDICINAL CHEMISTRY
QED : 0.262
SAscore : 4.855
Fsp : 0.824
MCE-18 : 62.323
NPscore : 2.679
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.02
H-HT : 0.27
DILI : 0.857
AMES Toxicity : 0.083
Rat Oral Acute Toxicity : 0.762
FDAMDD : 0.08
Skin Sensitization : 0.015
Carcinogencity : 0.908
Eye Corrosion : 0.003
Eye Irritation : 0.007
Respiratory Toxicity : 0.214
Bioconcentration Factor : 0.353
IGC50 : 1.555
LC50FM : 1.616
LC50DM : 4.18
NR-AR : 0.01
NR-AR-LBD: 0.122
NR-AhR : 0.007
NR-Aromatase : 0.004
NR-ER : 0.075
NR-ER-LBD : 0.026
NR-PPAR-gamma : 0.004
SR-ARE : 0.03
SR-ATAD5 : 0.557
SR-HSE : 0.005
SR-MMP : 0.164
SR-p53 : 0.016
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 1.551
t1/2 : 0.545
|