Canonical Smiles : Cc1(Ccc2C1C(Oc=C2C(=O)Oc)Oc3C(C(C(C(O3)Co)O)O)O)O
Inchi Key : Xbgjtrdiwpeimg-Dumnyrkasa-N
IUPAC : Methyl (1S,4As,7S,7As)-7-Hydroxy-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 : 182423
Smiles : COC(=O)C1=COC(OC2OC(CO)C(O)C(O)C2O)C2C1CCC2(C)O
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 390.15
Volume : 359.548
Density : 1.085
nHA : 10
nHD : 5
nRot : 5
nRing : 3
Max Ring : 9
nHet: 10
fChar : 0
nRig : 17
Flexibility : 0.294
Stereo Centers : 9
TPSA : 155.14
logS : -0.717
logP: -1.156
logD7.4 : 0.244
ABSORPTION
Caco-2 Permeability : -5.7
MDCK Permeability : 0.000166933
Pgp-inhibitor : 0
Pgp-substrate : 0.037
HIA : 0.93
F20% : 0.24
F30% : 0.987
DISTRIBUTION
PPB : 0.232551
VD : 0.297
BBB Penetration : 0.601
Fu : 0.576351
METABOLISM
CYP 1A2 inhibitor : 0.006
CYP 1A2 substrate : 0.182
CYP 2C19 inhibitor : 0.009
CYP 2C19 substrate : 0.513
CYP 2C9 inhibitor : 0.001
CYP 2C9 substrate : 0.082
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.113
CYP 3A4 inhibitor : 0.009
CYP 3A4 substrate : 0.112
|
|
MEDICINAL CHEMISTRY
QED : 0.34
SAscore : 4.653
Fsp : 0.824
MCE-18 : 59.613
NPscore : 2.723
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.024
H-HT : 0.382
DILI : 0.63
AMES Toxicity : 0.18
Rat Oral Acute Toxicity : 0.297
FDAMDD : 0.104
Skin Sensitization : 0.022
Carcinogencity : 0.933
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.311
Bioconcentration Factor : 0.461
IGC50 : 1.727
LC50FM : 1.97
LC50DM : 4.175
NR-AR : 0.021
NR-AR-LBD: 0.075
NR-AhR : 0.009
NR-Aromatase : 0.005
NR-ER : 0.082
NR-ER-LBD : 0.028
NR-PPAR-gamma : 0.003
SR-ARE : 0.039
SR-ATAD5 : 0.209
SR-HSE : 0.008
SR-MMP : 0.103
SR-p53 : 0.025
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 : 1.617
t1/2 : 0.526
|