Canonical Smiles : C1CCN(CC1)C(=O)C=CCCC2=CC3=C(C=C2)OCO3
Inchi Key : QHWOFMXDKFORMO-XVNBXDOJSA-N
IUPAC : (E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-2-en-1-one
Pubchem ID : 5320618
Smiles : O=C(C=CCCc1ccc2c(c1)OCO2)N1CCCCC1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 287.15
Volume : 301.104
Density : 0.954
nHA : 4
nHD : 0
nRot : 5
nRing : 3
Max Ring : 9
nHet: 4
fChar : 0
nRig : 18
Flexibility : 0.278
Stereo Centers : 0
TPSA : 38.77
logS : -4.294
logP: 3.419
logD7.4 : 2.931
ABSORPTION
Caco-2 Permeability : -4.69
MDCK Permeability : 0.0000300085
Pgp-inhibitor : 0.984
Pgp-substrate : 0.001
HIA : 0.001
F20% : 0.439
F30% : 0.036
DISTRIBUTION
PPB : 0.960331
VD : 0.592
BBB Penetration : 0.425
Fu : 0.0427395
METABOLISM
CYP 1A2 inhibitor : 0.974
CYP 1A2 substrate : 0.502
CYP 2C19 inhibitor : 0.932
CYP 2C19 substrate : 0.513
CYP 2C9 inhibitor : 0.532
CYP 2C9 substrate : 0.727
CYP 2D6 inhibitor : 0.956
CYP 2D6 substrate : 0.891
CYP 3A4 inhibitor : 0.953
CYP 3A4 substrate : 0.295
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MEDICINAL CHEMISTRY
QED : 0.799
SAscore : 2.237
Fsp : 0.471
MCE-18 : 34.72
NPscore : 0.224
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.463
H-HT : 0.254
DILI : 0.049
AMES Toxicity : 0.004
Rat Oral Acute Toxicity : 0.038
FDAMDD : 0.548
Skin Sensitization : 0.959
Carcinogencity : 0.801
Eye Corrosion : 0.149
Eye Irritation : 0.441
Respiratory Toxicity : 0.968
Bioconcentration Factor : 1.262
IGC50 : 3.594
LC50FM : 4.399
LC50DM : 4.157
NR-AR : 0.151
NR-AR-LBD: 0.138
NR-AhR : 0.836
NR-Aromatase : 0.177
NR-ER : 0.58
NR-ER-LBD : 0.01
NR-PPAR-gamma : 0.004
SR-ARE : 0.635
SR-ATAD5 : 0.714
SR-HSE : 0.646
SR-MMP : 0.115
SR-p53 : 0.362
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 10.28
t1/2 : 0.603
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