Canonical Smiles : C1CCN(C1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3
Inchi Key : GQIJYUMTOUBHSH-IJIVKGSJSA-N
IUPAC : (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-pyrrolidin-1-ylpenta-2,4-dien-1-one
Pubchem ID : 636537
Smiles : O=C(C=CC=Cc1ccc2c(c1)OCO2)N1CCCC1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 271.12
Volume : 281.172
Density : 0.964
nHA : 4
nHD : 0
nRot : 4
nRing : 3
Max Ring : 9
nHet: 4
fChar : 0
nRig : 18
Flexibility : 0.222
Stereo Centers : 0
TPSA : 38.77
logS : -3.604
logP: 3.011
logD7.4 : 3.008
ABSORPTION
Caco-2 Permeability : -4.779
MDCK Permeability : 0.0000253736
Pgp-inhibitor : 0.923
Pgp-substrate : 0.001
HIA : 0.002
F20% : 0.862
F30% : 0.047
DISTRIBUTION
PPB : 0.960683
VD : 0.925
BBB Penetration : 0.452
Fu : 0.0409226
METABOLISM
CYP 1A2 inhibitor : 0.979
CYP 1A2 substrate : 0.741
CYP 2C19 inhibitor : 0.489
CYP 2C19 substrate : 0.506
CYP 2C9 inhibitor : 0.227
CYP 2C9 substrate : 0.587
CYP 2D6 inhibitor : 0.811
CYP 2D6 substrate : 0.906
CYP 3A4 inhibitor : 0.87
CYP 3A4 substrate : 0.292
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MEDICINAL CHEMISTRY
QED : 0.626
SAscore : 2.351
Fsp : 0.312
MCE-18 : 34.667
NPscore : 0.149
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 : 0.599
H-HT : 0.442
DILI : 0.2
AMES Toxicity : 0.848
Rat Oral Acute Toxicity : 0.664
FDAMDD : 0.471
Skin Sensitization : 0.964
Carcinogencity : 0.816
Eye Corrosion : 0.008
Eye Irritation : 0.109
Respiratory Toxicity : 0.968
Bioconcentration Factor : 0.934
IGC50 : 3.186
LC50FM : 4.441
LC50DM : 4.336
NR-AR : 0.499
NR-AR-LBD: 0.253
NR-AhR : 0.906
NR-Aromatase : 0.215
NR-ER : 0.772
NR-ER-LBD : 0.005
NR-PPAR-gamma : 0.003
SR-ARE : 0.874
SR-ATAD5 : 0.94
SR-HSE : 0.915
SR-MMP : 0.316
SR-p53 : 0.964
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 4
EXCRETION
CL : 11.152
t1/2 : 0.72
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