Canonical Smiles : CC(CC1=CC2=C(C=C1)OC(O2)(C(=O)OCC(C)(C)[N+](=O)[O-])C(=O)OCC(C)(C)[N+](=O)[O-])NCC(C3=CC(=CC=C3)Cl)O
Inchi Key : AHVVUAOMUCDHGJ-UTKZUKDTSA-N
IUPAC : bis(2-methyl-2-nitropropyl) 5-[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]-1,3-benzodioxole-2,2-dicarboxylate
Pubchem ID : 131721285
Smiles : CC(Cc1ccc2c(c1)OC(C(=O)OCC(C)(C)[N+](=O)[O-])(C(=O)OCC(C)(C)[N+](=O)[O-])O2)NCC(O)c1cccc(Cl)c1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 623.19
Volume : 585.704
Density : 1.064
nHA : 14
nHD : 2
nRot : 16
nRing : 3
Max Ring : 9
nHet: 15
fChar : 0
nRig : 20
Flexibility : 0.8
Stereo Centers : 2
TPSA : 189.6
logS : -3.82
logP: 4.148
logD7.4 : 1.064
ABSORPTION
Caco-2 Permeability : -5.174
MDCK Permeability : 0.000321133
Pgp-inhibitor : 0.52
Pgp-substrate : 0.023
HIA : 0.392
F20% : 0.583
F30% : 0.004
DISTRIBUTION
PPB : 0.974092
VD : 0.671
BBB Penetration : 0.035
Fu : 0.0247836
METABOLISM
CYP 1A2 inhibitor : 0.021
CYP 1A2 substrate : 0.078
CYP 2C19 inhibitor : 0.262
CYP 2C19 substrate : 0.702
CYP 2C9 inhibitor : 0.112
CYP 2C9 substrate : 0.128
CYP 2D6 inhibitor : 0.695
CYP 2D6 substrate : 0.203
CYP 3A4 inhibitor : 0.695
CYP 3A4 substrate : 0.901
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MEDICINAL CHEMISTRY
QED : 0.135
SAscore : 4.212
Fsp : 0.5
MCE-18 : 88.381
NPscore : -0.345
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.815
H-HT : 0.921
DILI : 0.981
AMES Toxicity : 0.093
Rat Oral Acute Toxicity : 0.24
FDAMDD : 0.925
Skin Sensitization : 0.16
Carcinogencity : 0.482
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.038
Bioconcentration Factor : 0.867
IGC50 : 3.993
LC50FM : 5.868
LC50DM : 5.89
NR-AR : 0
NR-AR-LBD: 0.018
NR-AhR : 0.023
NR-Aromatase : 0.008
NR-ER : 0.287
NR-ER-LBD : 0.364
NR-PPAR-gamma : 0.019
SR-ARE : 0.744
SR-ATAD5 : 0.004
SR-HSE : 0.014
SR-MMP : 0.098
SR-p53 : 0.214
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 1
Non Biodegradable Rule : 3
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 1
EXCRETION
CL : 3.459
t1/2 : 0.739
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