Canonical Smiles : CC1C=C(C(=O)OC2CC[N+]3(C2(C(=CC3)COC(=O)C1(C)OC(=O)C)O)C)C=C
Inchi Key : NEHWGXHBNGZJNY-PTNGSMBKSA-N
IUPAC : [(4Z)-4-ethenyl-17-hydroxy-6,7,14-trimethyl-3,8-dioxo-2,9-dioxa-14-azoniatricyclo[9.5.1.014,17]heptadeca-4,11-dien-7-yl] acetate
Pubchem ID : 5363807
Smiles : CC1C=C(C(=O)OC2CC[N+]3(C2(C(=CC3)COC(=O)C1(C)OC(=O)C)O)C)C=C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 406.19
Volume : 404.131
Density : 1.005
nHA : 8
nHD : 1
nRot : 2
nRing : 3
Max Ring : 16
nHet: 8
fChar : 1
nRig : 23
Flexibility : 0.087
Stereo Centers : 4
TPSA : 99.13
logS : -1.077
logP: 0.732
logD7.4 : 1.703
ABSORPTION
Caco-2 Permeability : -5.447
MDCK Permeability : 0.000126308
Pgp-inhibitor : 0.001
Pgp-substrate : 0.988
HIA : 0.996
F20% : 1
F30% : 0.999
DISTRIBUTION
PPB : 0.318701
VD : 1.424
BBB Penetration : 0.055
Fu : 0.672602
METABOLISM
CYP 1A2 inhibitor : 0.005
CYP 1A2 substrate : 0.095
CYP 2C19 inhibitor : 0.018
CYP 2C19 substrate : 0.756
CYP 2C9 inhibitor : 0.004
CYP 2C9 substrate : 0.071
CYP 2D6 inhibitor : 0.012
CYP 2D6 substrate : 0.132
CYP 3A4 inhibitor : 0.027
CYP 3A4 substrate : 0.897
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MEDICINAL CHEMISTRY
QED : 0.229
SAscore : 5.743
Fsp : 0.571
MCE-18 : 60.606
NPscore : 2.032
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.019
H-HT : 0.139
DILI : 0.068
AMES Toxicity : 0.865
Rat Oral Acute Toxicity : 0.637
FDAMDD : 0.953
Skin Sensitization : 0.283
Carcinogencity : 0.953
Eye Corrosion : 0.003
Eye Irritation : 0.03
Respiratory Toxicity : 0.603
Bioconcentration Factor : 0.254
IGC50 : 2.261
LC50FM : 3.756
LC50DM : 3.118
NR-AR : 0.003
NR-AR-LBD: 0.018
NR-AhR : 0.003
NR-Aromatase : 0.002
NR-ER : 0.071
NR-ER-LBD : 0.039
NR-PPAR-gamma : 0.009
SR-ARE : 0.222
SR-ATAD5 : 0.006
SR-HSE : 0.013
SR-MMP : 0.017
SR-p53 : 0.718
Acute/Aquatic Toxicity Rule : 5
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 3
EXCRETION
CL : 4.435
t1/2 : 0.96
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