Canonical Smiles : COC1=C(C=C2C(=C1)CC[N+]3=C2C=C4C=CC5=C(C4=C3)OCO5)OC
Inchi Key : FPJQGFLUORYYPE-UHFFFAOYSA-N
IUPAC : 16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene
Pubchem ID : 160876
Smiles : COc1cc2c(cc1OC)-c1cc3ccc4c(c3c[n+]1CC2)OCO4
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 336.12
Volume : 338.078
Density : 0.994
nHA : 5
nHD : 0
nRot : 2
nRing : 5
Max Ring : 21
nHet: 5
fChar : 1
nRig : 25
Flexibility : 0.08
Stereo Centers : 0
TPSA : 40.8
logS : -6.338
logP: 4.244
logD7.4 : 3.469
ABSORPTION
Caco-2 Permeability : -5.162
MDCK Permeability : 0.0000329541
Pgp-inhibitor : 0.013
Pgp-substrate : 1
HIA : 0.003
F20% : 0.014
F30% : 0.189
DISTRIBUTION
PPB : 0.912871
VD : 1.281
BBB Penetration : 0.885
Fu : 0.0225011
METABOLISM
CYP 1A2 inhibitor : 0.853
CYP 1A2 substrate : 0.892
CYP 2C19 inhibitor : 0.048
CYP 2C19 substrate : 0.865
CYP 2C9 inhibitor : 0.012
CYP 2C9 substrate : 0.851
CYP 2D6 inhibitor : 0.957
CYP 2D6 substrate : 0.937
CYP 3A4 inhibitor : 0.495
CYP 3A4 substrate : 0.472
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MEDICINAL CHEMISTRY
QED : 0.674
SAscore : 2.842
Fsp : 0.25
MCE-18 : 56
NPscore : 1.374
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.155
H-HT : 0.111
DILI : 0.766
AMES Toxicity : 0.451
Rat Oral Acute Toxicity : 0.058
FDAMDD : 0.885
Skin Sensitization : 0.887
Carcinogencity : 0.892
Eye Corrosion : 0.003
Eye Irritation : 0.025
Respiratory Toxicity : 0.866
Bioconcentration Factor : 2.875
IGC50 : 4.418
LC50FM : 5.478
LC50DM : 6.559
NR-AR : 0.516
NR-AR-LBD: 0.124
NR-AhR : 0.971
NR-Aromatase : 0.731
NR-ER : 0.279
NR-ER-LBD : 0.669
NR-PPAR-gamma : 0.001
SR-ARE : 0.906
SR-ATAD5 : 0.736
SR-HSE : 0.491
SR-MMP : 0.797
SR-p53 : 0.91
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 1
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 12.375
t1/2 : 0.248
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