Canonical Smiles : CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=CC(=C3C)OC)C(=O)O)C=NNC(=O)C4=CC=CS4)O
Inchi Key : GYEBGTHPQXTNBC-UHFFFAOYSA-N
IUPAC : 9-hydroxy-3-methoxy-4,7-dimethyl-6-oxo-10-[(thiophene-2-carbonylhydrazinylidene)methyl]benzo[b][1,4]benzodioxepine-1-carboxylic acid
Pubchem ID : 136411148
Smiles : COc1cc(C(=O)O)c2c(c1C)OC(=O)c1c(C)cc(O)c(C=NNC(=O)c3cccs3)c1O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 482.08
Volume : 451.325
Density : 1.068
nHA : 10
nHD : 3
nRot : 6
nRing : 4
Max Ring : 15
nHet: 11
fChar : 0
nRig : 26
Flexibility : 0.231
Stereo Centers : 0
TPSA : 143.75
logS : -3.642
logP: 4.789
logD7.4 : 2.288
ABSORPTION
Caco-2 Permeability : -5.234
MDCK Permeability : 0.0000145893
Pgp-inhibitor : 0.007
Pgp-substrate : 0.017
HIA : 0.554
F20% : 0.958
F30% : 0.205
DISTRIBUTION
PPB : 1.00934
VD : 0.204
BBB Penetration : 0.006
Fu : 0.00651062
METABOLISM
CYP 1A2 inhibitor : 0.125
CYP 1A2 substrate : 0.754
CYP 2C19 inhibitor : 0.096
CYP 2C19 substrate : 0.056
CYP 2C9 inhibitor : 0.723
CYP 2C9 substrate : 0.17
CYP 2D6 inhibitor : 0.038
CYP 2D6 substrate : 0.131
CYP 3A4 inhibitor : 0.154
CYP 3A4 substrate : 0.086
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MEDICINAL CHEMISTRY
QED : 0.215
SAscore : 3.117
Fsp : 0.13
MCE-18 : 52
NPscore : -0.196
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.007
H-HT : 0.773
DILI : 0.983
AMES Toxicity : 0.126
Rat Oral Acute Toxicity : 0.995
FDAMDD : 0.904
Skin Sensitization : 0.43
Carcinogencity : 0.788
Eye Corrosion : 0.003
Eye Irritation : 0.06
Respiratory Toxicity : 0.905
Bioconcentration Factor : 0.306
IGC50 : 3.251
LC50FM : 5.28
LC50DM : 5.113
NR-AR : 0.002
NR-AR-LBD: 0.015
NR-AhR : 0.945
NR-Aromatase : 0.054
NR-ER : 0.518
NR-ER-LBD : 0.056
NR-PPAR-gamma : 0.552
SR-ARE : 0.802
SR-ATAD5 : 0.208
SR-HSE : 0.676
SR-MMP : 0.878
SR-p53 : 0.92
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 5
EXCRETION
CL : 1.012
t1/2 : 0.615
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