Canonical Smiles : C1=CC=C2C(=C1)C3=C(C(C(=C(O3)N)C#N)C4=CC=C(C=C4)[N+](=O)[O-])C(=O)O2
Inchi Key : MVHFYQLFOQXQHS-UHFFFAOYSA-N
IUPAC : 2-amino-4-(4-nitrophenyl)-5-oxo-4H-pyrano[3,2-c]chromene-3-carbonitrile
Pubchem ID : 617359
Smiles : C1=CC=C2C(=C1)C3=C(C(C(=C(O3)N)C#N)C4=CC=C(C=C4)[N+](=O)[O-])C(=O)O2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 361.07
Volume : 348.258
Density : 1.037
nHA : 8
nHD : 1
nRot : 2
nRing : 4
Max Ring : 14
nHet: 8
fChar : 0
nRig : 26
Flexibility : 0.077
Stereo Centers : 2
TPSA : 130.22
logS : -2.883
logP: 2.397
logD7.4 : 2.213
ABSORPTION
Caco-2 Permeability : -5.053
MDCK Permeability : 0.000300233
Pgp-inhibitor : 0.004
Pgp-substrate : 0.014
HIA : 0.022
F20% : 0.01
F30% : 0.001
DISTRIBUTION
PPB : 0.920325
VD : 0.748
BBB Penetration : 0.525
Fu : 0.0980522
METABOLISM
CYP 1A2 inhibitor : 0.547
CYP 1A2 substrate : 0.502
CYP 2C19 inhibitor : 0.431
CYP 2C19 substrate : 0.064
CYP 2C9 inhibitor : 0.808
CYP 2C9 substrate : 0.9
CYP 2D6 inhibitor : 0.298
CYP 2D6 substrate : 0.197
CYP 3A4 inhibitor : 0.477
CYP 3A4 substrate : 0.566
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MEDICINAL CHEMISTRY
QED : 0.423
SAscore : 3.538
Fsp : 0.105
MCE-18 : 73.381
NPscore : -0.317
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.012
H-HT : 0.871
DILI : 0.979
AMES Toxicity : 0.971
Rat Oral Acute Toxicity : 0.963
FDAMDD : 0.919
Skin Sensitization : 0.805
Carcinogencity : 0.519
Eye Corrosion : 0.004
Eye Irritation : 0.052
Respiratory Toxicity : 0.977
Bioconcentration Factor : 0.774
IGC50 : 4.811
LC50FM : 6.935
LC50DM : 6.724
NR-AR : 0.014
NR-AR-LBD: 0.227
NR-AhR : 0.772
NR-Aromatase : 0.696
NR-ER : 0.163
NR-ER-LBD : 0.178
NR-PPAR-gamma : 0.899
SR-ARE : 0.721
SR-ATAD5 : 0.455
SR-HSE : 0.077
SR-MMP : 0.942
SR-p53 : 0.846
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 6
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 5
EXCRETION
CL : 0.285
t1/2 : 0.092
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