Canonical Smiles : COC1=C(C=CC(=C1)C=CC(=O)N(CCCCNCCCN)C(=O)C=CC2=CC(=C(C=C2)O)O)O
Inchi Key : BIMCZPOHHQBDAS-MKICQXMISA-N
IUPAC : (E)-N-[4-(3-aminopropylamino)butyl]-3-(3,4-dihydroxyphenyl)-N-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]prop-2-enamide
Pubchem ID : 129821576
Smiles : COc1cc(C=CC(=O)N(CCCCNCCCN)C(=O)C=Cc2ccc(O)c(O)c2)ccc1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 483.24
Volume : 500.506
Density : 0.966
nHA : 9
nHD : 6
nRot : 15
nRing : 2
Max Ring : 6
nHet: 9
fChar : 0
nRig : 16
Flexibility : 0.938
Stereo Centers : 0
TPSA : 145.35
logS : -2.615
logP: 1.479
logD7.4 : 1.649
ABSORPTION
Caco-2 Permeability : -5.97
MDCK Permeability : 0.00000420437
Pgp-inhibitor : 0.013
Pgp-substrate : 0.993
HIA : 0.963
F20% : 0.946
F30% : 0.995
DISTRIBUTION
PPB : 0.720019
VD : 1.584
BBB Penetration : 0.007
Fu : 0.279669
METABOLISM
CYP 1A2 inhibitor : 0.159
CYP 1A2 substrate : 0.451
CYP 2C19 inhibitor : 0.039
CYP 2C19 substrate : 0.058
CYP 2C9 inhibitor : 0.03
CYP 2C9 substrate : 0.202
CYP 2D6 inhibitor : 0.022
CYP 2D6 substrate : 0.864
CYP 3A4 inhibitor : 0.05
CYP 3A4 substrate : 0.224
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MEDICINAL CHEMISTRY
QED : 0.166
SAscore : 2.854
Fsp : 0.308
MCE-18 : 15
NPscore : 0.4
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.426
H-HT : 0.293
DILI : 0.031
AMES Toxicity : 0.066
Rat Oral Acute Toxicity : 0.451
FDAMDD : 0.312
Skin Sensitization : 0.969
Carcinogencity : 0.041
Eye Corrosion : 0.003
Eye Irritation : 0.013
Respiratory Toxicity : 0.888
Bioconcentration Factor : 0.725
IGC50 : 3.834
LC50FM : 4.657
LC50DM : 4.925
NR-AR : 0.561
NR-AR-LBD: 0.635
NR-AhR : 0.713
NR-Aromatase : 0.836
NR-ER : 0.639
NR-ER-LBD : 0.044
NR-PPAR-gamma : 0.101
SR-ARE : 0.841
SR-ATAD5 : 0.724
SR-HSE : 0.95
SR-MMP : 0.883
SR-p53 : 0.923
Acute/Aquatic Toxicity Rule : 3
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 12
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 6
EXCRETION
CL : 14.61
t1/2 : 0.918
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