Canonical Smiles : OC/C=C/C1OC2=CC=3C=CC(OC3C=C2OC1C1=CC(=C(C(=C1)OC)OC)OC)=O
Inchi Key : PJMNFKDJPUENND-SNAWJCMRSA-N
IUPAC : 2-((E)-3-Hydroxy-propenyl)-3-(3,4,5-trimethoxy-phenyl)-2,3-dihydro-1,4,5-trioxa-anthracen-6-one
Pubchem ID :
Smiles : COc1cc(C2Oc3cc4oc(=O)ccc4cc3OC2/C=C/CO)cc(OC)c1OC
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 426.13
Volume : 418.732
Density : 1.018
nHA : 8
nHD : 1
nRot : 6
nRing : 4
Max Ring : 14
nHet: 8
fChar : 0
nRig : 24
Flexibility : 0.25
Stereo Centers : 2
TPSA : 96.59
logS : -4.418
logP: 1.935
logD7.4 : 2.743
ABSORPTION
Caco-2 Permeability : -4.832
MDCK Permeability : 0.0000389625
Pgp-inhibitor : 0.988
Pgp-substrate : 0.002
HIA : 0.036
F20% : 0.007
F30% : 0.932
DISTRIBUTION
PPB : 0.837814
VD : 0.413
BBB Penetration : 0.019
Fu : 0.159158
METABOLISM
CYP 1A2 inhibitor : 0.06
CYP 1A2 substrate : 0.94
CYP 2C19 inhibitor : 0.449
CYP 2C19 substrate : 0.631
CYP 2C9 inhibitor : 0.495
CYP 2C9 substrate : 0.761
CYP 2D6 inhibitor : 0.12
CYP 2D6 substrate : 0.898
CYP 3A4 inhibitor : 0.838
CYP 3A4 substrate : 0.832
|
|
MEDICINAL CHEMISTRY
QED : 0.474
SAscore : 3.67
Fsp : 0.261
MCE-18 : 72.172
NPscore : 1.301
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.053
H-HT : 0.282
DILI : 0.838
AMES Toxicity : 0.177
Rat Oral Acute Toxicity : 0.402
FDAMDD : 0.864
Skin Sensitization : 0.078
Carcinogencity : 0.14
Eye Corrosion : 0.003
Eye Irritation : 0.023
Respiratory Toxicity : 0.071
Bioconcentration Factor : 2.973
IGC50 : 4.623
LC50FM : 7.243
LC50DM : 6.9
NR-AR : 0.059
NR-AR-LBD: 0.16
NR-AhR : 0.814
NR-Aromatase : 0.696
NR-ER : 0.245
NR-ER-LBD : 0.007
NR-PPAR-gamma : 0.047
SR-ARE : 0.72
SR-ATAD5 : 0.689
SR-HSE : 0.367
SR-MMP : 0.632
SR-p53 : 0.924
Acute/Aquatic Toxicity Rule : 1
Genotoxic Carcinogenicity Rule : 2
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 4.928
t1/2 : 0.412
|