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Details of : (D,L)-Maackiain
Canonical Smiles : C1C2C(C3=C(O1)C=C(C=C3)O)OC4=CC5=C(C=C24)OCO5
Inchi Key : HUKSJTUUSUGIDC-ZBEGNZNMSA-N
IUPAC : (1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol
Pubchem ID : 91510
Smiles : Oc1ccc2c(c1)OCC1c3cc4c(cc3OC21)OCO4
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 284.07
Volume : 270.642
Density : 1.05
nHA : 5
nHD : 1
nRot : 0
nRing : 5
Max Ring : 20
nHet: 5
fChar : 0
nRig : 24
Flexibility : 0
Stereo Centers : 2
TPSA : 57.15
logS : -3.997
logP: 2.792
logD7.4 : 2.973
ABSORPTION
Caco-2 Permeability : -4.924
MDCK Permeability : 0.0000294418
Pgp-inhibitor : 0.013
Pgp-substrate : 0.001
HIA : 0.004
F20% : 0.001
F30% : 0.005
DISTRIBUTION
PPB : 0.983528
VD : 1.18
BBB Penetration : 0.069
Fu : 0.0218127
METABOLISM
CYP 1A2 inhibitor : 0.921
CYP 1A2 substrate : 0.72
CYP 2C19 inhibitor : 0.968
CYP 2C19 substrate : 0.589
CYP 2C9 inhibitor : 0.828
CYP 2C9 substrate : 0.921
CYP 2D6 inhibitor : 0.956
CYP 2D6 substrate : 0.914
CYP 3A4 inhibitor : 0.935
CYP 3A4 substrate : 0.488
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MEDICINAL CHEMISTRY
QED : 0.806
SAscore : 3.363
Fsp : 0.25
MCE-18 : 81.6
NPscore : 2.062
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.037
H-HT : 0.089
DILI : 0.373
AMES Toxicity : 0.892
Rat Oral Acute Toxicity : 0.246
FDAMDD : 0.609
Skin Sensitization : 0.788
Carcinogencity : 0.923
Eye Corrosion : 0.003
Eye Irritation : 0.411
Respiratory Toxicity : 0.326
Bioconcentration Factor : 2.066
IGC50 : 4.911
LC50FM : 6.673
LC50DM : 6.851
NR-AR : 0.248
NR-AR-LBD: 0.263
NR-AhR : 0.958
NR-Aromatase : 0.347
NR-ER : 0.592
NR-ER-LBD : 0.846
NR-PPAR-gamma : 0.007
SR-ARE : 0.902
SR-ATAD5 : 0.919
SR-HSE : 0.83
SR-MMP : 0.946
SR-p53 : 0.916
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 3
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 17.211
t1/2 : 0.186
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