Canonical Smiles : CC(=CCC1=C2C(=C(C(=C1O)CCC(C)(C)O)O)C(=O)C3=C(O2)OC4=C5C=CC(OC5=C(C=C34)O)(C)C)C
Inchi Key : GNZLRTYZJULUCG-UHFFFAOYSA-N
IUPAC : 5,7,20-trihydroxy-6-(3-hydroxy-3-methylbutyl)-17,17-dimethyl-8-(3-methylbut-2-enyl)-10,12,18-trioxapentacyclo[11.8.0.02,11.04,9.014,19]henicosa-1(21),2(11),4,6,8,13,15,19-octaen-3-one
Pubchem ID : 636550
Smiles : CC(C)=CCc1c(O)c(CCC(C)(C)O)c(O)c2c(=O)c3c(oc12)oc1c2c(c(O)cc13)OC(C)(C)C=C2
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 520.21
Volume : 528.611
Density : 0.984
nHA : 8
nHD : 4
nRot : 5
nRing : 5
Max Ring : 21
nHet: 8
fChar : 0
nRig : 27
Flexibility : 0.185
Stereo Centers : 0
TPSA : 133.5
logS : -2.697
logP: 6.362
logD7.4 : 3.122
ABSORPTION
Caco-2 Permeability : -4.876
MDCK Permeability : 0.0000147608
Pgp-inhibitor : 0.993
Pgp-substrate : 0.016
HIA : 0.684
F20% : 0.016
F30% : 0.656
DISTRIBUTION
PPB : 0.841239
VD : 0.749
BBB Penetration : 0.004
Fu : 0.175135
METABOLISM
CYP 1A2 inhibitor : 0.252
CYP 1A2 substrate : 0.264
CYP 2C19 inhibitor : 0.167
CYP 2C19 substrate : 0.057
CYP 2C9 inhibitor : 0.789
CYP 2C9 substrate : 0.388
CYP 2D6 inhibitor : 0.008
CYP 2D6 substrate : 0.147
CYP 3A4 inhibitor : 0.117
CYP 3A4 substrate : 0.056
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MEDICINAL CHEMISTRY
QED : 0.228
SAscore : 3.925
Fsp : 0.367
MCE-18 : 73.756
NPscore : 2.747
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.002
H-HT : 0.989
DILI : 0.995
AMES Toxicity : 0.086
Rat Oral Acute Toxicity : 0.995
FDAMDD : 0.566
Skin Sensitization : 0.876
Carcinogencity : 0.933
Eye Corrosion : 0.003
Eye Irritation : 0.06
Respiratory Toxicity : 0.484
Bioconcentration Factor : 0.986
IGC50 : 3.851
LC50FM : 5.258
LC50DM : 5.564
NR-AR : 0.693
NR-AR-LBD: 0.351
NR-AhR : 0.819
NR-Aromatase : 0.896
NR-ER : 0.601
NR-ER-LBD : 0.291
NR-PPAR-gamma : 0.185
SR-ARE : 0.791
SR-ATAD5 : 0.003
SR-HSE : 0.007
SR-MMP : 0.932
SR-p53 : 0.962
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 4.31
t1/2 : 0.189
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