Canonical Smiles : CC=C(C)C(=O)OC1C2C(C3C(O3)(CCC=C(C1OC(=O)C)C(=O)OC)C)OC(=O)C2=C
Inchi Key : FRJDOHXLSCQTIL-CXJCHJHQSA-N
IUPAC : methyl (1S,2R,4R,7E,9S,10S,11R)-9-acetyloxy-4-methyl-10-[(Z)-2-methylbut-2-enoyl]oxy-12-methylidene-13-oxo-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-ene-8-carboxylate
Pubchem ID : 101250074
Smiles : C=C1C(=O)OC2C1C(OC(=O)C(C)=CC)C(OC(C)=O)C(C(=O)OC)=CCCC1(C)OC21
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 448.17
Volume : 441.352
Density : 1.015
nHA : 9
nHD : 0
nRot : 7
nRing : 3
Max Ring : 14
nHet: 9
fChar : 0
nRig : 22
Flexibility : 0.318
Stereo Centers : 6
TPSA : 117.73
logS : -3.366
logP: 1.615
logD7.4 : 1.196
ABSORPTION
Caco-2 Permeability : -4.846
MDCK Permeability : 0.0000436623
Pgp-inhibitor : 0.999
Pgp-substrate : 0
HIA : 0.743
F20% : 0.968
F30% : 0.995
DISTRIBUTION
PPB : 0.459342
VD : 1.286
BBB Penetration : 0.256
Fu : 0.223593
METABOLISM
CYP 1A2 inhibitor : 0.044
CYP 1A2 substrate : 0.326
CYP 2C19 inhibitor : 0.338
CYP 2C19 substrate : 0.185
CYP 2C9 inhibitor : 0.339
CYP 2C9 substrate : 0.023
CYP 2D6 inhibitor : 0.465
CYP 2D6 substrate : 0.077
CYP 3A4 inhibitor : 0.77
CYP 3A4 substrate : 0.18
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MEDICINAL CHEMISTRY
QED : 0.275
SAscore : 5.186
Fsp : 0.565
MCE-18 : 58.667
NPscore : 3.222
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 2
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.022
H-HT : 0.335
DILI : 0.841
AMES Toxicity : 0.028
Rat Oral Acute Toxicity : 0.92
FDAMDD : 0.907
Skin Sensitization : 0.382
Carcinogencity : 0.155
Eye Corrosion : 0.004
Eye Irritation : 0.013
Respiratory Toxicity : 0.867
Bioconcentration Factor : 0.602
IGC50 : 4.062
LC50FM : 5.82
LC50DM : 5.622
NR-AR : 0.019
NR-AR-LBD: 0.718
NR-AhR : 0.027
NR-Aromatase : 0.393
NR-ER : 0.048
NR-ER-LBD : 0.764
NR-PPAR-gamma : 0.526
SR-ARE : 0.905
SR-ATAD5 : 0.943
SR-HSE : 0.909
SR-MMP : 0.877
SR-p53 : 0.978
Acute/Aquatic Toxicity Rule : 6
Genotoxic Carcinogenicity Rule : 6
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 7
Non Biodegradable Rule : 2
SureChEMBL Rule : 2
FAF-Drugs4 Rule : 2
EXCRETION
CL : 9.9
t1/2 : 0.357
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