Canonical Smiles : Cc1C(C2C(C1(C=C(C2=O)Oc)Cc=C)O)C3=Cc(=C(C=C3)Oc)Oc
Inchi Key : Whhwcifcumpodm-Vstitzpbsa-N
IUPAC : (1R,5R,6S,7S,8S)-7-(3,4-Dimethoxyphenyl)-8-Hydroxy-3-Methoxy-6-Methyl-5-Prop-2-Enylbicyclo[3.2.1]Oct-3-En-2-One
Pubchem ID : 101715614
Smiles : C=CCC12C=C(OC)C(=O)C(C(c3ccc(OC)c(OC)c3)C1C)C2O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 358.18
Volume : 374.235
Density : 0.957
nHA : 5
nHD : 1
nRot : 6
nRing : 3
Max Ring : 7
nHet: 5
fChar : 0
nRig : 17
Flexibility : 0.353
Stereo Centers : 5
TPSA : 64.99
logS : -3.363
logP: 2.309
logD7.4 : 2.23
ABSORPTION
Caco-2 Permeability : -4.556
MDCK Permeability : 0.0000149552
Pgp-inhibitor : 0.753
Pgp-substrate : 0
HIA : 0.045
F20% : 0.018
F30% : 0.795
DISTRIBUTION
PPB : 0.912618
VD : 0.873
BBB Penetration : 0.423
Fu : 0.0771433
METABOLISM
CYP 1A2 inhibitor : 0.033
CYP 1A2 substrate : 0.943
CYP 2C19 inhibitor : 0.191
CYP 2C19 substrate : 0.912
CYP 2C9 inhibitor : 0.074
CYP 2C9 substrate : 0.588
CYP 2D6 inhibitor : 0.25
CYP 2D6 substrate : 0.877
CYP 3A4 inhibitor : 0.931
CYP 3A4 substrate : 0.827
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MEDICINAL CHEMISTRY
QED : 0.792
SAscore : 4.948
Fsp : 0.476
MCE-18 : 69.774
NPscore : 1.856
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.037
H-HT : 0.318
DILI : 0.031
AMES Toxicity : 0.014
Rat Oral Acute Toxicity : 0.742
FDAMDD : 0.661
Skin Sensitization : 0.049
Carcinogencity : 0.579
Eye Corrosion : 0.003
Eye Irritation : 0.017
Respiratory Toxicity : 0.911
Bioconcentration Factor : 1.659
IGC50 : 3.698
LC50FM : 4.82
LC50DM : 5.985
NR-AR : 0.026
NR-AR-LBD: 0.058
NR-AhR : 0.112
NR-Aromatase : 0.021
NR-ER : 0.066
NR-ER-LBD : 0.045
NR-PPAR-gamma : 0.002
SR-ARE : 0.069
SR-ATAD5 : 0.635
SR-HSE : 0.298
SR-MMP : 0.322
SR-p53 : 0.103
Acute/Aquatic Toxicity Rule : 4
Genotoxic Carcinogenicity Rule : 1
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 4
Non Biodegradable Rule : 2
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 11.024
t1/2 : 0.225
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