Canonical Smiles : Cc1C(C2=C(C1=O)C3C(C=C(C2=O)C)C(Ccc3=C)C(=C)C)O
Inchi Key : Zcrhgeobxmvlid-Binamkiqsa-N
IUPAC : (2S,3R,6As,7R,10Ar)-3-Hydroxy-2,5-Dimethyl-10-Methylidene-7-Prop-1-En-2-Yl-3,6A,7,8,9,10A-Hexahydro-2H-Benzo[H]Azulene-1,4-Dione
Pubchem ID : 101804595
Smiles : C=C(C)C1CCC(C)c2c1cc(C)c(=O)c1c2C(=O)C(C)C1O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 312.17
Volume : 339.359
Density : 0.92
nHA : 3
nHD : 1
nRot : 1
nRing : 3
Max Ring : 14
nHet: 3
fChar : 0
nRig : 19
Flexibility : 0.053
Stereo Centers : 4
TPSA : 54.37
logS : -3.966
logP: 3.152
logD7.4 : 1.903
ABSORPTION
Caco-2 Permeability : -4.648
MDCK Permeability : 0.0000142049
Pgp-inhibitor : 0.638
Pgp-substrate : 0.042
HIA : 0.005
F20% : 0.101
F30% : 0.016
DISTRIBUTION
PPB : 0.930488
VD : 1.417
BBB Penetration : 0.91
Fu : 0.0297174
METABOLISM
CYP 1A2 inhibitor : 0.11
CYP 1A2 substrate : 0.944
CYP 2C19 inhibitor : 0.15
CYP 2C19 substrate : 0.926
CYP 2C9 inhibitor : 0.32
CYP 2C9 substrate : 0.876
CYP 2D6 inhibitor : 0.031
CYP 2D6 substrate : 0.311
CYP 3A4 inhibitor : 0.651
CYP 3A4 substrate : 0.709
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MEDICINAL CHEMISTRY
QED : 0.803
SAscore : 4.492
Fsp : 0.5
MCE-18 : 71.4
NPscore : 1.63
Lipinski Rule : Accepted
Pfizer Rule : Rejected
GSK Rule : Accepted
Golden Triangle : Accepted
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.046
H-HT : 0.53
DILI : 0.225
AMES Toxicity : 0.236
Rat Oral Acute Toxicity : 0.501
FDAMDD : 0.946
Skin Sensitization : 0.043
Carcinogencity : 0.048
Eye Corrosion : 0.003
Eye Irritation : 0.016
Respiratory Toxicity : 0.879
Bioconcentration Factor : 1.97
IGC50 : 5.128
LC50FM : 6.566
LC50DM : 6.837
NR-AR : 0.35
NR-AR-LBD: 0.01
NR-AhR : 0.069
NR-Aromatase : 0.683
NR-ER : 0.118
NR-ER-LBD : 0.728
NR-PPAR-gamma : 0.476
SR-ARE : 0.09
SR-ATAD5 : 0.021
SR-HSE : 0.021
SR-MMP : 0.455
SR-p53 : 0.546
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 0
EXCRETION
CL : 1.817
t1/2 : 0.033
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