Canonical Smiles : CC1=CC2C(CCC(=C)C2C3=C(C1=O)CC(C3=O)(C)O)C(=C)C
Inchi Key : DBPPEQIYWCILTJ-QUWZQRFGSA-N
IUPAC : (2R,6aS)-2-hydroxy-2,5-dimethyl-10-methylidene-7-prop-1-en-2-yl-3,6a,7,8,9,10a-hexahydrobenzo[h]azulene-1,4-dione
Pubchem ID : 175945
Smiles : C=C(C)C1CCC(C)c2c1cc(C)c(=O)c1c2C(=O)C(C)(O)C1
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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 : 3
TPSA : 54.37
logS : -3.994
logP: 3.372
logD7.4 : 2.317
ABSORPTION
Caco-2 Permeability : -4.709
MDCK Permeability : 0.0000141964
Pgp-inhibitor : 0.765
Pgp-substrate : 0.003
HIA : 0.007
F20% : 0.198
F30% : 0.005
DISTRIBUTION
PPB : 0.923015
VD : 1.43
BBB Penetration : 0.344
Fu : 0.0485079
METABOLISM
CYP 1A2 inhibitor : 0.127
CYP 1A2 substrate : 0.939
CYP 2C19 inhibitor : 0.251
CYP 2C19 substrate : 0.906
CYP 2C9 inhibitor : 0.289
CYP 2C9 substrate : 0.782
CYP 2D6 inhibitor : 0.025
CYP 2D6 substrate : 0.291
CYP 3A4 inhibitor : 0.731
CYP 3A4 substrate : 0.705
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MEDICINAL CHEMISTRY
QED : 0.809
SAscore : 4.461
Fsp : 0.5
MCE-18 : 74.8
NPscore : 1.769
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 : 0.024
H-HT : 0.568
DILI : 0.154
AMES Toxicity : 0.153
Rat Oral Acute Toxicity : 0.668
FDAMDD : 0.918
Skin Sensitization : 0.051
Carcinogencity : 0.146
Eye Corrosion : 0.003
Eye Irritation : 0.014
Respiratory Toxicity : 0.895
Bioconcentration Factor : 1.621
IGC50 : 4.67
LC50FM : 5.283
LC50DM : 6.182
NR-AR : 0.045
NR-AR-LBD: 0.017
NR-AhR : 0.131
NR-Aromatase : 0.908
NR-ER : 0.299
NR-ER-LBD : 0.71
NR-PPAR-gamma : 0.528
SR-ARE : 0.238
SR-ATAD5 : 0.043
SR-HSE : 0.014
SR-MMP : 0.684
SR-p53 : 0.929
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 : 1.729
t1/2 : 0.031
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