Canonical Smiles : CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)CC(C5=C4C(=CC(=C5O)O)O)C(=C)C)O)C=CC(O2)(C)C)C
Inchi Key : IGNKZOMBJGAKHN-UHFFFAOYSA-N
IUPAC : 5,7,8,15-tetrahydroxy-19,19-dimethyl-22-(3-methylbut-2-enyl)-10-prop-1-en-2-yl-2,20-dioxapentacyclo[12.8.0.03,12.04,9.016,21]docosa-1(14),3(12),4(9),5,7,15,17,21-octaen-13-one
Pubchem ID : 11964501
Smiles : CC(=CCC1=C2C(=C(C3=C1OC4=C(C3=O)CC(C5=C4C(=CC(=C5O)O)O)C(=C)C)O)C=CC(O2)(C)C)C
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 502.2
Volume : 517.184
Density : 0.971
nHA : 7
nHD : 4
nRot : 3
nRing : 5
Max Ring : 22
nHet: 7
fChar : 0
nRig : 28
Flexibility : 0.107
Stereo Centers : 0
TPSA : 120.36
logS : -2.333
logP: 7.159
logD7.4 : 3.821
ABSORPTION
Caco-2 Permeability : -5.065
MDCK Permeability : 0.0000133644
Pgp-inhibitor : 0.916
Pgp-substrate : 0.009
HIA : 0.905
F20% : 0.02
F30% : 0.017
DISTRIBUTION
PPB : 0.936821
VD : 0.439
BBB Penetration : 0.002
Fu : 0.113054
METABOLISM
CYP 1A2 inhibitor : 0.351
CYP 1A2 substrate : 0.215
CYP 2C19 inhibitor : 0.509
CYP 2C19 substrate : 0.059
CYP 2C9 inhibitor : 0.82
CYP 2C9 substrate : 0.765
CYP 2D6 inhibitor : 0.035
CYP 2D6 substrate : 0.144
CYP 3A4 inhibitor : 0.082
CYP 3A4 substrate : 0.071
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MEDICINAL CHEMISTRY
QED : 0.08
SAscore : 3.614
Fsp : 0.3
MCE-18 : 71.795
NPscore : 2.453
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 1
Chelator Rule : 2
TOXICOLOGY
hERG Blockers : 0.003
H-HT : 0.938
DILI : 0.985
AMES Toxicity : 0.375
Rat Oral Acute Toxicity : 0.887
FDAMDD : 0.914
Skin Sensitization : 0.902
Carcinogencity : 0.646
Eye Corrosion : 0.003
Eye Irritation : 0.595
Respiratory Toxicity : 0.321
Bioconcentration Factor : 0.894
IGC50 : 4.313
LC50FM : 6.018
LC50DM : 6.019
NR-AR : 0.016
NR-AR-LBD: 0.779
NR-AhR : 0.956
NR-Aromatase : 0.966
NR-ER : 0.79
NR-ER-LBD : 0.825
NR-PPAR-gamma : 0.768
SR-ARE : 0.862
SR-ATAD5 : 0.118
SR-HSE : 0.264
SR-MMP : 0.978
SR-p53 : 0.992
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 4
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 13
Non Biodegradable Rule : 1
SureChEMBL Rule : 1
FAF-Drugs4 Rule : 4
EXCRETION
CL : 1.534
t1/2 : 0.175
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