Canonical Smiles : Cc(=Ccc1=C2C(=C(C3=C1Oc4=C(C3=O)C(Oc5=Cc(=C(C=C54)O)O)C=C(C)C)O)C=Cc(O2)(C)C)C
Inchi Key : Zzpixejztxavcx-Uhfffaoysa-N
IUPAC : 6,7,15-Trihydroxy-19,19-Dimethyl-22-(3-Methylbut-2-Enyl)-11-(2-Methylprop-1-Enyl)-2,10,20-Trioxapentacyclo[12.8.0.03,12.04,9.016,21]Docosa-1(14),3(12),4,6,8,15,17,21-Octaen-13-One
Pubchem ID : 5316250
Smiles : CC(C)=CCc1c2c(c(O)c3c(=O)c4c(oc13)-c1cc(O)c(O)cc1OC4C=C(C)C)C=CC(C)(C)O2
Click here to download sdf file
PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 502.2
Volume : 517.184
Density : 0.971
nHA : 7
nHD : 3
nRot : 3
nRing : 5
Max Ring : 22
nHet: 7
fChar : 0
nRig : 29
Flexibility : 0.103
Stereo Centers : 1
TPSA : 109.36
logS : -2.1
logP: 7.087
logD7.4 : 4.034
ABSORPTION
Caco-2 Permeability : -4.856
MDCK Permeability : 0.0000138546
Pgp-inhibitor : 0.98
Pgp-substrate : 0.414
HIA : 0.383
F20% : 0.011
F30% : 0.031
DISTRIBUTION
PPB : 0.867144
VD : 0.698
BBB Penetration : 0.002
Fu : 0.135928
METABOLISM
CYP 1A2 inhibitor : 0.147
CYP 1A2 substrate : 0.216
CYP 2C19 inhibitor : 0.847
CYP 2C19 substrate : 0.066
CYP 2C9 inhibitor : 0.897
CYP 2C9 substrate : 0.923
CYP 2D6 inhibitor : 0.282
CYP 2D6 substrate : 0.182
CYP 3A4 inhibitor : 0.196
CYP 3A4 substrate : 0.148
|
|
MEDICINAL CHEMISTRY
QED : 0.271
SAscore : 4.24
Fsp : 0.3
MCE-18 : 105.487
NPscore : 2.908
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 1
ALARM NMR Rule : 3
BMS Rule : 0
Chelator Rule : 1
TOXICOLOGY
hERG Blockers : 0.009
H-HT : 0.989
DILI : 0.983
AMES Toxicity : 0.411
Rat Oral Acute Toxicity : 0.936
FDAMDD : 0.79
Skin Sensitization : 0.658
Carcinogencity : 0.09
Eye Corrosion : 0.003
Eye Irritation : 0.432
Respiratory Toxicity : 0.767
Bioconcentration Factor : 0.855
IGC50 : 5.124
LC50FM : 7.775
LC50DM : 6.497
NR-AR : 0.007
NR-AR-LBD: 0.452
NR-AhR : 0.962
NR-Aromatase : 0.978
NR-ER : 0.635
NR-ER-LBD : 0.797
NR-PPAR-gamma : 0.642
SR-ARE : 0.914
SR-ATAD5 : 0.289
SR-HSE : 0.731
SR-MMP : 0.981
SR-p53 : 0.983
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 3
Non Genotoxic Carcinogenicity Rule : 1
Skin Sensitization Rule : 10
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 1.467
t1/2 : 0.109
|