Canonical Smiles : COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Inchi Key : CVBMAZKKCSYWQR-WCGOZPBSSA-N
IUPAC : methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Pubchem ID : 8550
Smiles : COC(=O)C1C2CC3c4[nH]c5ccccc5c4CCN3CC2CC(OC(=O)c2cc(OC)c(OC)c(OC)c2)C1OC
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 578.26
Volume : 579.276
Density : 0.998
nHA : 10
nHD : 1
nRot : 9
nRing : 6
Max Ring : 21
nHet: 10
fChar : 0
nRig : 33
Flexibility : 0.273
Stereo Centers : 6
TPSA : 108.55
logS : -4.935
logP: 3.667
logD7.4 : 3.414
ABSORPTION
Caco-2 Permeability : -4.988
MDCK Permeability : 0.0000420486
Pgp-inhibitor : 1
Pgp-substrate : 0.004
HIA : 0.007
F20% : 0.001
F30% : 0.065
DISTRIBUTION
PPB : 0.915552
VD : 1.042
BBB Penetration : 0.978
Fu : 0.094763
METABOLISM
CYP 1A2 inhibitor : 0.024
CYP 1A2 substrate : 0.964
CYP 2C19 inhibitor : 0.081
CYP 2C19 substrate : 0.924
CYP 2C9 inhibitor : 0.052
CYP 2C9 substrate : 0.633
CYP 2D6 inhibitor : 0.254
CYP 2D6 substrate : 0.883
CYP 3A4 inhibitor : 0.751
CYP 3A4 substrate : 0.924
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MEDICINAL CHEMISTRY
QED : 0.414
SAscore : 4.263
Fsp : 0.5
MCE-18 : 121.042
NPscore : 0.977
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 2
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.628
H-HT : 0.167
DILI : 0.458
AMES Toxicity : 0.02
Rat Oral Acute Toxicity : 0.78
FDAMDD : 0.953
Skin Sensitization : 0.026
Carcinogencity : 0.037
Eye Corrosion : 0.003
Eye Irritation : 0.008
Respiratory Toxicity : 0.942
Bioconcentration Factor : 1.372
IGC50 : 4.62
LC50FM : 6.077
LC50DM : 6.616
NR-AR : 0.28
NR-AR-LBD: 0.05
NR-AhR : 0.876
NR-Aromatase : 0.381
NR-ER : 0.069
NR-ER-LBD : 0.709
NR-PPAR-gamma : 0.005
SR-ARE : 0.094
SR-ATAD5 : 0.158
SR-HSE : 0.301
SR-MMP : 0.447
SR-p53 : 0.495
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 2
EXCRETION
CL : 8.134
t1/2 : 0.282
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