Canonical Smiles : CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)COC(=O)CC(C)(CC(=O)O)O)O)O)O)C)OC(=CC2=O)C4=CC=CC=C4)O
Inchi Key : KMYUBNLNPRIIHP-HDWZAORYSA-N
IUPAC : 3-hydroxy-3-methyl-5-oxo-5-[[(3S,4S,6S)-3,4,5-trihydroxy-6-(5-hydroxy-6,8-dimethyl-4-oxo-2-phenylchromen-7-yl)oxyoxan-2-yl]methoxy]pentanoic acid
Pubchem ID : 44257624
Smiles : CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)COC(=O)CC(C)(CC(=O)O)O)O)O)O)C)OC(=CC2=O)C4=CC=CC=C4)O
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 588.18
Volume : 563.823
Density : 1.043
nHA : 13
nHD : 6
nRot : 10
nRing : 4
Max Ring : 10
nHet: 13
fChar : 0
nRig : 26
Flexibility : 0.385
Stereo Centers : 6
TPSA : 213.42
logS : -3.422
logP: 2.227
logD7.4 : 1.369
ABSORPTION
Caco-2 Permeability : -6.252
MDCK Permeability : 0.0000244022
Pgp-inhibitor : 0.001
Pgp-substrate : 0.989
HIA : 0.846
F20% : 0.079
F30% : 0.991
DISTRIBUTION
PPB : 0.794924
VD : 0.517
BBB Penetration : 0.031
Fu : 0.074318
METABOLISM
CYP 1A2 inhibitor : 0.02
CYP 1A2 substrate : 0.075
CYP 2C19 inhibitor : 0.01
CYP 2C19 substrate : 0.063
CYP 2C9 inhibitor : 0.005
CYP 2C9 substrate : 0.528
CYP 2D6 inhibitor : 0.003
CYP 2D6 substrate : 0.119
CYP 3A4 inhibitor : 0.014
CYP 3A4 substrate : 0.034
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MEDICINAL CHEMISTRY
QED : 0.194
SAscore : 4.409
Fsp : 0.414
MCE-18 : 100.561
NPscore : 1.825
Lipinski Rule : Rejected
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 1
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.004
H-HT : 0.356
DILI : 0.978
AMES Toxicity : 0.29
Rat Oral Acute Toxicity : 0.135
FDAMDD : 0.016
Skin Sensitization : 0.041
Carcinogencity : 0.114
Eye Corrosion : 0.003
Eye Irritation : 0.005
Respiratory Toxicity : 0.011
Bioconcentration Factor : 0.508
IGC50 : 3.438
LC50FM : 3.896
LC50DM : 4.755
NR-AR : 0.511
NR-AR-LBD: 0.242
NR-AhR : 0.72
NR-Aromatase : 0.627
NR-ER : 0.137
NR-ER-LBD : 0.025
NR-PPAR-gamma : 0.956
SR-ARE : 0.465
SR-ATAD5 : 0.34
SR-HSE : 0.017
SR-MMP : 0.561
SR-p53 : 0.887
Acute/Aquatic Toxicity Rule : 2
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 2
Non Biodegradable Rule : 1
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.336
t1/2 : 0.758
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