Canonical Smiles : C1=CC=C(C=C1)CC(COC(=O)C(CC2=CC=CC=C2)NC(=O)C3=CC=CC=C3)NC(=O)C4=CC=CC=C4
Inchi Key : CVULDJMCSSACEO-VMPREFPWSA-N
IUPAC : [(2S)-2-benzamido-3-phenylpropyl] (2S)-2-benzamido-3-phenylpropanoate
Pubchem ID : 173952
Smiles : O=C(NC(COC(=O)C(Cc1ccccc1)NC(=O)c1ccccc1)Cc1ccccc1)c1ccccc1
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PHYSICOCHEMICAL PROPERTIES
Molecular Weight : 506.22
Volume : 545.41
Density : 0.928
nHA : 6
nHD : 2
nRot : 14
nRing : 4
Max Ring : 6
nHet: 6
fChar : 0
nRig : 27
Flexibility : 0.519
Stereo Centers : 2
TPSA : 84.5
logS : -4.458
logP: 4.385
logD7.4 : 4.315
ABSORPTION
Caco-2 Permeability : -5.004
MDCK Permeability : 0.000161249
Pgp-inhibitor : 0.947
Pgp-substrate : 0.026
HIA : 0.546
F20% : 0.995
F30% : 0.402
DISTRIBUTION
PPB : 0.996495
VD : 0.643
BBB Penetration : 0.159
Fu : 0.0105609
METABOLISM
CYP 1A2 inhibitor : 0.308
CYP 1A2 substrate : 0.035
CYP 2C19 inhibitor : 0.858
CYP 2C19 substrate : 0.06
CYP 2C9 inhibitor : 0.963
CYP 2C9 substrate : 0.449
CYP 2D6 inhibitor : 0.16
CYP 2D6 substrate : 0.252
CYP 3A4 inhibitor : 0.942
CYP 3A4 substrate : 0.476
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MEDICINAL CHEMISTRY
QED : 0.291
SAscore : 2.756
Fsp : 0.156
MCE-18 : 42
NPscore : -0.142
Lipinski Rule : Accepted
Pfizer Rule : Accepted
GSK Rule : Rejected
Golden Triangle : Rejected
PAINS : 0
ALARM NMR Rule : 0
BMS Rule : 0
Chelator Rule : 0
TOXICOLOGY
hERG Blockers : 0.868
H-HT : 0.541
DILI : 0.938
AMES Toxicity : 0.208
Rat Oral Acute Toxicity : 0.012
FDAMDD : 0.155
Skin Sensitization : 0.417
Carcinogencity : 0.526
Eye Corrosion : 0.003
Eye Irritation : 0.009
Respiratory Toxicity : 0.012
Bioconcentration Factor : 0.563
IGC50 : 4.449
LC50FM : 5.095
LC50DM : 5.777
NR-AR : 0.012
NR-AR-LBD: 0.671
NR-AhR : 0.241
NR-Aromatase : 0.094
NR-ER : 0.323
NR-ER-LBD : 0.004
NR-PPAR-gamma : 0.863
SR-ARE : 0.427
SR-ATAD5 : 0.665
SR-HSE : 0.049
SR-MMP : 0.665
SR-p53 : 0.2
Acute/Aquatic Toxicity Rule : 0
Genotoxic Carcinogenicity Rule : 0
Non Genotoxic Carcinogenicity Rule : 0
Skin Sensitization Rule : 1
Non Biodegradable Rule : 0
SureChEMBL Rule : 0
FAF-Drugs4 Rule : 1
EXCRETION
CL : 2.468
t1/2 : 0.276
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