Compound information

Natural Products
ZC2560403
Molecular Formula
C23H22N2O3
Molecular Weight
374.163042564 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-2-anilino-1-benzyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C23H22N2O3/c26-22(24-20-14-8-3-9-15-20)21(16-18-10-4-1-5-11-18)25-23(27)28-17-19-12-6-2-7-13-19/h1-15,21H,16-17H2,(H,24,26)(H,25,27)/t21-/m1/s1
InChI Key
YWAZVNYQZYAOEY-OAQYLSRUSA-N
SMILES
O=C(N[C@H](Cc1ccccc1)C(=O)Nc1ccccc1)OCc1ccccc1
Source
ZINC000003079307

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 67.43 Å2 LogP 4.203
LogS -6.037 LogD 4.166


Absorption

Property Value Property Value
Pgp inhibitor 0.492 Pgp substrate 0.011
HIA 0.963 F20 % 0.97
F30 % 0.061 Caco-2 -4.857
MDCK -4.586


Distribution

Property Value Property Value
BBB Penetration 0.337 PPB 90.938
VD 0.474 Fu 1.992


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.919 CYP1A2 substrate 0.738
CYP2A6 substrate 0.498 CYP2B6 substrate 0.558
CYP2C19 inhibitor 0.979 CYP2C19 substrate 0.663
CYP2C8 substrate 0.851 CYP2C9 inhibitor 0.923
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.833
CYP2D6 substrate 0.756 CYP2E1 substrate 0.603
CYP3A4 inhibitor 0.702 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.635 CL 4.482


Toxicity

Property Value Property Value
hERG Blockers 0.345 Hepatotoxicity 0.994
Mutagenicity 0.861 Rat Oral Acute Toxicity 0.104
FDAMDD 0.516 Skin Sensitization 0.941
Carcinogenicity 0.407 Eye Corrosion 0.004
Eye Irritation 0.016 Respiratory Toxicity 0.162


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.542 IGC50 4.988
LC50FM 4.392 LC50DM 5.425


Tox21 Pathway

Property Value Property Value
NR-AR 0.243 NR-AR-LBD 0.169
NR-AhR 0.143 NR-Aromatase 0.04
NR-ER 0.703 NR-ER-LBD 0.386
NR-PPAR-gamma 0.426 SR-ARE 0.438
SR-ATAD5 0.542 SR-HSE 0.199
SR-MMP 0.821 SR-p53 0.124


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