Compound information

Natural Products
ZC1402219
Molecular Formula
C22H26N2O4
Molecular Weight
382.189257312 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-1-[[(1S)-1-benzyl-2-oxo-ethyl]carbamoyl]-2-methyl-propyl]carbamate
InChI
InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20+/m0/s1
InChI Key
NGBKFLTYGSREKK-VQTJNVASSA-N
SMILES
CC(C)[C@@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C=O)Cc1ccccc1
Source
ZINC000008584797

Warheads

Carbamate
Aldehydic carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 2
Heteroatom Count 6 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 84.5 Å2 LogP 2.835
LogS -3.936 LogD 3.403


Absorption

Property Value Property Value
Pgp inhibitor 0.026 Pgp substrate 0.349
HIA 0.96 F20 % 0.993
F30 % 0.524 Caco-2 -4.569
MDCK -4.581


Distribution

Property Value Property Value
BBB Penetration 0.147 PPB 82.811
VD 0.641 Fu 1.168


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.519 CYP1A2 substrate 0.776
CYP2A6 substrate 0.482 CYP2B6 substrate 0.564
CYP2C19 inhibitor 0.802 CYP2C19 substrate 0.942
CYP2C8 substrate 0.847 CYP2C9 inhibitor 0.077
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.055
CYP2D6 substrate 0.906 CYP2E1 substrate 0.459
CYP3A4 inhibitor 0.876 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.829 CL 7.372


Toxicity

Property Value Property Value
hERG Blockers 0.038 Hepatotoxicity 0.98
Mutagenicity 0.565 Rat Oral Acute Toxicity 0.205
FDAMDD 0.425 Skin Sensitization 0.531
Carcinogenicity 0.006 Eye Corrosion 0.012
Eye Irritation 0.013 Respiratory Toxicity 0.01


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.113 IGC50 3.777
LC50FM 3.992 LC50DM 5.776


Tox21 Pathway

Property Value Property Value
NR-AR 0.144 NR-AR-LBD 0.24
NR-AhR 0.004 NR-Aromatase 0.044
NR-ER 0.364 NR-ER-LBD 0.364
NR-PPAR-gamma 0.246 SR-ARE 0.261
SR-ATAD5 0.265 SR-HSE 0.122
SR-MMP 0.023 SR-p53 0.015


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