Compound information

Natural Products
ZC1725732
Molecular Formula
C18H22N2O2
Molecular Weight
298.168127944 g/mol
Structure
IUPAC Name
ethyl 4-(2-naphthylmethyl)piperazine-1-carboxylate
InChI
InChI=1S/C18H22N2O2/c1-2-22-18(21)20-11-9-19(10-12-20)14-15-7-8-16-5-3-4-6-17(16)13-15/h3-8,13H,2,9-12,14H2,1H3
InChI Key
XFPKYFMNRUXDOP-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(Cc2ccc3ccccc3c2)CC1
Source
ZINC000019632724

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 22 Ring Count 3
Heteroatom Count 4 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 32.78 Å2 LogP 3.503
LogS -3.698 LogD 3.771


Absorption

Property Value Property Value
Pgp inhibitor 0.604 Pgp substrate 0.023
HIA 0.966 F20 % 0.955
F30 % 0.844 Caco-2 -4.387
MDCK -4.569


Distribution

Property Value Property Value
BBB Penetration 0.867 PPB 88.054
VD 2.702 Fu 0.959


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.039 CYP1A2 substrate 0.791
CYP2A6 substrate 0.84 CYP2B6 substrate 0.808
CYP2C19 inhibitor 0.754 CYP2C19 substrate 0.843
CYP2C8 substrate 0.769 CYP2C9 inhibitor 0.465
CYP2C9 substrate 0.63 CYP2D6 inhibitor 0.825
CYP2D6 substrate 0.997 CYP2E1 substrate 0.88
CYP3A4 inhibitor 0.033 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.32 CL 6.659


Toxicity

Property Value Property Value
hERG Blockers 0.86 Hepatotoxicity 0.175
Mutagenicity 0.173 Rat Oral Acute Toxicity 0.747
FDAMDD 0.122 Skin Sensitization 0.299
Carcinogenicity 0.444 Eye Corrosion 0.001
Eye Irritation 0.013 Respiratory Toxicity 0.882


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 1.026 IGC50 3.86
LC50FM 3.768 LC50DM -0.934


Tox21 Pathway

Property Value Property Value
NR-AR 0.571 NR-AR-LBD 0.254
NR-AhR 0.312 NR-Aromatase 0.017
NR-ER 0.331 NR-ER-LBD 0.368
NR-PPAR-gamma 0.16 SR-ARE 0.811
SR-ATAD5 0.302 SR-HSE 0.187
SR-MMP 0.009 SR-p53 0.064


Similar covalent inhibitors

CI003468

Similarity Score: 0.60

CI003467

Similarity Score: 0.57

CI003471

Similarity Score: 0.55

CI003470

Similarity Score: 0.54

CI003474

Similarity Score: 0.54

CI003469

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.