Compound information

Natural Products
ZC860174
Molecular Formula
C14H16ClN3O5
Molecular Weight
341.077848292 g/mol
Structure
IUPAC Name
ethyl 4-(4-chloro-3-nitro-benzoyl)piperazine-1-carboxylate
InChI
InChI=1S/C14H16ClN3O5/c1-2-23-14(20)17-7-5-16(6-8-17)13(19)10-3-4-11(15)12(9-10)18(21)22/h3-4,9H,2,5-8H2,1H3
InChI Key
NXYQBMHEZLMVFS-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(C(=O)c2ccc(Cl)c([N+](=O)[O-])c2)CC1
Source
ZINC000000107136

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 Ring Count 2
Heteroatom Count 9 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 92.99 Å2 LogP 1.793
LogS -2.907 LogD 1.62


Absorption

Property Value Property Value
Pgp inhibitor 0.121 Pgp substrate 0.027
HIA 0.976 F20 % 0.058
F30 % 0.352 Caco-2 -4.375
MDCK -4.62


Distribution

Property Value Property Value
BBB Penetration 0.005 PPB 82.387
VD 0.972 Fu 0.769


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.14 CYP1A2 substrate 0.667
CYP2A6 substrate 0.628 CYP2B6 substrate 0.716
CYP2C19 inhibitor 0.729 CYP2C19 substrate 0.829
CYP2C8 substrate 0.65 CYP2C9 inhibitor 0.296
CYP2C9 substrate 0.937 CYP2D6 inhibitor 0.269
CYP2D6 substrate 0.536 CYP2E1 substrate 0.816
CYP3A4 inhibitor 0.057 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.635 CL 1.153


Toxicity

Property Value Property Value
hERG Blockers 0.119 Hepatotoxicity 0.93
Mutagenicity 1.0 Rat Oral Acute Toxicity 0.668
FDAMDD 0.153 Skin Sensitization 0.941
Carcinogenicity 0.38 Eye Corrosion 0.001
Eye Irritation 0.022 Respiratory Toxicity 0.013


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.5 IGC50 3.689
LC50FM 2.38 LC50DM -1.05


Tox21 Pathway

Property Value Property Value
NR-AR 0.614 NR-AR-LBD 0.351
NR-AhR 0.515 NR-Aromatase 0.027
NR-ER 0.365 NR-ER-LBD 0.553
NR-PPAR-gamma 0.116 SR-ARE 0.73
SR-ATAD5 0.493 SR-HSE 0.236
SR-MMP 0.006 SR-p53 0.107


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Similar covalent drugs

No similar covalent drugs found for this compound.