Compound information

Natural Products
ZC1515462
Molecular Formula
C18H18N6O6
Molecular Weight
414.128782296 g/mol
Structure
IUPAC Name
N1,N4-bis(4-nitrophenyl)piperazine-1,4-dicarboxamide
InChI
InChI=1S/C18H18N6O6/c25-17(19-13-1-5-15(6-2-13)23(27)28)21-9-11-22(12-10-21)18(26)20-14-3-7-16(8-4-14)24(29)30/h1-8H,9-12H2,(H,19,25)(H,20,26)
InChI Key
IMOFNYKBBDWGEE-UHFFFAOYSA-N
SMILES
O=C(Nc1ccc([N+](=O)[O-])cc1)N1CCN(C(=O)Nc2ccc([N+](=O)[O-])cc2)CC1
Source
ZINC000004778054

Warheads

Urea carbonyl
Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 12 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 150.96 Å2 LogP 2.473
LogS -6.037 LogD 2.54


Absorption

Property Value Property Value
Pgp inhibitor 0.482 Pgp substrate 0.997
HIA 0.968 F20 % 0.737
F30 % 0.069 Caco-2 -5.343
MDCK -5.693


Distribution

Property Value Property Value
BBB Penetration 0.004 PPB 93.485
VD 0.749 Fu 1.043


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.669
CYP2A6 substrate 0.614 CYP2B6 substrate 0.491
CYP2C19 inhibitor 0.459 CYP2C19 substrate 0.851
CYP2C8 substrate 0.87 CYP2C9 inhibitor 0.683
CYP2C9 substrate 0.993 CYP2D6 inhibitor 0.375
CYP2D6 substrate 0.874 CYP2E1 substrate 0.744
CYP3A4 inhibitor 0.123 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.42 CL 1.48


Toxicity

Property Value Property Value
hERG Blockers 0.964 Hepatotoxicity 0.834
Mutagenicity 0.7 Rat Oral Acute Toxicity 0.663
FDAMDD 0.73 Skin Sensitization 0.999
Carcinogenicity 0.499 Eye Corrosion 0.004
Eye Irritation 0.034 Respiratory Toxicity 0.856


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.431 IGC50 2.879
LC50FM -3.446 LC50DM -7.384


Tox21 Pathway

Property Value Property Value
NR-AR 0.546 NR-AR-LBD 0.341
NR-AhR 0.939 NR-Aromatase 0.042
NR-ER 0.579 NR-ER-LBD 0.527
NR-PPAR-gamma 0.337 SR-ARE 0.866
SR-ATAD5 0.687 SR-HSE 0.174
SR-MMP 0.967 SR-p53 0.8


Similar covalent inhibitors

CI000691

Similarity Score: 0.58

CI000669

Similarity Score: 0.57

CI000065

Similarity Score: 0.54

CI000081

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.