Compound information

Natural Products
ZC1134016
Molecular Formula
C19H20N6O2S
Molecular Weight
396.13684488 g/mol
Structure
IUPAC Name
N-[2-(2,1,3-benzothiadiazol-4-ylamino)-2-oxo-ethyl]-4-phenyl-piperazine-1-carboxamide
InChI
InChI=1S/C19H20N6O2S/c26-17(21-15-7-4-8-16-18(15)23-28-22-16)13-20-19(27)25-11-9-24(10-12-25)14-5-2-1-3-6-14/h1-8H,9-13H2,(H,20,27)(H,21,26)
InChI Key
LNKAPOGCDLAEJN-UHFFFAOYSA-N
SMILES
O=C(CNC(=O)N1CCN(c2ccccc2)CC1)Nc1cccc2nsnc12
Source
ZINC000072401107

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 9 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 90.46 Å2 LogP 2.013
LogS -3.268 LogD 2.586


Absorption

Property Value Property Value
Pgp inhibitor 0.058 Pgp substrate 0.982
HIA 0.96 F20 % 0.986
F30 % 0.179 Caco-2 -5.39
MDCK -5.104


Distribution

Property Value Property Value
BBB Penetration 0.035 PPB 93.152
VD 0.745 Fu 0.912


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.049 CYP1A2 substrate 0.684
CYP2A6 substrate 0.531 CYP2B6 substrate 0.627
CYP2C19 inhibitor 0.848 CYP2C19 substrate 0.582
CYP2C8 substrate 0.711 CYP2C9 inhibitor 0.91
CYP2C9 substrate 0.859 CYP2D6 inhibitor 0.062
CYP2D6 substrate 0.926 CYP2E1 substrate 0.244
CYP3A4 inhibitor 0.448 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.966 CL 4.625


Toxicity

Property Value Property Value
hERG Blockers 0.427 Hepatotoxicity 0.928
Mutagenicity 0.011 Rat Oral Acute Toxicity 0.46
FDAMDD 0.561 Skin Sensitization 0.142
Carcinogenicity 0.808 Eye Corrosion 0.004
Eye Irritation 0.0 Respiratory Toxicity 0.752


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.456 IGC50 2.975
LC50FM -9.788 LC50DM -11.794


Tox21 Pathway

Property Value Property Value
NR-AR 0.516 NR-AR-LBD 0.338
NR-AhR 0.846 NR-Aromatase 0.025
NR-ER 0.65 NR-ER-LBD 0.307
NR-PPAR-gamma 0.749 SR-ARE 0.881
SR-ATAD5 0.78 SR-HSE 0.128
SR-MMP 0.073 SR-p53 0.568


Similar covalent inhibitors

CI000896

Similarity Score: 0.56



Similar covalent drugs

No similar covalent drugs found for this compound.