Compound information

Natural Products
ZC2627888
Molecular Formula
C21H22N4O2S
Molecular Weight
394.146346944 g/mol
Structure
IUPAC Name
4-[4-(3-methoxyphenyl)thiazol-2-yl]-N-phenyl-piperazine-1-carboxamide
InChI
InChI=1S/C21H22N4O2S/c1-27-18-9-5-6-16(14-18)19-15-28-21(23-19)25-12-10-24(11-13-25)20(26)22-17-7-3-2-4-8-17/h2-9,14-15H,10-13H2,1H3,(H,22,26)
InChI Key
KZVGSDWQVNQWTK-UHFFFAOYSA-N
SMILES
COc1cccc(-c2csc(N3CCN(C(=O)Nc4ccccc4)CC3)n2)c1
Source
ZINC000001349907

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 4
Heteroatom Count 7 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 57.7 Å2 LogP 4.357
LogS -5.321 LogD 4.518


Absorption

Property Value Property Value
Pgp inhibitor 0.142 Pgp substrate 0.087
HIA 0.959 F20 % 0.995
F30 % 0.967 Caco-2 -4.681
MDCK -4.879


Distribution

Property Value Property Value
BBB Penetration 0.157 PPB 99.784
VD 0.983 Fu 1.782


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.996 CYP1A2 substrate 0.816
CYP2A6 substrate 0.258 CYP2B6 substrate 0.677
CYP2C19 inhibitor 0.978 CYP2C19 substrate 0.837
CYP2C8 substrate 0.702 CYP2C9 inhibitor 0.973
CYP2C9 substrate 0.779 CYP2D6 inhibitor 0.391
CYP2D6 substrate 0.982 CYP2E1 substrate 0.6
CYP3A4 inhibitor 0.909 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.488 CL 4.92


Toxicity

Property Value Property Value
hERG Blockers 0.94 Hepatotoxicity 0.645
Mutagenicity 0.028 Rat Oral Acute Toxicity 0.083
FDAMDD 0.426 Skin Sensitization 0.983
Carcinogenicity 0.854 Eye Corrosion 0.003
Eye Irritation 0.001 Respiratory Toxicity 0.977


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.325 IGC50 4.07
LC50FM 1.357 LC50DM -7.128


Tox21 Pathway

Property Value Property Value
NR-AR 0.82 NR-AR-LBD 0.232
NR-AhR 0.877 NR-Aromatase 0.033
NR-ER 0.812 NR-ER-LBD 0.424
NR-PPAR-gamma 0.661 SR-ARE 0.908
SR-ATAD5 0.861 SR-HSE 0.14
SR-MMP 0.886 SR-p53 0.638


Similar covalent inhibitors

CI000684

Similarity Score: 0.65

CI000686

Similarity Score: 0.58

CI000699

Similarity Score: 0.58

CI000695

Similarity Score: 0.53

CI000166

Similarity Score: 0.52

CI000678

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.