Compound information

Natural Products
ZC2753144
Molecular Formula
C23H24N4O3S
Molecular Weight
436.156911628 g/mol
Structure
IUPAC Name
ethyl 4-[[4-(4-phenylthiazol-2-yl)piperazine-1-carbonyl]amino]benzoate
InChI
InChI=1S/C23H24N4O3S/c1-2-30-21(28)18-8-10-19(11-9-18)24-22(29)26-12-14-27(15-13-26)23-25-20(16-31-23)17-6-4-3-5-7-17/h3-11,16H,2,12-15H2,1H3,(H,24,29)
InChI Key
RAASGLDKYZLWNA-UHFFFAOYSA-N
SMILES
CCOC(=O)c1ccc(NC(=O)N2CCN(c3nc(-c4ccccc4)cs3)CC2)cc1
Source
ZINC000001349513

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 31 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 74.77 Å2 LogP 4.788
LogS -5.63 LogD 4.768


Absorption

Property Value Property Value
Pgp inhibitor 0.867 Pgp substrate 0.282
HIA 0.962 F20 % 0.992
F30 % 0.707 Caco-2 -4.7
MDCK -4.691


Distribution

Property Value Property Value
BBB Penetration 0.0 PPB 99.098
VD 1.036 Fu 1.921


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.914 CYP1A2 substrate 0.743
CYP2A6 substrate 0.268 CYP2B6 substrate 0.678
CYP2C19 inhibitor 0.809 CYP2C19 substrate 0.686
CYP2C8 substrate 0.647 CYP2C9 inhibitor 0.965
CYP2C9 substrate 0.958 CYP2D6 inhibitor 0.142
CYP2D6 substrate 0.956 CYP2E1 substrate 0.283
CYP3A4 inhibitor 0.199 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.477 CL 3.098


Toxicity

Property Value Property Value
hERG Blockers 0.66 Hepatotoxicity 0.153
Mutagenicity 0.24 Rat Oral Acute Toxicity 0.044
FDAMDD 0.281 Skin Sensitization 0.572
Carcinogenicity 0.606 Eye Corrosion 0.002
Eye Irritation 0.002 Respiratory Toxicity 0.382


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.183 IGC50 4.387
LC50FM -0.042 LC50DM -7.419


Tox21 Pathway

Property Value Property Value
NR-AR 0.83 NR-AR-LBD 0.281
NR-AhR 0.817 NR-Aromatase 0.033
NR-ER 0.842 NR-ER-LBD 0.581
NR-PPAR-gamma 0.735 SR-ARE 0.889
SR-ATAD5 0.887 SR-HSE 0.186
SR-MMP 0.925 SR-p53 0.728


Similar covalent inhibitors

CI000681

Similarity Score: 0.54

CI000899

Similarity Score: 0.52

CI000166

Similarity Score: 0.51

CI000699

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.