Compound information

Natural Products
ZC1438730
Molecular Formula
C20H24N4O3
Molecular Weight
368.184840628 g/mol
Structure
IUPAC Name
ethyl 4-[[4-(3-pyridylmethyl)piperazine-1-carbonyl]amino]benzoate
InChI
InChI=1S/C20H24N4O3/c1-2-27-19(25)17-5-7-18(8-6-17)22-20(26)24-12-10-23(11-13-24)15-16-4-3-9-21-14-16/h3-9,14H,2,10-13,15H2,1H3,(H,22,26)
InChI Key
GUFWLJPJIYBSNJ-UHFFFAOYSA-N
SMILES
CCOC(=O)c1ccc(NC(=O)N2CCN(Cc3cccnc3)CC2)cc1
Source
ZINC000013324373

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 74.77 Å2 LogP 2.158
LogS -3.059 LogD 2.547


Absorption

Property Value Property Value
Pgp inhibitor 0.94 Pgp substrate 0.962
HIA 0.968 F20 % 0.605
F30 % 0.15 Caco-2 -4.994
MDCK -4.845


Distribution

Property Value Property Value
BBB Penetration 0.026 PPB 49.439
VD 1.173 Fu 0.586


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.109 CYP1A2 substrate 0.76
CYP2A6 substrate 0.822 CYP2B6 substrate 0.734
CYP2C19 inhibitor 0.43 CYP2C19 substrate 0.767
CYP2C8 substrate 0.755 CYP2C9 inhibitor 0.876
CYP2C9 substrate 0.737 CYP2D6 inhibitor 0.965
CYP2D6 substrate 0.99 CYP2E1 substrate 0.757
CYP3A4 inhibitor 0.079 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.762 CL 12.573


Toxicity

Property Value Property Value
hERG Blockers 0.446 Hepatotoxicity 0.107
Mutagenicity 0.011 Rat Oral Acute Toxicity 0.588
FDAMDD 0.342 Skin Sensitization 0.537
Carcinogenicity 0.017 Eye Corrosion 0.001
Eye Irritation 0.002 Respiratory Toxicity 0.087


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.447 IGC50 3.198
LC50FM 0.393 LC50DM -4.154


Tox21 Pathway

Property Value Property Value
NR-AR 0.336 NR-AR-LBD 0.218
NR-AhR 0.719 NR-Aromatase 0.021
NR-ER 0.418 NR-ER-LBD 0.415
NR-PPAR-gamma 0.143 SR-ARE 0.748
SR-ATAD5 0.508 SR-HSE 0.12
SR-MMP 0.019 SR-p53 0.097


Similar covalent inhibitors

CI001030

Similarity Score: 0.51

CI001272

Similarity Score: 0.51

CI001874

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.