Compound information

Natural Products
ZC1033423
Molecular Formula
C19H22N4O3
Molecular Weight
354.169190564 g/mol
Structure
IUPAC Name
methyl 4-[[4-(3-pyridylmethyl)piperazine-1-carbonyl]amino]benzoate
InChI
InChI=1S/C19H22N4O3/c1-26-18(24)16-4-6-17(7-5-16)21-19(25)23-11-9-22(10-12-23)14-15-3-2-8-20-13-15/h2-8,13H,9-12,14H2,1H3,(H,21,25)
InChI Key
KMTMSNBSUPZASL-UHFFFAOYSA-N
SMILES
COC(=O)c1ccc(NC(=O)N2CCN(Cc3cccnc3)CC2)cc1
Source
ZINC000048008626

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 74.77 Å2 LogP 1.698
LogS -2.698 LogD 2.157


Absorption

Property Value Property Value
Pgp inhibitor 0.736 Pgp substrate 0.966
HIA 0.873 F20 % 0.937
F30 % 0.202 Caco-2 -4.931
MDCK -5.204


Distribution

Property Value Property Value
BBB Penetration 0.183 PPB 52.72
VD 1.194 Fu 0.475


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.113 CYP1A2 substrate 0.695
CYP2A6 substrate 0.714 CYP2B6 substrate 0.717
CYP2C19 inhibitor 0.418 CYP2C19 substrate 0.712
CYP2C8 substrate 0.783 CYP2C9 inhibitor 0.756
CYP2C9 substrate 0.515 CYP2D6 inhibitor 0.878
CYP2D6 substrate 0.994 CYP2E1 substrate 0.534
CYP3A4 inhibitor 0.153 CYP3A4 substrate 0.981


Excretion

Property Value Property Value
T1/2 0.708 CL 11.528


Toxicity

Property Value Property Value
hERG Blockers 0.193 Hepatotoxicity 0.152
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.604
FDAMDD 0.517 Skin Sensitization 0.749
Carcinogenicity 0.014 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.089


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.382 IGC50 3.0
LC50FM -1.145 LC50DM -5.477


Tox21 Pathway

Property Value Property Value
NR-AR 0.291 NR-AR-LBD 0.214
NR-AhR 0.72 NR-Aromatase 0.019
NR-ER 0.424 NR-ER-LBD 0.407
NR-PPAR-gamma 0.122 SR-ARE 0.608
SR-ATAD5 0.547 SR-HSE 0.095
SR-MMP 0.014 SR-p53 0.08


Similar covalent inhibitors

CI001030

Similarity Score: 0.53

CI001272

Similarity Score: 0.53

CI001874

Similarity Score: 0.53

CI001094

Similarity Score: 0.51

CI001854

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.