Compound information

Natural Products
ZC553829
Molecular Formula
C21H27N3O4
Molecular Weight
385.200156344 g/mol
Structure
IUPAC Name
benzyl 4-(1-prop-2-enoylpiperidine-4-carbonyl)piperazine-1-carboxylate
InChI
InChI=1S/C21H27N3O4/c1-2-19(25)22-10-8-18(9-11-22)20(26)23-12-14-24(15-13-23)21(27)28-16-17-6-4-3-5-7-17/h2-7,18H,1,8-16H2
InChI Key
ZXAKAJDEJHVLTK-UHFFFAOYSA-N
SMILES
C=CC(=O)N1CCC(C(=O)N2CCN(C(=O)OCc3ccccc3)CC2)CC1
Source
ZINC001875370707

Warheads

Acrylamide
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 28 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 70.16 Å2 LogP 1.799
LogS -2.921 LogD 2.142


Absorption

Property Value Property Value
Pgp inhibitor 0.822 Pgp substrate 0.977
HIA 0.965 F20 % 0.916
F30 % 0.007 Caco-2 -4.383
MDCK -4.798


Distribution

Property Value Property Value
BBB Penetration 0.002 PPB 72.408
VD 0.837 Fu 0.869


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.447
CYP2A6 substrate 0.345 CYP2B6 substrate 0.543
CYP2C19 inhibitor 0.51 CYP2C19 substrate 0.489
CYP2C8 substrate 0.453 CYP2C9 inhibitor 0.779
CYP2C9 substrate 0.261 CYP2D6 inhibitor 0.065
CYP2D6 substrate 0.55 CYP2E1 substrate 0.346
CYP3A4 inhibitor 0.263 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.689 CL 2.183


Toxicity

Property Value Property Value
hERG Blockers 0.734 Hepatotoxicity 0.981
Mutagenicity 0.518 Rat Oral Acute Toxicity 0.943
FDAMDD 0.811 Skin Sensitization 0.744
Carcinogenicity 0.091 Eye Corrosion 0.001
Eye Irritation 0.307 Respiratory Toxicity 0.06


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.553 IGC50 3.181
LC50FM -7.817 LC50DM -2.198


Tox21 Pathway

Property Value Property Value
NR-AR 0.415 NR-AR-LBD 0.296
NR-AhR 0.028 NR-Aromatase 0.017
NR-ER 0.281 NR-ER-LBD 0.485
NR-PPAR-gamma 0.175 SR-ARE 0.814
SR-ATAD5 0.522 SR-HSE 0.618
SR-MMP 0.009 SR-p53 0.108


Similar covalent inhibitors

CI005188

Similarity Score: 0.56

CI001178

Similarity Score: 0.52

CI001112

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.