Compound information

Natural Products
ZC1298081
Molecular Formula
C21H31N3O5S
Molecular Weight
437.198442092 g/mol
Structure
IUPAC Name
tert-butyl 4-[1-(benzenesulfonyl)piperidine-4-carbonyl]piperazine-1-carboxylate
InChI
InChI=1S/C21H31N3O5S/c1-21(2,3)29-20(26)23-15-13-22(14-16-23)19(25)17-9-11-24(12-10-17)30(27,28)18-7-5-4-6-8-18/h4-8,17H,9-16H2,1-3H3
InChI Key
UBPONIMAUKMAFG-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)N1CCN(C(=O)C2CCN(S(=O)(=O)c3ccccc3)CC2)CC1
Source
ZINC000010843446

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 3
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 87.23 Å2 LogP 2.285
LogS -3.493 LogD 2.971


Absorption

Property Value Property Value
Pgp inhibitor 0.049 Pgp substrate 0.986
HIA 0.963 F20 % 0.989
F30 % 0.624 Caco-2 -4.704
MDCK -4.739


Distribution

Property Value Property Value
BBB Penetration 0.668 PPB 86.756
VD 0.874 Fu 0.926


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.019 CYP1A2 substrate 0.346
CYP2A6 substrate 0.463 CYP2B6 substrate 0.714
CYP2C19 inhibitor 0.469 CYP2C19 substrate 0.718
CYP2C8 substrate 0.501 CYP2C9 inhibitor 0.124
CYP2C9 substrate 0.997 CYP2D6 inhibitor 0.033
CYP2D6 substrate 0.514 CYP2E1 substrate 0.389
CYP3A4 inhibitor 0.164 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.619 CL 3.58


Toxicity

Property Value Property Value
hERG Blockers 0.159 Hepatotoxicity 0.993
Mutagenicity 0.594 Rat Oral Acute Toxicity 0.572
FDAMDD 0.512 Skin Sensitization 0.0
Carcinogenicity 0.639 Eye Corrosion 0.002
Eye Irritation 0.003 Respiratory Toxicity 0.248


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.223 IGC50 2.707
LC50FM -5.231 LC50DM 0.297


Tox21 Pathway

Property Value Property Value
NR-AR 0.287 NR-AR-LBD 0.333
NR-AhR 0.031 NR-Aromatase 0.018
NR-ER 0.257 NR-ER-LBD 0.42
NR-PPAR-gamma 0.079 SR-ARE 0.689
SR-ATAD5 0.344 SR-HSE 0.136
SR-MMP 0.012 SR-p53 0.058


Similar covalent inhibitors

CI000266

Similarity Score: 0.57

CI001193

Similarity Score: 0.54

CI001188

Similarity Score: 0.53

CI001189

Similarity Score: 0.53

CI001111

Similarity Score: 0.52

CI001182

Similarity Score: 0.52

CI001155

Similarity Score: 0.51

CI001181

Similarity Score: 0.51

CI001183

Similarity Score: 0.51

CI001184

Similarity Score: 0.51

CI001185

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.