Compound information

Natural Products
ZC552628
Molecular Formula
C18H27N3O4S
Molecular Weight
381.172227344 g/mol
Structure
IUPAC Name
benzyl (3S)-3-[(1-methyl-4-piperidyl)sulfamoyl]pyrrolidine-1-carboxylate
InChI
InChI=1S/C18H27N3O4S/c1-20-10-7-16(8-11-20)19-26(23,24)17-9-12-21(13-17)18(22)25-14-15-5-3-2-4-6-15/h2-6,16-17,19H,7-14H2,1H3/t17-/m0/s1
InChI Key
CUVPYANXQACRMQ-KRWDZBQOSA-N
SMILES
CN1CCC(NS(=O)(=O)[C@H]2CCN(C(=O)OCc3ccccc3)C2)CC1
Source
ZINC000253427014

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 78.95 Å2 LogP 1.582
LogS -1.587 LogD 1.469


Absorption

Property Value Property Value
Pgp inhibitor 0.029 Pgp substrate 0.942
HIA 0.964 F20 % 0.981
F30 % 0.552 Caco-2 -5.341
MDCK -5.125


Distribution

Property Value Property Value
BBB Penetration 0.03 PPB 40.793
VD 1.591 Fu -0.056


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.004 CYP1A2 substrate 0.687
CYP2A6 substrate 0.358 CYP2B6 substrate 0.653
CYP2C19 inhibitor 0.078 CYP2C19 substrate 0.858
CYP2C8 substrate 0.703 CYP2C9 inhibitor 0.018
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.091
CYP2D6 substrate 0.968 CYP2E1 substrate 0.18
CYP3A4 inhibitor 0.024 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.553 CL 4.648


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.844
Mutagenicity 0.963 Rat Oral Acute Toxicity 0.634
FDAMDD 0.704 Skin Sensitization 0.661
Carcinogenicity 0.058 Eye Corrosion 0.003
Eye Irritation 0.004 Respiratory Toxicity 0.93


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.391 IGC50 2.225
LC50FM -1.464 LC50DM -4.919


Tox21 Pathway

Property Value Property Value
NR-AR 0.689 NR-AR-LBD 0.226
NR-AhR 0.006 NR-Aromatase 0.021
NR-ER 0.331 NR-ER-LBD 0.305
NR-PPAR-gamma 0.096 SR-ARE 0.034
SR-ATAD5 0.269 SR-HSE 0.127
SR-MMP 0.01 SR-p53 0.039


Similar covalent inhibitors

CI001112

Similarity Score: 0.51

CI001115

Similarity Score: 0.51

CI001163

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.