Compound information

Natural Products
ZC548330
Molecular Formula
C18H27N3O4S
Molecular Weight
381.172227344 g/mol
Structure
IUPAC Name
benzyl (3R)-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-/m1/s1
InChI Key
CUVPYANXQACRMQ-QGZVFWFLSA-N
SMILES
CN1CCC(NS(=O)(=O)[C@@H]2CCN(C(=O)OCc3ccccc3)C2)CC1
Source
ZINC000253427017

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 1.518
LogS -1.796 LogD 1.344


Absorption

Property Value Property Value
Pgp inhibitor 0.069 Pgp substrate 0.985
HIA 0.968 F20 % 0.965
F30 % 0.606 Caco-2 -4.955
MDCK -5.135


Distribution

Property Value Property Value
BBB Penetration 0.014 PPB 35.259
VD 1.811 Fu 0.017


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.072 CYP1A2 substrate 0.649
CYP2A6 substrate 0.455 CYP2B6 substrate 0.636
CYP2C19 inhibitor 0.054 CYP2C19 substrate 0.831
CYP2C8 substrate 0.651 CYP2C9 inhibitor 0.024
CYP2C9 substrate 0.997 CYP2D6 inhibitor 0.055
CYP2D6 substrate 0.923 CYP2E1 substrate 0.135
CYP3A4 inhibitor 0.02 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.516 CL 3.885


Toxicity

Property Value Property Value
hERG Blockers 0.004 Hepatotoxicity 0.929
Mutagenicity 0.026 Rat Oral Acute Toxicity 0.65
FDAMDD 0.699 Skin Sensitization 0.812
Carcinogenicity 0.021 Eye Corrosion 0.004
Eye Irritation 0.003 Respiratory Toxicity 0.941


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.404 IGC50 2.337
LC50FM -0.561 LC50DM -3.675


Tox21 Pathway

Property Value Property Value
NR-AR 0.707 NR-AR-LBD 0.263
NR-AhR 0.006 NR-Aromatase 0.017
NR-ER 0.345 NR-ER-LBD 0.293
NR-PPAR-gamma 0.092 SR-ARE 0.036
SR-ATAD5 0.245 SR-HSE 0.113
SR-MMP 0.011 SR-p53 0.058


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.