Compound information

Natural Products
ZC948237
Molecular Formula
C17H19N3O3S
Molecular Weight
345.114712468 g/mol
Structure
IUPAC Name
(3R)-3-(benzenesulfonamido)-N-phenyl-pyrrolidine-1-carboxamide
InChI
InChI=1S/C17H19N3O3S/c21-17(18-14-7-3-1-4-8-14)20-12-11-15(13-20)19-24(22,23)16-9-5-2-6-10-16/h1-10,15,19H,11-13H2,(H,18,21)/t15-/m1/s1
InChI Key
BLOVVWWIWJPQIC-OAHLLOKOSA-N
SMILES
O=C(Nc1ccccc1)N1CC[C@@H](NS(=O)(=O)c2ccccc2)C1
Source
ZINC000219600188

Warheads

Urea carbonyl


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 3
Heteroatom Count 7 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 78.51 Å2 LogP 1.726
LogS -3.229 LogD 2.001


Absorption

Property Value Property Value
Pgp inhibitor 0.028 Pgp substrate 0.992
HIA 0.911 F20 % 0.99
F30 % 0.706 Caco-2 -5.817
MDCK -5.831


Distribution

Property Value Property Value
BBB Penetration 0.126 PPB 67.291
VD 0.853 Fu 0.965


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.414 CYP1A2 substrate 0.614
CYP2A6 substrate 0.606 CYP2B6 substrate 0.618
CYP2C19 inhibitor 0.26 CYP2C19 substrate 0.755
CYP2C8 substrate 0.689 CYP2C9 inhibitor 0.24
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.095
CYP2D6 substrate 0.977 CYP2E1 substrate 0.912
CYP3A4 inhibitor 0.036 CYP3A4 substrate 0.996


Excretion

Property Value Property Value
T1/2 0.279 CL 0.84


Toxicity

Property Value Property Value
hERG Blockers 0.024 Hepatotoxicity 0.856
Mutagenicity 0.013 Rat Oral Acute Toxicity 0.144
FDAMDD 0.495 Skin Sensitization 0.054
Carcinogenicity 0.143 Eye Corrosion 0.002
Eye Irritation 0.242 Respiratory Toxicity 0.631


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.074 IGC50 3.161
LC50FM 2.198 LC50DM -2.524


Tox21 Pathway

Property Value Property Value
NR-AR 0.323 NR-AR-LBD 0.203
NR-AhR 0.074 NR-Aromatase 0.027
NR-ER 0.387 NR-ER-LBD 0.283
NR-PPAR-gamma 0.214 SR-ARE 0.076
SR-ATAD5 0.366 SR-HSE 0.046
SR-MMP 0.152 SR-p53 0.029


Similar covalent inhibitors

CI000288

Similarity Score: 0.54

CI001115

Similarity Score: 0.54

CI001163

Similarity Score: 0.54



Similar covalent drugs

No similar covalent drugs found for this compound.