Compound information

Natural Products
ZC663146
Molecular Formula
C19H25N3O4S
Molecular Weight
391.15657728 g/mol
Structure
IUPAC Name
[4-(cyclopropanecarbonyl)piperazin-1-yl]-(4-pyrrolidin-1-ylsulfonylphenyl)methanone
InChI
InChI=1S/C19H25N3O4S/c23-18(15-3-4-15)20-11-13-21(14-12-20)19(24)16-5-7-17(8-6-16)27(25,26)22-9-1-2-10-22/h5-8,15H,1-4,9-14H2
InChI Key
ZZUYKZKXZFIRAW-UHFFFAOYSA-N
SMILES
O=C(c1ccc(S(=O)(=O)N2CCCC2)cc1)N1CCN(C(=O)C2CC2)CC1
Source
ZINC000008262690

Warheads

Cyclopropane


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 4
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 78.0 Å2 LogP 0.718
LogS -3.085 LogD 1.064


Absorption

Property Value Property Value
Pgp inhibitor 0.016 Pgp substrate 0.981
HIA 0.971 F20 % 0.988
F30 % 0.258 Caco-2 -4.7
MDCK -4.992


Distribution

Property Value Property Value
BBB Penetration 0.56 PPB 87.853
VD 0.694 Fu 0.776


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.377
CYP2A6 substrate 0.258 CYP2B6 substrate 0.675
CYP2C19 inhibitor 0.304 CYP2C19 substrate 0.699
CYP2C8 substrate 0.604 CYP2C9 inhibitor 0.326
CYP2C9 substrate 0.427 CYP2D6 inhibitor 0.019
CYP2D6 substrate 0.579 CYP2E1 substrate 0.274
CYP3A4 inhibitor 0.029 CYP3A4 substrate 0.991


Excretion

Property Value Property Value
T1/2 0.249 CL 2.343


Toxicity

Property Value Property Value
hERG Blockers 0.018 Hepatotoxicity 0.582
Mutagenicity 0.043 Rat Oral Acute Toxicity 0.659
FDAMDD 0.456 Skin Sensitization 0.001
Carcinogenicity 0.058 Eye Corrosion 0.002
Eye Irritation 0.004 Respiratory Toxicity 0.084


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.364 IGC50 2.709
LC50FM -18.572 LC50DM -3.083


Tox21 Pathway

Property Value Property Value
NR-AR 0.326 NR-AR-LBD 0.311
NR-AhR 0.081 NR-Aromatase 0.025
NR-ER 0.333 NR-ER-LBD 0.452
NR-PPAR-gamma 0.112 SR-ARE 0.511
SR-ATAD5 0.296 SR-HSE 0.119
SR-MMP 0.012 SR-p53 0.05


Similar covalent inhibitors

CI001102

Similarity Score: 0.55

CI001103

Similarity Score: 0.53

CI001180

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.