Compound information

Natural Products
ZC1585447
Molecular Formula
C20H30N4O5S
Molecular Weight
438.19369106 g/mol
Structure
IUPAC Name
ethyl 4-[4-(azepane-1-carbonylamino)phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C20H30N4O5S/c1-2-29-20(26)23-13-15-24(16-14-23)30(27,28)18-9-7-17(8-10-18)21-19(25)22-11-5-3-4-6-12-22/h7-10H,2-6,11-16H2,1H3,(H,21,25)
InChI Key
HPWRKTMWECNPRX-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(NC(=O)N3CCCCCC3)cc2)CC1
Source
ZINC000408590983

Warheads

Urea carbonyl
Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 99.26 Å2 LogP 2.843
LogS -4.332 LogD 2.74


Absorption

Property Value Property Value
Pgp inhibitor 0.02 Pgp substrate 0.972
HIA 0.96 F20 % 0.425
F30 % 0.103 Caco-2 -4.475
MDCK -5.163


Distribution

Property Value Property Value
BBB Penetration 0.662 PPB 94.535
VD 1.377 Fu 0.882


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.017 CYP1A2 substrate 0.547
CYP2A6 substrate 0.503 CYP2B6 substrate 0.584
CYP2C19 inhibitor 0.584 CYP2C19 substrate 0.755
CYP2C8 substrate 0.661 CYP2C9 inhibitor 0.617
CYP2C9 substrate 0.962 CYP2D6 inhibitor 0.073
CYP2D6 substrate 0.647 CYP2E1 substrate 0.543
CYP3A4 inhibitor 0.042 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.593 CL 3.659


Toxicity

Property Value Property Value
hERG Blockers 0.286 Hepatotoxicity 0.656
Mutagenicity 0.082 Rat Oral Acute Toxicity 0.338
FDAMDD 0.349 Skin Sensitization 0.0
Carcinogenicity 0.853 Eye Corrosion 0.002
Eye Irritation 0.001 Respiratory Toxicity 0.058


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.177 IGC50 2.966
LC50FM -3.995 LC50DM -6.5


Tox21 Pathway

Property Value Property Value
NR-AR 0.235 NR-AR-LBD 0.273
NR-AhR 0.274 NR-Aromatase 0.226
NR-ER 0.303 NR-ER-LBD 0.367
NR-PPAR-gamma 0.176 SR-ARE 0.787
SR-ATAD5 0.353 SR-HSE 0.128
SR-MMP 0.182 SR-p53 0.096


Similar covalent inhibitors

CI001201

Similarity Score: 0.69

CI001097

Similarity Score: 0.55

CI001170

Similarity Score: 0.55

CI001110

Similarity Score: 0.54

CI001167

Similarity Score: 0.54

CI001098

Similarity Score: 0.53

CI001193

Similarity Score: 0.53

CI001108

Similarity Score: 0.52

CI001111

Similarity Score: 0.51

CI001165

Similarity Score: 0.51

CI001166

Similarity Score: 0.51

CI001182

Similarity Score: 0.51

CI001192

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.