Compound information

Natural Products
ZC549318
Molecular Formula
C18H22N4O4S
Molecular Weight
390.136176184 g/mol
Structure
IUPAC Name
benzyl 4-(3,4-diaminophenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C18H22N4O4S/c19-16-7-6-15(12-17(16)20)27(24,25)22-10-8-21(9-11-22)18(23)26-13-14-4-2-1-3-5-14/h1-7,12H,8-11,13,19-20H2
InChI Key
KMDCGXGXIBRIOG-UHFFFAOYSA-N
SMILES
Nc1ccc(S(=O)(=O)N2CCN(C(=O)OCc3ccccc3)CC2)cc1N
Source
ZINC000958528818

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 27 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 118.96 Å2 LogP 1.544
LogS -3.154 LogD 2.285


Absorption

Property Value Property Value
Pgp inhibitor 0.028 Pgp substrate 0.877
HIA 0.967 F20 % 0.971
F30 % 0.271 Caco-2 -4.412
MDCK -4.976


Distribution

Property Value Property Value
BBB Penetration 0.055 PPB 90.432
VD 0.874 Fu 0.768


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.04 CYP1A2 substrate 0.669
CYP2A6 substrate 0.504 CYP2B6 substrate 0.621
CYP2C19 inhibitor 0.895 CYP2C19 substrate 0.822
CYP2C8 substrate 0.824 CYP2C9 inhibitor 0.969
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.318
CYP2D6 substrate 0.84 CYP2E1 substrate 0.607
CYP3A4 inhibitor 0.841 CYP3A4 substrate 0.992


Excretion

Property Value Property Value
T1/2 0.173 CL 2.802


Toxicity

Property Value Property Value
hERG Blockers 0.421 Hepatotoxicity 0.979
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.225
FDAMDD 0.338 Skin Sensitization 0.008
Carcinogenicity 0.941 Eye Corrosion 0.002
Eye Irritation 0.018 Respiratory Toxicity 0.387


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.791 IGC50 3.466
LC50FM -0.473 LC50DM -1.509


Tox21 Pathway

Property Value Property Value
NR-AR 0.245 NR-AR-LBD 0.499
NR-AhR 0.771 NR-Aromatase 0.074
NR-ER 0.434 NR-ER-LBD 0.373
NR-PPAR-gamma 0.198 SR-ARE 0.818
SR-ATAD5 0.397 SR-HSE 0.126
SR-MMP 0.126 SR-p53 0.034


Similar covalent inhibitors

CI001109

Similarity Score: 0.61

CI001108

Similarity Score: 0.60

CI001194

Similarity Score: 0.58

CI001178

Similarity Score: 0.57

CI001195

Similarity Score: 0.57

CI001100

Similarity Score: 0.56

CI001110

Similarity Score: 0.56

CI001107

Similarity Score: 0.52

CI001196

Similarity Score: 0.52

CI001284

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.