Compound information

Natural Products
ZC1561485
Molecular Formula
C16H23BrN2O4S
Molecular Weight
418.056190316 g/mol
Structure
IUPAC Name
tert-butyl 4-(4-bromo-2-methyl-phenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C16H23BrN2O4S/c1-12-11-13(17)5-6-14(12)24(21,22)19-9-7-18(8-10-19)15(20)23-16(2,3)4/h5-6,11H,7-10H2,1-4H3
InChI Key
JVWFOOREECQGOE-UHFFFAOYSA-N
SMILES
Cc1cc(Br)ccc1S(=O)(=O)N1CCN(C(=O)OC(C)(C)C)CC1
Source
ZINC000044606444

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 2
Heteroatom Count 8 Rotatable Bond Count 2
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 66.92 Å2 LogP 3.562
LogS -4.663 LogD 3.864


Absorption

Property Value Property Value
Pgp inhibitor 0.499 Pgp substrate 0.024
HIA 0.976 F20 % 0.989
F30 % 0.979 Caco-2 -4.547
MDCK -4.956


Distribution

Property Value Property Value
BBB Penetration 0.943 PPB 98.297
VD 2.647 Fu 0.766


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.128 CYP1A2 substrate 0.601
CYP2A6 substrate 0.678 CYP2B6 substrate 0.729
CYP2C19 inhibitor 0.966 CYP2C19 substrate 0.785
CYP2C8 substrate 0.655 CYP2C9 inhibitor 0.645
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.321
CYP2D6 substrate 0.768 CYP2E1 substrate 0.872
CYP3A4 inhibitor 0.328 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.4 CL 6.355


Toxicity

Property Value Property Value
hERG Blockers 0.843 Hepatotoxicity 0.999
Mutagenicity 0.923 Rat Oral Acute Toxicity 0.158
FDAMDD 0.106 Skin Sensitization 0.297
Carcinogenicity 0.977 Eye Corrosion 0.083
Eye Irritation 0.066 Respiratory Toxicity 0.804


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.605 IGC50 3.985
LC50FM 3.317 LC50DM 4.504


Tox21 Pathway

Property Value Property Value
NR-AR 0.221 NR-AR-LBD 0.294
NR-AhR 0.024 NR-Aromatase 0.696
NR-ER 0.248 NR-ER-LBD 0.4
NR-PPAR-gamma 0.131 SR-ARE 0.74
SR-ATAD5 0.379 SR-HSE 0.078
SR-MMP 0.022 SR-p53 0.033


Similar covalent inhibitors

CI001198

Similarity Score: 0.64

CI000266

Similarity Score: 0.53

CI001200

Similarity Score: 0.53

CI001199

Similarity Score: 0.52

CI001197

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.