Compound information

Natural Products
ZC2021624
Molecular Formula
C18H19BrN2O4S
Molecular Weight
438.024890188 g/mol
Structure
IUPAC Name
benzyl 4-(4-bromophenyl)sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C18H19BrN2O4S/c19-16-6-8-17(9-7-16)26(23,24)21-12-10-20(11-13-21)18(22)25-14-15-4-2-1-3-5-15/h1-9H,10-14H2
InChI Key
OGHZYGZZIMIERR-UHFFFAOYSA-N
SMILES
O=C(OCc1ccccc1)N1CCN(S(=O)(=O)c2ccc(Br)cc2)CC1
Source
ZINC000167975878

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 3
Heteroatom Count 8 Rotatable Bond Count 4
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 0
Topological Polar Surface Area 66.92 Å2 LogP 3.618
LogS -5.222 LogD 4.086


Absorption

Property Value Property Value
Pgp inhibitor 0.137 Pgp substrate 0.245
HIA 0.976 F20 % 0.993
F30 % 0.823 Caco-2 -4.353
MDCK -4.874


Distribution

Property Value Property Value
BBB Penetration 0.541 PPB 97.237
VD 0.424 Fu 1.219


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.822 CYP1A2 substrate 0.662
CYP2A6 substrate 0.49 CYP2B6 substrate 0.684
CYP2C19 inhibitor 0.978 CYP2C19 substrate 0.81
CYP2C8 substrate 0.843 CYP2C9 inhibitor 0.991
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.178
CYP2D6 substrate 0.942 CYP2E1 substrate 0.852
CYP3A4 inhibitor 0.562 CYP3A4 substrate 0.998


Excretion

Property Value Property Value
T1/2 0.288 CL 4.138


Toxicity

Property Value Property Value
hERG Blockers 0.907 Hepatotoxicity 0.993
Mutagenicity 0.02 Rat Oral Acute Toxicity 0.34
FDAMDD 0.881 Skin Sensitization 0.071
Carcinogenicity 0.696 Eye Corrosion 0.007
Eye Irritation 0.037 Respiratory Toxicity 0.205


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.565 IGC50 3.846
LC50FM 2.639 LC50DM 4.638


Tox21 Pathway

Property Value Property Value
NR-AR 0.146 NR-AR-LBD 0.366
NR-AhR 0.092 NR-Aromatase 0.074
NR-ER 0.35 NR-ER-LBD 0.403
NR-PPAR-gamma 0.137 SR-ARE 0.714
SR-ATAD5 0.295 SR-HSE 0.128
SR-MMP 0.036 SR-p53 0.025


Similar covalent inhibitors

CI001108

Similarity Score: 0.67

CI001194

Similarity Score: 0.64

CI001195

Similarity Score: 0.63

CI001110

Similarity Score: 0.62

CI001109

Similarity Score: 0.59

CI001100

Similarity Score: 0.58

CI001178

Similarity Score: 0.58

CI001284

Similarity Score: 0.57

CI001107

Similarity Score: 0.55

CI001165

Similarity Score: 0.53

CI001106

Similarity Score: 0.52

CI001169

Similarity Score: 0.52

CI001166

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.