Compound information

Natural Products
ZC2058329
Molecular Formula
C20H22BrN3O5S
Molecular Weight
495.046353904 g/mol
Structure
IUPAC Name
ethyl 4-[4-[(4-bromophenyl)carbamoyl]phenyl]sulfonylpiperazine-1-carboxylate
InChI
InChI=1S/C20H22BrN3O5S/c1-2-29-20(26)23-11-13-24(14-12-23)30(27,28)18-9-3-15(4-10-18)19(25)22-17-7-5-16(21)6-8-17/h3-10H,2,11-14H2,1H3,(H,22,25)
InChI Key
UFWKSQVAIQHPKU-UHFFFAOYSA-N
SMILES
CCOC(=O)N1CCN(S(=O)(=O)c2ccc(C(=O)Nc3ccc(Br)cc3)cc2)CC1
Source
ZINC000011853064

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 10 Rotatable Bond Count 5
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 96.02 Å2 LogP 3.38
LogS -5.489 LogD 3.304


Absorption

Property Value Property Value
Pgp inhibitor 0.047 Pgp substrate 0.107
HIA 0.976 F20 % 0.992
F30 % 0.928 Caco-2 -4.508
MDCK -5.002


Distribution

Property Value Property Value
BBB Penetration 0.089 PPB 94.084
VD 0.634 Fu 1.569


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.085 CYP1A2 substrate 0.585
CYP2A6 substrate 0.495 CYP2B6 substrate 0.593
CYP2C19 inhibitor 0.544 CYP2C19 substrate 0.838
CYP2C8 substrate 0.808 CYP2C9 inhibitor 0.964
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.08
CYP2D6 substrate 0.843 CYP2E1 substrate 0.709
CYP3A4 inhibitor 0.063 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.27 CL 2.103


Toxicity

Property Value Property Value
hERG Blockers 0.569 Hepatotoxicity 0.84
Mutagenicity 0.051 Rat Oral Acute Toxicity 0.215
FDAMDD 0.325 Skin Sensitization 0.036
Carcinogenicity 0.802 Eye Corrosion 0.001
Eye Irritation 0.001 Respiratory Toxicity 0.017


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.94 IGC50 3.979
LC50FM -0.699 LC50DM 1.086


Tox21 Pathway

Property Value Property Value
NR-AR 0.155 NR-AR-LBD 0.432
NR-AhR 0.626 NR-Aromatase 0.212
NR-ER 0.53 NR-ER-LBD 0.509
NR-PPAR-gamma 0.225 SR-ARE 0.802
SR-ATAD5 0.384 SR-HSE 0.142
SR-MMP 0.415 SR-p53 0.13


Similar covalent inhibitors

CI001201

Similarity Score: 0.65

CI001167

Similarity Score: 0.52

CI001170

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.