Compound information

Natural Products
ZC719367
Molecular Formula
C21H25N3O5S
Molecular Weight
431.1514919 g/mol
Structure
IUPAC Name
benzyl N-[(1S)-2-[4-(benzenesulfonyl)piperazin-1-yl]-1-methyl-2-oxo-ethyl]carbamate
InChI
InChI=1S/C21H25N3O5S/c1-17(22-21(26)29-16-18-8-4-2-5-9-18)20(25)23-12-14-24(15-13-23)30(27,28)19-10-6-3-7-11-19/h2-11,17H,12-16H2,1H3,(H,22,26)/t17-/m0/s1
InChI Key
FNCICWNERAGUGZ-KRWDZBQOSA-N
SMILES
C[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(S(=O)(=O)c2ccccc2)CC1
Source
ZINC000012768530

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 30 Ring Count 3
Heteroatom Count 9 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 96.02 Å2 LogP 1.908
LogS -3.378 LogD 2.826


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.301
HIA 0.969 F20 % 0.994
F30 % 0.915 Caco-2 -4.735
MDCK -4.704


Distribution

Property Value Property Value
BBB Penetration 0.122 PPB 91.532
VD 0.278 Fu 1.12


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.01 CYP1A2 substrate 0.728
CYP2A6 substrate 0.561 CYP2B6 substrate 0.709
CYP2C19 inhibitor 0.546 CYP2C19 substrate 0.89
CYP2C8 substrate 0.81 CYP2C9 inhibitor 0.051
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.114
CYP2D6 substrate 0.957 CYP2E1 substrate 0.332
CYP3A4 inhibitor 0.057 CYP3A4 substrate 0.999


Excretion

Property Value Property Value
T1/2 0.474 CL 2.271


Toxicity

Property Value Property Value
hERG Blockers 0.045 Hepatotoxicity 0.807
Mutagenicity 0.011 Rat Oral Acute Toxicity 0.276
FDAMDD 0.691 Skin Sensitization 0.0
Carcinogenicity 0.131 Eye Corrosion 0.003
Eye Irritation 0.003 Respiratory Toxicity 0.053


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.452 IGC50 3.326
LC50FM 1.514 LC50DM 1.956


Tox21 Pathway

Property Value Property Value
NR-AR 0.17 NR-AR-LBD 0.347
NR-AhR 0.017 NR-Aromatase 0.019
NR-ER 0.338 NR-ER-LBD 0.367
NR-PPAR-gamma 0.109 SR-ARE 0.328
SR-ATAD5 0.304 SR-HSE 0.08
SR-MMP 0.009 SR-p53 0.027


Similar covalent inhibitors

CI003963

Similarity Score: 0.61

CI000880

Similarity Score: 0.52

CI000888

Similarity Score: 0.52

CI001108

Similarity Score: 0.51

CI003747

Similarity Score: 0.51

CI003797

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.