Compound information

Natural Products
ZC715788
Molecular Formula
C21H25N3O5S
Molecular Weight
431.1514919 g/mol
Structure
IUPAC Name
benzyl N-[(1R)-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-/m1/s1
InChI Key
FNCICWNERAGUGZ-QGZVFWFLSA-N
SMILES
C[C@@H](NC(=O)OCc1ccccc1)C(=O)N1CCN(S(=O)(=O)c2ccccc2)CC1
Source
ZINC000012768524

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 1.99
LogS -3.304 LogD 2.7


Absorption

Property Value Property Value
Pgp inhibitor 0.017 Pgp substrate 0.137
HIA 0.97 F20 % 0.995
F30 % 0.83 Caco-2 -4.712
MDCK -4.713


Distribution

Property Value Property Value
BBB Penetration 0.127 PPB 86.012
VD 0.355 Fu 0.926


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.032 CYP1A2 substrate 0.642
CYP2A6 substrate 0.589 CYP2B6 substrate 0.657
CYP2C19 inhibitor 0.77 CYP2C19 substrate 0.783
CYP2C8 substrate 0.731 CYP2C9 inhibitor 0.611
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.02
CYP2D6 substrate 0.863 CYP2E1 substrate 0.754
CYP3A4 inhibitor 0.37 CYP3A4 substrate 1.0


Excretion

Property Value Property Value
T1/2 0.559 CL 2.412


Toxicity

Property Value Property Value
hERG Blockers 0.073 Hepatotoxicity 0.788
Mutagenicity 0.03 Rat Oral Acute Toxicity 0.268
FDAMDD 0.418 Skin Sensitization 0.0
Carcinogenicity 0.066 Eye Corrosion 0.002
Eye Irritation 0.005 Respiratory Toxicity 0.06


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.08 IGC50 3.256
LC50FM 1.678 LC50DM 1.189


Tox21 Pathway

Property Value Property Value
NR-AR 0.196 NR-AR-LBD 0.355
NR-AhR 0.015 NR-Aromatase 0.017
NR-ER 0.319 NR-ER-LBD 0.35
NR-PPAR-gamma 0.106 SR-ARE 0.464
SR-ATAD5 0.288 SR-HSE 0.072
SR-MMP 0.009 SR-p53 0.041


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.