Compound information

Natural Products
ZC2042871
Molecular Formula
C23H33N3O6S
Molecular Weight
479.209006776 g/mol
Structure
IUPAC Name
(2S)-2-(tert-butoxycarbonylamino)-6-[[5-(dimethylamino)-1-naphthyl]sulfonylamino]hexanoic acid
InChI
InChI=1S/C23H33N3O6S/c1-23(2,3)32-22(29)25-18(21(27)28)12-6-7-15-24-33(30,31)20-14-9-10-16-17(20)11-8-13-19(16)26(4)5/h8-11,13-14,18,24H,6-7,12,15H2,1-5H3,(H,25,29)(H,27,28)/t18-/m0/s1
InChI Key
WBXVVSQZXDFRRT-SFHVURJKSA-N
SMILES
CN(C)c1cccc2c(S(=O)(=O)NCCCC[C@H](NC(=O)OC(C)(C)C)C(=O)O)cccc12
Source
ZINC000039146041

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 33 Ring Count 2
Heteroatom Count 10 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 6 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 125.04 Å2 LogP 3.32
LogS -3.901 LogD 2.765


Absorption

Property Value Property Value
Pgp inhibitor 0.002 Pgp substrate 0.878
HIA 0.534 F20 % 0.73
F30 % 0.934 Caco-2 -6.602
MDCK -5.927


Distribution

Property Value Property Value
BBB Penetration 0.35 PPB 83.642
VD 0.895 Fu 0.994


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.476
CYP2A6 substrate 0.427 CYP2B6 substrate 0.543
CYP2C19 inhibitor 0.183 CYP2C19 substrate 0.869
CYP2C8 substrate 0.748 CYP2C9 inhibitor 0.456
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.032
CYP2D6 substrate 0.921 CYP2E1 substrate 0.378
CYP3A4 inhibitor 0.008 CYP3A4 substrate 0.995


Excretion

Property Value Property Value
T1/2 0.558 CL 1.748


Toxicity

Property Value Property Value
hERG Blockers 0.039 Hepatotoxicity 0.781
Mutagenicity 0.054 Rat Oral Acute Toxicity 0.051
FDAMDD 0.076 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.001
Eye Irritation 0.008 Respiratory Toxicity 0.032


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.382 IGC50 1.965
LC50FM 3.249 LC50DM 3.715


Tox21 Pathway

Property Value Property Value
NR-AR 0.364 NR-AR-LBD 0.365
NR-AhR 0.225 NR-Aromatase 0.245
NR-ER 0.513 NR-ER-LBD 0.487
NR-PPAR-gamma 0.843 SR-ARE 0.707
SR-ATAD5 0.412 SR-HSE 0.03
SR-MMP 0.035 SR-p53 0.117


Similar covalent inhibitors

CI004149

Similarity Score: 0.58

CI003965

Similarity Score: 0.58

CI003913

Similarity Score: 0.56

CI004119

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.