Compound information

Natural Products
ZC1438906
Molecular Formula
C19H28N2O5
Molecular Weight
364.199821996 g/mol
Structure
IUPAC Name
(2S)-2-[[(2S)-2-(benzyloxycarbonylamino)hexanoyl]amino]-3-methyl-butanoic acid
InChI
InChI=1S/C19H28N2O5/c1-4-5-11-15(17(22)21-16(13(2)3)18(23)24)20-19(25)26-12-14-9-7-6-8-10-14/h6-10,13,15-16H,4-5,11-12H2,1-3H3,(H,20,25)(H,21,22)(H,23,24)/t15-,16-/m0/s1
InChI Key
SPAQWPZGFYWELB-HOTGVXAUSA-N
SMILES
CCCC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C
Source
ZINC000004760610

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 26 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 10
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 3.152
LogS -3.434 LogD 2.496


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.001
HIA 0.849 F20 % 0.993
F30 % 0.935 Caco-2 -5.461
MDCK -5.321


Distribution

Property Value Property Value
BBB Penetration 0.061 PPB 86.193
VD 0.275 Fu 1.513


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.001 CYP1A2 substrate 0.657
CYP2A6 substrate 0.48 CYP2B6 substrate 0.617
CYP2C19 inhibitor 0.118 CYP2C19 substrate 0.94
CYP2C8 substrate 0.851 CYP2C9 inhibitor 0.175
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.041
CYP2D6 substrate 0.468 CYP2E1 substrate 0.305
CYP3A4 inhibitor 0.013 CYP3A4 substrate 0.965


Excretion

Property Value Property Value
T1/2 0.837 CL 2.195


Toxicity

Property Value Property Value
hERG Blockers 0.003 Hepatotoxicity 0.902
Mutagenicity 0.005 Rat Oral Acute Toxicity 0.064
FDAMDD 0.033 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.004
Eye Irritation 0.108 Respiratory Toxicity 0.001


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.038 IGC50 2.59
LC50FM 3.702 LC50DM 4.612


Tox21 Pathway

Property Value Property Value
NR-AR 0.188 NR-AR-LBD 0.256
NR-AhR 0.004 NR-Aromatase 0.124
NR-ER 0.345 NR-ER-LBD 0.334
NR-PPAR-gamma 0.626 SR-ARE 0.06
SR-ATAD5 0.344 SR-HSE 0.155
SR-MMP 0.013 SR-p53 0.036


Similar covalent inhibitors

CI006844

Similarity Score: 0.61

CI003040

Similarity Score: 0.55

CI003042

Similarity Score: 0.52

CI003044

Similarity Score: 0.52

CI003046

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.