Compound information

Natural Products
ZC952046
Molecular Formula
C17H24N2O5
Molecular Weight
336.168521868 g/mol
Structure
IUPAC Name
(2S)-2-[[(2R)-2-(benzyloxycarbonylamino)propanoyl]amino]hexanoic acid
InChI
InChI=1S/C17H24N2O5/c1-3-4-10-14(16(21)22)19-15(20)12(2)18-17(23)24-11-13-8-6-5-7-9-13/h5-9,12,14H,3-4,10-11H2,1-2H3,(H,18,23)(H,19,20)(H,21,22)/t12-,14+/m1/s1
InChI Key
LSXFVMLYXUEVQH-OCCSQVGLSA-N
SMILES
CCCC[C@H](NC(=O)[C@@H](C)NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000001640322

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 104.73 Å2 LogP 2.252
LogS -3.009 LogD 1.241


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.015
HIA 0.782 F20 % 0.993
F30 % 0.792 Caco-2 -6.054
MDCK -5.612


Distribution

Property Value Property Value
BBB Penetration 0.987 PPB 77.551
VD 0.344 Fu 0.665


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.009 CYP1A2 substrate 0.674
CYP2A6 substrate 0.33 CYP2B6 substrate 0.421
CYP2C19 inhibitor 0.155 CYP2C19 substrate 0.863
CYP2C8 substrate 0.672 CYP2C9 inhibitor 0.343
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.009
CYP2D6 substrate 0.446 CYP2E1 substrate 0.345
CYP3A4 inhibitor 0.011 CYP3A4 substrate 0.994


Excretion

Property Value Property Value
T1/2 0.842 CL 2.319


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.241
Mutagenicity 0.009 Rat Oral Acute Toxicity 0.142
FDAMDD 0.05 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.004
Eye Irritation 0.031 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.614 IGC50 2.413
LC50FM 3.333 LC50DM 5.02


Tox21 Pathway

Property Value Property Value
NR-AR 0.354 NR-AR-LBD 0.345
NR-AhR 0.004 NR-Aromatase 0.035
NR-ER 0.351 NR-ER-LBD 0.34
NR-PPAR-gamma 0.485 SR-ARE 0.065
SR-ATAD5 0.306 SR-HSE 0.053
SR-MMP 0.008 SR-p53 0.023


Similar covalent inhibitors

CI006844

Similarity Score: 0.58

CI003040

Similarity Score: 0.55

CI003307

Similarity Score: 0.54

CI003044

Similarity Score: 0.52

CI003041

Similarity Score: 0.51

CI003042

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.