Compound information

Natural Products
ZC451164
Molecular Formula
C14H20N2O4
Molecular Weight
280.14230712 g/mol
Structure
IUPAC Name
(2R)-6-amino-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C14H20N2O4/c15-9-5-4-8-12(13(17)18)16-14(19)20-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10,15H2,(H,16,19)(H,17,18)/t12-/m1/s1
InChI Key
OJTJKAUNOLVMDX-GFCCVEGCSA-N
SMILES
NCCCC[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002539738

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 3
Topological Polar Surface Area 101.65 Å2 LogP -0.209
LogS -1.248 LogD -0.035


Absorption

Property Value Property Value
Pgp inhibitor 0.003 Pgp substrate 0.284
HIA 0.746 F20 % 0.995
F30 % 0.833 Caco-2 -6.346
MDCK -5.906


Distribution

Property Value Property Value
BBB Penetration 0.702 PPB 56.303
VD 0.576 Fu 0.095


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.005 CYP1A2 substrate 0.588
CYP2A6 substrate 0.389 CYP2B6 substrate 0.488
CYP2C19 inhibitor 0.013 CYP2C19 substrate 0.511
CYP2C8 substrate 0.558 CYP2C9 inhibitor 0.037
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.046
CYP2D6 substrate 0.266 CYP2E1 substrate 0.329
CYP3A4 inhibitor 0.035 CYP3A4 substrate 0.669


Excretion

Property Value Property Value
T1/2 0.888 CL 1.286


Toxicity

Property Value Property Value
hERG Blockers 0.007 Hepatotoxicity 0.044
Mutagenicity 0.055 Rat Oral Acute Toxicity 0.084
FDAMDD 0.028 Skin Sensitization 0.0
Carcinogenicity 0.004 Eye Corrosion 0.003
Eye Irritation 0.012 Respiratory Toxicity 0.019


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.598 IGC50 1.964
LC50FM 3.285 LC50DM 4.461


Tox21 Pathway

Property Value Property Value
NR-AR 0.421 NR-AR-LBD 0.321
NR-AhR 0.003 NR-Aromatase 0.031
NR-ER 0.334 NR-ER-LBD 0.34
NR-PPAR-gamma 0.476 SR-ARE 0.044
SR-ATAD5 0.277 SR-HSE 0.091
SR-MMP 0.008 SR-p53 0.028


Similar covalent inhibitors

CI003307

Similarity Score: 0.65

CI006090

Similarity Score: 0.58

CI000712

Similarity Score: 0.57

CI002593

Similarity Score: 0.57

CI004063

Similarity Score: 0.57

CI001365

Similarity Score: 0.56

CI002592

Similarity Score: 0.55

CI002606

Similarity Score: 0.55

CI002613

Similarity Score: 0.53

CI001363

Similarity Score: 0.52

CI002591

Similarity Score: 0.51

CI003857

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.