Compound information

Natural Products
ZC405678
Molecular Formula
C16H22N2O5
Molecular Weight
322.152871804 g/mol
Structure
IUPAC Name
(2S)-6-acetamido-2-(benzyloxycarbonylamino)hexanoic acid
InChI
InChI=1S/C16H22N2O5/c1-12(19)17-10-6-5-9-14(15(20)21)18-16(22)23-11-13-7-3-2-4-8-13/h2-4,7-8,14H,5-6,9-11H2,1H3,(H,17,19)(H,18,22)(H,20,21)/t14-/m0/s1
InChI Key
NLEKRIPRBRHEPC-AWEZNQCLSA-N
SMILES
CC(=O)NCCCC[C@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002586051

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 23 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 1.062
LogS -2.693 LogD 0.119


Absorption

Property Value Property Value
Pgp inhibitor 0.0 Pgp substrate 0.012
HIA 0.0 F20 % 0.049
F30 % 0.001 Caco-2 -6.06
MDCK -5.61


Distribution

Property Value Property Value
BBB Penetration 0.987 PPB 70.082
VD 0.421 Fu 0.244


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.014 CYP1A2 substrate 0.657
CYP2A6 substrate 0.456 CYP2B6 substrate 0.498
CYP2C19 inhibitor 0.124 CYP2C19 substrate 0.776
CYP2C8 substrate 0.724 CYP2C9 inhibitor 0.038
CYP2C9 substrate 0.963 CYP2D6 inhibitor 0.051
CYP2D6 substrate 0.549 CYP2E1 substrate 0.223
CYP3A4 inhibitor 0.02 CYP3A4 substrate 0.634


Excretion

Property Value Property Value
T1/2 0.713 CL 2.208


Toxicity

Property Value Property Value
hERG Blockers 0.012 Hepatotoxicity 0.065
Mutagenicity 0.017 Rat Oral Acute Toxicity 0.017
FDAMDD 0.021 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.002
Eye Irritation 0.016 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.244 IGC50 2.097
LC50FM 3.38 LC50DM 4.457


Tox21 Pathway

Property Value Property Value
NR-AR 0.295 NR-AR-LBD 0.312
NR-AhR 0.003 NR-Aromatase 0.029
NR-ER 0.312 NR-ER-LBD 0.347
NR-PPAR-gamma 0.482 SR-ARE 0.051
SR-ATAD5 0.318 SR-HSE 0.078
SR-MMP 0.009 SR-p53 0.018


Similar covalent inhibitors

CI003307

Similarity Score: 0.73

CI004063

Similarity Score: 0.61

CI003857

Similarity Score: 0.58

CI003868

Similarity Score: 0.58

CI003897

Similarity Score: 0.57

CI002593

Similarity Score: 0.53

CI003305

Similarity Score: 0.52

CI003767

Similarity Score: 0.52

CI003924

Similarity Score: 0.52

CI003982

Similarity Score: 0.52

CI004006

Similarity Score: 0.52

CI000667

Similarity Score: 0.51

CI002592

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.