Compound information

Natural Products
ZC448920
Molecular Formula
C15H22N2O4
Molecular Weight
294.157957184 g/mol
Structure
IUPAC Name
methyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate
InChI
InChI=1S/C15H22N2O4/c1-20-14(18)13(9-5-6-10-16)17-15(19)21-11-12-7-3-2-4-8-12/h2-4,7-8,13H,5-6,9-11,16H2,1H3,(H,17,19)/t13-/m0/s1
InChI Key
CZWJWNQZTSMVAZ-ZDUSSCGKSA-N
SMILES
COC(=O)[C@H](CCCCN)NC(=O)OCc1ccccc1
Source
ZINC000002555065

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 8
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 90.65 Å2 LogP 1.578
LogS -1.546 LogD 1.049


Absorption

Property Value Property Value
Pgp inhibitor 0.034 Pgp substrate 0.782
HIA 0.965 F20 % 0.99
F30 % 0.044 Caco-2 -4.955
MDCK -5.09


Distribution

Property Value Property Value
BBB Penetration 0.648 PPB 64.386
VD 1.081 Fu 0.271


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.392 CYP1A2 substrate 0.768
CYP2A6 substrate 0.457 CYP2B6 substrate 0.536
CYP2C19 inhibitor 0.549 CYP2C19 substrate 0.859
CYP2C8 substrate 0.743 CYP2C9 inhibitor 0.052
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.012
CYP2D6 substrate 0.907 CYP2E1 substrate 0.32
CYP3A4 inhibitor 0.053 CYP3A4 substrate 0.779


Excretion

Property Value Property Value
T1/2 0.861 CL 3.067


Toxicity

Property Value Property Value
hERG Blockers 0.242 Hepatotoxicity 0.234
Mutagenicity 0.147 Rat Oral Acute Toxicity 0.055
FDAMDD 0.314 Skin Sensitization 0.027
Carcinogenicity 0.004 Eye Corrosion 0.012
Eye Irritation 0.004 Respiratory Toxicity 0.074


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.037 IGC50 2.626
LC50FM 3.474 LC50DM 5.42


Tox21 Pathway

Property Value Property Value
NR-AR 0.118 NR-AR-LBD 0.181
NR-AhR 0.002 NR-Aromatase 0.054
NR-ER 0.22 NR-ER-LBD 0.401
NR-PPAR-gamma 0.191 SR-ARE 0.059
SR-ATAD5 0.467 SR-HSE 0.151
SR-MMP 0.015 SR-p53 0.043


Similar covalent inhibitors

CI000712

Similarity Score: 0.60

CI001365

Similarity Score: 0.59

CI002593

Similarity Score: 0.58

CI002592

Similarity Score: 0.56

CI001363

Similarity Score: 0.55

CI004063

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CI003307

Similarity Score: 0.54

CI006090

Similarity Score: 0.53

CI002606

Similarity Score: 0.53

CI001364

Similarity Score: 0.52

CI002591

Similarity Score: 0.52

CI002596

Similarity Score: 0.52

CI002613

Similarity Score: 0.52

CI003868

Similarity Score: 0.52



Similar covalent drugs

No similar covalent drugs found for this compound.