Compound information

Natural Products
ZC1497600
Molecular Formula
C18H28N2O4
Molecular Weight
336.204907376 g/mol
Structure
IUPAC Name
tert-butyl (2S)-6-amino-2-(benzyloxycarbonylamino)hexanoate
InChI
InChI=1S/C18H28N2O4/c1-18(2,3)24-16(21)15(11-7-8-12-19)20-17(22)23-13-14-9-5-4-6-10-14/h4-6,9-10,15H,7-8,11-13,19H2,1-3H3,(H,20,22)/t15-/m0/s1
InChI Key
WSJKYVHGUCIGPN-HNNXBMFYSA-N
SMILES
CC(C)(C)OC(=O)[C@H](CCCCN)NC(=O)OCc1ccccc1
Source
ZINC000002510597

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 24 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 3.014
LogS -2.623 LogD 2.59


Absorption

Property Value Property Value
Pgp inhibitor 0.641 Pgp substrate 0.024
HIA 0.963 F20 % 0.903
F30 % 0.306 Caco-2 -4.962
MDCK -4.923


Distribution

Property Value Property Value
BBB Penetration 0.981 PPB 58.045
VD 1.197 Fu 0.667


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.54 CYP1A2 substrate 0.581
CYP2A6 substrate 0.496 CYP2B6 substrate 0.622
CYP2C19 inhibitor 0.464 CYP2C19 substrate 0.865
CYP2C8 substrate 0.629 CYP2C9 inhibitor 0.188
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.063
CYP2D6 substrate 0.822 CYP2E1 substrate 0.478
CYP3A4 inhibitor 0.123 CYP3A4 substrate 0.977


Excretion

Property Value Property Value
T1/2 0.783 CL 3.91


Toxicity

Property Value Property Value
hERG Blockers 0.228 Hepatotoxicity 0.53
Mutagenicity 0.096 Rat Oral Acute Toxicity 0.025
FDAMDD 0.118 Skin Sensitization 0.0
Carcinogenicity 0.005 Eye Corrosion 0.017
Eye Irritation 0.009 Respiratory Toxicity 0.036


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.016 IGC50 3.121
LC50FM 3.577 LC50DM 4.838


Tox21 Pathway

Property Value Property Value
NR-AR 0.138 NR-AR-LBD 0.159
NR-AhR 0.006 NR-Aromatase 0.061
NR-ER 0.309 NR-ER-LBD 0.46
NR-PPAR-gamma 0.22 SR-ARE 0.358
SR-ATAD5 0.356 SR-HSE 0.21
SR-MMP 0.069 SR-p53 0.042


Similar covalent inhibitors

CI000712

Similarity Score: 0.54

CI002593

Similarity Score: 0.54

CI001365

Similarity Score: 0.53

CI002592

Similarity Score: 0.52

CI002613

Similarity Score: 0.51

CI004063

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.