Compound information

Natural Products
ZC1016118
Molecular Formula
C18H26N2O5
Molecular Weight
350.184171932 g/mol
Structure
IUPAC Name
methyl (2R)-2-[[(2R)-2-(benzyloxycarbonylamino)propanoyl]amino]hexanoate
InChI
InChI=1S/C18H26N2O5/c1-4-5-11-15(17(22)24-3)20-16(21)13(2)19-18(23)25-12-14-9-7-6-8-10-14/h6-10,13,15H,4-5,11-12H2,1-3H3,(H,19,23)(H,20,21)/t13-,15-/m1/s1
InChI Key
XUBZAPUHUZGUGX-UKRRQHHQSA-N
SMILES
CCCC[C@@H](NC(=O)[C@@H](C)NC(=O)OCc1ccccc1)C(=O)OC
Source
ZINC000004762265

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 25 Ring Count 1
Heteroatom Count 7 Rotatable Bond Count 9
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 93.73 Å2 LogP 2.776
LogS -3.518 LogD 2.772


Absorption

Property Value Property Value
Pgp inhibitor 0.831 Pgp substrate 0.058
HIA 0.966 F20 % 0.978
F30 % 0.087 Caco-2 -4.951
MDCK -4.869


Distribution

Property Value Property Value
BBB Penetration 0.608 PPB 60.975
VD 0.482 Fu 0.846


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.217 CYP1A2 substrate 0.67
CYP2A6 substrate 0.284 CYP2B6 substrate 0.416
CYP2C19 inhibitor 0.93 CYP2C19 substrate 0.639
CYP2C8 substrate 0.535 CYP2C9 inhibitor 0.269
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.002
CYP2D6 substrate 0.335 CYP2E1 substrate 0.295
CYP3A4 inhibitor 0.577 CYP3A4 substrate 0.988


Excretion

Property Value Property Value
T1/2 0.789 CL 4.872


Toxicity

Property Value Property Value
hERG Blockers 0.173 Hepatotoxicity 0.313
Mutagenicity 0.023 Rat Oral Acute Toxicity 0.039
FDAMDD 0.122 Skin Sensitization 0.0
Carcinogenicity 0.002 Eye Corrosion 0.003
Eye Irritation 0.004 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors -0.775 IGC50 2.948
LC50FM 3.804 LC50DM 4.966


Tox21 Pathway

Property Value Property Value
NR-AR 0.157 NR-AR-LBD 0.266
NR-AhR 0.003 NR-Aromatase 0.026
NR-ER 0.238 NR-ER-LBD 0.351
NR-PPAR-gamma 0.234 SR-ARE 0.172
SR-ATAD5 0.327 SR-HSE 0.08
SR-MMP 0.008 SR-p53 0.029


Similar covalent inhibitors

CI006844

Similarity Score: 0.57

CI003040

Similarity Score: 0.54

CI003042

Similarity Score: 0.53

CI003044

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.