Compound information

Natural Products
ZC1197471
Molecular Formula
C15H21NO4
Molecular Weight
279.147058152 g/mol
Structure
IUPAC Name
(2R)-2-(benzyloxycarbonylamino)-3-ethyl-pentanoic acid
InChI
InChI=1S/C15H21NO4/c1-3-12(4-2)13(14(17)18)16-15(19)20-10-11-8-6-5-7-9-11/h5-9,12-13H,3-4,10H2,1-2H3,(H,16,19)(H,17,18)/t13-/m1/s1
InChI Key
YRYXYDGVVGOBQA-CYBMUJFWSA-N
SMILES
CCC(CC)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000069550456

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 3.247
LogS -3.258 LogD 2.385


Absorption

Property Value Property Value
Pgp inhibitor 0.022 Pgp substrate 0.002
HIA 0.967 F20 % 0.993
F30 % 0.923 Caco-2 -5.124
MDCK -5.242


Distribution

Property Value Property Value
BBB Penetration 0.909 PPB 77.776
VD 0.252 Fu 0.75


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.019 CYP1A2 substrate 0.56
CYP2A6 substrate 0.484 CYP2B6 substrate 0.603
CYP2C19 inhibitor 0.05 CYP2C19 substrate 0.53
CYP2C8 substrate 0.635 CYP2C9 inhibitor 0.029
CYP2C9 substrate 0.945 CYP2D6 inhibitor 0.01
CYP2D6 substrate 0.332 CYP2E1 substrate 0.252
CYP3A4 inhibitor 0.025 CYP3A4 substrate 0.919


Excretion

Property Value Property Value
T1/2 0.908 CL 1.653


Toxicity

Property Value Property Value
hERG Blockers 0.001 Hepatotoxicity 0.644
Mutagenicity 0.008 Rat Oral Acute Toxicity 0.037
FDAMDD 0.055 Skin Sensitization 0.0
Carcinogenicity 0.02 Eye Corrosion 0.002
Eye Irritation 0.222 Respiratory Toxicity 0.003


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.187 IGC50 2.323
LC50FM 3.889 LC50DM 4.183


Tox21 Pathway

Property Value Property Value
NR-AR 0.364 NR-AR-LBD 0.349
NR-AhR 0.003 NR-Aromatase 0.04
NR-ER 0.363 NR-ER-LBD 0.327
NR-PPAR-gamma 0.483 SR-ARE 0.026
SR-ATAD5 0.266 SR-HSE 0.079
SR-MMP 0.009 SR-p53 0.022


Similar covalent inhibitors

CI002992

Similarity Score: 0.55

CI002986

Similarity Score: 0.51

CI002993

Similarity Score: 0.51

CI002994

Similarity Score: 0.51

CI002996

Similarity Score: 0.51

CI003000

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.