Compound information

Natural Products
ZC1162214
Molecular Formula
C15H21NO4
Molecular Weight
279.147058152 g/mol
Structure
IUPAC Name
ethyl (2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoate
InChI
InChI=1S/C15H21NO4/c1-4-19-14(17)13(11(2)3)16-15(18)20-10-12-8-6-5-7-9-12/h5-9,11,13H,4,10H2,1-3H3,(H,16,18)/t13-/m0/s1
InChI Key
KZBMEQVWSYFMNC-ZDUSSCGKSA-N
SMILES
CCOC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
Source
ZINC000038227332

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 20 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 4 Hydrogen Bond Donor Count 1
Topological Polar Surface Area 64.63 Å2 LogP 3.022
LogS -3.081 LogD 2.91


Absorption

Property Value Property Value
Pgp inhibitor 0.128 Pgp substrate 0.001
HIA 0.964 F20 % 0.99
F30 % 0.758 Caco-2 -4.456
MDCK -4.563


Distribution

Property Value Property Value
BBB Penetration 0.071 PPB 79.974
VD 0.83 Fu 1.238


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.279 CYP1A2 substrate 0.707
CYP2A6 substrate 0.525 CYP2B6 substrate 0.654
CYP2C19 inhibitor 0.932 CYP2C19 substrate 0.944
CYP2C8 substrate 0.837 CYP2C9 inhibitor 0.282
CYP2C9 substrate 0.925 CYP2D6 inhibitor 0.021
CYP2D6 substrate 0.566 CYP2E1 substrate 0.447
CYP3A4 inhibitor 0.012 CYP3A4 substrate 0.944


Excretion

Property Value Property Value
T1/2 0.739 CL 6.071


Toxicity

Property Value Property Value
hERG Blockers 0.049 Hepatotoxicity 0.926
Mutagenicity 0.034 Rat Oral Acute Toxicity 0.004
FDAMDD 0.064 Skin Sensitization 0.0
Carcinogenicity 0.006 Eye Corrosion 0.004
Eye Irritation 0.225 Respiratory Toxicity 0.006


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.862 IGC50 3.164
LC50FM 4.121 LC50DM 5.0


Tox21 Pathway

Property Value Property Value
NR-AR 0.11 NR-AR-LBD 0.175
NR-AhR 0.003 NR-Aromatase 0.046
NR-ER 0.226 NR-ER-LBD 0.407
NR-PPAR-gamma 0.194 SR-ARE 0.019
SR-ATAD5 0.352 SR-HSE 0.128
SR-MMP 0.014 SR-p53 0.019


Similar covalent inhibitors

CI002992

Similarity Score: 0.54

CI003004

Similarity Score: 0.54

CI002986

Similarity Score: 0.53

CI002993

Similarity Score: 0.53

CI002994

Similarity Score: 0.53

CI000867

Similarity Score: 0.52

CI003006

Similarity Score: 0.52

CI003014

Similarity Score: 0.52

CI003032

Similarity Score: 0.52

CI000827

Similarity Score: 0.51

CI002987

Similarity Score: 0.51

CI002997

Similarity Score: 0.51

CI003015

Similarity Score: 0.51

CI003016

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.