Compound information

Natural Products
ZC828103
Molecular Formula
C14H19NO4
Molecular Weight
265.131408088 g/mol
Structure
IUPAC Name
(2R,3S)-2-(benzyloxycarbonylamino)-3-methyl-pentanoic acid
InChI
InChI=1S/C14H19NO4/c1-3-10(2)12(13(16)17)15-14(18)19-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3,(H,15,18)(H,16,17)/t10-,12+/m0/s1
InChI Key
JSHXJPFZKBRLFU-CMPLNLGQSA-N
SMILES
CC[C@H](C)[C@@H](NC(=O)OCc1ccccc1)C(=O)O
Source
ZINC000002389678

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 19 Ring Count 1
Heteroatom Count 5 Rotatable Bond Count 6
Hydrogen Bond Acceptor Count 3 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 75.63 Å2 LogP 2.589
LogS -3.051 LogD 1.846


Absorption

Property Value Property Value
Pgp inhibitor 0.007 Pgp substrate 0.002
HIA 0.96 F20 % 0.993
F30 % 0.864 Caco-2 -5.183
MDCK -4.86


Distribution

Property Value Property Value
BBB Penetration 0.864 PPB 66.798
VD 0.242 Fu 0.752


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.016 CYP1A2 substrate 0.631
CYP2A6 substrate 0.384 CYP2B6 substrate 0.518
CYP2C19 inhibitor 0.078 CYP2C19 substrate 0.863
CYP2C8 substrate 0.661 CYP2C9 inhibitor 0.044
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.046
CYP2D6 substrate 0.847 CYP2E1 substrate 0.421
CYP3A4 inhibitor 0.015 CYP3A4 substrate 0.984


Excretion

Property Value Property Value
T1/2 0.925 CL 2.2


Toxicity

Property Value Property Value
hERG Blockers 0.002 Hepatotoxicity 0.573
Mutagenicity 0.014 Rat Oral Acute Toxicity 0.023
FDAMDD 0.031 Skin Sensitization 0.0
Carcinogenicity 0.007 Eye Corrosion 0.004
Eye Irritation 0.613 Respiratory Toxicity 0.002


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.251 IGC50 2.048
LC50FM 3.494 LC50DM 4.012


Tox21 Pathway

Property Value Property Value
NR-AR 0.319 NR-AR-LBD 0.31
NR-AhR 0.003 NR-Aromatase 0.044
NR-ER 0.343 NR-ER-LBD 0.336
NR-PPAR-gamma 0.488 SR-ARE 0.035
SR-ATAD5 0.272 SR-HSE 0.075
SR-MMP 0.009 SR-p53 0.022


Similar covalent inhibitors

CI002992

Similarity Score: 0.54

CI002986

Similarity Score: 0.53

CI002993

Similarity Score: 0.53

CI002987

Similarity Score: 0.51

CI002997

Similarity Score: 0.51

CI003004

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.