Compound information

Natural Products
ZC636071
Molecular Formula
C15H21NO5
Molecular Weight
295.141972772 g/mol
Structure
IUPAC Name
methyl (2S,3S)-3-(benzyloxycarbonylamino)-2-hydroxy-hexanoate
InChI
InChI=1S/C15H21NO5/c1-3-7-12(13(17)14(18)20-2)16-15(19)21-10-11-8-5-4-6-9-11/h4-6,8-9,12-13,17H,3,7,10H2,1-2H3,(H,16,19)/t12-,13-/m0/s1
InChI Key
SCUKMOKXTDIRDT-STQMWFEESA-N
SMILES
CCC[C@H](NC(=O)OCc1ccccc1)[C@H](O)C(=O)OC
Source
ZINC000149707530

Warheads

Carbamate


ADMET Property

Physicochemical Property

Property Value Property Value
Heavy Atom Count 21 Ring Count 1
Heteroatom Count 6 Rotatable Bond Count 7
Hydrogen Bond Acceptor Count 5 Hydrogen Bond Donor Count 2
Topological Polar Surface Area 84.86 Å2 LogP 2.351
LogS -2.883 LogD 2.508


Absorption

Property Value Property Value
Pgp inhibitor 0.029 Pgp substrate 0.029
HIA 0.965 F20 % 0.994
F30 % 0.78 Caco-2 -4.74
MDCK -4.621


Distribution

Property Value Property Value
BBB Penetration 0.018 PPB 59.669
VD 0.868 Fu 0.542


Metabolism

Property Value Property Value
CYP1A2 inhibitor 0.873 CYP1A2 substrate 0.683
CYP2A6 substrate 0.561 CYP2B6 substrate 0.673
CYP2C19 inhibitor 0.315 CYP2C19 substrate 0.963
CYP2C8 substrate 0.793 CYP2C9 inhibitor 0.001
CYP2C9 substrate 1.0 CYP2D6 inhibitor 0.031
CYP2D6 substrate 0.967 CYP2E1 substrate 0.192
CYP3A4 inhibitor 0.028 CYP3A4 substrate 0.997


Excretion

Property Value Property Value
T1/2 0.717 CL 5.612


Toxicity

Property Value Property Value
hERG Blockers 0.015 Hepatotoxicity 0.874
Mutagenicity 0.025 Rat Oral Acute Toxicity 0.005
FDAMDD 0.167 Skin Sensitization 0.0
Carcinogenicity 0.011 Eye Corrosion 0.029
Eye Irritation 0.463 Respiratory Toxicity 0.005


Environmental Toxicity

Property Value Property Value
Bioconcentration Factors 0.84 IGC50 3.004
LC50FM 3.312 LC50DM 5.202


Tox21 Pathway

Property Value Property Value
NR-AR 0.105 NR-AR-LBD 0.218
NR-AhR 0.002 NR-Aromatase 0.044
NR-ER 0.303 NR-ER-LBD 0.379
NR-PPAR-gamma 0.196 SR-ARE 0.078
SR-ATAD5 0.379 SR-HSE 0.197
SR-MMP 0.005 SR-p53 0.025


Similar covalent inhibitors

CI003032

Similarity Score: 0.55

CI003038

Similarity Score: 0.54

CI003034

Similarity Score: 0.51

CI003039

Similarity Score: 0.51



Similar covalent drugs

No similar covalent drugs found for this compound.