Compound information
- Natural Products
- ZC1569758
- Molecular Formula
- C23H28N2O6
- Molecular Weight
- 428.194736616 g/mol
- Structure
-
- IUPAC Name
- methyl (2S)-2-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-3-(4-hydroxyphenyl)propanoate
- InChI
- InChI=1S/C23H28N2O6/c1-15(2)20(25-23(29)31-14-17-7-5-4-6-8-17)21(27)24-19(22(28)30-3)13-16-9-11-18(26)12-10-16/h4-12,15,19-20,26H,13-14H2,1-3H3,(H,24,27)(H,25,29)/t19-,20-/m0/s1
- InChI Key
- SWPXBDJUGLEKES-PMACEKPBSA-N
- SMILES
- COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C
- Source
- ZINC000004536452
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
Property | Value | Property | Value |
---|---|---|---|
Heavy Atom Count | 31 | Ring Count | 2 |
Heteroatom Count | 8 | Rotatable Bond Count | 9 |
Hydrogen Bond Acceptor Count | 6 | Hydrogen Bond Donor Count | 3 |
Topological Polar Surface Area | 113.96 Å2 | LogP | 2.949 |
LogS | -3.56 | LogD | 3.486 |
Absorption
Property | Value | Property | Value |
---|---|---|---|
Pgp inhibitor | 0.009 | Pgp substrate | 0.55 |
HIA | 0.959 | F20 % | 0.991 |
F30 % | 0.362 | Caco-2 | -5.104 |
MDCK | -4.837 |
Distribution
Property | Value | Property | Value |
---|---|---|---|
BBB Penetration | 0.002 | PPB | 83.695 |
VD | 0.569 | Fu | 1.533 |
Metabolism
Property | Value | Property | Value |
---|---|---|---|
CYP1A2 inhibitor | 0.001 | CYP1A2 substrate | 0.639 |
CYP2A6 substrate | 0.34 | CYP2B6 substrate | 0.496 |
CYP2C19 inhibitor | 0.751 | CYP2C19 substrate | 0.938 |
CYP2C8 substrate | 0.861 | CYP2C9 inhibitor | 0.324 |
CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.056 |
CYP2D6 substrate | 0.74 | CYP2E1 substrate | 0.26 |
CYP3A4 inhibitor | 0.517 | CYP3A4 substrate | 0.906 |
Excretion
Property | Value | Property | Value |
---|---|---|---|
T1/2 | 0.936 | CL | 8.485 |
Toxicity
Property | Value | Property | Value |
---|---|---|---|
hERG Blockers | 0.024 | Hepatotoxicity | 0.816 |
Mutagenicity | 0.377 | Rat Oral Acute Toxicity | 0.032 |
FDAMDD | 0.199 | Skin Sensitization | 0.0 |
Carcinogenicity | 0.003 | Eye Corrosion | 0.005 |
Eye Irritation | 0.052 | Respiratory Toxicity | 0.001 |
Environmental Toxicity
Property | Value | Property | Value |
---|---|---|---|
Bioconcentration Factors | 0.446 | IGC50 | 3.735 |
LC50FM | 3.939 | LC50DM | 5.374 |
Tox21 Pathway
Property | Value | Property | Value |
---|---|---|---|
NR-AR | 0.147 | NR-AR-LBD | 0.204 |
NR-AhR | 0.004 | NR-Aromatase | 0.241 |
NR-ER | 0.682 | NR-ER-LBD | 0.709 |
NR-PPAR-gamma | 0.333 | SR-ARE | 0.218 |
SR-ATAD5 | 0.61 | SR-HSE | 0.319 |
SR-MMP | 0.736 | SR-p53 | 0.571 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.