Compound information
- Natural Products
- ZC2965050
- Molecular Formula
- C27H33N5O4
- Molecular Weight
- 491.253254536 g/mol
- Structure
-
- IUPAC Name
- tert-butyl (3R,4R)-4-[[[6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl]amino]methyl]-3-hydroxy-piperidine-1-carboxylate
- InChI
- InChI=1S/C27H33N5O4/c1-27(2,3)36-26(34)32-14-13-19(22(33)16-32)15-29-25-23(24(28)30-17-31-25)18-9-11-21(12-10-18)35-20-7-5-4-6-8-20/h4-12,17,19,22,33H,13-16H2,1-3H3,(H3,28,29,30,31)/t19-,22+/m1/s1
- InChI Key
- DNXLRHFJZXIHDW-KNQAVFIVSA-N
- SMILES
- CC(C)(C)OC(=O)N1CC[C@H](CNc2ncnc(N)c2-c2ccc(Oc3ccccc3)cc2)[C@@H](O)C1
- Source
- ZINC000498051044
Warheads
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 36 | Ring Count | 4 |
| Heteroatom Count | 9 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 8 | Hydrogen Bond Donor Count | 3 |
| Topological Polar Surface Area | 122.83 Å2 | LogP | 4.516 |
| LogS | -4.745 | LogD | 3.698 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.985 | Pgp substrate | 0.893 |
| HIA | 0.961 | F20 % | 0.975 |
| F30 % | 0.911 | Caco-2 | -5.153 |
| MDCK | -5.503 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.41 | PPB | 87.641 |
| VD | 1.65 | Fu | 1.687 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.356 | CYP1A2 substrate | 0.563 |
| CYP2A6 substrate | 0.335 | CYP2B6 substrate | 0.666 |
| CYP2C19 inhibitor | 0.38 | CYP2C19 substrate | 0.802 |
| CYP2C8 substrate | 0.65 | CYP2C9 inhibitor | 0.31 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.039 |
| CYP2D6 substrate | 0.98 | CYP2E1 substrate | 0.667 |
| CYP3A4 inhibitor | 0.795 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.183 | CL | 8.186 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.936 | Hepatotoxicity | 0.983 |
| Mutagenicity | 0.012 | Rat Oral Acute Toxicity | 0.309 |
| FDAMDD | 0.718 | Skin Sensitization | 0.001 |
| Carcinogenicity | 0.35 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.011 | Respiratory Toxicity | 0.929 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.089 | IGC50 | 4.006 |
| LC50FM | 3.511 | LC50DM | 0.779 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.773 | NR-AR-LBD | 0.342 |
| NR-AhR | 0.904 | NR-Aromatase | 0.784 |
| NR-ER | 0.66 | NR-ER-LBD | 0.475 |
| NR-PPAR-gamma | 0.321 | SR-ARE | 0.787 |
| SR-ATAD5 | 0.724 | SR-HSE | 0.322 |
| SR-MMP | 0.835 | SR-p53 | 0.674 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.