Compound information
- Natural Products
- ZC2963681
- Molecular Formula
- C27H33N5O4
- Molecular Weight
- 491.253254536 g/mol
- Structure
-
- IUPAC Name
- tert-butyl (3R,4S)-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-/m0/s1
- InChI Key
- DNXLRHFJZXIHDW-UGKGYDQZSA-N
- SMILES
- CC(C)(C)OC(=O)N1CC[C@@H](CNc2ncnc(N)c2-c2ccc(Oc3ccccc3)cc2)[C@@H](O)C1
- Source
- ZINC000498051048
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 | 4.449 |
| LogS | -4.632 | LogD | 3.824 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.973 | Pgp substrate | 0.975 |
| HIA | 0.964 | F20 % | 0.949 |
| F30 % | 0.898 | Caco-2 | -5.298 |
| MDCK | -5.417 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.362 | PPB | 83.457 |
| VD | 1.904 | Fu | 1.684 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.105 | CYP1A2 substrate | 0.636 |
| CYP2A6 substrate | 0.427 | CYP2B6 substrate | 0.731 |
| CYP2C19 inhibitor | 0.267 | CYP2C19 substrate | 0.939 |
| CYP2C8 substrate | 0.706 | CYP2C9 inhibitor | 0.153 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.173 |
| CYP2D6 substrate | 0.997 | CYP2E1 substrate | 0.538 |
| CYP3A4 inhibitor | 0.626 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.222 | CL | 9.546 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.988 | Hepatotoxicity | 0.976 |
| Mutagenicity | 0.015 | Rat Oral Acute Toxicity | 0.399 |
| FDAMDD | 0.687 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.762 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.012 | Respiratory Toxicity | 0.926 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.319 | IGC50 | 4.112 |
| LC50FM | 1.035 | LC50DM | -1.459 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.834 | NR-AR-LBD | 0.337 |
| NR-AhR | 0.934 | NR-Aromatase | 0.871 |
| NR-ER | 0.702 | NR-ER-LBD | 0.539 |
| NR-PPAR-gamma | 0.384 | SR-ARE | 0.737 |
| SR-ATAD5 | 0.75 | SR-HSE | 0.325 |
| SR-MMP | 0.838 | SR-p53 | 0.756 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.