Compound information
- Natural Products
- ZC2323327
- Molecular Formula
- C20H20ClN3O3
- Molecular Weight
- 385.11931918 g/mol
- Structure
-
- IUPAC Name
- (5R)-N-[4-(3-chlorophenoxy)phenyl]-8-oxo-2,7-diazaspiro[4.4]nonane-2-carboxamide
- InChI
- InChI=1S/C20H20ClN3O3/c21-14-2-1-3-17(10-14)27-16-6-4-15(5-7-16)23-19(26)24-9-8-20(13-24)11-18(25)22-12-20/h1-7,10H,8-9,11-13H2,(H,22,25)(H,23,26)/t20-/m1/s1
- InChI Key
- CPPHBJFQJSQNCM-HXUWFJFHSA-N
- SMILES
- O=C1C[C@]2(CCN(C(=O)Nc3ccc(Oc4cccc(Cl)c4)cc3)C2)CN1
- Source
- ZINC000278976884
Warheads
- Urea carbonyl
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 27 | Ring Count | 4 |
| Heteroatom Count | 7 | Rotatable Bond Count | 3 |
| Hydrogen Bond Acceptor Count | 3 | Hydrogen Bond Donor Count | 2 |
| Topological Polar Surface Area | 70.67 Å2 | LogP | 3.324 |
| LogS | -5.172 | LogD | 3.175 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.461 | Pgp substrate | 0.512 |
| HIA | 0.969 | F20 % | 0.956 |
| F30 % | 0.593 | Caco-2 | -5.297 |
| MDCK | -5.57 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.908 | PPB | 88.703 |
| VD | 0.831 | Fu | 1.953 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.204 | CYP1A2 substrate | 0.662 |
| CYP2A6 substrate | 0.75 | CYP2B6 substrate | 0.756 |
| CYP2C19 inhibitor | 0.156 | CYP2C19 substrate | 0.913 |
| CYP2C8 substrate | 0.861 | CYP2C9 inhibitor | 0.358 |
| CYP2C9 substrate | 0.619 | CYP2D6 inhibitor | 0.582 |
| CYP2D6 substrate | 0.94 | CYP2E1 substrate | 0.529 |
| CYP3A4 inhibitor | 0.956 | CYP3A4 substrate | 0.96 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.881 | CL | 4.909 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.67 | Hepatotoxicity | 0.994 |
| Mutagenicity | 0.74 | Rat Oral Acute Toxicity | 0.01 |
| FDAMDD | 0.572 | Skin Sensitization | 0.716 |
| Carcinogenicity | 0.39 | Eye Corrosion | 0.004 |
| Eye Irritation | 0.009 | Respiratory Toxicity | 0.359 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.206 | IGC50 | 3.77 |
| LC50FM | 2.492 | LC50DM | -1.289 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.326 | NR-AR-LBD | 0.21 |
| NR-AhR | 0.763 | NR-Aromatase | 0.154 |
| NR-ER | 0.693 | NR-ER-LBD | 0.329 |
| NR-PPAR-gamma | 0.224 | SR-ARE | 0.835 |
| SR-ATAD5 | 0.733 | SR-HSE | 0.14 |
| SR-MMP | 0.692 | SR-p53 | 0.629 |
Similar covalent drugs
No similar covalent drugs found for this compound.