Compound information
- Natural Products
- ZC1305388
- Molecular Formula
- C28H34N4O2
- Molecular Weight
- 458.268176328 g/mol
- Structure
-
- IUPAC Name
- [(1S,2S)-2-(4-benzylpiperazine-1-carbonyl)-3-methylene-cyclopropyl]-(4-benzylpiperazin-1-yl)methanone
- InChI
- InChI=1S/C28H34N4O2/c1-22-25(27(33)31-16-12-29(13-17-31)20-23-8-4-2-5-9-23)26(22)28(34)32-18-14-30(15-19-32)21-24-10-6-3-7-11-24/h2-11,25-26H,1,12-21H2/t25-,26-/m1/s1
- InChI Key
- JDZWDNVRRQJKBZ-CLJLJLNGSA-N
- SMILES
- C=C1[C@@H](C(=O)N2CCN(Cc3ccccc3)CC2)[C@@H]1C(=O)N1CCN(Cc2ccccc2)CC1
- Source
- ZINC000021487214
Warheads
- Cyclopropane
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 34 | Ring Count | 5 |
| Heteroatom Count | 6 | Rotatable Bond Count | 6 |
| Hydrogen Bond Acceptor Count | 4 | Hydrogen Bond Donor Count | 0 |
| Topological Polar Surface Area | 47.1 Å2 | LogP | 2.548 |
| LogS | -2.968 | LogD | 2.831 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.576 | Pgp substrate | 0.999 |
| HIA | 0.969 | F20 % | 0.983 |
| F30 % | 0.539 | Caco-2 | -5.145 |
| MDCK | -4.764 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 1.0 | PPB | 63.327 |
| VD | 4.16 | Fu | 0.89 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.0 | CYP1A2 substrate | 0.595 |
| CYP2A6 substrate | 0.743 | CYP2B6 substrate | 0.85 |
| CYP2C19 inhibitor | 0.103 | CYP2C19 substrate | 0.98 |
| CYP2C8 substrate | 0.808 | CYP2C9 inhibitor | 0.042 |
| CYP2C9 substrate | 0.049 | CYP2D6 inhibitor | 0.041 |
| CYP2D6 substrate | 0.706 | CYP2E1 substrate | 0.424 |
| CYP3A4 inhibitor | 0.014 | CYP3A4 substrate | 0.997 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.355 | CL | 11.215 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.925 | Hepatotoxicity | 0.984 |
| Mutagenicity | 0.0 | Rat Oral Acute Toxicity | 0.884 |
| FDAMDD | 0.634 | Skin Sensitization | 0.91 |
| Carcinogenicity | 0.001 | Eye Corrosion | 0.009 |
| Eye Irritation | 0.354 | Respiratory Toxicity | 0.897 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | 0.946 | IGC50 | 3.495 |
| LC50FM | 0.65 | LC50DM | -2.977 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.447 | NR-AR-LBD | 0.245 |
| NR-AhR | 0.233 | NR-Aromatase | 0.012 |
| NR-ER | 0.338 | NR-ER-LBD | 0.341 |
| NR-PPAR-gamma | 0.054 | SR-ARE | 0.377 |
| SR-ATAD5 | 0.348 | SR-HSE | 0.112 |
| SR-MMP | 0.009 | SR-p53 | 0.071 |
Similar covalent drugs
No similar covalent drugs found for this compound.