Compound information
- Natural Products
- ZC3522200
- Molecular Formula
- C33H44N4O7S
- Molecular Weight
- 640.293070748 g/mol
- Structure
-
- IUPAC Name
- tert-butyl N-[(1S)-5-(benzyloxycarbonylamino)-1-[[5-(isobutylsulfamoyl)-1-naphthyl]carbamoyl]pentyl]carbamate
- InChI
- InChI=1S/C33H44N4O7S/c1-23(2)21-35-45(41,42)29-19-12-15-25-26(29)16-11-18-27(25)36-30(38)28(37-32(40)44-33(3,4)5)17-9-10-20-34-31(39)43-22-24-13-7-6-8-14-24/h6-8,11-16,18-19,23,28,35H,9-10,17,20-22H2,1-5H3,(H,34,39)(H,36,38)(H,37,40)/t28-/m0/s1
- InChI Key
- YIBIADOZEJSNQF-NDEPHWFRSA-N
- SMILES
- CC(C)CNS(=O)(=O)c1cccc2c(NC(=O)[C@H](CCCCNC(=O)OCc3ccccc3)NC(=O)OC(C)(C)C)cccc12
- Source
- ZINC000102154623
Warheads
- Carbamate
-
- Carbamate
-
ADMET Property
Physicochemical Property
| Property | Value | Property | Value |
|---|---|---|---|
| Heavy Atom Count | 45 | Ring Count | 3 |
| Heteroatom Count | 12 | Rotatable Bond Count | 14 |
| Hydrogen Bond Acceptor Count | 7 | Hydrogen Bond Donor Count | 4 |
| Topological Polar Surface Area | 151.93 Å2 | LogP | 5.136 |
| LogS | -6.265 | LogD | 4.339 |
Absorption
| Property | Value | Property | Value |
|---|---|---|---|
| Pgp inhibitor | 0.869 | Pgp substrate | 0.976 |
| HIA | 0.969 | F20 % | 0.988 |
| F30 % | 0.003 | Caco-2 | -5.752 |
| MDCK | -5.544 |
Distribution
| Property | Value | Property | Value |
|---|---|---|---|
| BBB Penetration | 0.159 | PPB | 95.678 |
| VD | 1.163 | Fu | 2.576 |
Metabolism
| Property | Value | Property | Value |
|---|---|---|---|
| CYP1A2 inhibitor | 0.554 | CYP1A2 substrate | 0.617 |
| CYP2A6 substrate | 0.404 | CYP2B6 substrate | 0.659 |
| CYP2C19 inhibitor | 0.988 | CYP2C19 substrate | 0.937 |
| CYP2C8 substrate | 0.89 | CYP2C9 inhibitor | 0.969 |
| CYP2C9 substrate | 1.0 | CYP2D6 inhibitor | 0.271 |
| CYP2D6 substrate | 0.953 | CYP2E1 substrate | 0.284 |
| CYP3A4 inhibitor | 0.931 | CYP3A4 substrate | 1.0 |
Excretion
| Property | Value | Property | Value |
|---|---|---|---|
| T1/2 | 0.532 | CL | 3.571 |
Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| hERG Blockers | 0.009 | Hepatotoxicity | 0.997 |
| Mutagenicity | 0.044 | Rat Oral Acute Toxicity | 0.276 |
| FDAMDD | 0.494 | Skin Sensitization | 0.0 |
| Carcinogenicity | 0.014 | Eye Corrosion | 0.002 |
| Eye Irritation | 0.0 | Respiratory Toxicity | 0.028 |
Environmental Toxicity
| Property | Value | Property | Value |
|---|---|---|---|
| Bioconcentration Factors | -0.091 | IGC50 | 4.928 |
| LC50FM | 4.459 | LC50DM | 5.442 |
Tox21 Pathway
| Property | Value | Property | Value |
|---|---|---|---|
| NR-AR | 0.119 | NR-AR-LBD | 0.21 |
| NR-AhR | 0.226 | NR-Aromatase | 0.165 |
| NR-ER | 0.62 | NR-ER-LBD | 0.465 |
| NR-PPAR-gamma | 0.853 | SR-ARE | 0.769 |
| SR-ATAD5 | 0.44 | SR-HSE | 0.07 |
| SR-MMP | 0.851 | SR-p53 | 0.188 |
Similar covalent inhibitors
Similar covalent drugs
No similar covalent drugs found for this compound.