Table 1.
Free energies of binding for fifteen marine guanidine alkaloids (1–15) to SARS-CoV-2 target proteins, and their calculated partition coefficient (c log P).
| Compound | COVID-19 Main Protease | Spike Glycoproteins | Nucleocapsid Phosphoprotein | Membrane Glycoprotein | nsp10 | c Log P |
|---|---|---|---|---|---|---|
| Monanchoradin A (1) | −5.62 | −3.83 | −4.70 | −4.27 | −6.12 | 1.204 |
| Monanchoradin B (2) | −5.54 | −4.10 | −4.46 | −4.65 | −5.73 | 1.66 |
| Monanchoradin C (3) | −6.01 | −3.71 | −5.10 | −4.61 | −6.08 | 2.116 |
| Dehydrocrambescin A2 418 (4) | −6.45 | −4.50 | −6.31 | −5.69 | −7.19 | 3.998 |
| Crambescidin 786 (5) | −8.05 | −5.60 | −6.49 | −6.37 | −9.06 | 4.195 |
| Crambescidin 814 (6) | −7.87 | −6.87 | −6.34 | −6.97 | −7.50 | 5.563 |
| Norcrambescidic acid (7) | −7.50 | −5.81 | −6.37 | −7.34 | −7.35 | 6.52 |
| Monalidine A (8) | −5.77 | −3.55 | −4.63 | −4.32 | −5.63 | 4.566 |
| (−)-crambescin A2 392 (9) | −6.93 | −4.07 | −5.47 | −5.50 | −6.61 | 2.479 |
| (−)-crambescin A2 406 (10) | −6.88 | −4.60 | −5.44 | −6.01 | −10.54 | 2.936 |
| (−)-crambescin A2 420 (11) | −7.38 | −4.32 | −5.60 | −5.61 | −6.53 | 3.392 |
| Crambescidin 800 (12) | −6.75 | −6.49 | −6.29 | −7.04 | −7.22 | 4.651 |
| Crambescidin 826 (13) | −7.99 | −6.95 | −8.01 | −6.09 | −8.39 | 6.979 |
| Crambescidic acid (14) | −7.02 | −5.36 | −6.05 | −6.66 | −7.38 | 6.898 |
| Crambescidin 359 (15) | −5.53 | −3.85 | −4.55 | −4.39 | −4.72 | 3.235 |
| Co-crystallized ligand (PRD_002214) | −8.18 | - | - | - | - | - |
| Co-crystallized ligand (NAG) | - | −3.56 | - | - | - | - |
| Co-crystallized ligand (MES) | - | - | −3.80 | - | - | - |
| Co-crystallized ligand (NAG) | - | - | - | −3.63 | - | - |
| Co-crystallized ligand (SAM) | - | - | - | - | −5.77 | - |