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MAKALUVAMINE D
ID: ALA453817
Max Phase: Preclinical
Molecular Formula: C18H17N3O2
Molecular Weight: 307.35
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): Makaluvamine D
Synonyms from Alternative Forms(1):
Canonical SMILES: O=C1C(NCCc2ccc(O)cc2)=CC2=NCCc3c[nH]c1c32
Standard InChI: InChI=1S/C18H17N3O2/c22-13-3-1-11(2-4-13)5-7-20-15-9-14-16-12(6-8-19-14)10-21-17(16)18(15)23/h1-4,9-10,20-22H,5-8H2
Standard InChI Key: BBIQXQHDNKDTQK-UHFFFAOYSA-N
Associated Targets(Human)
TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
HCT-116 (91556 Activities)
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K562 (73714 Activities)
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Associated Targets(non-human)
srtA Sortase A (641 Activities)
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Salmonella enterica (1497 Activities)
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Proteus vulgaris (5823 Activities)
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Escherichia coli (133304 Activities)
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Staphylococcus aureus (210822 Activities)
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Micrococcus luteus (7463 Activities)
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Bacillus subtilis (32866 Activities)
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XRS6 (17 Activities)
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Molecule Features
| Natural Product: Yes | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 307.35 | Molecular Weight (Monoisotopic): 307.1321 | AlogP: 1.98 | #Rotatable Bonds: 4 |
| Polar Surface Area: 77.48 | Molecular Species: BASE | HBA: 4 | HBD: 3 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 10.26 | CX Basic pKa: 8.54 | CX LogP: 1.60 | CX LogD: 0.58 |
| Aromatic Rings: 2 | Heavy Atoms: 23 | QED Weighted: 0.81 | Np Likeness Score: 1.62 |
References
| 1. Schmidt EW, Harper MK, Faulkner DJ.. (1995) Makaluvamines H-M and damirone C from the pohnpeian sponge Zyzzya fuliginosa., 58 (12): [PMID:8691207] [10.1021/np50126a008] |
| 2. Jeon JE, Na Z, Jung M, Lee HS, Sim CJ, Nahm K, Oh KB, Shin J.. (2010) Discorhabdins from the Korean marine sponge Sceptrella sp., 73 (2): [PMID:20055495] [10.1021/np9005629] |
| 3. Davis RA, Buchanan MS, Duffy S, Avery VM, Charman SA, Charman WN, White KL, Shackleford DM, Edstein MD, Andrews KT, Camp D, Quinn RJ.. (2012) Antimalarial activity of pyrroloiminoquinones from the Australian marine sponge Zyzzya sp., 55 (12): [PMID:22686608] [10.1021/jm3002795] |
Source
Source(1):