Makaluvamine E

ID: ALA509186

Chembl Id: CHEMBL509186

PubChem CID: 9973231

Max Phase: Preclinical

Molecular Formula: C19H17N3O2

Molecular Weight: 319.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Makaluvamine E | Makaluvamine E|CHEMBL509186|SCHEMBL9257384|SCHEMBL9257393

Canonical SMILES:  Cn1cc2c3c1C(=O)C(N/C=C/c1ccc(O)cc1)=CC3=NCC2

Standard InChI:  InChI=1S/C19H17N3O2/c1-22-11-13-7-9-20-15-10-16(19(24)18(22)17(13)15)21-8-6-12-2-4-14(23)5-3-12/h2-6,8,10-11,21,23H,7,9H2,1H3/b8-6+

Standard InChI Key:  SRIGKAHCWXJXIV-SOFGYWHQSA-N

Alternative Forms

1. Parent:

   

   ALA509186

   MAKALUVAMINE E

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 319.36

Molecular Weight (Monoisotopic): 319.1321

AlogP: 2.42

#Rotatable Bonds: 3

Polar Surface Area: 66.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: 8.36

CX LogP: 1.70

CX LogD: 0.98

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.91

Np Likeness Score: 1.63

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. Fu X, Ng PL, Schmitz FJ, Hossain MB, van der Helm D, Kelly-Borges M..  (1996)  Makaluvic acids A and B: novel alkaloids from the marine sponge Zyzzya fuliginosus.,  59  (11): [PMID:8946754] [10.1021/np9604947]

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):

• Scientific Literature