Makaluvamine D

ID: ALA453817

Chembl Id: CHEMBL453817

Max Phase: Preclinical

Molecular Formula: C18H17N3O2

Molecular Weight: 307.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Makaluvamine D

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

Alternative Forms

1. Alternative Forms:

   

   ALA453817

   ---

2. Parent:

   

   ALA453817

   MAKALUVAMINE D

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

Calculated 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: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

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):

• Scientific Literature