malyngamide H

ID: ALA470136

Chembl Id: CHEMBL470136

Cas Number: 165337-92-8

PubChem CID: 10025771

Max Phase: Preclinical

Molecular Formula: C26H41NO4

Molecular Weight: 431.62

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Malyngamide H | Malyngamide H|(E,7S)-7-methoxy-N-[3-[(1R,6R)-3-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]but-3-enyl]tetradec-4-enamide|165337-92-8|CHEMBL470136|CHEBI:188044|DTXSID701046105

Canonical SMILES:  C=C(CCNC(=O)CC/C=C/C[C@H](CCCCCCC)OC)[C@@]12O[C@@H]1CC=C(C)C2=O

Standard InChI:  InChI=1S/C26H41NO4/c1-5-6-7-8-10-13-22(30-4)14-11-9-12-15-24(28)27-19-18-21(3)26-23(31-26)17-16-20(2)25(26)29/h9,11,16,22-23H,3,5-8,10,12-15,17-19H2,1-2,4H3,(H,27,28)/b11-9+/t22-,23+,26+/m0/s1

Standard InChI Key:  MNBBBIJBVPWYSD-AIIVTHQSSA-N

Alternative Forms

1. Parent:

   

   ALA470136

   MALYNGAMIDE H

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: 431.62

Molecular Weight (Monoisotopic): 431.3036

AlogP: 5.21

#Rotatable Bonds: 16

Polar Surface Area: 67.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.21

Np Likeness Score: 2.04

References

1. Orjala J, Nagle D, Gerwick WH..  (1995)  Malyngamide H, an ichthyotoxic amide possessing a new carbon skeleton from the Caribbean cyanobacterium Lyngbya majuscula.,  58  (5): [PMID:7623050] [10.1021/np50119a019]

2. Rinehart KL, Tachibana K.  (1995)  The 1994 Japan-U.S. Seminar on Bioorganic Marine Chemistry, Meeting Report,  58  (3): [10.1021/np50117a002]

3. Orjala J, Gerwick WH..  (1996)  Barbamide, a chlorinated metabolite with molluscicidal activity from the Caribbean cyanobacterium Lyngbya majuscula.,  59  (4): [PMID:8699186] [10.1021/np960085a]

Source

Source(1):

• Scientific Literature