O-methylviriditin

ID: ALA486376

PubChem CID: 10591878

Max Phase: Preclinical

Molecular Formula: C19H31NO3

Molecular Weight: 321.46

Molecule Type: Small molecule

Names and Identifiers

Synonyms: O-Methylviriditin | 13-O-methylviriditin|O-methylviriditin|CHEMBL486376|CHEBI:209414|(2E,4E,6E)-1-[2-(hydroxymethyl)pyrrolidin-1-yl]-8-methoxy-6-methyldodeca-2,4,6-trien-1-one

Canonical SMILES:  CCCCC(/C=C(C)/C=C/C=C/C(=O)N1CCCC1CO)OC

Standard InChI:  InChI=1S/C19H31NO3/c1-4-5-11-18(23-3)14-16(2)9-6-7-12-19(22)20-13-8-10-17(20)15-21/h6-7,9,12,14,17-18,21H,4-5,8,10-11,13,15H2,1-3H3/b9-6+,12-7+,16-14+

Standard InChI Key:  XSMAAHDDIFGBIA-UEGIDPSHSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -3.1090   -4.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431   -3.7926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989   -3.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5264   -3.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758   -3.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7333   -4.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7349   -5.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0181   -3.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044   -4.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4108   -3.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1245   -4.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8398   -3.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535   -4.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -2.9732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2687   -3.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9824   -4.2147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2702   -2.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4114   -4.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1266   -3.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1073   -5.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8209   -5.5187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9855   -2.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
 11 12  1  0
  2  6  1  0
 12 13  2  0
 12 14  1  0
  6  7  2  0
 13 15  1  0
  2  3  1  0
 15 16  1  0
  6  8  1  0
 15 17  1  0
  3  4  1  0
 16 18  1  0
  8  9  2  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
  1 21  1  0
  5  1  1  0
 21 22  1  0
 10 11  2  0
 17 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA486376

   O-methylviriditin

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: 321.46

Molecular Weight (Monoisotopic): 321.2304

AlogP: 3.23

#Rotatable Bonds: 9

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: 1.23

References

1. Omolo JO, Anke H, Chhabra S, Sterner O..  (2000)  New variotin analogues from Aspergillus viridi-nutans.,  63  (7): [PMID:10924177] [10.1021/np990509b]

Source

Source(1):

• Scientific Literature