NP-MRD: Showing NP-Card for Oxaline (NP0057982)

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Record Information

Version

2.0

Created at

2022-04-28 03:19:38 UTC

Updated at

2022-04-28 03:19:38 UTC

NP-MRD ID

NP0057982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oxaline

Description

(1R,9S,14Z)-15-hydroxy-14-[(1H-imidazol-5-yl)methylidene]-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]Hexadeca-3,5,7,10,15-pentaen-12-one belongs to the class of organic compounds known as pyridoindolones. These are pyridoindoles with a structure that contains an indole moiety bearing a ketone. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Oxaline is found in Aspergillus japonicus, Penicillium oxalicum and Penicillium sp.. Based on a literature review very few articles have been published on (1R,9S,14Z)-15-hydroxy-14-[(1H-imidazol-5-yl)methylidene]-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0¹,¹³.0³,⁸]Hexadeca-3,5,7,10,15-pentaen-12-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282205192D          

 33 37  0  0  1  0            999 V2000
    1.7691   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6131    1.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3356    0.0713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769   -0.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    3.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992    3.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3275    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    2.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    2.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715    1.8806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    1.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956    2.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652    1.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    3.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 25  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  8 28  1  0  0  0  0
  7 29  1  1  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
   -3.0472    2.4161   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8135    2.2824   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4477    1.4918    0.3195 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4162    1.6526    1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1536    2.1357    0.8649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1478    0.0681    0.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5427   -0.5169    1.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7378   -0.8126    1.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1885   -1.3612    2.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2979   -0.4539    3.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7311   -0.5858    0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9160   -0.8701    0.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1623   -0.0079   -0.7585 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7247    0.7569   -1.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    1.3396   -1.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695    1.3457   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1720    0.9255   -0.8848 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640    1.1373    0.2544 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0230    1.6814    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8155    1.8114    0.5374 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6610    0.8804   -2.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096    1.5030   -3.8952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4866    0.1826   -2.3398 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2160   -0.2432   -1.0408 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3686   -1.7307   -1.0614 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914   -2.6515   -1.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3225   -3.7206   -0.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -1.9029   -0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5747   -2.9341   -1.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9382   -2.9242   -1.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4898   -1.8555   -0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6613   -0.8231   -0.0564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3029   -0.8002   -0.2469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507    3.0373   -2.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8941    1.9484   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0395    2.7941   -1.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3655    2.0865    1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6250    0.7337    2.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563    2.3826    2.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242    3.0900    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140    2.4832    0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    1.5614    1.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2164   -0.7088    2.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586   -0.9631    4.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3102   -0.0287    3.9833 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    0.3822    3.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147    1.8775   -2.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5875    0.4836   -1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8781    0.8908    0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3099    1.9656    2.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446    0.0471   -2.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166   -3.8779    0.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1996   -4.6382   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191   -3.5574    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -3.7933   -1.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5477   -3.7405   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5577   -1.8358   -0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1657   -0.0365    0.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33  6  1  0
  6  7  1  1
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 14 21  1  0
 21 22  2  0
 21 23  1  0
 24 23  1  6
  6  3  1  0
  3  4  1  1
  3  5  1  0
  3  2  1  0
  2  1  2  3
 24 25  1  0
 33 28  1  0
 24  6  1  0
 24 13  1  0
 20 16  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
 29 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
  7 43  1  0
 10 44  1  0
 10 45  1  0
 10 46  1  0
 15 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 23 51  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  5 42  1  0
  2 36  1  0
  1 34  1  0
  1 35  1  0
M  END


  Mrv1652304282205192D          

 33 37  0  0  1  0            999 V2000
    1.7691   -0.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3276    0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1122    1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538   -0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6131    1.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3356    0.0713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769   -0.6431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4416    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5146    3.2459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992    3.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3275    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4991    2.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7846    2.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715    1.8806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2805    1.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7956    2.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652    1.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9480    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617    3.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  2  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 21 25  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
  8 28  1  0  0  0  0
  7 29  1  1  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0057982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CON1C2=CC=CC=C2[C@]2(C=C(OC)C(=O)N3\C(=C/C4=CNC=N4)C(=O)N[C@]123)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H25N5O4/c1-6-22(2,3)23-12-19(32-4)21(31)28-18(11-15-13-25-14-26-15)20(30)27-24(23,28)29(33-5)17-10-8-7-9-16(17)23/h6-14H,1H2,2-5H3,(H,25,26)(H,27,30)/b18-11-/t23-,24-/m1/s1

> <INCHI_KEY>
SOHAVULMGIITDH-UYYNONRTSA-N

> <FORMULA>
C24H25N5O4

> <MOLECULAR_WEIGHT>
447.495

> <EXACT_MASS>
447.190654305

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
45.95564752779467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,9S,14Z)-14-[(1H-imidazol-4-yl)methylidene]-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10-tetraene-12,15-dione

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.2682400953333337

> <ALOGPS_LOGS>
-3.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.823536856804058

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.241903562370721

> <JCHEM_PKA_STRONGEST_BASIC>
6.038779843918055

> <JCHEM_POLAR_SURFACE_AREA>
99.78999999999999

> <JCHEM_REFRACTIVITY>
134.92649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9S,14Z)-14-(1H-imidazol-4-ylmethylidene)-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10-tetraene-12,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.302  -0.736   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.158   0.294   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.478   1.800   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.943   2.276   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.087   1.246   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.767  -0.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.144   2.570   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.626   0.133   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -0.144  -1.201   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.626  -2.534   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.785   3.522   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.249   3.998   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.640   4.553   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.824   4.077   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.961   6.059   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.425   6.535   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.910   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.680   2.104   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.211   2.265   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -6.532   3.771   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -5.198   4.541   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -4.053   3.511   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.941  -1.941   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      -0.000  -0.000   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       2.390   3.476   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.485   4.722   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.855   3.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.636   4.381   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.475   5.912   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    3    8   16   29                                             
CONECT    8    7    9   12   28                                             
CONECT    9    8    2   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15    7                                                       
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   12   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21                                                       
CONECT   26   19   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    8                                                       
CONECT   29    7   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₅N₅O₄

Average Mass

447.4950 Da

Monoisotopic Mass

447.19065 Da

IUPAC Name

(1R,9S,14Z)-14-[(1H-imidazol-4-yl)methylidene]-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10-tetraene-12,15-dione

Traditional Name

(1R,9S,14Z)-14-(1H-imidazol-4-ylmethylidene)-2,11-dimethoxy-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.0^{1,13}.0^{3,8}]hexadeca-3,5,7,10-tetraene-12,15-dione

CAS Registry Number

Not Available

SMILES

CON1C2=CC=CC=C2[C@]2(C=C(OC)C(=O)N3\C(=C/C4=CNC=N4)C(=O)N[C@]123)C(C)(C)C=C

InChI Identifier

InChI=1S/C24H25N5O4/c1-6-22(2,3)23-12-19(32-4)21(31)28-18(11-15-13-25-14-26-15)20(30)27-24(23,28)29(33-5)17-10-8-7-9-16(17)23/h6-14H,1H2,2-5H3,(H,25,26)(H,27,30)/b18-11-/t23-,24-/m1/s1

InChI Key

SOHAVULMGIITDH-UYYNONRTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus japonicus	Fungi	KNApSAcK
Penicillium oxalicum	Fungi	KNApSAcK
Penicillium sp.	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridoindolones. These are pyridoindoles with a structure that contains an indole moiety bearing a ketone. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Pyridoindolones

Alternative Parents

Substituents

Pyridoindolone
Alpha-carboline
Indole
Imidazopyridine
1-hydroxylamino, 4-unsubstituted benzenoid
1-hydroxylamino, 2-unsubstituted benzenoid
Benzenoid
Pyridine
Heteroaromatic compound
Cyclic carboximidic acid
Tertiary carboxylic acid amide
3-imidazoline
Imidazole
Azole
Orthocarboxylic acid derivative
Ortho amide
Lactam
Carboxamide group
Azacycle
N-organohydroxylamine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.76	ALOGPS
logP	2.27	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	10.24	ChemAxon
pKa (Strongest Basic)	6.04	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.79 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.93 m³·mol⁻¹	ChemAxon
Polarizability	45.96 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162862845

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Oxaline (NP0057982)

MOL for NP0057982 (Oxaline)

3D MOL for NP0057982 (Oxaline)

3D SDF for NP0057982 (Oxaline)

3D-SDF for NP0057982 (Oxaline)

PDB for NP0057982 (Oxaline)

3D PDB for NP0057982 (Oxaline)

SMILES for NP0057982 (Oxaline)

INCHI for NP0057982 (Oxaline)

Structure for NP0057982 (Oxaline)

3D Structure for NP0057982 (Oxaline)