NP-MRD: Showing NP-Card for scholarisine A (NP0038596)

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Record Information

Version

2.0

Created at

2021-06-20 21:14:41 UTC

Updated at

2021-06-30 00:11:28 UTC

NP-MRD ID

NP0038596

Secondary Accession Numbers

None

Natural Product Identification

Common Name

scholarisine A

Provided By

JEOL Database JEOL Logo

Description

(1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0²,¹⁰.0⁴,⁹.0¹⁰,¹⁵.0¹²,¹⁷]Icosa-2,4,6,8,18-pentaen-14-one belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. scholarisine A is found in Alstonia scholaris. scholarisine A was first documented in 2008 (Cai, X.-H., et al.). Based on a literature review very few articles have been published on (1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0²,¹⁰.0⁴,⁹.0¹⁰,¹⁵.0¹²,¹⁷]Icosa-2,4,6,8,18-pentaen-14-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123143D          

 41 46  0  0  0  0            999 V2000
   -3.5160    1.3963    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644   -0.0825    0.8063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6627   -0.3719    0.5651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2545    0.2249   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.7755   -1.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.9650    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0663    1.3283    1.3529 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7850    0.1227    1.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477   -1.0411    2.2023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7667   -2.1539    2.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -2.6534    3.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -2.5355    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -1.9052    0.4109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0096   -2.2444    0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9479   -1.5315    0.9903 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -0.2938    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.3943    0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.6319    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549   -2.1402    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -3.3685    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -4.0622    2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -3.5432    1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -2.3282    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.8538    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    1.9576    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.5103    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.4976   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5972    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    0.1064   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    1.7758   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.2045    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    1.5860    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    0.3983    2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7283    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.3510   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349   -3.3336    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.9648   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922   -1.5898    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -3.7877    1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -5.0147    2.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -4.0885    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 15  1  0  0  0  0
 17 16  2  0  0  0  0
 15 14  1  0  0  0  0
 22 21  2  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 13 12  1  0  0  0  0
 21 20  1  0  0  0  0
  9 10  1  0  0  0  0
 12 10  1  0  0  0  0
 15 23  1  1  0  0  0
 10 11  2  0  0  0  0
 20 19  2  0  0  0  0
  8  3  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  1  0  0  0  0
  6  5  1  0  0  0  0
  4  5  2  0  0  0  0
 16  6  1  0  0  0  0
  3  2  1  1  0  0  0
 18 23  2  0  0  0  0
  2  1  1  0  0  0  0
  3 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 30  1  6  0  0  0
 18 17  1  0  0  0  0
  8 33  1  1  0  0  0
  7  8  1  0  0  0  0
  9 34  1  1  0  0  0
 23 22  1  0  0  0  0
 13 35  1  6  0  0  0
 22 41  1  0  0  0  0
 21 40  1  0  0  0  0
 20 39  1  0  0  0  0
 19 38  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
  4 29  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 41 46  0  0  0  0  0  0  0  0999 V2000
   -3.5160    1.3963    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644   -0.0825    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -0.3719    0.5651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2545    0.2249   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.7755   -1.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.9650    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0663    1.3283    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850    0.1227    1.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477   -1.0411    2.2023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7667   -2.1539    2.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -2.6534    3.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -2.5355    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -1.9052    0.4109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0096   -2.2444    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479   -1.5315    0.9903 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -0.2938    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.3943    0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.6319    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549   -2.1402    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -3.3685    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -4.0622    2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -3.5432    1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -2.3282    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.8538    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    1.9576    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.5103    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.4976   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5972    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    0.1064   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    1.7758   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.2045    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    1.5860    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    0.3983    2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7283    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.3510   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349   -3.3336    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.9648   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922   -1.5898    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -3.7877    1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -5.0147    2.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -4.0885    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 15  1  0
 17 16  2  0
 15 14  1  0
 22 21  2  0
 14 13  1  0
 16 15  1  0
 13 12  1  0
 21 20  1  0
  9 10  1  0
 12 10  1  0
 15 23  1  1
 10 11  2  0
 20 19  2  0
  8  3  1  0
 19 18  1  0
  3  4  1  0
  6  5  1  0
  4  5  2  0
 16  6  1  0
  3  2  1  1
 18 23  2  0
  2  1  1  0
  3 13  1  0
  6  7  1  0
  6 30  1  6
 18 17  1  0
  8 33  1  1
  7  8  1  0
  9 34  1  1
 23 22  1  0
 13 35  1  6
 22 41  1  0
 21 40  1  0
 20 39  1  0
 19 38  1  0
  7 31  1  0
  7 32  1  0
 14 36  1  0
 14 37  1  0
  4 29  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1652306202123143D          

 41 46  0  0  0  0            999 V2000
   -3.5160    1.3963    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644   -0.0825    0.8063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6627   -0.3719    0.5651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2545    0.2249   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.7755   -1.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.9650    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0663    1.3283    1.3529 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7850    0.1227    1.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477   -1.0411    2.2023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7667   -2.1539    2.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -2.6534    3.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -2.5355    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -1.9052    0.4109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0096   -2.2444    0.0014 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9479   -1.5315    0.9903 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -0.2938    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.3943    0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.6319    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549   -2.1402    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -3.3685    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -4.0622    2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -3.5432    1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -2.3282    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.8538    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    1.9576    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.5103    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.4976   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5972    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    0.1064   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    1.7758   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.2045    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    1.5860    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    0.3983    2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7283    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.3510   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349   -3.3336    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.9648   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922   -1.5898    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -3.7877    1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -5.0147    2.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -4.0885    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 15  1  0  0  0  0
 17 16  2  0  0  0  0
 15 14  1  0  0  0  0
 22 21  2  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 13 12  1  0  0  0  0
 21 20  1  0  0  0  0
  9 10  1  0  0  0  0
 12 10  1  0  0  0  0
 15 23  1  1  0  0  0
 10 11  2  0  0  0  0
 20 19  2  0  0  0  0
  8  3  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  1  0  0  0  0
  6  5  1  0  0  0  0
  4  5  2  0  0  0  0
 16  6  1  0  0  0  0
  3  2  1  1  0  0  0
 18 23  2  0  0  0  0
  2  1  1  0  0  0  0
  3 13  1  0  0  0  0
  6  7  1  0  0  0  0
  6 30  1  6  0  0  0
 18 17  1  0  0  0  0
  8 33  1  1  0  0  0
  7  8  1  0  0  0  0
  9 34  1  1  0  0  0
 23 22  1  0  0  0  0
 13 35  1  6  0  0  0
 22 41  1  0  0  0  0
 21 40  1  0  0  0  0
 20 39  1  0  0  0  0
 19 38  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
  4 29  1  0  0  0  0
  2 27  1  0  0  0  0
  2 28  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038596

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C([H])=C1[H])[C@]13C(=N2)[C@@]2([H])N=C([H])[C@@]4(C([H])([H])C([H])([H])[H])[C@]([H])(OC(=O)[C@]1([H])[C@@]4([H])C2([H])[H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N2O2/c1-2-18-9-20-13-7-11(18)15-17(22)23-14(18)8-19(15)10-5-3-4-6-12(10)21-16(13)19/h3-6,9,11,13-15H,2,7-8H2,1H3/t11-,13+,14-,15+,18-,19+/m1/s1

> <INCHI_KEY>
ANZKLFVHUCHUGO-AGTQMTGSSA-N

> <FORMULA>
C19H18N2O2

> <MOLECULAR_WEIGHT>
306.365

> <EXACT_MASS>
306.136827828

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.19546606503832

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0^{2,10}.0^{4,9}.0^{10,15}.0^{12,17}]icosa-2,4(9),5,7,18-pentaen-14-one

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.782337954333333

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.340980217286539

> <JCHEM_POLAR_SURFACE_AREA>
51.019999999999996

> <JCHEM_REFRACTIVITY>
86.31730000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0^{2,10}.0^{4,9}.0^{10,15}.0^{12,17}]icosa-2,4(9),5,7,18-pentaen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 46  0  0  0  0  0  0  0  0999 V2000
   -3.5160    1.3963    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644   -0.0825    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -0.3719    0.5651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2545    0.2249   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.7755   -1.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.9650    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0663    1.3283    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850    0.1227    1.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477   -1.0411    2.2023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7667   -2.1539    2.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -2.6534    3.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -2.5355    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -1.9052    0.4109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0096   -2.2444    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479   -1.5315    0.9903 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -0.2938    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.3943    0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.6319    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549   -2.1402    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -3.3685    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -4.0622    2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -3.5432    1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -2.3282    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.8538    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    1.9576    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.5103    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.4976   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5972    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    0.1064   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    1.7758   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.2045    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    1.5860    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    0.3983    2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7283    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.3510   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349   -3.3336    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.9648   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922   -1.5898    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -3.7877    1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -5.0147    2.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -4.0885    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 15  1  0
 17 16  2  0
 15 14  1  0
 22 21  2  0
 14 13  1  0
 16 15  1  0
 13 12  1  0
 21 20  1  0
  9 10  1  0
 12 10  1  0
 15 23  1  1
 10 11  2  0
 20 19  2  0
  8  3  1  0
 19 18  1  0
  3  4  1  0
  6  5  1  0
  4  5  2  0
 16  6  1  0
  3  2  1  1
 18 23  2  0
  2  1  1  0
  3 13  1  0
  6  7  1  0
  6 30  1  6
 18 17  1  0
  8 33  1  1
  7  8  1  0
  9 34  1  1
 23 22  1  0
 13 35  1  6
 22 41  1  0
 21 40  1  0
 20 39  1  0
 19 38  1  0
  7 31  1  0
  7 32  1  0
 14 36  1  0
 14 37  1  0
  4 29  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.516   1.396   0.935  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.164  -0.083   0.806  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.663  -0.372   0.565  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.254   0.225  -0.776  0.00  0.00           C+0
HETATM    5  N   UNK     0      -0.118   0.776  -1.026  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.825   0.965   0.082  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.066   1.328   1.353  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.785   0.123   1.761  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.148  -1.041   2.202  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.767  -2.154   2.664  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.741  -2.653   3.777  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.651  -2.535   1.694  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.437  -1.905   0.411  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.010  -2.244   0.001  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.948  -1.532   0.990  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.621  -0.294   0.350  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.909  -0.394   0.176  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.273  -1.632   0.729  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.555  -2.140   0.812  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.741  -3.369   1.451  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.650  -4.062   2.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.356  -3.543   1.914  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.186  -2.328   1.271  0.00  0.00           C+0
HETATM   24  H   UNK     0      -3.033   1.854   1.803  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.226   1.958   0.042  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.598   1.510   1.063  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.755  -0.498  -0.021  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.502  -0.597   1.714  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.966   0.106  -1.612  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.513   1.776  -0.181  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.570   2.204   1.181  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.764   1.586   2.159  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.411   0.398   2.620  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.791  -0.728   3.033  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.137  -2.351  -0.305  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.135  -3.334   0.062  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.213  -1.965  -1.038  0.00  0.00           H+0
HETATM   38  H   UNK     0       5.392  -1.590   0.397  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.742  -3.788   1.531  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.817  -5.015   2.499  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.519  -4.088   2.340  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3    1   27   28                                             
CONECT    3    8    4    2   13                                             
CONECT    4    3    5   29                                                  
CONECT    5    6    4                                                       
CONECT    6    5   16    7   30                                             
CONECT    7    6    8   31   32                                             
CONECT    8    9    3   33    7                                             
CONECT    9    8   15   10   34                                             
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   13   10                                                       
CONECT   13   14   12    3   35                                             
CONECT   14   15   13   36   37                                             
CONECT   15    9   14   16   23                                             
CONECT   16   17   15    6                                                  
CONECT   17   16   18                                                       
CONECT   18   19   23   17                                                  
CONECT   19   20   18   38                                                  
CONECT   20   21   19   39                                                  
CONECT   21   22   20   40                                                  
CONECT   22   21   23   41                                                  
CONECT   23   15   18   22                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    2                                                            
CONECT   29    4                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

RDKit          3D

41 46  0  0  0  0  0  0  0  0999 V2000
   -3.5160    1.3963    0.9351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1644   -0.0825    0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -0.3719    0.5651 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2545    0.2249   -0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.7755   -1.0257 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.9650    0.0824 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0663    1.3283    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7850    0.1227    1.7612 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1477   -1.0411    2.2023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7667   -2.1539    2.6636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -2.6534    3.7774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -2.5355    1.6944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4367   -1.9052    0.4109 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0096   -2.2444    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9479   -1.5315    0.9903 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -0.2938    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090   -0.3943    0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2731   -1.6319    0.7287 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5549   -2.1402    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7414   -3.3685    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6499   -4.0622    2.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3559   -3.5432    1.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1860   -2.3282    1.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0333    1.8538    1.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2262    1.9576    0.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5976    1.5103    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7554   -0.4976   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5022   -0.5972    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9663    0.1064   -1.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    1.7758   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.2045    1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    1.5860    2.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    0.3983    2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7908   -0.7283    3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -2.3510   -0.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1349   -3.3336    0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -1.9648   -1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922   -1.5898    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7416   -3.7877    1.5307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -5.0147    2.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5194   -4.0885    2.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 15  1  0
 17 16  2  0
 15 14  1  0
 22 21  2  0
 14 13  1  0
 16 15  1  0
 13 12  1  0
 21 20  1  0
  9 10  1  0
 12 10  1  0
 15 23  1  1
 10 11  2  0
 20 19  2  0
  8  3  1  0
 19 18  1  0
  3  4  1  0
  6  5  1  0
  4  5  2  0
 16  6  1  0
  3  2  1  1
 18 23  2  0
  2  1  1  0
  3 13  1  0
  6  7  1  0
  6 30  1  6
 18 17  1  0
  8 33  1  1
  7  8  1  0
  9 34  1  1
 23 22  1  0
 13 35  1  6
 22 41  1  0
 21 40  1  0
 20 39  1  0
 19 38  1  0
  7 31  1  0
  7 32  1  0
 14 36  1  0
 14 37  1  0
  4 29  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₈N₂O₂

Average Mass

306.3650 Da

Monoisotopic Mass

306.13683 Da

IUPAC Name

(1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0^{2,10}.0^{4,9}.0^{10,15}.0^{12,17}]icosa-2,4(9),5,7,18-pentaen-14-one

Traditional Name

(1S,10R,12R,15R,16R,17S)-17-ethyl-13-oxa-3,19-diazahexacyclo[14.3.1.0^{2,10}.0^{4,9}.0^{10,15}.0^{12,17}]icosa-2,4(9),5,7,18-pentaen-14-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C([H])=C1[H])[C@]13C(=N2)[C@@]2([H])N=C([H])[C@@]4(C([H])([H])C([H])([H])[H])[C@]([H])(OC(=O)[C@]1([H])[C@@]4([H])C2([H])[H])C3([H])[H]

InChI Identifier

InChI=1S/C19H18N2O2/c1-2-18-9-20-13-7-11(18)15-17(22)23-14(18)8-19(15)10-5-3-4-6-12(10)21-16(13)19/h3-6,9,11,13-15H,2,7-8H2,1H3/t11-,13+,14-,15+,18-,19+/m1/s1

InChI Key

ANZKLFVHUCHUGO-AGTQMTGSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alstonia Alstonia scholaris	JEOL database	Cai, X.-H., et al, Org. Lett. 10, 577 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Delta valerolactone
Delta_valerolactone
Tetrahydropyridine
Oxane
Benzenoid
Carboxylic acid ester
Ketimine
Lactone
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Imine
Organic nitrogen compound
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	2.89	ALOGPS
logP	2.78	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	5.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.02 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.32 m³·mol⁻¹	ChemAxon
Polarizability	32.2 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

26325191

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57380110

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cai, X.-H., et al. (2008). Cai, X.-H., et al, Org. Lett. 10, 577 (2008). Org. Lett..

Showing NP-Card for scholarisine A (NP0038596)

MOL for NP0038596 (scholarisine A)

3D MOL for NP0038596 (scholarisine A)

3D SDF for NP0038596 (scholarisine A)

3D-SDF for NP0038596 (scholarisine A)

PDB for NP0038596 (scholarisine A)

3D PDB for NP0038596 (scholarisine A)

SMILES for NP0038596 (scholarisine A)

INCHI for NP0038596 (scholarisine A)

Structure for NP0038596 (scholarisine A)

3D Structure for NP0038596 (scholarisine A)