NP-MRD: Showing NP-Card for N-methoxymethylisocystodamine (NP0040613)

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Record Information

Version

2.0

Created at

2021-06-20 22:43:52 UTC

Updated at

2021-06-30 00:14:37 UTC

NP-MRD ID

NP0040613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-methoxymethylisocystodamine

Provided By

JEOL Database JEOL Logo

Description

9-[(Methoxymethyl)amino]-8H-benzo[b]pyrido[4,3,2-de][1,10]phenanthroline-8-one belongs to the class of organic compounds known as pyrido[2,3,4-kl]acridines. These are organic heterocyclic compounds with a structure based on the pyrido[2,3,4-kl]acridine skeleton. N-methoxymethylisocystodamine is found in Biemna sp. N-methoxymethylisocystodamine was first documented in 2011 (Ueoka, R., et al.). Based on a literature review very few articles have been published on 9-[(Methoxymethyl)amino]-8H-benzo[b]pyrido[4,3,2-de][1,10]phenanthroline-8-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212100433D          

 40 44  0  0  0  0            999 V2000
   -4.1715   -1.8705   -5.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700   -1.4229   -4.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404   -2.3560   -3.4007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8222   -2.4092   -3.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -1.3944   -2.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -0.1263   -2.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.8579   -1.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675    0.6716   -1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.5542   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -1.6001   -2.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -2.9108   -2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.8603   -3.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.0472   -2.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229   -4.2602   -2.7469 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -4.3996   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440   -3.3813   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.1147   -1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.9624   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -0.7393   -1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.3198   -1.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    0.2002   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    1.3131   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.2911   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    0.1279   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120   -1.0035   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -0.9950   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -2.8247   -5.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941   -1.1269   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -1.9660   -5.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7650   -2.0580   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3497   -3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -3.3053   -3.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.1146   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    1.8532   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484   -5.3810   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -3.5926   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    2.2284   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357    2.1817    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    0.0976   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -1.8956   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
 19 18  2  0  0  0  0
  5 10  1  0  0  0  0
 18 17  1  0  0  0  0
 17 26  2  0  0  0  0
  9 19  1  0  0  0  0
 21 20  2  0  0  0  0
 20 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 21 26  1  0  0  0  0
  7  6  1  0  0  0  0
 26 25  1  0  0  0  0
 18 13  1  0  0  0  0
 25 24  2  0  0  0  0
  9  8  1  0  0  0  0
 24 23  1  0  0  0  0
 13 14  2  0  0  0  0
 23 22  2  0  0  0  0
 22 21  1  0  0  0  0
  8  7  2  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
  4  3  1  0  0  0  0
 15 16  2  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 25 40  1  0  0  0  0
 24 39  1  0  0  0  0
 23 38  1  0  0  0  0
 22 37  1  0  0  0  0
  4 32  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -4.1715   -1.8705   -5.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700   -1.4229   -4.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404   -2.3560   -3.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.4092   -3.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -1.3944   -2.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -0.1263   -2.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.8579   -1.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675    0.6716   -1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.5542   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -1.6001   -2.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -2.9108   -2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.8603   -3.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.0472   -2.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229   -4.2602   -2.7469 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -4.3996   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440   -3.3813   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.1147   -1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.9624   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -0.7393   -1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.3198   -1.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    0.2002   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    1.3131   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.2911   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    0.1279   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120   -1.0035   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -0.9950   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -2.8247   -5.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941   -1.1269   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -1.9660   -5.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7650   -2.0580   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3497   -3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -3.3053   -3.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.1146   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    1.8532   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484   -5.3810   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -3.5926   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    2.2284   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357    2.1817    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    0.0976   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -1.8956   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 19 18  2  0
  5 10  1  0
 18 17  1  0
 17 26  2  0
  9 19  1  0
 21 20  2  0
 20 19  1  0
 10 11  1  0
 11 13  1  0
 21 26  1  0
  7  6  1  0
 26 25  1  0
 18 13  1  0
 25 24  2  0
  9  8  1  0
 24 23  1  0
 13 14  2  0
 23 22  2  0
 22 21  1  0
  8  7  2  0
 11 12  2  0
 14 15  1  0
  5  4  1  0
  9 10  2  0
  4  3  1  0
 15 16  2  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
  7 34  1  0
  6 33  1  0
 15 35  1  0
 16 36  1  0
 25 40  1  0
 24 39  1  0
 23 38  1  0
 22 37  1  0
  4 32  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306212100433D          

 40 44  0  0  0  0            999 V2000
   -4.1715   -1.8705   -5.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700   -1.4229   -4.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404   -2.3560   -3.4007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8222   -2.4092   -3.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -1.3944   -2.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -0.1263   -2.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.8579   -1.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675    0.6716   -1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.5542   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -1.6001   -2.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -2.9108   -2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.8603   -3.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.0472   -2.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229   -4.2602   -2.7469 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -4.3996   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440   -3.3813   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.1147   -1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.9624   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -0.7393   -1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.3198   -1.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    0.2002   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    1.3131   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.2911   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    0.1279   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120   -1.0035   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -0.9950   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -2.8247   -5.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941   -1.1269   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -1.9660   -5.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7650   -2.0580   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3497   -3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -3.3053   -3.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.1146   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    1.8532   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484   -5.3810   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -3.5926   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    2.2284   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357    2.1817    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    0.0976   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -1.8956   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
 19 18  2  0  0  0  0
  5 10  1  0  0  0  0
 18 17  1  0  0  0  0
 17 26  2  0  0  0  0
  9 19  1  0  0  0  0
 21 20  2  0  0  0  0
 20 19  1  0  0  0  0
 10 11  1  0  0  0  0
 11 13  1  0  0  0  0
 21 26  1  0  0  0  0
  7  6  1  0  0  0  0
 26 25  1  0  0  0  0
 18 13  1  0  0  0  0
 25 24  2  0  0  0  0
  9  8  1  0  0  0  0
 24 23  1  0  0  0  0
 13 14  2  0  0  0  0
 23 22  2  0  0  0  0
 22 21  1  0  0  0  0
  8  7  2  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
  5  4  1  0  0  0  0
  9 10  2  0  0  0  0
  4  3  1  0  0  0  0
 15 16  2  0  0  0  0
  3  2  1  0  0  0  0
 16 17  1  0  0  0  0
  2  1  1  0  0  0  0
  7 34  1  0  0  0  0
  6 33  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 25 40  1  0  0  0  0
 24 39  1  0  0  0  0
 23 38  1  0  0  0  0
 22 37  1  0  0  0  0
  4 32  1  0  0  0  0
  3 30  1  0  0  0  0
  3 31  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0040613

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C1=C([H])C([H])=NC2=C1C(=O)C1=NC([H])=C([H])C3=C4C([H])=C([H])C([H])=C([H])C4=NC2=C13)C([H])([H])OC([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H14N4O2/c1-26-10-23-14-7-9-21-17-16(14)20(25)19-15-12(6-8-22-19)11-4-2-3-5-13(11)24-18(15)17/h2-9H,10H2,1H3,(H,21,23)

> <INCHI_KEY>
PBQXYIXCMAVZCN-UHFFFAOYSA-N

> <FORMULA>
C20H14N4O2

> <MOLECULAR_WEIGHT>
342.358

> <EXACT_MASS>
342.111675707

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
36.39476378977418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(methoxymethyl)amino]-3,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-8-one

> <ALOGPS_LOGP>
2.63

> <JCHEM_LOGP>
3.1618194956666663

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.884503977996694

> <JCHEM_PKA_STRONGEST_BASIC>
5.413945457230696

> <JCHEM_POLAR_SURFACE_AREA>
77.0

> <JCHEM_REFRACTIVITY>
96.70020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(methoxymethyl)amino]-3,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -4.1715   -1.8705   -5.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700   -1.4229   -4.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404   -2.3560   -3.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.4092   -3.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -1.3944   -2.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -0.1263   -2.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.8579   -1.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675    0.6716   -1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.5542   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -1.6001   -2.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -2.9108   -2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.8603   -3.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.0472   -2.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229   -4.2602   -2.7469 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -4.3996   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440   -3.3813   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.1147   -1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.9624   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -0.7393   -1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.3198   -1.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    0.2002   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    1.3131   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.2911   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    0.1279   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120   -1.0035   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -0.9950   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -2.8247   -5.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941   -1.1269   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -1.9660   -5.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7650   -2.0580   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3497   -3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -3.3053   -3.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.1146   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    1.8532   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484   -5.3810   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -3.5926   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    2.2284   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357    2.1817    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    0.0976   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -1.8956   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 19 18  2  0
  5 10  1  0
 18 17  1  0
 17 26  2  0
  9 19  1  0
 21 20  2  0
 20 19  1  0
 10 11  1  0
 11 13  1  0
 21 26  1  0
  7  6  1  0
 26 25  1  0
 18 13  1  0
 25 24  2  0
  9  8  1  0
 24 23  1  0
 13 14  2  0
 23 22  2  0
 22 21  1  0
  8  7  2  0
 11 12  2  0
 14 15  1  0
  5  4  1  0
  9 10  2  0
  4  3  1  0
 15 16  2  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
  7 34  1  0
  6 33  1  0
 15 35  1  0
 16 36  1  0
 25 40  1  0
 24 39  1  0
 23 38  1  0
 22 37  1  0
  4 32  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.172  -1.871  -5.711  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.570  -1.423  -4.422  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.240  -2.356  -3.401  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.822  -2.409  -3.165  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.017  -1.394  -2.679  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.527  -0.126  -2.394  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.682   0.858  -1.913  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.368   0.672  -1.693  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.152  -0.554  -1.968  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.636  -1.600  -2.458  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.019  -2.911  -2.732  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.634  -3.860  -3.160  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.481  -3.047  -2.477  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.023  -4.260  -2.747  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.339  -4.400  -2.520  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.144  -3.381  -2.034  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.587  -2.115  -1.749  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.205  -1.962  -1.986  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.597  -0.739  -1.726  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.295   0.320  -1.248  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.607   0.200  -1.016  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.277   1.313  -0.527  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.644   1.291  -0.252  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.364   0.128  -0.470  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.712  -1.004  -0.961  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.321  -0.995  -1.245  0.00  0.00           C+0
HETATM   27  H   UNK     0      -4.650  -2.825  -5.953  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.494  -1.127  -6.445  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.084  -1.966  -5.776  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.765  -2.058  -2.486  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.618  -3.350  -3.669  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.357  -3.305  -3.341  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.572   0.115  -2.551  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.055   1.853  -1.687  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.748  -5.381  -2.745  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.197  -3.593  -1.883  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.713   2.228  -0.354  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.136   2.182   0.130  0.00  0.00           H+0
HETATM   39  H   UNK     0       7.431   0.098  -0.260  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.311  -1.896  -1.119  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3    4    2   30   31                                             
CONECT    4    5    3   32                                                  
CONECT    5    6   10    4                                                  
CONECT    6    5    7   33                                                  
CONECT    7    6    8   34                                                  
CONECT    8    9    7                                                       
CONECT    9   19    8   10                                                  
CONECT   10    5   11    9                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   18   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   35                                                  
CONECT   16   15   17   36                                                  
CONECT   17   18   26   16                                                  
CONECT   18   19   17   13                                                  
CONECT   19   18    9   20                                                  
CONECT   20   21   19                                                       
CONECT   21   20   26   22                                                  
CONECT   22   23   21   37                                                  
CONECT   23   24   22   38                                                  
CONECT   24   25   23   39                                                  
CONECT   25   26   24   40                                                  
CONECT   26   17   21   25                                                  
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    3                                                            
CONECT   31    3                                                            
CONECT   32    4                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39   24                                                            
CONECT   40   25                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

RDKit          3D

40 44  0  0  0  0  0  0  0  0999 V2000
   -4.1715   -1.8705   -5.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5700   -1.4229   -4.4223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404   -2.3560   -3.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8222   -2.4092   -3.1652 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167   -1.3944   -2.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5265   -0.1263   -2.3937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6818    0.8579   -1.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3675    0.6716   -1.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -0.5542   -1.9676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -1.6001   -2.4582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -2.9108   -2.7325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -3.8603   -3.1599 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -3.0472   -2.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0229   -4.2602   -2.7469 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389   -4.3996   -2.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1440   -3.3813   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5866   -2.1147   -1.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053   -1.9624   -1.9861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5971   -0.7393   -1.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    0.3198   -1.2483 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6069    0.2002   -1.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2767    1.3131   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.2911   -0.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644    0.1279   -0.4702 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120   -1.0035   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3214   -0.9950   -1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6496   -2.8247   -5.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4941   -1.1269   -6.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0836   -1.9660   -5.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7650   -2.0580   -2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.3497   -3.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -3.3053   -3.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    0.1146   -2.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    1.8532   -1.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7484   -5.3810   -2.7450 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972   -3.5926   -1.8834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131    2.2284   -0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1357    2.1817    0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307    0.0976   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3115   -1.8956   -1.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0
 19 18  2  0
  5 10  1  0
 18 17  1  0
 17 26  2  0
  9 19  1  0
 21 20  2  0
 20 19  1  0
 10 11  1  0
 11 13  1  0
 21 26  1  0
  7  6  1  0
 26 25  1  0
 18 13  1  0
 25 24  2  0
  9  8  1  0
 24 23  1  0
 13 14  2  0
 23 22  2  0
 22 21  1  0
  8  7  2  0
 11 12  2  0
 14 15  1  0
  5  4  1  0
  9 10  2  0
  4  3  1  0
 15 16  2  0
  3  2  1  0
 16 17  1  0
  2  1  1  0
  7 34  1  0
  6 33  1  0
 15 35  1  0
 16 36  1  0
 25 40  1  0
 24 39  1  0
 23 38  1  0
 22 37  1  0
  4 32  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₄N₄O₂

Average Mass

342.3580 Da

Monoisotopic Mass

342.11168 Da

IUPAC Name

6-[(methoxymethyl)amino]-3,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-8-one

Traditional Name

6-[(methoxymethyl)amino]-3,10,20-triazapentacyclo[11.7.1.0^{2,7}.0^{9,21}.0^{14,19}]henicosa-1(21),2(7),3,5,9,11,13,15,17,19-decaen-8-one

CAS Registry Number

Not Available

SMILES

[H]N(C1=C([H])C([H])=NC2=C1C(=O)C1=NC([H])=C([H])C3=C4C([H])=C([H])C([H])=C([H])C4=NC2=C13)C([H])([H])OC([H])([H])[H]

InChI Identifier

InChI=1S/C20H14N4O2/c1-26-10-23-14-7-9-21-17-16(14)20(25)19-15-12(6-8-22-19)11-4-2-3-5-13(11)24-18(15)17/h2-9H,10H2,1H3,(H,21,23)

InChI Key

PBQXYIXCMAVZCN-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, 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
Biemna sp.	JEOL database	Ueoka, R., et al, Tetrahedron, 67, 6679 (2011)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrido[2,3,4-kl]acridines. These are organic heterocyclic compounds with a structure based on the pyrido[2,3,4-kl]acridine skeleton.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Pyrido[2,3,4-kl]acridines

Alternative Parents

Substituents

Pyrido[2,3,4-kl]acridine
1,10-phenanthroline
Diazanaphthalene
Naphthyridine
Aryl ketone
Secondary aliphatic/aromatic amine
Pyridine
Benzenoid
Heteroaromatic compound
Vinylogous amide
Ketone
Azacycle
Secondary amine
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
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	2.63	ALOGPS
logP	3.16	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	15.88	ChemAxon
pKa (Strongest Basic)	5.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.7 m³·mol⁻¹	ChemAxon
Polarizability	36.39 Å³	ChemAxon
Number of Rings	5	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

29214479

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54589757

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ueoka, R., et al. (2011). Ueoka, R., et al, Tetrahedron, 67, 6679 (2011). Tetrahedron.

Showing NP-Card for N-methoxymethylisocystodamine (NP0040613)

MOL for NP0040613 (N-methoxymethylisocystodamine)

3D MOL for NP0040613 (N-methoxymethylisocystodamine)

3D SDF for NP0040613 (N-methoxymethylisocystodamine)

3D-SDF for NP0040613 (N-methoxymethylisocystodamine)

PDB for NP0040613 (N-methoxymethylisocystodamine)

3D PDB for NP0040613 (N-methoxymethylisocystodamine)

SMILES for NP0040613 (N-methoxymethylisocystodamine)

INCHI for NP0040613 (N-methoxymethylisocystodamine)

Structure for NP0040613 (N-methoxymethylisocystodamine)

3D Structure for NP0040613 (N-methoxymethylisocystodamine)