NP-MRD: Showing NP-Card for 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine (NP0026285)

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Record Information

Version

1.0

Created at

2021-06-19 18:11:33 UTC

Updated at

2021-06-29 23:51:44 UTC

NP-MRD ID

NP0026285

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine

Provided By

JEOL Database JEOL Logo

Description

2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine is found in Xestospongia. It was first documented in 2002 (PMID: 33651529). Based on a literature review very few articles have been published on 2-Isopropyl-9-methoxy-1,2a,5-triaza-2aH-cyclopenta[cd]phenalene (PMID: 33079503) (PMID: 26389513) (PMID: 26389498) (PMID: 26389454).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120113D          

 35 38  0  0  0  0            999 V2000
   -0.8602    1.0569    3.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.0786    2.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.8005    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    0.8264    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374    0.5648   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.5547   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    0.2665   -2.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0128   -3.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852   -0.0032   -2.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.2997   -3.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2346   -0.2918   -2.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0034   -1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958    0.0924   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.1344   -0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1277    0.8035    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.5922   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    0.3896    0.6788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940    0.5047    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2614   -0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6281    0.2793   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.0614    3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    1.8260    2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    1.2907    4.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.0543    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935    0.7641   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    0.2527   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.5165   -4.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.5040   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    0.0850   -1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.6690   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.8513   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.6200    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.8637    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.7726   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -2.2708   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 20  1  0  0  0  0
 11 10  2  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  3 18  1  0  0  0  0
 12 19  1  0  0  0  0
 20  9  2  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 18 17  1  0  0  0  0
  9  8  1  0  0  0  0
 17 13  2  0  0  0  0
 13 12  1  0  0  0  0
  5  4  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  2  0  0  0  0
 14 15  1  0  0  0  0
 12 11  1  0  0  0  0
 14 16  1  0  0  0  0
  4 24  1  0  0  0  0
 11 28  1  0  0  0  0
 10 27  1  0  0  0  0
  7 26  1  0  0  0  0
  6 25  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
M  END

     RDKit          3D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -0.8602    1.0569    3.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.0786    2.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.8005    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    0.8264    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374    0.5648   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.5547   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    0.2665   -2.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0128   -3.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852   -0.0032   -2.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.2997   -3.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2346   -0.2918   -2.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0034   -1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958    0.0924   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.1344   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1277    0.8035    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.5922   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    0.3896    0.6788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940    0.5047    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2614   -0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6281    0.2793   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.0614    3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    1.8260    2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    1.2907    4.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.0543    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935    0.7641   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    0.2527   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.5165   -4.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.5040   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    0.0850   -1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.6690   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.8513   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.6200    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.8637    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.7726   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -2.2708   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  5 20  1  0
 11 10  2  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
  4  3  2  0
  3 18  1  0
 12 19  1  0
 20  9  2  0
 19 18  2  0
 20 19  1  0
 18 17  1  0
  9  8  1  0
 17 13  2  0
 13 12  1  0
  5  4  1  0
 13 14  1  0
  8  7  2  0
 14 15  1  0
 12 11  1  0
 14 16  1  0
  4 24  1  0
 11 28  1  0
 10 27  1  0
  7 26  1  0
  6 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END


  Mrv1652306192120113D          

 35 38  0  0  0  0            999 V2000
   -0.8602    1.0569    3.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.0786    2.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.8005    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    0.8264    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374    0.5648   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.5547   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    0.2665   -2.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0128   -3.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852   -0.0032   -2.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.2997   -3.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2346   -0.2918   -2.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0034   -1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958    0.0924   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.1344   -0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1277    0.8035    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.5922   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    0.3896    0.6788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940    0.5047    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2614   -0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6281    0.2793   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.0614    3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    1.8260    2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    1.2907    4.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.0543    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935    0.7641   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    0.2527   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.5165   -4.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.5040   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    0.0850   -1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.6690   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.8513   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.6200    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.8637    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.7726   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -2.2708   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5 20  1  0  0  0  0
 11 10  2  0  0  0  0
  3  2  1  0  0  0  0
 10  9  1  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  3 18  1  0  0  0  0
 12 19  1  0  0  0  0
 20  9  2  0  0  0  0
 19 18  2  0  0  0  0
 20 19  1  0  0  0  0
 18 17  1  0  0  0  0
  9  8  1  0  0  0  0
 17 13  2  0  0  0  0
 13 12  1  0  0  0  0
  5  4  1  0  0  0  0
 13 14  1  0  0  0  0
  8  7  2  0  0  0  0
 14 15  1  0  0  0  0
 12 11  1  0  0  0  0
 14 16  1  0  0  0  0
  4 24  1  0  0  0  0
 11 28  1  0  0  0  0
 10 27  1  0  0  0  0
  7 26  1  0  0  0  0
  6 25  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=NC2=C3C4=C(N=C(N4C([H])=C2[H])C([H])(C([H])([H])[H])C([H])([H])[H])C(OC([H])([H])[H])=C([H])C3=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H15N3O/c1-9(2)16-18-14-12(20-3)8-10-4-6-17-11-5-7-19(16)15(14)13(10)11/h4-9H,1-3H3

> <INCHI_KEY>
RPPSCMBZOUNEAI-UHFFFAOYSA-N

> <FORMULA>
C16H15N3O

> <MOLECULAR_WEIGHT>
265.316

> <EXACT_MASS>
265.121512115

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.450694929058848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methoxy-13-(propan-2-yl)-1,5,12-triazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-2,4(15),5,7,9,11(14),12-heptaene

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
2.495554383333333

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.587510247335185

> <JCHEM_POLAR_SURFACE_AREA>
39.42

> <JCHEM_REFRACTIVITY>
77.7555

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-isopropyl-10-methoxy-1,5,12-triazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-2,4(15),5,7,9,11(14),12-heptaene

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 35 38  0  0  0  0  0  0  0  0999 V2000
   -0.8602    1.0569    3.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.0786    2.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.8005    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    0.8264    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374    0.5648   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.5547   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    0.2665   -2.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0128   -3.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852   -0.0032   -2.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.2997   -3.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2346   -0.2918   -2.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0034   -1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958    0.0924   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.1344   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1277    0.8035    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.5922   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    0.3896    0.6788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940    0.5047    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2614   -0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6281    0.2793   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.0614    3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    1.8260    2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    1.2907    4.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.0543    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935    0.7641   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    0.2527   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.5165   -4.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.5040   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    0.0850   -1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.6690   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.8513   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.6200    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.8637    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.7726   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -2.2708   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  5 20  1  0
 11 10  2  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
  4  3  2  0
  3 18  1  0
 12 19  1  0
 20  9  2  0
 19 18  2  0
 20 19  1  0
 18 17  1  0
  9  8  1  0
 17 13  2  0
 13 12  1  0
  5  4  1  0
 13 14  1  0
  8  7  2  0
 14 15  1  0
 12 11  1  0
 14 16  1  0
  4 24  1  0
 11 28  1  0
 10 27  1  0
  7 26  1  0
  6 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.860   1.057   3.277  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.161   1.079   2.697  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.198   0.801   1.337  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.507   0.826   0.769  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.737   0.565  -0.606  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.961   0.555  -1.292  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.962   0.267  -2.664  0.00  0.00           C+0
HETATM    8  N   UNK     0      -3.857  -0.013  -3.417  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.685  -0.003  -2.763  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.423  -0.300  -3.498  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.235  -0.292  -2.843  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.193  -0.003  -1.472  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.796   0.092  -0.509  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.251  -0.134  -0.798  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.128   0.804   0.034  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.623  -1.592  -0.530  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.272   0.390   0.679  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.094   0.505   0.498  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.367   0.261  -0.822  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.628   0.279  -1.392  0.00  0.00           C+0
HETATM   21  H   UNK     0      -0.410   0.061   3.206  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.217   1.826   2.838  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.970   1.291   4.341  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.348   1.054   1.421  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.894   0.764  -0.779  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.898   0.253  -3.218  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.511  -0.517  -4.556  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.703  -0.504  -3.340  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.453   0.085  -1.854  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.185   0.669  -0.217  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.868   1.851  -0.155  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.011   0.620   1.108  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.451  -1.864   0.518  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.679  -1.773  -0.758  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.026  -2.271  -1.150  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    3    1                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   24                                                  
CONECT    5    6   20    4                                                  
CONECT    6    7    5   25                                                  
CONECT    7    6    8   26                                                  
CONECT    8    9    7                                                       
CONECT    9   10   20    8                                                  
CONECT   10   11    9   27                                                  
CONECT   11   10   12   28                                                  
CONECT   12   19   13   11                                                  
CONECT   13   17   12   14                                                  
CONECT   14   13   15   16   29                                             
CONECT   15   14   30   31   32                                             
CONECT   16   14   33   34   35                                             
CONECT   17   18   13                                                       
CONECT   18    3   19   17                                                  
CONECT   19   12   18   20                                                  
CONECT   20    5    9   19                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   15                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   16                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

RDKit          3D

35 38  0  0  0  0  0  0  0  0999 V2000
   -0.8602    1.0569    3.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1606    1.0786    2.6975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1982    0.8005    1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5070    0.8264    0.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374    0.5648   -0.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608    0.5547   -1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9616    0.2665   -2.6645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8575   -0.0128   -3.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6852   -0.0032   -2.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.2997   -3.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2346   -0.2918   -2.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1928   -0.0034   -1.4719 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958    0.0924   -0.5095 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2514   -0.1344   -0.7984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1277    0.8035    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232   -1.5922   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2718    0.3896    0.6788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0940    0.5047    0.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674    0.2614   -0.8223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6281    0.2793   -1.3921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4104    0.0614    3.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2168    1.8260    2.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    1.2907    4.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3484    1.0543    1.4207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8935    0.7641   -0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    0.2527   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5108   -0.5165   -4.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7029   -0.5040   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    0.0850   -1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.6690   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684    1.8513   -0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.6200    1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.8637    0.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   -1.7726   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0262   -2.2708   -1.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  2  0
  5 20  1  0
 11 10  2  0
  3  2  1  0
 10  9  1  0
  2  1  1  0
  4  3  2  0
  3 18  1  0
 12 19  1  0
 20  9  2  0
 19 18  2  0
 20 19  1  0
 18 17  1  0
  9  8  1  0
 17 13  2  0
 13 12  1  0
  5  4  1  0
 13 14  1  0
  8  7  2  0
 14 15  1  0
 12 11  1  0
 14 16  1  0
  4 24  1  0
 11 28  1  0
 10 27  1  0
  7 26  1  0
  6 25  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₅N₃O

Average Mass

265.3160 Da

Monoisotopic Mass

265.12151 Da

IUPAC Name

10-methoxy-13-(propan-2-yl)-1,5,12-triazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-2,4(15),5,7,9,11(14),12-heptaene

Traditional Name

13-isopropyl-10-methoxy-1,5,12-triazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-2,4(15),5,7,9,11(14),12-heptaene

CAS Registry Number

Not Available

SMILES

[H]C1=NC2=C3C4=C(N=C(N4C([H])=C2[H])C([H])(C([H])([H])[H])C([H])([H])[H])C(OC([H])([H])[H])=C([H])C3=C1[H]

InChI Identifier

InChI=1S/C16H15N3O/c1-9(2)16-18-14-12(20-3)8-10-4-6-17-11-5-7-19(16)15(14)13(10)11/h4-9H,1-3H3

InChI Key

RPPSCMBZOUNEAI-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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
Xestospongia	JEOL database	Calcul, L., et al, Tetrahedron 59, 6539 (2003)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthyridines. Naphthyridines are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Naphthyridines

Direct Parent

Naphthyridines

Alternative Parents

Substituents

Quinoline
Isoquinoline
Naphthyridine
Benzimidazole
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Pyridine
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Azacycle
Ether
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	3.66	ALOGPS
logP	2.5	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	6.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.76 m³·mol⁻¹	ChemAxon
Polarizability	29.45 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

10006978

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11832331

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Curcumin (Curcuma, Turmeric) and Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:33651529 ]
Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Health Professional Version. 2002. [PubMed:33079503 ]
Authors unspecified: Planning the Transition to End-of-Life Care in Advanced Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:26389513 ]
Authors unspecified: Childhood Central Nervous System Germ Cell Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389498 ]
Authors unspecified: Childhood Acute Myeloid Leukemia/Other Myeloid Malignancies Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389454 ]
Calcul, L., et al. (2003). Calcul, L., et al, Tetrahedron 59, 6539 (2003). Tetrahedron.

Showing NP-Card for 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine (NP0026285)

MOL for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

3D MOL for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

3D SDF for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

3D-SDF for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

PDB for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

3D PDB for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

SMILES for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

INCHI for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

Structure for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)

3D Structure for NP0026285 ( 2-Isopropyl-10-methoxybenzimidazo[6,7,1-def][1,6]naphthyridine)