NP-MRD: Showing NP-Card for Isoaaptamine (NP0026281)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 18:11:22 UTC

Updated at

2021-06-29 23:51:43 UTC

NP-MRD ID

NP0026281

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoaaptamine

Provided By

JEOL Database JEOL Logo

Description

Isoaaptamine is found in Aaptos suberitoides and Xestospongia. Isoaaptamine was first documented in 2003 (Calcul, L., et al.). Based on a literature review very few articles have been published on 11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.0⁵,¹³]Trideca-1(13),3,5,7,9,11-hexaen-12-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120113D          

 29 31  0  0  0  0            999 V2000
   -2.3018   -4.5453    1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.7858    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.4283    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -1.7395    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -0.3495    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.3706    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.7435    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734    2.4434    0.3292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8206    1.7323   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.3435   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3313   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.7255   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.4789   -0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.4611   -1.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -0.1880   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    1.8341   -1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874    2.5024   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615   -4.4762    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -5.5941    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -4.2403    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -2.2603    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -0.1209    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    2.3338    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -3.3984   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.5425   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.9071   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -0.6719   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    2.3657   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9081    3.5723   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 12  2  0  0  0  0
 10  9  1  0  0  0  0
 10 11  2  0  0  0  0
  9  8  2  0  0  0  0
  5  4  2  0  0  0  0
  8  7  1  0  0  0  0
 11 14  1  0  0  0  0
  7  6  2  0  0  0  0
 12 11  1  0  0  0  0
  6  5  1  0  0  0  0
  5 10  1  0  0  0  0
 14 16  1  0  0  0  0
 12 13  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  2  0  0  0  0
  2  1  1  0  0  0  0
 17  9  1  0  0  0  0
 14 15  1  0  0  0  0
  4 21  1  0  0  0  0
 16 28  1  0  0  0  0
 17 29  1  0  0  0  0
  7 23  1  0  0  0  0
  6 22  1  0  0  0  0
 13 24  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 25  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3018   -4.5453    1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.7858    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.4283    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -1.7395    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -0.3495    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.3706    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.7435    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734    2.4434    0.3292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8206    1.7323   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.3435   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3313   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.7255   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.4789   -0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.4611   -1.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -0.1880   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    1.8341   -1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874    2.5024   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615   -4.4762    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -5.5941    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -4.2403    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -2.2603    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -0.1209    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    2.3338    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -3.3984   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.5425   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.9071   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -0.6719   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    2.3657   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9081    3.5723   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 12  2  0
 10  9  1  0
 10 11  2  0
  9  8  2  0
  5  4  2  0
  8  7  1  0
 11 14  1  0
  7  6  2  0
 12 11  1  0
  6  5  1  0
  5 10  1  0
 14 16  1  0
 12 13  1  0
  4  3  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 17  9  1  0
 14 15  1  0
  4 21  1  0
 16 28  1  0
 17 29  1  0
  7 23  1  0
  6 22  1  0
 13 24  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
M  END


  Mrv1652306192120113D          

 29 31  0  0  0  0            999 V2000
   -2.3018   -4.5453    1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.7858    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.4283    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -1.7395    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -0.3495    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.3706    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.7435    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734    2.4434    0.3292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8206    1.7323   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.3435   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3313   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.7255   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.4789   -0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.4611   -1.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -0.1880   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    1.8341   -1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874    2.5024   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615   -4.4762    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -5.5941    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -4.2403    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -2.2603    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -0.1209    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    2.3338    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -3.3984   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.5425   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.9071   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -0.6719   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    2.3657   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9081    3.5723   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 12  2  0  0  0  0
 10  9  1  0  0  0  0
 10 11  2  0  0  0  0
  9  8  2  0  0  0  0
  5  4  2  0  0  0  0
  8  7  1  0  0  0  0
 11 14  1  0  0  0  0
  7  6  2  0  0  0  0
 12 11  1  0  0  0  0
  6  5  1  0  0  0  0
  5 10  1  0  0  0  0
 14 16  1  0  0  0  0
 12 13  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
 16 17  2  0  0  0  0
  2  1  1  0  0  0  0
 17  9  1  0  0  0  0
 14 15  1  0  0  0  0
  4 21  1  0  0  0  0
 16 28  1  0  0  0  0
 17 29  1  0  0  0  0
  7 23  1  0  0  0  0
  6 22  1  0  0  0  0
 13 24  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 25  1  0  0  0  0
 15 26  1  0  0  0  0
 15 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026281

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C2C([H])=C([H])N=C3C([H])=C([H])N(C1=C23)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N2O2/c1-15-6-4-9-11-8(3-5-14-9)7-10(17-2)13(16)12(11)15/h3-7,16H,1-2H3

> <INCHI_KEY>
MPBUGSHDXOJPKR-UHFFFAOYSA-N

> <FORMULA>
C13H12N2O2

> <MOLECULAR_WEIGHT>
228.251

> <EXACT_MASS>
228.089877634

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.129909393989966

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),3,5,7,9,11-hexaen-12-ol

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.6020338530782843

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.269596280835815

> <JCHEM_PKA_STRONGEST_BASIC>
7.5140407519003976

> <JCHEM_POLAR_SURFACE_AREA>
45.59

> <JCHEM_REFRACTIVITY>
66.17960000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),3,5,7,9,11-hexaen-12-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3018   -4.5453    1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.7858    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.4283    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -1.7395    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -0.3495    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.3706    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.7435    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734    2.4434    0.3292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8206    1.7323   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.3435   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3313   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.7255   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.4789   -0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.4611   -1.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -0.1880   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    1.8341   -1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874    2.5024   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615   -4.4762    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -5.5941    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -4.2403    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -2.2603    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -0.1209    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    2.3338    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -3.3984   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.5425   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.9071   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -0.6719   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    2.3657   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9081    3.5723   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 12  2  0
 10  9  1  0
 10 11  2  0
  9  8  2  0
  5  4  2  0
  8  7  1  0
 11 14  1  0
  7  6  2  0
 12 11  1  0
  6  5  1  0
  5 10  1  0
 14 16  1  0
 12 13  1  0
  4  3  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 17  9  1  0
 14 15  1  0
  4 21  1  0
 16 28  1  0
 17 29  1  0
  7 23  1  0
  6 22  1  0
 13 24  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 25  1  0
 15 26  1  0
 15 27  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      -2.302  -4.545   1.064  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.300  -3.786   0.398  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.504  -2.428   0.307  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.606  -1.740   0.810  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.700  -0.350   0.653  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.795   0.371   1.148  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.833   1.744   0.963  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.873   2.443   0.329  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.821   1.732  -0.144  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.670   0.344  -0.019  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.529  -0.331  -0.546  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.481  -1.726  -0.363  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.572  -2.479  -0.831  0.00  0.00           O+0
HETATM   14  N   UNK     0       0.456   0.461  -1.208  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.641  -0.188  -1.764  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.267   1.834  -1.311  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.787   2.502  -0.830  0.00  0.00           C+0
HETATM   18  H   UNK     0      -3.261  -4.476   0.542  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.990  -5.594   1.050  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.396  -4.240   2.112  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.404  -2.260   1.329  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.608  -0.121   1.671  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.666   2.334   1.334  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.362  -3.398  -0.576  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.306   0.543  -2.240  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.370  -0.907  -2.544  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.232  -0.672  -0.979  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.061   2.366  -1.828  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.908   3.572  -0.924  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3    1                                                       
CONECT    3   12    4    2                                                  
CONECT    4    5    3   21                                                  
CONECT    5    4    6   10                                                  
CONECT    6    7    5   22                                                  
CONECT    7    8    6   23                                                  
CONECT    8    9    7                                                       
CONECT    9   10    8   17                                                  
CONECT   10    9   11    5                                                  
CONECT   11   10   14   12                                                  
CONECT   12    3   11   13                                                  
CONECT   13   12   24                                                       
CONECT   14   11   16   15                                                  
CONECT   15   14   25   26   27                                             
CONECT   16   14   17   28                                                  
CONECT   17   16    9   29                                                  
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    4                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   13                                                            
CONECT   25   15                                                            
CONECT   26   15                                                            
CONECT   27   15                                                            
CONECT   28   16                                                            
CONECT   29   17                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
   -2.3018   -4.5453    1.0644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996   -3.7858    0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -2.4283    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6056   -1.7395    0.8102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6996   -0.3495    0.6532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7945    0.3706    1.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8331    1.7435    0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8734    2.4434    0.3292 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8206    1.7323   -0.1442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698    0.3435   -0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3313   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4813   -1.7255   -0.3629 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5724   -2.4789   -0.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.4611   -1.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6409   -0.1880   -1.7637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2674    1.8341   -1.3105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7874    2.5024   -0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615   -4.4762    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9899   -5.5941    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3962   -4.2403    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -2.2603    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6084   -0.1209    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664    2.3338    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616   -3.3984   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3062    0.5425   -2.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.9071   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -0.6719   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0610    2.3657   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9081    3.5723   -0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
  3 12  2  0
 10  9  1  0
 10 11  2  0
  9  8  2  0
  5  4  2  0
  8  7  1  0
 11 14  1  0
  7  6  2  0
 12 11  1  0
  6  5  1  0
  5 10  1  0
 14 16  1  0
 12 13  1  0
  4  3  1  0
  3  2  1  0
 16 17  2  0
  2  1  1  0
 17  9  1  0
 14 15  1  0
  4 21  1  0
 16 28  1  0
 17 29  1  0
  7 23  1  0
  6 22  1  0
 13 24  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 15 25  1  0
 15 26  1  0
 15 27  1  0
M  END

View in JSmol

Synonyms

Value	Source
8-Methoxy-1-methyl-1H-benzo(de)(1,6)naphthyridin-9-ol	MeSH

Chemical Formula

C₁₃H₁₂N₂O₂

Average Mass

228.2510 Da

Monoisotopic Mass

228.08988 Da

IUPAC Name

11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),3,5,7,9,11-hexaen-12-ol

Traditional Name

11-methoxy-2-methyl-2,6-diazatricyclo[7.3.1.0^{5,13}]trideca-1(13),3,5,7,9,11-hexaen-12-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C2C([H])=C([H])N=C3C([H])=C([H])N(C1=C23)C([H])([H])[H]

InChI Identifier

InChI=1S/C13H12N2O2/c1-15-6-4-9-11-8(3-5-14-9)7-10(17-2)13(16)12(11)15/h3-7,16H,1-2H3

InChI Key

MPBUGSHDXOJPKR-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
Aaptos¬†suberitoides	LOTUS Database	35616633
Xestospongia	JEOL database	Calcul, L., et al, Tetrahedron 59, 6539 (2003)

Species Where Detected

Species Name	Source	Reference
Aaptos aaptos	KNApSAcK Database	22123792
Xestospongia sp.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 8-hydroxyquinolines. These are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

8-hydroxyquinolines

Direct Parent

8-hydroxyquinolines

Alternative Parents

Substituents

8-hydroxyquinoline
Diazanaphthalene
Isoquinoline
Naphthyridine
Anisole
Alkyl aryl ether
Pyridine
Benzenoid
Heteroaromatic compound
Ether
Azacycle
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen 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	1.74	ALOGPS
logP	1.6	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	7.51	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	66.18 m³·mol⁻¹	ChemAxon
Polarizability	24.13 Å³	ChemAxon
Number of Rings	3	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

C00028391

Chemspider ID

350474

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Calcul, L., et al. (2003). Calcul, L., et al, Tetrahedron 59, 6539 (2003). Tetrahedron.

Showing NP-Card for Isoaaptamine (NP0026281)

MOL for NP0026281 (Isoaaptamine)

3D MOL for NP0026281 (Isoaaptamine)

3D SDF for NP0026281 (Isoaaptamine)

3D-SDF for NP0026281 (Isoaaptamine)

PDB for NP0026281 (Isoaaptamine)

3D PDB for NP0026281 (Isoaaptamine)

SMILES for NP0026281 (Isoaaptamine)

INCHI for NP0026281 (Isoaaptamine)

Structure for NP0026281 (Isoaaptamine)

3D Structure for NP0026281 (Isoaaptamine)