NP-MRD: Showing NP-Card for (6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene (NP0231530)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 12:26:13 UTC

Updated at

2022-09-06 12:26:13 UTC

NP-MRD ID

NP0231530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene

Description

Haliclonacyclamine A belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. (6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene was first documented in 2009 (PMID: 19801875). Based on a literature review a small amount of articles have been published on haliclonacyclamine A (PMID: 29476895) (PMID: 22068547) (PMID: 21895455) (PMID: 18690486).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062214262D          

 34 37  0  0  0  0            999 V2000
   10.8309    1.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9734    0.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8343   -0.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4549   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0838   -1.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3663   -1.2666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7149   -0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657    0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4282    0.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0546   -0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2858   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5357   -1.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6992   -1.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9984   -0.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    0.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5163    1.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9427    2.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724    2.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4059    2.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381    2.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8681    2.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4463    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720    0.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3544    0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8336    1.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827    2.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1724    2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9740    3.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7652    2.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4076    2.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693    1.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5342   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  0  0  0  0
 26 33  1  0  0  0  0
 22 33  1  0  0  0  0
 11 34  1  0  0  0  0
  7 34  1  0  0  0  0
M  END

     RDKit          3D

 90 93  0  0  0  0  0  0  0  0999 V2000
    5.5851    0.6477   -1.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1396   -0.5469   -0.9458 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0027   -1.3560    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3005   -2.6666    0.0342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9935   -2.7676    0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9122   -3.4508    0.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8131   -2.6006   -0.3057 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2068   -1.2367   -0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283   -0.3958    0.5161 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0402   -0.4255    0.1356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7316    0.6946    0.6810 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1731    0.3360    1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684    1.5809    1.5930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8679    2.6876    0.7405 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587    2.7705   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0755    2.0936   -0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2067    0.9864   -1.2729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0786   -0.1452   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8817   -0.4885    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1110   -1.5245    0.9210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0129   -2.6389   -0.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560   -2.5859   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5733   -2.9623   -0.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297   -2.3334   -0.6368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4010   -1.8071    0.4629 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7457   -2.7902    0.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5285    3.0297    0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9149    1.8351   -0.3239 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3387    2.2422   -1.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    3.2582   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6092    3.1632   -0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5620    3.1878    0.5349 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9295    2.7579    0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1963    1.2933    0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4078    1.1670   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6902   -0.9481   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -1.5877    0.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5181   -0.7805    1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9685   -3.4906    0.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207   -2.6912   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -1.7739    1.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2360   -3.4014    1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3507   -3.8626   -0.8619 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899   -4.3302    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7473   -0.9436   -1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2728   -1.0677   -0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9212    0.5970    0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5652   -0.8943    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154   -0.3392   -0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2839    1.1043    1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7292   -0.0427    0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2148   -0.3807    1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8149    1.2493    2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2393    1.8611    2.4945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3024    2.4630   -1.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    3.8755   -0.5166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9174    2.8061   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3441    1.7292    0.7790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1993    0.6909   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6972    1.3767   -2.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1409    0.2326   -0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0050   -0.9810   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3433    0.0750    1.4265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5368   -1.5812    1.8548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8944   -3.5812    0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9234   -2.8227   -0.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6165   -1.6283   -1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8996   -3.3664   -1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6966   -2.6488    1.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5135   -4.0747   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5436   -1.5494   -1.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8159   -3.1575   -1.2134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -1.9059    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2953   -3.8058    0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782   -2.8701    1.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384    3.8780   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9432    3.2372    1.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5855    1.3920   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0307    2.8216   -1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643    1.4225   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8039    4.2948   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989    3.0831    0.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7871    2.1881   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8790    3.9472   -1.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1819    2.5183    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445    4.2359    0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7253    3.4120    0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9754    2.9341   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    0.8280    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    1.2450    0.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 13  1  0
 13 14  1  0
 14 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 25  1  0
 25 26  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 10 11  1  0
 11 12  1  0
 15 14  1  0
 11 28  1  0
 26  7  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 13 54  1  0
 27 76  1  0
 27 77  1  0
 28 78  1  6
 29 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 31 83  1  0
 31 84  1  0
 32 85  1  0
 32 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  6
 25 73  1  1
 26 74  1  0
 26 75  1  0
 24 71  1  0
 24 72  1  0
 23 69  1  0
 23 70  1  0
 22 67  1  0
 22 68  1  0
 21 65  1  0
 21 66  1  0
 20 64  1  0
 19 63  1  0
 18 61  1  0
 18 62  1  0
 17 59  1  0
 17 60  1  0
 16 57  1  0
 16 58  1  0
 15 55  1  0
 15 56  1  0
 11 50  1  1
M  END


  Mrv1652309062214262D          

 34 37  0  0  0  0            999 V2000
   10.8309    1.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9734    0.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8343   -0.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4549   -0.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0838   -1.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3663   -1.2666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7149   -0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657    0.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4282    0.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0546   -0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2858   -1.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5357   -1.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6992   -1.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9984   -0.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5326   -0.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3734    0.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5163    1.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9427    2.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5724    2.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4059    2.9392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381    2.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8681    2.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4463    1.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1720    0.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3544    0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8336    1.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827    2.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1724    2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9740    3.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7652    2.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4076    2.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7693    1.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5342   -1.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  0  0  0  0
 26 33  1  0  0  0  0
 22 33  1  0  0  0  0
 11 34  1  0  0  0  0
  7 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CN2CC3CCCCCC\C=C/CCCCN4CCC(C(C4)CCCC\C=C/CCCC2)C13

> <INCHI_IDENTIFIER>
InChI=1S/C32H56N2/c1-2-5-9-13-17-23-33-25-21-32-30(28-33)20-16-12-8-4-6-10-14-18-24-34-26-22-31(32)29(27-34)19-15-11-7-3-1/h2,4-6,29-32H,1,3,7-28H2/b5-2-,6-4-

> <INCHI_KEY>
XTYBUGVFBCQSHE-IMVVNQANSA-N

> <FORMULA>
C32H56N2

> <MOLECULAR_WEIGHT>
468.814

> <EXACT_MASS>
468.444349811

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
61.137984124375166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6Z,21Z)-1,16-diazatetracyclo[27.3.1.1^{12,16}.0^{13,30}]tetratriaconta-6,21-diene

> <JCHEM_LOGP>
8.363518698

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.532679416084969

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
152.88439999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6Z,21Z)-1,16-diazatetracyclo[27.3.1.1^{12,16}.0^{13,30}]tetratriaconta-6,21-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      20.218   3.027   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.484   1.446   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.224  -0.127   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.516  -1.542   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.451  -2.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.956  -3.190   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      15.617  -2.364   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      16.268  -0.947   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.429   0.340   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.866   0.269   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.169  -1.178   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.733  -1.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.333  -2.597   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.772  -2.377   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.464  -1.487   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.594  -0.164   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.297   1.387   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.564   2.937   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.360   4.285   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.535   5.316   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.091   5.486   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.271   4.426   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.820   4.649   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.900   3.304   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.388   1.825   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.862   1.863   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.756   3.293   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.154   4.446   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.255   5.598   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.751   6.081   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.228   5.491   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.428   4.426   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.769   2.950   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.064  -2.462   0.000  0.00  0.00           C+0
CONECT    1    2   32                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   34                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   25                                                  
CONECT   11   10   12   34                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   33                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   10   26                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    1                                                       
CONECT   33   26   22                                                       
CONECT   34   11    7                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₅₆N₂

Average Mass

468.8140 Da

Monoisotopic Mass

468.44435 Da

IUPAC Name

(6Z,21Z)-1,16-diazatetracyclo[27.3.1.1^{12,16}.0^{13,30}]tetratriaconta-6,21-diene

Traditional Name

(6Z,21Z)-1,16-diazatetracyclo[27.3.1.1^{12,16}.0^{13,30}]tetratriaconta-6,21-diene

CAS Registry Number

Not Available

SMILES

C1CN2CC3CCCCCC\C=C/CCCCN4CCC(C(C4)CCCC\C=C/CCCC2)C13

InChI Identifier

InChI=1S/C32H56N2/c1-2-5-9-13-17-23-33-25-21-32-30(28-33)20-16-12-8-4-6-10-14-18-24-34-26-22-31(32)29(27-34)19-15-11-7-3-1/h2,4-6,29-32H,1,3,7-28H2/b5-2-,6-4-

InChI Key

XTYBUGVFBCQSHE-IMVVNQANSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Not Available

Direct Parent

Piperidines

Alternative Parents

Substituents

Piperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	8.36	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	152.88 m³·mol⁻¹	ChemAxon
Polarizability	61.14 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102423951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tietjen I, Williams DE, Read S, Kuang XT, Mwimanzi P, Wilhelm E, Markle T, Kinloch NN, Naphen CN, Tenney K, Mesplede T, Wainberg MA, Crews P, Bell B, Andersen RJ, Brumme ZL, Brockman MA: Inhibition of NF-kappaB-dependent HIV-1 replication by the marine natural product bengamide A. Antiviral Res. 2018 Apr;152:94-103. doi: 10.1016/j.antiviral.2018.02.017. Epub 2018 Feb 22. [PubMed:29476895 ]
Banwell MG, Coster MJ, Hungerford NL, Garson MJ, Su S, Kotze AC, Munro MH: 3,4'-Linked bis(piperidines) related to the haliclonacyclamine class of marine alkaloids: synthesis using crossed-aldol chemistry and preliminary biological evaluations. Org Biomol Chem. 2012 Jan 7;10(1):154-61. doi: 10.1039/c1ob06418e. Epub 2011 Nov 8. [PubMed:22068547 ]
Mani L, Petek S, Valentin A, Chevalley S, Folcher E, Aalbersberg W, Debitus C: The in vivo anti-plasmodial activity of haliclonacyclamine A, an alkaloid from the marine sponge, Haliclona sp. Nat Prod Res. 2011 Dec;25(20):1923-30. doi: 10.1080/14786419.2010.547858. Epub 2011 Sep 6. [PubMed:21895455 ]
Arai M, Ishida S, Setiawan A, Kobayashi M: Haliclonacyclamines, tetracyclic alkylpiperidine alkaloids, as anti-dormant mycobacterial substances from a marine sponge of Haliclona sp. Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1136-8. doi: 10.1248/cpb.57.1136. [PubMed:19801875 ]
Roper KE, Beamish H, Garson MJ, Skilleter GA, Degnan BM: Convergent antifouling activities of structurally distinct bioactive compounds synthesized within two sympatric Haliclona demosponges. Mar Biotechnol (NY). 2009 Mar-Apr;11(2):188-98. doi: 10.1007/s10126-008-9132-7. Epub 2008 Aug 9. [PubMed:18690486 ]
LOTUS database [Link]

Showing NP-Card for (6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene (NP0231530)

MOL for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

3D MOL for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

3D SDF for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

3D-SDF for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

PDB for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

3D PDB for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

SMILES for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

INCHI for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

Structure for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)

3D Structure for NP0231530 ((6z,21z)-1,16-diazatetracyclo[27.3.1.1¹²,¹⁶.0¹³,³⁰]tetratriaconta-6,21-diene)