NP-MRD: Showing NP-Card for 7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol (NP0254535)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 18:44:05 UTC

Updated at

2022-09-07 18:44:05 UTC

NP-MRD ID

NP0254535

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol

Description

7-Tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]Henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. 7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol is found in Streptomyces blastmyceticus. 7-Tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]Henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251506232D          

 33 36  0  0  0  0            999 V2000
    7.0804   -2.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8686   -3.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -1.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118   -1.7817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8970   -2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2834   -1.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -2.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -2.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8403   -1.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1118   -1.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3049   -1.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969   -0.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8257   -0.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944    0.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7459    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332    1.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9577    1.2347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979   -0.1356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267   -0.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1113   -1.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608    0.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266   -2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -2.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 27  1  0  0  0  0
  7 27  2  0  0  0  0
 27 28  1  0  0  0  0
 10 28  2  0  0  0  0
 17 28  1  0  0  0  0
 14 29  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END

     RDKit          3D

 74 77  0  0  0  0  0  0  0  0999 V2000
   -4.7925   -3.0195   -1.8259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0444   -2.4330   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8913   -2.9589   -0.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1222   -2.3480    0.8255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9420   -1.6195    0.4155 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2331   -2.2643    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1929   -1.3383   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.1249   -0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608    1.0861   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3066    2.1931   -0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0082    2.0071    0.2630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5740    0.7406    0.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -0.3246    0.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0109    0.6579    0.8110 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6847    2.0222    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1428    1.5947    1.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1984    2.7717    2.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8606    2.7985   -0.2596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224   -0.0160   -0.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5694   -1.1918   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5213    1.4762   -0.5639 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174    2.3488   -1.7434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6838    1.1475    0.2071 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9691    0.8193   -0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5269    1.9554   -1.2405 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018    0.6427    0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    0.2887    1.3907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    0.8405    2.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6319   -1.0862    1.4963 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5091   -2.0241    0.3997 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1038   -3.3950    0.9661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9696   -4.3106   -0.0457 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5786   -1.6588   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2432   -2.2726   -2.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6282   -3.6784   -1.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1018   -3.6243   -2.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4354   -3.8200   -0.7796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7887   -1.8410    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8019   -3.2497    1.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3349   -3.3555    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    3.2105   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064    2.8757    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2453    0.1629    1.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5730    2.5154    1.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1339    0.8226    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7250    1.3918    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704    3.8790    2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2522    2.3423    2.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9064    2.7573    3.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894    2.4219   -1.1342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851    3.9074   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9269    2.8030   -0.6501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9950   -0.3465   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3399    0.7496   -0.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814   -0.9903   -0.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7231   -1.4007    1.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3797    3.2029   -1.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7338    2.8816   -1.9919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341    1.7872   -2.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9703    2.1483    0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140   -0.0639   -1.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6551    1.7293   -1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244    1.9675   -2.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5338    2.9304   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5386    1.5947    0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7533   -0.1051    0.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4660    0.4000    1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -1.5006    2.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5287   -2.1944   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9270   -3.6936    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -3.2182    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953   -4.9934    0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328   -2.5568   -1.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9189   -0.8538   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21  9  1  0
  9  8  2  0
  8  7  1  0
  7 33  1  0
 33 30  1  0
 30 31  1  0
 31 32  1  0
 30 29  1  0
 29 27  1  0
 27 28  2  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 20  1  0
 20 19  1  0
 19 14  1  0
 14 12  1  0
 12 11  1  0
 11 10  2  0
 12 13  2  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
 27 23  1  0
 13  5  1  0
 10  9  1  0
 13  8  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 24 61  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 23 60  1  1
 22 57  1  0
 22 58  1  0
 22 59  1  0
 33 73  1  0
 33 74  1  0
 30 69  1  6
 31 70  1  0
 31 71  1  0
 32 72  1  0
 29 68  1  0
  6 40  1  0
  4 38  1  0
  4 39  1  0
  3 37  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 20 55  1  0
 20 56  1  0
 19 53  1  0
 19 54  1  0
 14 43  1  1
 11 42  1  0
 10 41  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
M  END


  Mrv1533004251506232D          

 33 36  0  0  0  0            999 V2000
    7.0804   -2.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2559   -2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8686   -3.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8188   -1.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0118   -1.7817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8970   -2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2834   -1.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -2.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -2.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8403   -1.3944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1118   -1.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3049   -1.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7969   -0.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8257   -0.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3778    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1947    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944    0.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292    0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9289    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7459    0.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1332    1.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9577    1.2347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2979   -0.1356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3267   -0.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1113   -1.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1493   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0608    0.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266   -2.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3415   -3.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4097   -2.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0436   -2.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  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
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 27  1  0  0  0  0
  7 27  2  0  0  0  0
 27 28  1  0  0  0  0
 10 28  2  0  0  0  0
 17 28  1  0  0  0  0
 14 29  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254535

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1N(C)C2=C3C(CC(CO)NC1=O)=CN1CC=C(C)CCC(C(C=C2)=C31)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H41N3O2/c1-17(2)25-27(33)29-20(16-32)14-19-15-31-13-12-18(3)8-10-22(28(4,5)6)21-9-11-23(30(25)7)24(19)26(21)31/h9,11-12,15,17,20,22,25,32H,8,10,13-14,16H2,1-7H3,(H,29,33)

> <INCHI_KEY>
WCIQDSKJGCJFDR-UHFFFAOYSA-N

> <FORMULA>
C28H41N3O2

> <MOLECULAR_WEIGHT>
451.655

> <EXACT_MASS>
451.319877572

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
53.44367421782897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),18(21)-pentaen-14-one

> <ALOGPS_LOGP>
5.36

> <JCHEM_LOGP>
5.338421740666668

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.061319605859389

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.251972133757164

> <JCHEM_PKA_STRONGEST_BASIC>
-0.40991923750651094

> <JCHEM_POLAR_SURFACE_AREA>
57.5

> <JCHEM_REFRACTIVITY>
137.16639999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.12e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),18(21)-pentaen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      13.217  -4.258   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.678  -4.312   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.955  -5.671   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.862  -3.006   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       9.355  -3.326   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.141  -4.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.996  -2.603   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.419  -3.842   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.879  -3.842   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.302  -2.603   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.942  -3.326   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.436  -3.006   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.488  -1.792   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.541  -0.253   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.572   0.891   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.097   1.106   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.403   0.290   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       6.649   1.195   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.895   0.290   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.201   1.106   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.726   0.891   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.449   2.251   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.988   2.305   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      11.756  -0.253   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      11.810  -1.792   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      13.274  -2.268   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.419  -1.175   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.879  -1.175   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.113   0.324   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.156  -4.851   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.371  -6.376   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.631  -5.065   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.681  -4.637   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   25                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   28                                                  
CONECT   11   10   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   29                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   27                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24    4   26                                                  
CONECT   26   25                                                            
CONECT   27   19    7   28                                                  
CONECT   28   27   10   17                                                  
CONECT   29   14                                                            
CONECT   30   11   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₄₁N₃O₂

Average Mass

451.6550 Da

Monoisotopic Mass

451.31988 Da

IUPAC Name

7-tert-butyl-16-(hydroxymethyl)-4,12-dimethyl-13-(propan-2-yl)-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),18(21)-pentaen-14-one

Traditional Name

7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),18(21)-pentaen-14-one

CAS Registry Number

Not Available

SMILES

CC(C)C1N(C)C2=C3C(CC(CO)NC1=O)=CN1CC=C(C)CCC(C(C=C2)=C31)C(C)(C)C

InChI Identifier

InChI=1S/C28H41N3O2/c1-17(2)25-27(33)29-20(16-32)14-19-15-31-13-12-18(3)8-10-22(28(4,5)6)21-9-11-23(30(25)7)24(19)26(21)31/h9,11-12,15,17,20,22,25,32H,8,10,13-14,16H2,1-7H3,(H,29,33)

InChI Key

WCIQDSKJGCJFDR-UHFFFAOYSA-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

Species Name	Source	Reference
Streptomyces blastmyceticus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
3-alkylindole
Indole
Indole or derivatives
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Carboxamide group
Lactam
Secondary carboxylic acid amide
Tertiary amine
Azacycle
Organoheterocyclic compound
Amine
Organic nitrogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
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	5.36	ALOGPS
logP	5.34	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.25	ChemAxon
pKa (Strongest Basic)	-0.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.5 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	137.17 m³·mol⁻¹	ChemAxon
Polarizability	53.44 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

72729871

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol (NP0254535)

MOL for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D MOL for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D SDF for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D-SDF for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

PDB for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D PDB for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

SMILES for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

INCHI for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

Structure for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)

3D Structure for NP0254535 (7-tert-butyl-16-(hydroxymethyl)-13-isopropyl-4,12-dimethyl-1,12,15-triazatetracyclo[16.2.1.0⁸,²⁰.0¹¹,¹⁹]henicosa-3,8(20),9,11(19),14,18(21)-hexaen-14-ol)