NP-MRD: Showing NP-Card for (9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid (NP0193121)

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Record Information

Version

2.0

Created at

2022-09-04 10:29:21 UTC

Updated at

2022-09-04 10:29:21 UTC

NP-MRD ID

NP0193121

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid

Description

Eurypamide D belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on Eurypamide D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042212292D          

 32 34  0  0  1  0            999 V2000
    4.4125    5.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1313    4.9133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8414    5.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1399    4.0884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9756    3.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6757    3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2384    4.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714    2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9163    3.1656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3790    2.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2648    1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9171    0.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8045   -0.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0344   -0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9361   -1.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5497   -0.3566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739   -0.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8274    0.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590    1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448   -0.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2024    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871    2.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3839    2.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    3.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191    2.2127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    3.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    3.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425    4.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  4  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    3.3283    1.6727    0.9953 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8979    0.8060   -0.1357 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8691   -0.1058   -0.5575 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5824    0.1540    0.1292 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5666    1.0034    0.5634 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2983    2.1442    0.8828 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469    2.4886    2.2389 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1945    3.2951   -0.0428 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4424    2.9883   -1.4127 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2706    3.8142    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152    2.7574   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    3.1115   -1.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    2.2940   -2.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8588    1.0704   -1.8218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7143    0.2559   -2.5948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201    0.6956   -0.6019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002    1.5252    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7191   -0.6382   -0.2367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -1.6454    0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458   -2.4153   -0.9563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1024   -3.3349   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6119   -3.4682    0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1420   -2.6982    1.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1776   -1.7882    1.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5880   -4.3305    0.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8732   -3.4691    0.7328 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3367   -3.7900   -0.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6288   -4.9630   -0.9216 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4381   -2.8024   -1.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -2.1203    0.8096 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212   -0.9764    1.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912   -0.4378    2.4433 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987    1.7086    1.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763    1.2461    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    2.7149    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7431    1.4879   -1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660    0.4056   -1.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279   -0.4042   -0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6679    3.1068    2.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8880    4.0686    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3416    3.2742   -1.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2020    2.0463   -1.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4825    4.2976    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2205    4.6938   -0.6406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5493    4.1074   -2.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173    2.6013   -3.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9504   -0.6562   -2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1438    1.2194    1.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333   -2.4554   -2.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8596   -3.8377   -1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414   -2.6122    2.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4968   -1.2657    2.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7471   -5.2065    0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339   -4.7030    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6459   -3.9086    1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -2.6259   -2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826   -0.3957    2.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 25  1  0
 25 26  1  0
 26 30  1  0
 30 31  2  0
 31 32  1  0
 26 27  1  0
 27 29  1  0
 27 28  2  0
 22 23  1  0
 23 24  2  0
 16 17  2  0
 31  4  1  0
 17 11  1  0
 24 19  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  3 37  1  0
  4 38  1  6
  7 39  1  0
  8 40  1  1
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 13 46  1  0
 15 47  1  0
 20 49  1  0
 21 50  1  0
 25 53  1  0
 25 54  1  0
 26 55  1  1
 32 57  1  0
 29 56  1  0
 23 51  1  0
 24 52  1  0
 17 48  1  0
M  END


  Mrv1652309042212292D          

 32 34  0  0  1  0            999 V2000
    4.4125    5.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1313    4.9133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8414    5.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1399    4.0884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9756    3.9269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6757    3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2384    4.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1714    2.8109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9163    3.1656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3790    2.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2648    1.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9171    0.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8045   -0.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0344   -0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9361   -1.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3486   -0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4960    0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5497   -0.3566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739   -0.2878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8274    0.5258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590    1.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4444    0.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8448   -0.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2024    1.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871    2.6256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3839    2.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1455    3.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191    2.2127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849    3.3916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2811    3.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425    4.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 26 30  1  0  0  0  0
 30 31  2  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0193121

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@@H]1N=C(O)[C@@H](N)CC2=CC=C(O)C(OC3=CC=C(C[C@H](N=C1O)C(O)=O)C=C3)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O7/c1-11(26)19-21(29)24-16(22(30)31)9-12-2-5-14(6-3-12)32-18-10-13(4-7-17(18)27)8-15(23)20(28)25-19/h2-7,10-11,15-16,19,26-27H,8-9,23H2,1H3,(H,24,29)(H,25,28)(H,30,31)/t11-,15+,16+,19+/m1/s1

> <INCHI_KEY>
YXFUJDVVUHPHCZ-XJSCNUFRSA-N

> <FORMULA>
C22H25N3O7

> <MOLECULAR_WEIGHT>
443.456

> <EXACT_MASS>
443.169250157

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.019111332731

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9S,12S,15S)-9-amino-4,10,13-trihydroxy-12-[(1R)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1^{3,7}]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid

> <JCHEM_LOGP>
-2.7649444666457597

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.5680040152654255

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.30867165149952314

> <JCHEM_PKA_STRONGEST_BASIC>
9.574447050687564

> <JCHEM_POLAR_SURFACE_AREA>
178.18999999999997

> <JCHEM_REFRACTIVITY>
113.4997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(9S,12S,15S)-9-amino-4,10,13-trihydroxy-12-[(1R)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1^{3,7}]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       8.237   9.928   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.578   9.172   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.904   9.955   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.595   7.632   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      11.154   7.330   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      12.461   6.495   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.512   7.621   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      13.387   5.247   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      14.777   5.909   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      13.774   3.736   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.561   2.177   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.779   1.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.568  -0.341   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.131  -0.920   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.947  -2.449   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      11.851  -0.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.126   1.558   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.359  -0.666   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.725  -0.537   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.011   0.981   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.950   2.098   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.429   1.763   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.060   0.224   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.177  -0.862   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.978   3.320   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.949   4.901   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.450   5.253   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.005   6.727   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.396   4.130   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0       6.692   6.331   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       7.991   7.287   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.359   8.691   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16   11                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22   26                                                       
CONECT   26   25   27   30                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   26   31                                                       
CONECT   31   30    4   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅N₃O₇

Average Mass

443.4560 Da

Monoisotopic Mass

443.16925 Da

IUPAC Name

(9S,12S,15S)-9-amino-4,10,13-trihydroxy-12-[(1R)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1^{3,7}]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid

Traditional Name

(9S,12S,15S)-9-amino-4,10,13-trihydroxy-12-[(1R)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1^{3,7}]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@@H]1N=C(O)[C@@H](N)CC2=CC=C(O)C(OC3=CC=C(C[C@H](N=C1O)C(O)=O)C=C3)=C2

InChI Identifier

InChI=1S/C22H25N3O7/c1-11(26)19-21(29)24-16(22(30)31)9-12-2-5-14(6-3-12)32-18-10-13(4-7-17(18)27)8-15(23)20(28)25-19/h2-7,10-11,15-16,19,26-27H,8-9,23H2,1H3,(H,24,29)(H,25,28)(H,30,31)/t11-,15+,16+,19+/m1/s1

InChI Key

YXFUJDVVUHPHCZ-XJSCNUFRSA-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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Oxyneolignan skeleton
Macrolactam
Alpha-amino acid amide
Diaryl ether
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Lactam
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Amino acid
Amino acid or derivatives
Carboxylic acid
Oxacycle
Azacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Amine
Organic oxygen compound
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary amine
Organooxygen compound
Primary aliphatic amine
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	-2.8	ChemAxon
pKa (Strongest Acidic)	-0.31	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	178.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	113.5 m³·mol⁻¹	ChemAxon
Polarizability	43.02 Å³	ChemAxon
Number of Rings	3	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

8822254

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10646896

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid (NP0193121)

MOL for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

3D MOL for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

3D SDF for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

3D-SDF for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

PDB for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

3D PDB for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

SMILES for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

INCHI for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

Structure for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)

3D Structure for NP0193121 ((9s,12s,15s)-9-amino-4,10,13-trihydroxy-12-[(1r)-1-hydroxyethyl]-2-oxa-11,14-diazatricyclo[15.2.2.1³,⁷]docosa-1(19),3(22),4,6,10,13,17,20-octaene-15-carboxylic acid)