NP-MRD: Showing NP-Card for 10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione (NP0147239)

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Record Information

Version

2.0

Created at

2022-09-02 02:48:07 UTC

Updated at

2022-09-02 02:48:08 UTC

NP-MRD ID

NP0147239

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione

Description

10-Hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]Hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. 10-Hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]Hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231520322D          

 32 36  0  0  0  0            999 V2000
    4.6168    0.4812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8491    0.7832    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.2037    0.2693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4040    1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    2.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467    3.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642    4.4993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183    3.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    3.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    4.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557    5.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    5.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    4.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899    4.1996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607    3.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3227    3.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    2.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6328    3.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2854    2.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0071    1.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824    2.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123    1.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    0.6365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7172    2.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937    3.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    2.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    1.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448    2.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 20 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
  8 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
  6 32  1  0  0  0  0
 27 32  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
    2.2536    1.0456   -2.4898 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1486    0.3127   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0412   -1.0457   -1.6799 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4744   -2.2381   -1.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073   -3.1902   -0.9023 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2667   -4.4520   -0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9766   -4.8626   -0.2632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078   -3.9977   -0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1707   -2.6432   -0.9952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826   -1.9383   -1.1549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -2.6886   -1.6421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5423   -0.5790   -0.8919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023    0.5921   -1.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7664    1.6064   -0.7399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947    1.0335    0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6593    1.5837    1.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4736    0.7704    1.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3255   -0.5965    1.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781   -1.1166    0.8166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5448   -0.2970    0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5392    3.1071   -0.8326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788    3.4731   -0.0579 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7088    4.1412   -0.8712 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.3262    5.1600   -0.4700 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9763    3.6373   -2.1164 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2328    2.4446    0.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2015    2.6097    2.0723 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750    1.3303    0.6610 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0076    0.0630    1.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494   -0.2637    1.6460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.6695    0.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1831    1.1339   -0.1897 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6350   -1.2223   -2.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5736   -2.9626   -1.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0995   -5.1302   -0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7784   -5.8748    0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -4.3757   -0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3075    0.7381   -2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7366    2.6551    1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1996    1.2306    2.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.2500    2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -2.1802    0.7112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214    3.5518   -1.8243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    3.6412   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6603    4.3747    0.5899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    0.2753    2.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3892   -0.6839    0.9944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7754   -0.2602    2.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417   -1.2931    1.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958    1.5590    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1083    0.2412    0.2915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6101    2.1611   -0.4988 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  1  0
 21 14  1  0
 14 13  2  0
 13 12  1  0
 12 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 32  1  0
 32 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 22  1  0
 15 14  1  0
  4  9  1  0
 28 32  1  0
 15 20  1  0
 22 45  1  1
 21 43  1  0
 21 44  1  0
 13 38  1  0
 19 42  1  0
 18 41  1  0
 17 40  1  0
 16 39  1  0
  8 37  1  0
  7 36  1  0
  6 35  1  0
  5 34  1  0
  3 33  1  0
 32 52  1  6
 31 50  1  0
 31 51  1  0
 30 48  1  0
 30 49  1  0
 29 46  1  0
 29 47  1  0
M  CHG  2  23   1  25  -1
M  END


  Mrv1533004231520322D          

 32 36  0  0  0  0            999 V2000
    4.6168    0.4812    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8491    0.7832    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.2037    0.2693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0003    1.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4040    1.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620    2.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5467    3.3983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2986    3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4642    4.4993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183    3.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    3.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    4.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557    5.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2571    5.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885    4.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2899    4.1996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607    3.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3227    3.2121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511    2.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6328    3.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2854    2.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0071    1.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824    2.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6123    1.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8607    0.6365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7172    2.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416    3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2937    3.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    2.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    1.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6448    2.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 20 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
  8 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
  6 32  1  0  0  0  0
 27 32  1  0  0  0  0
M  CHG  2   1  -1   2   1
M  END
> <DATABASE_ID>
NP0147239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O-][N+](=O)C1CC2=CN(C3=CC=CC=C23)C(=O)C2=CC=CC=C2NC(=O)C2CCCN2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H20N4O5/c28-21-19-10-5-11-25(19)23(30)20(27(31)32)12-14-13-26(18-9-4-2-6-15(14)18)22(29)16-7-1-3-8-17(16)24-21/h1-4,6-9,13,19-20H,5,10-12H2,(H,24,28)

> <INCHI_KEY>
YQOXDTHSLKEXLH-UHFFFAOYSA-N

> <FORMULA>
C23H20N4O5

> <MOLECULAR_WEIGHT>
432.436

> <EXACT_MASS>
432.14336976

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
42.2491605505584

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,19(26),20,22,24-heptaene-2,10,16-trione

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
2.2018567640000004

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.938924305073504

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.932052226308904

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9033529294206

> <JCHEM_POLAR_SURFACE_AREA>
114.55000000000001

> <JCHEM_REFRACTIVITY>
115.01400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,19(26),20,22,24-heptaene-2,10,16-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0       8.618   0.898   0.000  0.00  0.00           O-1
HETATM    2  N   UNK     0       7.185   1.462   0.000  0.00  0.00           N+1
HETATM    3  O   UNK     0       5.980   0.503   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.957   2.985   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.600   2.255   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.487   3.319   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.156   4.707   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.754   6.343   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.157   6.898   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.600   8.399   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.314   7.091   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.818   7.457   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.386   8.935   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.451  10.048   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.947   9.683   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.378   8.204   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       9.875   7.839   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.193   6.547   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.802   5.996   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.242   5.248   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.515   6.115   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.733   5.173   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.213   3.724   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       9.674   3.770   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.610   2.657   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.073   1.188   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.205   5.456   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.944   6.340   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.548   5.690   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.413   4.156   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.674   3.272   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.070   3.922   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                                                       
CONECT    6    5    7   32                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   20   25                                                  
CONECT   25   24    4   26                                                  
CONECT   26   25                                                            
CONECT   27    8   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    6   27                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₀N₄O₅

Average Mass

432.4360 Da

Monoisotopic Mass

432.14337 Da

IUPAC Name

17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,19(26),20,22,24-heptaene-2,10,16-trione

Traditional Name

17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,19(26),20,22,24-heptaene-2,10,16-trione

CAS Registry Number

Not Available

SMILES

[O-][N+](=O)C1CC2=CN(C3=CC=CC=C23)C(=O)C2=CC=CC=C2NC(=O)C2CCCN2C1=O

InChI Identifier

InChI=1S/C23H20N4O5/c28-21-19-10-5-11-25(19)23(30)20(27(31)32)12-14-13-26(18-9-4-2-6-15(14)18)22(29)16-7-1-3-8-17(16)24-21/h1-4,6-9,13,19-20H,5,10-12H2,(H,24,28)

InChI Key

YQOXDTHSLKEXLH-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Macrolactam
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Benzenoid
Heteroaromatic compound
Pyrrole
Pyrrolidine
Tertiary carboxylic acid amide
Vinylogous amide
Carboxamide group
Lactam
C-nitro compound
Organic nitro compound
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Organic oxoazanium
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic salt
Organic zwitterion
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	2.54	ALOGPS
logP	2.2	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.93	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	114.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	115.01 m³·mol⁻¹	ChemAxon
Polarizability	42.25 Å³	ChemAxon
Number of Rings	5	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

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

24202800

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione (NP0147239)

MOL for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

3D MOL for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

3D SDF for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

3D-SDF for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

PDB for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

3D PDB for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

SMILES for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

INCHI for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

Structure for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)

3D Structure for NP0147239 (10-hydroxy-17-nitro-1,9,15-triazapentacyclo[17.6.1.0³,⁸.0¹¹,¹⁵.0²⁰,²⁵]hexacosa-3,5,7,9,19(26),20,22,24-octaene-2,16-dione)