NP-MRD: Showing NP-Card for (4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione (NP0255755)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 20:21:03 UTC

Updated at

2022-09-07 20:21:03 UTC

NP-MRD ID

NP0255755

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione

Description

Versicotide A 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. Based on a literature review very few articles have been published on Versicotide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072222212D          

 35 37  0  0  1  0            999 V2000
    9.5038    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0695    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6792    2.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469    1.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8404    1.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1231    0.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9231    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4975    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2717   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8973   -0.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001   -0.9839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6987   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9967   -2.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8877   -1.5698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8877   -2.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0768   -1.4182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788   -2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753   -0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8196   -1.5935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782   -0.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3039   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7285    1.2895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963    2.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4379    2.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2716    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4752    2.8818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236    3.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3002    2.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4518    3.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  4  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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  2  0  0  0  0
  6 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -3.7220    0.7358    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3502    0.5056   -0.6625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1554    1.6616   -1.4499 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0953    2.8690   -1.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8990    3.8246   -2.0996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1949    3.4340    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2843    4.2529    0.4775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082    4.8320    1.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7880    4.5721    2.7557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6957    3.7582    2.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3354    3.1614    1.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1817    2.4334    1.1790 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9475    2.1028    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2017    2.7565    1.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2020    0.6283    0.7217 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9256   -0.2318    1.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013    0.4480    0.1250 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7707    1.3151   -1.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5257   -0.4384    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803    0.1502    0.6872 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4492   -1.8712    0.7504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1512   -2.3815    1.8031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1963   -3.7230    2.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5110   -4.6188    1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -4.1188    0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -2.7790   -0.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092   -2.2834   -1.1366 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9019   -2.0151   -1.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023   -1.4536   -2.9180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4470   -2.1938   -1.0217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7927   -3.6740   -0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4652   -1.6125   -1.8637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343   -2.0377   -3.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695   -0.7211   -1.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.9647   -1.9076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0781   -0.2459    0.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934    1.4117    0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4341    1.1433   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    0.2962    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5184    3.7792   -2.9033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9587    4.5309   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    5.4689    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345    5.0223    3.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146    3.6114    3.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4656    3.5692    0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5014    0.3693   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1816   -0.3770    2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2297    0.3674    2.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -1.1653    1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688    0.7616   -1.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8201    1.6779   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0531    2.1558   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7390   -1.7028    2.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7641   -4.0831    2.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -5.7010    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2833   -4.9306   -0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168   -1.9475   -3.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247   -1.7132   -0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104   -4.0332    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8849   -3.8154   -0.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5086   -4.2549   -1.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8021   -2.9041   -3.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1510   -1.2259   -3.9563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4887   -2.3884   -3.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  2  0
 34  2  1  0
 11  6  1  0
 26 21  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  5 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 14 45  1  0
 15 46  1  6
 16 47  1  0
 16 48  1  0
 16 49  1  0
 18 50  1  0
 18 51  1  0
 18 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 25 56  1  0
 29 57  1  0
 30 58  1  1
 31 59  1  0
 31 60  1  0
 31 61  1  0
 33 62  1  0
 33 63  1  0
 33 64  1  0
M  END


  Mrv1652309072222212D          

 35 37  0  0  1  0            999 V2000
    9.5038    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0695    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6792    2.0280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469    1.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8404    1.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1231    0.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9231    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4975    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2717   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4716   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8973   -0.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001   -0.9839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6987   -1.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9967   -2.1874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8877   -1.5698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8877   -2.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0768   -1.4182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7788   -2.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3753   -0.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8196   -1.5935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8782   -0.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3039   -0.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -0.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2780    0.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523    0.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7285    1.2895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0963    2.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4379    2.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7059    2.5838    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2716    3.2852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4752    2.8818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3236    3.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3002    2.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4518    3.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  4  0  0  0
  4  6  1  0  0  0  0
  6  7  2  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  2  0  0  0  0
  6 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0255755

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1N=C(O)C2=CC=CC=C2N=C(O)[C@H](C)N(C)C(=O)C2=CC=CC=C2N=C(O)[C@H](C)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H29N5O5/c1-14-24(34)29(4)15(2)21(31)28-20-13-9-7-11-18(20)25(35)30(5)16(3)22(32)27-19-12-8-6-10-17(19)23(33)26-14/h6-16H,1-5H3,(H,26,33)(H,27,32)(H,28,31)/t14-,15-,16-/m0/s1

> <INCHI_KEY>
SRHCZSHNDDEHKH-JYJNAYRXSA-N

> <FORMULA>
C25H29N5O5

> <MOLECULAR_WEIGHT>
479.537

> <EXACT_MASS>
479.216869054

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.7957474611653

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,15S,18S)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0^{7,12}]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione

> <JCHEM_LOGP>
1.9585353878241125

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
4.096010761723088

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.840870334003223

> <JCHEM_PKA_STRONGEST_BASIC>
5.037711437477432

> <JCHEM_POLAR_SURFACE_AREA>
138.39000000000001

> <JCHEM_REFRACTIVITY>
134.78450000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4S,15S,18S)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0^{7,12}]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      17.740   6.132   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.930   4.823   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      18.068   3.786   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      18.754   2.407   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      20.235   2.829   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      18.896   0.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.390   1.249   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.462   0.144   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.040  -1.338   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.547  -1.713   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.475  -0.608   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      17.547  -1.837   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      16.238  -2.647   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.794  -4.083   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.724  -2.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.724  -4.470   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      13.210  -2.647   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      12.654  -4.083   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.901  -1.837   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      10.863  -2.975   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.973  -0.608   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.901  -1.713   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.407  -1.338   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.986   0.144   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.058   1.249   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.551   0.874   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      10.693   2.407   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      11.380   3.786   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.151   4.714   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.518   4.823   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.707   6.132   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      13.954   5.379   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      13.671   6.893   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.494   5.379   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.777   6.893   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    2   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₂₉N₅O₅

Average Mass

479.5370 Da

Monoisotopic Mass

479.21687 Da

IUPAC Name

(4S,15S,18S)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0^{7,12}]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione

Traditional Name

(4S,15S,18S)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0^{7,12}]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione

CAS Registry Number

Not Available

SMILES

C[C@@H]1N=C(O)C2=CC=CC=C2N=C(O)[C@H](C)N(C)C(=O)C2=CC=CC=C2N=C(O)[C@H](C)N(C)C1=O

InChI Identifier

InChI=1S/C25H29N5O5/c1-14-24(34)29(4)15(2)21(31)28-20-13-9-7-11-18(20)25(35)30(5)16(3)22(32)27-19-12-8-6-10-17(19)23(33)26-14/h6-16H,1-5H3,(H,26,33)(H,27,32)(H,28,31)/t14-,15-,16-/m0/s1

InChI Key

SRHCZSHNDDEHKH-JYJNAYRXSA-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
Benzenoid
Vinylogous amide
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.96	ChemAxon
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	5.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	138.39 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	134.78 m³·mol⁻¹	ChemAxon
Polarizability	48.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

28185128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53381962

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione (NP0255755)

MOL for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

3D MOL for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

3D SDF for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

3D-SDF for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

PDB for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

3D PDB for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

SMILES for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

INCHI for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

Structure for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)

3D Structure for NP0255755 ((4s,15s,18s)-3,14,20-trihydroxy-4,5,15,16,18-pentamethyl-2,5,13,16,19-pentaazatricyclo[19.4.0.0⁷,¹²]pentacosa-1(25),2,7,9,11,13,19,21,23-nonaene-6,17-dione)