NP-MRD: Showing NP-Card for (12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate (NP0297221)

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Record Information

Version

2.0

Created at

2022-09-10 07:21:22 UTC

Updated at

2022-09-10 07:21:22 UTC

NP-MRD ID

NP0297221

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate

Description

183239-76-1 Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Based on a literature review very few articles have been published on 183239-76-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102209212D          

 32 35  0  0  1  0            999 V2000
    3.4476    5.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290    5.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253    4.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    3.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917    3.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3228    1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    2.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497    2.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    2.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5973    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    0.4757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2586   -0.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4315    1.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2504    0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735    0.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460   -0.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752    0.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9398    1.0827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024    0.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    1.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5157    2.1288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1573    2.6474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    2.4252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5492    3.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8959    1.9065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
  6 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32  7  1  1  0  0  0
 25 32  1  0  0  0  0
M  END

     RDKit          3D

 61 64  0  0  0  0  0  0  0  0999 V2000
   -4.1800    5.9459    1.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3382    4.4758    1.0792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3297    3.7205    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759    2.2765    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703    1.5135    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990    0.0865   -0.0131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8273   -0.8107   -0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4471   -0.7815   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0142    0.2470   -1.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4394    0.2265   -1.8855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7774    0.8459   -2.9431 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4174   -0.5117   -1.0497 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2797   -1.4271   -1.9195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2274    0.3372   -0.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0484    1.3186   -0.7432 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1180    1.5151   -1.9627 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397    2.1261    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2826    1.6165    0.1062 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1563    2.3903    1.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6741    1.8322   -1.2208 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7118   -1.4158   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1538   -1.7151    0.9800 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4129   -1.9573   -0.5407 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2643   -2.8733    0.4450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5996   -3.1477    0.1396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2826   -4.1040    0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7374   -4.2904    0.5722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5049   -2.9803    0.5359 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0701   -2.8989   -0.7579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5148   -1.8957    0.6744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -0.6043    0.2610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4535   -2.1797   -0.4064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0970    6.3513    1.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3182    6.1887    1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0835    6.4359    0.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2899    3.9831    1.2863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3827    4.1933    0.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4291    1.8086    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.0206   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6023    1.0921   -1.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6220   -1.9033   -2.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360   -2.1898   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0726   -0.8818   -2.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7942    3.1995   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5283    1.9118    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042    0.5436    0.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2116    2.3850    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1843    1.9338    2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7839    3.4371    1.1910 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.0330   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5791   -2.5398   -1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -2.3445    1.4435 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3001   -3.8194    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2453   -3.7867    1.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7968   -5.0794    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8315   -4.8713   -0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878   -4.8971    1.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3460   -2.9582    1.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3420   -3.7945   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0591   -1.9160    1.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9213   -2.4163   -1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 32  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 21 12  1  0
 12 13  1  0
 12 14  1  1
 14 15  1  0
 15 16  2  0
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 17 18  1  0
 18 19  1  0
 18 20  1  0
 12 10  1  0
 10 11  2  0
 10  9  1  0
  9  8  2  0
 31  6  1  0
  8 23  1  0
  8  7  1  0
 25 32  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  3 37  1  0
  4 38  1  0
  5 39  1  0
 32 61  1  6
 30 60  1  1
 28 58  1  1
 29 59  1  0
 27 56  1  0
 27 57  1  0
 26 54  1  0
 26 55  1  0
 24 52  1  0
 24 53  1  0
 23 51  1  6
 13 41  1  0
 13 42  1  0
 13 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  1
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  0
  9 40  1  0
M  END


  Mrv1652309102209212D          

 32 35  0  0  1  0            999 V2000
    3.4476    5.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9290    5.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2253    4.3081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7067    3.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8917    3.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3228    1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143    2.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7497    2.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4412    2.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    1.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5973    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166    0.4757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9356    0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2586   -0.3832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4315    1.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2504    0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7463    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5735    0.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460   -0.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667    1.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752    0.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9398    1.0827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024    0.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    1.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5157    2.1288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1573    2.6474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2543    2.4252    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5492    3.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8959    1.9065    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  6  0  0  0
  6 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32  7  1  1  0  0  0
 25 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297221

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\C=C\C1=C2[C@@H]3[C@@H](O1)[C@@H](O)CCN3CC1C(=O)C(C)(OC(=O)CC(C)O)C(=O)C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C24H29NO7/c1-4-5-6-7-17-20-14-11-18(28)24(3,32-19(29)10-13(2)26)23(30)15(14)12-25-9-8-16(27)22(31-17)21(20)25/h4-7,11,13,15-16,21-22,26-27H,8-10,12H2,1-3H3/b5-4+,7-6+/t13?,15?,16-,21+,22-,24?/m0/s1

> <INCHI_KEY>
CUSNRWPFVMRJDS-FXHNPDOLSA-N

> <FORMULA>
C24H29NO7

> <MOLECULAR_WEIGHT>
443.496

> <EXACT_MASS>
443.194402278

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.46917257338356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S,13R,16R)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1E,3E)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate

> <JCHEM_LOGP>
0.7390336156666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.059398836015365

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.549767514048776

> <JCHEM_PKA_STRONGEST_BASIC>
5.258624797878396

> <JCHEM_POLAR_SURFACE_AREA>
113.37000000000002

> <JCHEM_REFRACTIVITY>
120.04029999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(12S,13R,16R)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1E,3E)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       6.435  10.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.467   9.479   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.021   8.042   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.053   6.844   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.531   7.084   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.563   5.886   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.963   4.399   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.336   3.701   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.627   4.541   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.999   3.843   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.290   4.683   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.081   2.305   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.582   2.653   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.684   0.888   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.213   0.702   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.816  -0.715   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      10.139   1.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.667   1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.593   2.977   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.270   0.329   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.791   1.465   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.873  -0.073   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.418   2.163   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.127   1.323   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       1.754   2.021   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      -0.004   1.484   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.202   2.453   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.963   3.974   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.160   4.942   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.475   4.527   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.025   5.965   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.672   3.559   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   31                                                  
CONECT    7    6    8   32                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   21                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   12   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    8   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30    6                                                       
CONECT   32   30    7   25                                                  
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₉NO₇

Average Mass

443.4960 Da

Monoisotopic Mass

443.19440 Da

IUPAC Name

(12S,13R,16R)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1E,3E)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate

Traditional Name

(12S,13R,16R)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1E,3E)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0^{2,7}.0^{13,16}]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

C\C=C\C=C\C1=C2[C@@H]3[C@@H](O1)[C@@H](O)CCN3CC1C(=O)C(C)(OC(=O)CC(C)O)C(=O)C=C21

InChI Identifier

InChI=1S/C24H29NO7/c1-4-5-6-7-17-20-14-11-18(28)24(3,32-19(29)10-13(2)26)23(30)15(14)12-25-9-8-16(27)22(31-17)21(20)25/h4-7,11,13,15-16,21-22,26-27H,8-10,12H2,1-3H3/b5-4+,7-6+/t13?,15?,16-,21+,22-,24?/m0/s1

InChI Key

CUSNRWPFVMRJDS-FXHNPDOLSA-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 isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Quinolizidine
Beta-hydroxy acid
Fatty acid ester
Cyclohexenone
Alpha-acyloxy ketone
Hydroxy acid
Piperidine
Fatty acyl
Dihydrofuran
Amino acid or derivatives
Carboxylic acid ester
Ketone
Cyclic ketone
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.74	ChemAxon
pKa (Strongest Acidic)	10.55	ChemAxon
pKa (Strongest Basic)	5.26	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	113.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.04 m³·mol⁻¹	ChemAxon
Polarizability	47.47 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016272

Chemspider ID

4953521

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6451028

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate (NP0297221)

MOL for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

3D MOL for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

3D SDF for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

3D-SDF for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

PDB for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

3D PDB for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

SMILES for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

INCHI for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

Structure for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)

3D Structure for NP0297221 ((12s,13r,16r)-12-hydroxy-5-methyl-4,6-dioxo-15-[(1e,3e)-penta-1,3-dien-1-yl]-14-oxa-9-azatetracyclo[7.6.1.0²,⁷.0¹³,¹⁶]hexadeca-1(15),2-dien-5-yl 3-hydroxybutanoate)