NP-MRD: Showing NP-Card for 4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide (NP0208389)

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Record Information

Version

2.0

Created at

2022-09-05 05:22:37 UTC

Updated at

2022-09-05 05:22:37 UTC

NP-MRD ID

NP0208389

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide

Description

4-(4-{[1-Carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzen-1-imine oxide belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide is found in Streptomyces chattanoogensis. Based on a literature review very few articles have been published on 4-(4-{[1-carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzen-1-imine oxide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207222D          

 38 39  0  0  0  0            999 V2000
    2.8579   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.5749  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  4  0  0  0
 10 11  2  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
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  4  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  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
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  2  0  0  0  0
 21 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  2  0  0  0  0
 14 35  1  0  0  0  0
  6 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  CHG  2  18   1  19  -1
M  END

     RDKit          3D

 64 65  0  0  0  0  0  0  0  0999 V2000
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   -8.5642    0.0477   -1.1741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3429   -0.5255   -0.6864 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0613    0.1584   -0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1016    1.2855   -1.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8726   -0.4436   -0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6562    0.0587   -0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2895    1.3292   -0.7778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951    1.9918   -0.8576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8664    1.6991   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    0.7288    0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8153    0.4592    0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8432    1.1521    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    0.8851    0.4412 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8117    1.5624    1.4720 O   0  0  0  0  0  1  0  0  0  0  0  0
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    7.5124    0.3538   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2334   -1.2188    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2033   -0.3568    0.4627 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9540   -0.2664    0.7788 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9112    0.5114    0.5822 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2263   -1.5346    1.2701 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -1.8180    0.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4674    2.1369   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1692    2.4298   -1.0518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1777   -0.7970   -2.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5923   -1.8609   -2.5892 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3474   -0.4718   -2.8765 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2656   -2.1230    2.4123 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3348   -1.7692   -0.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9392   -1.5526    1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9709    0.8291    0.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4476    0.7343   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4268    1.0557   -1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3231   -1.4691   -0.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9874   -1.4868    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8887   -0.6412    0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1630    1.9032   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2799    3.0298   -1.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2783    0.1504    1.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8750    1.6023   -0.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2272    1.1391   -0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4665   -2.2195    1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0640    0.6262    0.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1774   -2.7734    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031   -2.2592    0.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2749    2.6951   -1.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510    3.2283   -1.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4396   -0.2147   -3.8435 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 35  1  0
 35 36  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 32  1  0
 30 31  2  0
 25 33  1  0
 33 34  2  0
  7 37  1  0
 37 39  1  0
 37 38  2  0
 36 15  1  0
 34 22  1  0
  4 40  1  0
  2  1  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  6
  8 46  1  0
 11 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 16 51  1  0
 17 52  1  0
 35 62  1  0
 36 63  1  0
 23 53  1  0
 24 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
 32 59  1  0
 33 60  1  0
 34 61  1  0
 39 64  1  0
M  CHG  2  19   1  20  -1
M  END


  Mrv1652309052207222D          

 38 39  0  0  0  0            999 V2000
    2.8579   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -11.5500    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   12.8605  -12.3750    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   13.5749  -11.1375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7184  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2894  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7158   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
 10  8  1  4  0  0  0
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 23 24  2  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  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
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 24 32  1  0  0  0  0
 32 33  2  0  0  0  0
 21 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  2  0  0  0  0
 14 35  1  0  0  0  0
  6 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
M  CHG  2  18   1  19  -1
M  END
> <DATABASE_ID>
NP0208389

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)CCC(NC(=O)C=CC=CC1=CC=C(C=C1)[N+]([O-])=NC1=CC=C(C=CC=CC(O)=O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H26N4O7/c28-24(32)18-17-23(27(36)37)29-25(33)7-3-1-5-20-11-15-22(16-12-20)31(38)30-21-13-9-19(10-14-21)6-2-4-8-26(34)35/h1-16,23H,17-18H2,(H2,28,32)(H,29,33)(H,34,35)(H,36,37)

> <INCHI_KEY>
YUKFJTPWSMXPSM-UHFFFAOYSA-N

> <FORMULA>
C27H26N4O7

> <MOLECULAR_WEIGHT>
518.526

> <EXACT_MASS>
518.180149193

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
55.9759662519069

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(4-{[1-carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzen-1-imine oxide

> <JCHEM_LOGP>
-0.33268117185561624

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.2803319723640016

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.671533273980895

> <JCHEM_PKA_STRONGEST_BASIC>
12.82332857605046

> <JCHEM_POLAR_SURFACE_AREA>
186.20999999999998

> <JCHEM_REFRACTIVITY>
156.6117

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-(4-{[1-carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  N   UNK     0       5.335 -18.480   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.668 -20.790   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669 -18.480   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      12.003 -19.250   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.337 -16.940   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.670 -19.250   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.004 -18.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.338 -19.250   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.672 -18.480   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      20.005 -19.250   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.339 -18.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.673 -19.250   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.673 -20.790   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      24.006 -21.560   0.000  0.00  0.00           N+1
HETATM   19  O   UNK     0      24.006 -23.100   0.000  0.00  0.00           O-1
HETATM   20  N   UNK     0      25.340 -20.790   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      26.674 -21.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.007 -20.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.341 -21.560   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.341 -23.100   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      30.675 -23.870   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      30.675 -25.410   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      32.008 -26.180   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.008 -27.720   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      33.342 -28.490   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      34.676 -27.720   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      33.342 -30.030   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      28.007 -23.870   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      26.674 -23.100   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      21.339 -21.560   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      20.005 -20.790   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.669 -16.940   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      12.003 -16.170   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.336 -16.170   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   36                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   35                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   32                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   24   33                                                       
CONECT   33   32   21                                                       
CONECT   34   17   35                                                       
CONECT   35   34   14                                                       
CONECT   36    6   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₆N₄O₇

Average Mass

518.5260 Da

Monoisotopic Mass

518.18015 Da

IUPAC Name

4-(4-{[1-carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzen-1-imine oxide

Traditional Name

4-(4-{[1-carboxy-3-(C-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-N-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide

CAS Registry Number

Not Available

SMILES

OC(=N)CCC(NC(=O)C=CC=CC1=CC=C(C=C1)[N+]([O-])=NC1=CC=C(C=CC=CC(O)=O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C27H26N4O7/c28-24(32)18-17-23(27(36)37)29-25(33)7-3-1-5-20-11-15-22(16-12-20)31(38)30-21-13-9-19(10-14-21)6-2-4-8-26(34)35/h1-16,23H,17-18H2,(H2,28,32)(H,29,33)(H,34,35)(H,36,37)

InChI Key

YUKFJTPWSMXPSM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces chattanoogensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-glutamine
Medium-chain fatty acid
Styrene
Amino fatty acid
Fatty acyl
Fatty acid
Benzenoid
Unsaturated fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Azoxy compound
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-0.33	ChemAxon
pKa (Strongest Acidic)	-0.67	ChemAxon
pKa (Strongest Basic)	12.82	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.21 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	156.61 m³·mol⁻¹	ChemAxon
Polarizability	55.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163192384

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide (NP0208389)

MOL for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

3D MOL for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

3D SDF for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

3D-SDF for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

PDB for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

3D PDB for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

SMILES for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

INCHI for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

Structure for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)

3D Structure for NP0208389 (4-(4-{[1-carboxy-3-(c-hydroxycarbonimidoyl)propyl]carbamoyl}buta-1,3-dien-1-yl)-n-{[4-(4-carboxybuta-1,3-dien-1-yl)phenyl]imino}benzenimine oxide)