NP-MRD: Showing NP-Card for (2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid (NP0155002)

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Record Information

Version

2.0

Created at

2022-09-02 11:59:26 UTC

Updated at

2022-09-02 11:59:27 UTC

NP-MRD ID

NP0155002

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid

Description

(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. (2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid is found in Actinomadura atramentaria. Based on a literature review very few articles have been published on (2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022213592D          

 40 40  0  0  1  0            999 V2000
   16.3262   -1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0562   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9760   -3.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1659   -3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8958   -3.9887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4359   -4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5161   -3.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7861   -5.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -4.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5456   -3.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8156   -4.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3557   -5.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -6.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2756   -6.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7355   -5.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0055   -5.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4654   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6553   -4.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7355   -3.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1954   -3.0532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3852   -3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1152   -3.9887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8452   -2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0350   -2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4949   -2.1177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6848   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3346   -1.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4148   -0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8747   -0.2468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4654   -2.2736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2756   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9253   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1954   -0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  4  0  0  0
 19 21  2  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 31 32  1  4  0  0  0
 31 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 22 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

 87 87  0  0  0  0  0  0  0  0999 V2000
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   -2.8794    2.9470   -3.1075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7916    1.6885   -3.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483    1.1943   -4.5624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    0.7397   -2.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6383    1.1365   -0.8099 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8761    1.5984   -0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5844    2.7917   -0.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8170    3.0160    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4709    3.2485    1.6341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    4.4525    1.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0075    0.1047    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    0.2941    0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6435   -1.0783    0.4346 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9791   -1.3908    0.0517 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2516    1.2377    1.0778 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9924    1.7730   -0.4815 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4027    2.2603   -0.2434 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9625    2.6866   -1.4991 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4960    3.7123   -2.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1294    4.0884   -3.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644    4.4686   -1.6133 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    3.3709    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9445    3.1892    1.8754 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1127    4.5376    0.3970 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2769   -3.9105    1.7449 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5745   -4.6893    2.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2076   -4.6280    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7930   -5.9995    0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8699    0.8915   -4.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0730   -0.2467   -2.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9083    2.0455   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6138    1.8235    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6702    0.8003   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5398   -2.6621    0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6578   -4.2245    1.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726   -2.1783    2.1998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046   -0.4713    2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3971    2.5292   -0.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3712   -6.1983    1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0136   -6.8097    0.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7  6  1  0
  6  5  1  0
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 37 78  1  0
M  END


  Mrv1652309022213592D          

 40 40  0  0  1  0            999 V2000
   16.3262   -1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0562   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9760   -3.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1659   -3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8958   -3.9887    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4359   -4.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2460   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5161   -3.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7861   -5.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -4.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5456   -3.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8156   -4.9241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3557   -5.5478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -6.3273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2756   -6.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7355   -5.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0055   -5.0800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4654   -4.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6553   -4.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7355   -3.6768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1954   -3.0532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.3852   -3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1152   -3.9887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8452   -2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0350   -2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4949   -2.1177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.6848   -2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3346   -1.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9844   -1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0645   -0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4148   -0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8747   -0.2468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4654   -2.2736    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2756   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9253   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1954   -0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  4  0  0  0
 19 21  2  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  0  0  0  0
 29 30  1  1  0  0  0
 30 31  2  0  0  0  0
 31 32  1  4  0  0  0
 31 33  1  0  0  0  0
 29 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 22 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155002

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC[C@H](CC(O)=N)C(=O)N1NCCC[C@H]1C(O)=N[C@@H]([C@@H](C)CC)C(=O)CCSC[C@@H](N=C(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H47N5O7S/c1-5-7-8-10-19(15-23(28)35)26(37)32-21(11-9-13-29-32)25(36)31-24(17(3)6-2)22(34)12-14-40-16-20(27(38)39)30-18(4)33/h17,19-21,24,29H,5-16H2,1-4H3,(H2,28,35)(H,30,33)(H,31,36)(H,38,39)/t17-,19+,20+,21-,24-/m0/s1

> <INCHI_KEY>
PFUWJTIKMOLFOQ-DXGKXZIESA-N

> <FORMULA>
C27H47N5O7S

> <MOLECULAR_WEIGHT>
585.76

> <EXACT_MASS>
585.319620047

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
62.59511246253445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
-0.5532774413946172

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.223447134065888

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.4732841930476468

> <JCHEM_PKA_STRONGEST_BASIC>
13.06249168873195

> <JCHEM_POLAR_SURFACE_AREA>
195.96999999999997

> <JCHEM_REFRACTIVITY>
174.17210000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      30.476  -2.498   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.972  -3.953   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.459  -4.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.955  -5.699   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.443  -5.990   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.939  -7.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.947  -8.610   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.459  -8.319   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      28.963  -6.863   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      29.467  -9.483   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      24.427  -7.737   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      23.418  -6.572   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      23.923  -9.192   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      24.931 -10.356   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      24.427 -11.811   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.914 -12.102   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.906 -10.938   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.410  -9.483   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.402  -8.319   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      19.890  -8.610   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      21.906  -6.863   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      20.898  -5.699   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.386  -5.990   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      18.882  -7.445   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      18.378  -4.826   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.865  -5.117   0.000  0.00  0.00           C+0
HETATM   27  S   UNK     0      15.857  -3.953   0.000  0.00  0.00           S+0
HETATM   28  C   UNK     0      14.345  -4.244   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      11.825  -3.371   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      10.816  -2.207   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.304  -2.498   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.320  -0.752   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.841  -1.625   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.353  -1.334   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.833  -0.461   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      21.402  -4.244   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.914  -3.953   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.394  -3.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      20.898  -1.625   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   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   37                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   29   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   22   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   80    0
END

View in JSmol

Synonyms

Value	Source
(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoate	Generator
(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulphanyl}-2-[(1-hydroxyethylidene)amino]propanoate	Generator
(2S)-3-{[(4S,5S)-4-({hydroxy[(3S)-2-[(2R)-3-(C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulphanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid	Generator

Chemical Formula

C₂₇H₄₇N₅O₇S

Average Mass

585.7600 Da

Monoisotopic Mass

585.31962 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CCCCC[C@H](CC(O)=N)C(=O)N1NCCC[C@H]1C(O)=N[C@@H]([C@@H](C)CC)C(=O)CCSC[C@@H](N=C(C)O)C(O)=O

InChI Identifier

InChI=1S/C27H47N5O7S/c1-5-7-8-10-19(15-23(28)35)26(37)32-21(11-9-13-29-32)25(36)31-24(17(3)6-2)22(34)12-14-40-16-20(27(38)39)30-18(4)33/h17,19-21,24,29H,5-16H2,1-4H3,(H2,28,35)(H,30,33)(H,31,36)(H,38,39)/t17-,19+,20+,21-,24-/m0/s1

InChI Key

PFUWJTIKMOLFOQ-DXGKXZIESA-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
Actinomadura atramentaria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Branched fatty acid
Heterocyclic fatty acid
1,2-diazinane
Fatty acid
Fatty acyl
Carboxylic acid hydrazide
Ketone
Azacycle
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Dialkylthioether
Organoheterocyclic compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.48	ALOGPS
logP	-0.55	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-0.47	ChemAxon
pKa (Strongest Basic)	13.06	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	195.97 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	174.17 m³·mol⁻¹	ChemAxon
Polarizability	62.6 Å³	ChemAxon
Number of Rings	1	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

163030127

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid (NP0155002)

MOL for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D MOL for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D SDF for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D-SDF for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

PDB for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D PDB for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

SMILES for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

INCHI for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

Structure for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)

3D Structure for NP0155002 ((2s)-3-{[(4s,5s)-4-({hydroxy[(3s)-2-[(2r)-3-(c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl]methylidene}amino)-5-methyl-3-oxoheptyl]sulfanyl}-2-[(1-hydroxyethylidene)amino]propanoic acid)