NP-MRD: Showing NP-Card for 3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid (NP0232157)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 13:17:41 UTC

Updated at

2022-09-06 13:17:41 UTC

NP-MRD ID

NP0232157

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid

Description

Roseothricin (H-277) belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid is found in Streptomyces roseochromogenus. Based on a literature review very few articles have been published on Roseothricin (H-277).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062215172D          

 31 31  0  0  0  0            999 V2000
    3.5304    2.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    1.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    0.0668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.1707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -3.2332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -3.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5863   -4.4662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -4.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -3.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -3.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -3.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7591   -4.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399   -4.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -4.9930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -3.3102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -3.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738   -2.4082    0.0000 O   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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 14 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 68 68  0  0  0  0  0  0  0  0999 V2000
    6.7247    4.2358    0.5949 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5934    3.2929    0.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7854    2.1441    1.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010    1.1119    1.3970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705    0.4403    0.0925 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0776    1.3053   -0.9871 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -0.7711    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139   -0.4580    0.7038 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.0712    2.0345 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889   -0.6129    0.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130   -0.9230   -0.8784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1371   -1.1866   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.0204    0.1201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257    0.0473    0.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9693   -0.8554   -0.4847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2557   -0.1758   -0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2053    0.7128    0.6466 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2313    1.7933    0.5682 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5085    1.1500    0.5504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1366    2.6038   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0389    2.6509   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2134    2.6172    1.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9972    3.3393    1.9803 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8397    1.1138    0.6427 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -1.8180   -2.0182 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6957   -1.2527   -2.8446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473   -3.1860   -1.6860 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2569   -3.9143   -2.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3193   -3.9753   -0.7308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9259   -5.3776   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2092   -5.2513   -0.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9617    4.3972    1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5657    3.8571    0.1055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6758    3.8570    0.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6630    2.9448   -0.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542    1.6513    1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9067    2.4726    2.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556    0.3876    2.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7511    1.6607    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4716    0.0115   -0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    1.5549   -1.0030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3812    0.9687   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -1.5926    0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -1.1484   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521    0.7937    2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1636    0.1168   -1.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6772   -1.4223   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2738   -2.0235    0.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7187   -1.8297   -0.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0987   -0.8649   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1889    0.4534   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4313    0.0164    1.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2102    1.7820    0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2569    3.1996   -0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0924    3.3125    1.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4079    2.0024    2.7351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0385    4.3423    1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4572    3.1123    2.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4405    1.9995    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887   -1.9328   -2.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2561   -0.5423   -3.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2028   -3.1173   -1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9689   -4.5864   -2.8522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4462   -3.5101    0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7357   -4.0651   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9837   -5.8907   -1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775   -5.9676    0.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1107   -5.2525    0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 24  1  0
 17 18  1  0
 18 19  1  6
 18 22  1  0
 22 23  1  0
 18 20  1  0
 20 21  2  0
 11 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 24 14  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  6
  6 41  1  0
  6 42  1  0
  7 43  1  0
  7 44  1  0
  9 45  1  0
 11 46  1  6
 12 47  1  0
 12 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  1
 24 59  1  0
 19 53  1  0
 22 55  1  0
 22 56  1  0
 23 57  1  0
 23 58  1  0
 20 54  1  0
 25 60  1  6
 26 61  1  0
 27 62  1  1
 28 63  1  0
 29 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 31 68  1  0
M  END


  Mrv1652309062215172D          

 31 31  0  0  0  0            999 V2000
    3.5304    2.9543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    1.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    1.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    0.0668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870    0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.1707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3870   -3.2332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -3.6457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5863   -4.4662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207   -4.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6332   -3.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4537   -3.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -3.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2741   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7591   -4.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399   -4.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2936   -4.9930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -3.3102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159   -3.2332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -1.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2449   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6738   -2.4082    0.0000 O   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
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  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
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 24  1  0  0  0  0
 14 24  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0232157

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCC(N)CC(O)=NC(CN=C1NCC(N1)C(O)(CN)C=O)C(O)C(O)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C18H37N7O6/c19-4-1-2-11(21)6-15(29)24-12(16(30)13(28)3-5-26)7-22-17-23-8-14(25-17)18(31,9-20)10-27/h10-14,16,26,28,30-31H,1-9,19-21H2,(H,24,29)(H2,22,23,25)

> <INCHI_KEY>
ZQUFOUIPSCWWOT-UHFFFAOYSA-N

> <FORMULA>
C18H37N7O6

> <MOLECULAR_WEIGHT>
447.537

> <EXACT_MASS>
447.280531939

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.29786188500444

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,6-diamino-N-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid

> <JCHEM_LOGP>
-7.784811823011278

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
12.235242460859501

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.1594684609617705

> <JCHEM_PKA_STRONGEST_BASIC>
10.792198135906403

> <JCHEM_POLAR_SURFACE_AREA>
245.05999999999995

> <JCHEM_REFRACTIVITY>
112.55959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3,6-diamino-N-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  N   UNK     0       6.590   5.515   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       5.256   4.745   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.256   3.205   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.923   2.435   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.923   0.895   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       5.256   0.125   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.589   0.125   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.589  -1.415   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.255  -2.185   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       3.923  -2.185   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.923  -3.725   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.589  -4.495   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.589  -6.035   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.255  -6.805   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.094  -8.337   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.412  -8.657   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.182  -7.323   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.713  -7.162   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.553  -5.631   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.245  -7.001   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -5.150  -8.247   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.874  -8.694   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -4.281  -9.320   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      -0.151  -6.179   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       5.256  -4.495   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.256  -6.035   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.590  -3.725   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.590  -2.185   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.924  -4.495   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.257  -3.725   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.591  -4.495   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   25                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   20   22                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   18   23                                                       
CONECT   23   22                                                            
CONECT   24   17   14                                                       
CONECT   25   11   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₇N₇O₆

Average Mass

447.5370 Da

Monoisotopic Mass

447.28053 Da

IUPAC Name

3,6-diamino-N-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid

Traditional Name

3,6-diamino-N-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid

CAS Registry Number

Not Available

SMILES

NCCCC(N)CC(O)=NC(CN=C1NCC(N1)C(O)(CN)C=O)C(O)C(O)CCO

InChI Identifier

InChI=1S/C18H37N7O6/c19-4-1-2-11(21)6-15(29)24-12(16(30)13(28)3-5-26)7-22-17-23-8-14(25-17)18(31,9-20)10-27/h10-14,16,26,28,30-31H,1-9,19-21H2,(H,24,29)(H2,22,23,25)

InChI Key

ZQUFOUIPSCWWOT-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 roseochromogenus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
2-imidazoline
Alpha-hydroxyaldehyde
Tertiary alcohol
Carboxamide group
Guanidine
Secondary alcohol
Secondary carboxylic acid amide
Azacycle
Polyol
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Aldehyde
Organooxygen compound
Organonitrogen compound
Alcohol
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary alcohol
Primary amine
Amine
Organic nitrogen compound
Carbonyl group
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	-7.8	ChemAxon
pKa (Strongest Acidic)	5.16	ChemAxon
pKa (Strongest Basic)	10.79	ChemAxon
Physiological Charge	4	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	245.06 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	112.56 m³·mol⁻¹	ChemAxon
Polarizability	47.3 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

78443877

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583373

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid (NP0232157)

MOL for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

3D MOL for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

3D SDF for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

3D-SDF for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

PDB for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

3D PDB for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

SMILES for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

INCHI for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

Structure for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)

3D Structure for NP0232157 (3,6-diamino-n-(1-{[4-(1-amino-2-hydroxy-3-oxopropan-2-yl)imidazolidin-2-ylidene]amino}-3,4,6-trihydroxyhexan-2-yl)hexanimidic acid)