NP-MRD: Showing NP-Card for Nucleocidin (NP0021739)

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Record Information

Version

2.0

Created at

2021-01-06 07:00:47 UTC

Updated at

2021-07-15 17:37:08 UTC

NP-MRD ID

NP0021739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nucleocidin

Provided By

NPAtlas

Description

Nucleocidin is also known as antibiotic T-3018. Nucleocidin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Nucleocidin is found in Streptomyces calvus and Streptomyces sp.. Nucleocidin was first documented in 1969 (PMID: 5776261). Based on a literature review a small amount of articles have been published on Nucleocidin (PMID: 32110306) (PMID: 30641108) (PMID: 28920128) (PMID: 28049355).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105183D          

 37 39  0  0  0  0            999 V2000
   -4.9058    2.5405    1.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    1.5739    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    1.0952   -0.7184 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    0.1924   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.2414   -0.8974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.1800    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.1147    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.3652    2.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.6227    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.1267    0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.9849    0.5461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0322   -0.1853    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -0.8545   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8185   -1.4394    0.0764 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    0.1686   -1.6220 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5953    0.4613   -0.8443 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607    1.8530   -0.1273 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.6562    1.3663    1.4389 N   0  0  2  0  0  0  0  0  0  0  0  0
    2.5727    2.5633    0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518    2.8185   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -1.9600   -1.3023 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6740   -3.2042   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -1.9413   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5417   -3.2163   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189    2.6854    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    3.0705    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942   -0.2172   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    0.6623    2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -1.5430    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8801    0.9880   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.3914   -2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2462    0.5204    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    1.0249    2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.0238   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -3.0263   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.6748   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -3.8366   -0.6665 H   0  0  0  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7  2  1  0  0  0  0
 23 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  1  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 18 32  1  0  0  0  0
 18 33  1  0  0  0  0
 21 34  1  6  0  0  0
 22 35  1  0  0  0  0
 23 36  1  6  0  0  0
 24 37  1  0  0  0  0
M  END

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.9058    2.5405    1.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    1.5739    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    1.0952   -0.7184 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    0.1924   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.2414   -0.8974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.1800    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.1147    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.3652    2.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.6227    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.1267    0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.9849    0.5461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0322   -0.1853    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -0.8545   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8185   -1.4394    0.0764 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    0.1686   -1.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4613   -0.8443 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607    1.8530   -0.1273 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.6562    1.3663    1.4389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    2.5633    0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518    2.8185   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -1.9600   -1.3023 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6740   -3.2042   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -1.9413   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5417   -3.2163   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189    2.6854    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    3.0705    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942   -0.2172   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    0.6623    2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -1.5430    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8801    0.9880   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.3914   -2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2462    0.5204    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    1.0249    2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.0238   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -3.0263   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.6748   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -3.8366   -0.6665 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  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 13 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  7  2  1  0
 23 11  1  0
 10  6  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 11 29  1  1
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  6
 22 35  1  0
 23 36  1  6
 24 37  1  0
M  END


  Mrv1652306242105183D          

 37 39  0  0  0  0            999 V2000
   -4.9058    2.5405    1.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    1.5739    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    1.0952   -0.7184 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    0.1924   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.2414   -0.8974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.1800    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.1147    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.3652    2.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.6227    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.1267    0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.9849    0.5461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0322   -0.1853    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -0.8545   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8185   -1.4394    0.0764 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    0.1686   -1.6220 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5953    0.4613   -0.8443 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607    1.8530   -0.1273 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.6562    1.3663    1.4389 N   0  0  2  0  0  0  0  0  0  0  0  0
    2.5727    2.5633    0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518    2.8185   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -1.9600   -1.3023 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6740   -3.2042   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -1.9413   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5417   -3.2163   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189    2.6854    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    3.0705    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942   -0.2172   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    0.6623    2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -1.5430    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8801    0.9880   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.3914   -2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2462    0.5204    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    1.0249    2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.0238   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -3.0263   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.6748   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -3.8366   -0.6665 H   0  0  0  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 17 20  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7  2  1  0  0  0  0
 23 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  4 27  1  0  0  0  0
  9 28  1  0  0  0  0
 11 29  1  1  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 18 32  1  0  0  0  0
 18 33  1  0  0  0  0
 21 34  1  6  0  0  0
 22 35  1  0  0  0  0
 23 36  1  6  0  0  0
 24 37  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]([H])(O[C@](F)(C([H])([H])O[S](=O)(=O)N([H])[H])[C@@]1([H])O[H])N1C([H])=NC2=C1N=C([H])N=C2N([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H13FN6O6S/c11-10(1-22-24(13,20)21)6(19)5(18)9(23-10)17-3-16-4-7(12)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,12,14,15)(H2,13,20,21)/t5-,6+,9-,10-/m1/s1

> <INCHI_KEY>
LTBCQBSAWAZBDF-MLTZYSBQSA-N

> <FORMULA>
C10H13FN6O6S

> <MOLECULAR_WEIGHT>
364.31

> <EXACT_MASS>
364.0601315

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.510978085400968

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-2.0402072433333336

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.82969937162398

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.930377803266602

> <JCHEM_PKA_STRONGEST_BASIC>
3.9202047986023034

> <JCHEM_POLAR_SURFACE_AREA>
188.7

> <JCHEM_REFRACTIVITY>
74.80920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -4.9058    2.5405    1.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    1.5739    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    1.0952   -0.7184 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    0.1924   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.2414   -0.8974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.1800    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.1147    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.3652    2.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.6227    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.1267    0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.9849    0.5461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0322   -0.1853    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -0.8545   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8185   -1.4394    0.0764 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    0.1686   -1.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4613   -0.8443 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607    1.8530   -0.1273 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.6562    1.3663    1.4389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    2.5633    0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518    2.8185   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -1.9600   -1.3023 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6740   -3.2042   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -1.9413   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5417   -3.2163   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189    2.6854    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    3.0705    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942   -0.2172   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    0.6623    2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -1.5430    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8801    0.9880   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.3914   -2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2462    0.5204    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    1.0249    2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.0238   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -3.0263   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.6748   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -3.8366   -0.6665 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  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 13 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  7  2  1  0
 23 11  1  0
 10  6  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 11 29  1  1
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  6
 22 35  1  0
 23 36  1  6
 24 37  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0      -4.906   2.541   1.226  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.208   1.574   0.465  0.00  0.00           C+0
HETATM    3  N   UNK     0      -4.638   1.095  -0.718  0.00  0.00           N+0
HETATM    4  C   UNK     0      -3.949   0.192  -1.403  0.00  0.00           C+0
HETATM    5  N   UNK     0      -2.791  -0.241  -0.897  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.300   0.180   0.255  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.000   1.115   0.989  0.00  0.00           C+0
HETATM    8  N   UNK     0      -2.265   1.365   2.097  0.00  0.00           N+0
HETATM    9  C   UNK     0      -1.164   0.623   2.064  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.170  -0.127   0.917  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.053  -0.985   0.546  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.032  -0.185   0.198  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.753  -0.855  -0.766  0.00  0.00           C+0
HETATM   14  F   UNK     0       2.818  -1.439   0.076  0.00  0.00           F+0
HETATM   15  C   UNK     0       2.514   0.169  -1.622  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.595   0.461  -0.844  0.00  0.00           O+0
HETATM   17  S   UNK     0       3.861   1.853  -0.127  0.00  0.00           S+0
HETATM   18  N   UNK     0       4.656   1.366   1.439  0.00  0.00           N+0
HETATM   19  O   UNK     0       2.573   2.563   0.311  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.752   2.818  -0.741  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.049  -1.960  -1.302  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.674  -3.204  -0.923  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.308  -1.941  -0.537  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.542  -3.216  -0.052  0.00  0.00           O+0
HETATM   25  H   UNK     0      -5.919   2.685   1.035  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.412   3.071   1.969  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.294  -0.217  -2.341  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.391   0.662   2.836  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.219  -1.543   1.470  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.880   0.988  -1.927  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.844  -0.391  -2.525  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.246   0.520   1.194  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.828   1.025   2.035  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.892  -2.024  -2.381  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.150  -3.026  -0.052  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.030  -1.675  -1.297  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.001  -3.837  -0.667  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   27                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11    6                                                  
CONECT   11   10   12   23   29                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15   21                                             
CONECT   14   13                                                            
CONECT   15   13   16   30   31                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17   32   33                                                  
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   13   22   23   34                                             
CONECT   22   21   35                                                       
CONECT   23   21   24   11   36                                             
CONECT   24   23   37                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    4                                                            
CONECT   28    9                                                            
CONECT   29   11                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   18                                                            
CONECT   33   18                                                            
CONECT   34   21                                                            
CONECT   35   22                                                            
CONECT   36   23                                                            
CONECT   37   24                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   78    0
END

RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -4.9058    2.5405    1.2262 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2082    1.5739    0.4654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6385    1.0952   -0.7184 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486    0.1924   -1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913   -0.2414   -0.8974 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2998    0.1800    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.1147    0.9893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2655    1.3652    2.0972 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.6227    2.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696   -0.1267    0.9170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0525   -0.9849    0.5461 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0322   -0.1853    0.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7534   -0.8545   -0.7657 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8185   -1.4394    0.0764 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    0.1686   -1.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4613   -0.8443 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607    1.8530   -0.1273 S   0  0  2  0  0  6  0  0  0  0  0  0
    4.6562    1.3663    1.4389 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    2.5633    0.3110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7518    2.8185   -0.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490   -1.9600   -1.3023 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6740   -3.2042   -0.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3084   -1.9413   -0.5367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5417   -3.2163   -0.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9189    2.6854    1.0353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    3.0705    1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2942   -0.2172   -2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905    0.6623    2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2193   -1.5430    1.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8801    0.9880   -1.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8443   -0.3914   -2.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2462    0.5204    1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8282    1.0249    2.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8915   -2.0238   -2.3811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1503   -3.0263   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0295   -1.6748   -1.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007   -3.8366   -0.6665 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  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 13 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  7  2  1  0
 23 11  1  0
 10  6  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  9 28  1  0
 11 29  1  1
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  6
 22 35  1  0
 23 36  1  6
 24 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
4'-C-Fluoroadenosine 5'-sulfamate	ChEBI
4'-Fluoro-5'-O-sulfamoyladenosine	ChEBI
4'-Fluoro-5'-O-sulphamoyladenosine	ChEBI
[(2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxytetrahydrofuran-2-yl]methyl sulfamate	ChEBI
[(2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate	ChEBI
Antibiotic T-3018	ChEBI
T-3018	ChEBI
4'-C-Fluoroadenosine 5'-sulfamic acid	Generator
4'-C-Fluoroadenosine 5'-sulphamate	Generator
4'-C-Fluoroadenosine 5'-sulphamic acid	Generator
[(2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxytetrahydrofuran-2-yl]methyl sulfamic acid	Generator
[(2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxytetrahydrofuran-2-yl]methyl sulphamate	Generator
[(2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxytetrahydrofuran-2-yl]methyl sulphamic acid	Generator
[(2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamic acid	Generator
[(2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulphamate	Generator
[(2S,3S,4R,5R)-5-(6-Aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulphamic acid	Generator

Chemical Formula

C₁₀H₁₃FN₆O₆S

Average Mass

364.3100 Da

Monoisotopic Mass

364.06013 Da

IUPAC Name

[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

Traditional Name

[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=CN2[C@@H]1O[C@](F)(COS(N)(=O)=O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C10H13FN6O6S/c11-10(1-22-24(13,20)21)6(19)5(18)9(23-10)17-3-16-4-7(12)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,12,14,15)(H2,13,20,21)/t5-,6+,9-,10-/m1/s1

InChI Key

LTBCQBSAWAZBDF-MLTZYSBQSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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 calvus	LOTUS Database	35616633
Streptomyces sp.	NPAtlas	5776261

Chemical Taxonomy

Classification

Not classified

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	-0.47	ALOGPS
logP	-2	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	10.93	ChemAxon
pKa (Strongest Basic)	3.92	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	188.7 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.81 m³·mol⁻¹	ChemAxon
Polarizability	30.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA011799

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65250

KEGG Compound ID

Not Available

BioCyc ID

CPD-12712

BiGG ID

Not Available

Wikipedia Link

Nucleocidin

METLIN ID

Not Available

PubChem Compound

72299

PDB ID

Not Available

ChEBI ID

166872

Good Scents ID

Not Available

References

General References

Feng X, Bello D, Lowe PT, Clark J, O'Hagan D: Two 3'-O-beta-glucosylated nucleoside fluorometabolites related to nucleocidin in Streptomyces calvus. Chem Sci. 2019 Aug 20;10(41):9501-9505. doi: 10.1039/c9sc03374b. eCollection 2019 Nov 7. [PubMed:32110306 ]
Morton GO, Lancaster JE, Van Lear GE, Fulmor W, Meyer WE: The structure of nucleocidin. 3. (A new structure). J Am Chem Soc. 1969 Mar 12;91(6):1535-7. doi: 10.1021/ja01034a046. [PubMed:5776261 ]
Zhang S, Klementz D, Zhu J, Makitrynskyy R, Ola Pasternak AR, Gunther S, Zechel DL, Bechthold A: Genome mining reveals the origin of a bald phenotype and a cryptic nucleocidin gene cluster in Streptomyces asterosporus DSM 41452. J Biotechnol. 2019 Feb 20;292:23-31. doi: 10.1016/j.jbiotec.2018.12.016. Epub 2019 Jan 11. [PubMed:30641108 ]
Feng X, Al Maharik N, Bartholome A, Janso JE, Reilly U, O'Hagan D: Incorporation of [(2)H1]-(1R,2R)- and [(2)H1]-(1S,2R)-glycerols into the antibiotic nucleocidin in Streptomyces calvus. Org Biomol Chem. 2017 Oct 4;15(38):8006-8008. doi: 10.1039/c7ob02163a. [PubMed:28920128 ]
Carvalho MF, Oliveira RS: Natural production of fluorinated compounds and biotechnological prospects of the fluorinase enzyme. Crit Rev Biotechnol. 2017 Nov;37(7):880-897. doi: 10.1080/07388551.2016.1267109. Epub 2017 Jan 3. [PubMed:28049355 ]

Showing NP-Card for Nucleocidin (NP0021739)

MOL for NP0021739 (Nucleocidin)

3D MOL for NP0021739 (Nucleocidin)

3D SDF for NP0021739 (Nucleocidin)

3D-SDF for NP0021739 (Nucleocidin)

PDB for NP0021739 (Nucleocidin)

3D PDB for NP0021739 (Nucleocidin)

SMILES for NP0021739 (Nucleocidin)

INCHI for NP0021739 (Nucleocidin)

Structure for NP0021739 (Nucleocidin)

3D Structure for NP0021739 (Nucleocidin)