NP-MRD: Showing NP-Card for Dealanylascamycin (NP0021885)

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Record Information

Version

1.0

Created at

2021-01-06 07:07:58 UTC

Updated at

2021-07-15 17:37:33 UTC

NP-MRD ID

NP0021885

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dealanylascamycin

Provided By

NPAtlas

Description

Dealanylascamycin is found in Streptomyces sp. It was first documented in 1984 (PMID: 6547710). Based on a literature review very few articles have been published on dealanylascamycin.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105193D          

 37 39  0  0  0  0            999 V2000
    6.0106   -0.2042    0.8388 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.3641    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6799    1.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.2189    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    3.9353    1.2674 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1799    1.5175    0.5323 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    0.2198    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.3511    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -1.6415    0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -1.8869   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.7374   -0.1243 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.6650   -0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4673    0.5760   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.7163   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8477    0.8010   -0.1168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0504   -0.3350    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.2336    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.1549    0.2561    3.1860 N   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0667   -1.6102    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4141    0.7594    0.9569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086   -0.3900   -1.9398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8732    0.0130   -3.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.8643   -1.8637 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6999    0.0292   -2.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    0.2784    0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -1.1703    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.8699   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.4751    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.6747   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7310    0.9453   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720    1.6681    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    1.2908    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2545    3.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -1.2424   -1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.1340   -3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319   -1.8977   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    0.8709   -1.9590 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  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  0  0  0  0
 14 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
 14 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
  8  2  1  0  0  0  0
 23 12  1  0  0  0  0
 11  7  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 10 27  1  0  0  0  0
 12 28  1  1  0  0  0
 14 29  1  6  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  1  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
    6.0106   -0.2042    0.8388 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.3641    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6799    1.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.2189    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    3.9353    1.2674 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1799    1.5175    0.5323 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    0.2198    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.3511    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -1.6415    0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -1.8869   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.7374   -0.1243 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.6650   -0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4673    0.5760   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.7163   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8477    0.8010   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -0.3350    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.2336    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.1549    0.2561    3.1860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -1.6102    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4141    0.7594    0.9569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086   -0.3900   -1.9398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8732    0.0130   -3.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.8643   -1.8637 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6999    0.0292   -2.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    0.2784    0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -1.1703    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.8699   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.4751    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.6747   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7310    0.9453   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720    1.6681    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    1.2908    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2545    3.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -1.2424   -1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.1340   -3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319   -1.8977   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    0.8709   -1.9590 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  6
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  1
 22 35  1  0
 23 36  1  6
 24 37  1  0
M  END


  Mrv1652306242105193D          

 37 39  0  0  0  0            999 V2000
    6.0106   -0.2042    0.8388 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.3641    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6799    1.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.2189    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    3.9353    1.2674 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1799    1.5175    0.5323 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    0.2198    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.3511    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -1.6415    0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -1.8869   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.7374   -0.1243 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.6650   -0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4673    0.5760   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.7163   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8477    0.8010   -0.1168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0504   -0.3350    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.2336    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.1549    0.2561    3.1860 N   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0667   -1.6102    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4141    0.7594    0.9569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086   -0.3900   -1.9398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8732    0.0130   -3.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.8643   -1.8637 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6999    0.0292   -2.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    0.2784    0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -1.1703    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.8699   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.4751    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.6747   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7310    0.9453   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720    1.6681    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    1.2908    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2545    3.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -1.2424   -1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.1340   -3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319   -1.8977   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    0.8709   -1.9590 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  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  0  0  0  0
 14 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
 14 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
  8  2  1  0  0  0  0
 23 12  1  0  0  0  0
 11  7  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 10 27  1  0  0  0  0
 12 28  1  1  0  0  0
 14 29  1  6  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  1  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>
NP0021885

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H13ClN6O6S/c11-10-15-7(12)4-8(16-10)17(2-14-4)9-6(19)5(18)3(23-9)1-22-24(13,20)21/h2-3,5-6,9,18-19H,1H2,(H2,12,15,16)(H2,13,20,21)/t3-,5-,6-,9+/m1/s1

> <INCHI_KEY>
JHUGCRSKMUFKHR-BDXYJKHTSA-N

> <FORMULA>
C10H13ClN6O6S

> <MOLECULAR_WEIGHT>
380.76

> <EXACT_MASS>
380.030581

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.42580826175063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.52

> <JCHEM_LOGP>
-1.7023037053333332

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.494356166006877

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.299796836742795

> <JCHEM_PKA_STRONGEST_BASIC>
1.3062452413311674

> <JCHEM_POLAR_SURFACE_AREA>
188.7

> <JCHEM_REFRACTIVITY>
80.2214

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    6.0106   -0.2042    0.8388 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.3641    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6799    1.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.2189    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    3.9353    1.2674 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1799    1.5175    0.5323 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    0.2198    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.3511    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -1.6415    0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -1.8869   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.7374   -0.1243 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.6650   -0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4673    0.5760   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.7163   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8477    0.8010   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -0.3350    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.2336    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.1549    0.2561    3.1860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -1.6102    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4141    0.7594    0.9569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086   -0.3900   -1.9398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8732    0.0130   -3.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.8643   -1.8637 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6999    0.0292   -2.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    0.2784    0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -1.1703    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.8699   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.4751    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.6747   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7310    0.9453   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720    1.6681    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    1.2908    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2545    3.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -1.2424   -1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.1340   -3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319   -1.8977   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    0.8709   -1.9590 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  6
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  1
 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       6.011  -0.204   0.839  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.718   0.364   0.732  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.502   1.680   1.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.280   2.219   0.900  0.00  0.00           C+0
HETATM    5 Cl   UNK     0       3.094   3.935   1.267  0.00  0.00          Cl+0
HETATM    6  N   UNK     0       2.180   1.518   0.532  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.349   0.220   0.260  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.602  -0.351   0.358  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.478  -1.642   0.033  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.190  -1.887  -0.263  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.484  -0.737  -0.124  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.075  -0.665  -0.369  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.467   0.576  -0.157  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.589   0.716  -0.935  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.848   0.801  -0.117  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.050  -0.335   0.664  0.00  0.00           O+0
HETATM   17  S   UNK     0      -4.439  -0.234   1.562  0.00  0.00           S+0
HETATM   18  N   UNK     0      -4.155   0.256   3.186  0.00  0.00           N+0
HETATM   19  O   UNK     0      -5.067  -1.610   1.615  0.00  0.00           O+0
HETATM   20  O   UNK     0      -5.414   0.759   0.957  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.609  -0.390  -1.940  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.873   0.013  -3.226  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.149  -0.864  -1.864  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.700   0.029  -2.515  0.00  0.00           O+0
HETATM   25  H   UNK     0       6.890   0.278   0.554  0.00  0.00           H+0
HETATM   26  H   UNK     0       6.114  -1.170   1.226  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.843  -2.870  -0.557  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.494  -1.475   0.132  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.501   1.675  -1.494  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.731   0.945  -0.769  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.772   1.668   0.570  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.214   1.291   3.304  0.00  0.00           H+0
HETATM   33  H   UNK     0      -4.778  -0.255   3.873  0.00  0.00           H+0
HETATM   34  H   UNK     0      -2.231  -1.242  -1.604  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.833  -0.134  -3.495  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.032  -1.898  -2.179  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.737   0.871  -1.959  0.00  0.00           H+0
CONECT    1    2   25   26                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9    2                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12    7                                                  
CONECT   12   11   13   23   28                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   21   29                                             
CONECT   15   14   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   14   22   23   34                                             
CONECT   22   21   35                                                       
CONECT   23   21   24   12   36                                             
CONECT   24   23   37                                                       
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27   10                                                            
CONECT   28   12                                                            
CONECT   29   14                                                            
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
    6.0106   -0.2042    0.8388 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7179    0.3641    0.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5024    1.6799    1.0004 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    2.2189    0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0936    3.9353    1.2674 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1799    1.5175    0.5323 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    0.2198    0.2599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6017   -0.3511    0.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4775   -1.6415    0.0332 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -1.8869   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4844   -0.7374   -0.1243 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.6650   -0.3685 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4673    0.5760   -0.1574 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    0.7163   -0.9352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8477    0.8010   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0504   -0.3350    0.6638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.2336    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.1549    0.2561    3.1860 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0667   -1.6102    1.6153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4141    0.7594    0.9569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6086   -0.3900   -1.9398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8732    0.0130   -3.2259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491   -0.8643   -1.8637 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6999    0.0292   -2.5145 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899    0.2784    0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1140   -1.1703    1.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433   -2.8699   -0.5570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.4751    0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5011    1.6747   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7310    0.9453   -0.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7720    1.6681    0.5696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2136    1.2908    3.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7784   -0.2545    3.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306   -1.2424   -1.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8329   -0.1340   -3.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0319   -1.8977   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370    0.8709   -1.9590 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  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 17 19  2  0
 17 20  2  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  8  2  1  0
 23 12  1  0
 11  7  1  0
  1 25  1  0
  1 26  1  0
 10 27  1  0
 12 28  1  1
 14 29  1  6
 15 30  1  0
 15 31  1  0
 18 32  1  0
 18 33  1  0
 21 34  1  1
 22 35  1  0
 23 36  1  6
 24 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
5'-Sulfamoyl-2-chloroadenosine	MeSH
[(2R,3S,4R,5S)-5-(6-Amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfamic acid	Generator
[(2R,3S,4R,5S)-5-(6-Amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulphamate	Generator
[(2R,3S,4R,5S)-5-(6-Amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulphamic acid	Generator

Chemical Formula

C₁₀H₁₃ClN₆O₆S

Average Mass

380.7600 Da

Monoisotopic Mass

380.03058 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H13ClN6O6S/c11-10-15-7(12)4-8(16-10)17(2-14-4)9-6(19)5(18)3(23-9)1-22-24(13,20)21/h2-3,5-6,9,18-19H,1H2,(H2,12,15,16)(H2,13,20,21)/t3-,5-,6-,9+/m1/s1

InChI Key

JHUGCRSKMUFKHR-BDXYJKHTSA-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, 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 sp.	NPAtlas	6547710

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	-0.52	ALOGPS
logP	-1.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	1.31	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	80.22 m³·mol⁻¹	ChemAxon
Polarizability	33.43 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

NPA021394

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018588

Chemspider ID

78443278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Isono K, Uramoto M, Kusakabe H, Miyata N, Koyama T, Ubukata M, Sethi SK, McCloskey JA: Ascamycin and dealanylascamycin, nucleoside antibiotics from Streptomyces sp. J Antibiot (Tokyo). 1984 Jun;37(6):670-2. doi: 10.7164/antibiotics.37.670. [PubMed:6547710 ]

Showing NP-Card for Dealanylascamycin (NP0021885)

MOL for NP0021885 (Dealanylascamycin)

3D MOL for NP0021885 (Dealanylascamycin)

3D SDF for NP0021885 (Dealanylascamycin)

3D-SDF for NP0021885 (Dealanylascamycin)

PDB for NP0021885 (Dealanylascamycin)

3D PDB for NP0021885 (Dealanylascamycin)

SMILES for NP0021885 (Dealanylascamycin)

INCHI for NP0021885 (Dealanylascamycin)

Structure for NP0021885 (Dealanylascamycin)

3D Structure for NP0021885 (Dealanylascamycin)