NP-MRD: Showing NP-Card for 2'-amino-2'-deoxyadenosine (NP0020829)

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Record Information

Version

1.0

Created at

2021-01-06 06:10:57 UTC

Updated at

2021-07-15 17:34:42 UTC

NP-MRD ID

NP0020829

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2'-amino-2'-deoxyadenosine

Provided By

NPAtlas

Description

2'-amino-2'-deoxyadenosine is found in Actinomadura, Actinomadura sp. No. SA-4427 and Citrobacter freundii. It was first documented in 1979 (PMID: 317287). Based on a literature review very few articles have been published on 2-Amino-Adenosine (PMID: 24956818).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120393D          

 33 35  0  0  0  0            999 V2000
    5.1906    0.7838    0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.3516   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    0.1385   -1.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333   -0.2744   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.4811   -1.8825 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -0.2782   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.1412    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.2607    1.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.0593    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -0.3905    0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.8116   -0.4046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397    0.2229   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    0.2483   -0.5690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0591    1.6199   -0.6922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3783    2.5642    0.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.1593    0.8934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5095   -0.5577    1.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.3510    0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1644   -2.4230    0.1594 N   0  0  2  0  0  0  0  0  0  0  0  0
    5.8878    0.1610    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.8078    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -0.4222   -3.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0498    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.6339   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.4996   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    1.5552   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.8497   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.3143    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124    0.6586    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944    0.1937    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -1.6113    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.5883   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.2801    0.3450 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  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7  2  1  0  0  0  0
 18 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4 22  1  0  0  0  0
  9 23  1  0  0  0  0
 11 24  1  6  0  0  0
 13 25  1  6  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  1  0  0  0
 17 30  1  0  0  0  0
 18 31  1  1  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.1906    0.7838    0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.3516   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    0.1385   -1.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333   -0.2744   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.4811   -1.8825 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -0.2782   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.1412    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.2607    1.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.0593    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -0.3905    0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.8116   -0.4046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397    0.2229   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    0.2483   -0.5690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0591    1.6199   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783    2.5642    0.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.1593    0.8934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5095   -0.5577    1.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.3510    0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1644   -2.4230    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.1610    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.8078    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -0.4222   -3.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0498    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.6339   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.4996   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    1.5552   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.8497   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.3143    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124    0.6586    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944    0.1937    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -1.6113    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.5883   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.2801    0.3450 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  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  6
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  1
 17 30  1  0
 18 31  1  1
 19 32  1  0
 19 33  1  0
M  END


  Mrv1652306242120393D          

 33 35  0  0  0  0            999 V2000
    5.1906    0.7838    0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.3516   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    0.1385   -1.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333   -0.2744   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.4811   -1.8825 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -0.2782   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.1412    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.2607    1.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.0593    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -0.3905    0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.8116   -0.4046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397    0.2229   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    0.2483   -0.5690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0591    1.6199   -0.6922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3783    2.5642    0.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.1593    0.8934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5095   -0.5577    1.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.3510    0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1644   -2.4230    0.1594 N   0  0  2  0  0  0  0  0  0  0  0  0
    5.8878    0.1610    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.8078    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -0.4222   -3.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0498    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.6339   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.4996   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    1.5552   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.8497   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.3143    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124    0.6586    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944    0.1937    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -1.6113    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.5883   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.2801    0.3450 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  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  7  2  1  0  0  0  0
 18 11  1  0  0  0  0
 10  6  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  4 22  1  0  0  0  0
  9 23  1  0  0  0  0
 11 24  1  6  0  0  0
 13 25  1  6  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 29  1  1  0  0  0
 17 30  1  0  0  0  0
 18 31  1  1  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0020829

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(N2C([H])=NC3=C2N=C([H])N=C3N([H])[H])[C@]([H])(N([H])[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N6O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1,11H2,(H2,12,13,14)/t4-,5-,7-,10-/m1/s1

> <INCHI_KEY>
CQKMBZHLOYVGHW-QYYRPYCUSA-N

> <FORMULA>
C10H14N6O3

> <MOLECULAR_WEIGHT>
266.2566

> <EXACT_MASS>
266.112738344

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.66388292896075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-4-amino-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

> <ALOGPS_LOGP>
-1.42

> <JCHEM_LOGP>
-2.197845668333333

> <ALOGPS_LOGS>
-1.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.713701139056198

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.375615624380643

> <JCHEM_PKA_STRONGEST_BASIC>
8.351501534493988

> <JCHEM_POLAR_SURFACE_AREA>
145.33

> <JCHEM_REFRACTIVITY>
64.85310000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4R,5R)-4-amino-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    5.1906    0.7838    0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.3516   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    0.1385   -1.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333   -0.2744   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.4811   -1.8825 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -0.2782   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.1412    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.2607    1.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.0593    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -0.3905    0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.8116   -0.4046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397    0.2229   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    0.2483   -0.5690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0591    1.6199   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783    2.5642    0.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.1593    0.8934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5095   -0.5577    1.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.3510    0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1644   -2.4230    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.1610    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.8078    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -0.4222   -3.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0498    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.6339   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.4996   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    1.5552   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.8497   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.3143    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124    0.6586    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944    0.1937    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -1.6113    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.5883   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.2801    0.3450 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  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  6
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  1
 17 30  1  0
 18 31  1  1
 19 32  1  0
 19 33  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       5.191   0.784   0.789  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.243   0.352  -0.178  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.510   0.139  -1.460  0.00  0.00           N+0
HETATM    4  C   UNK     0       3.533  -0.274  -2.306  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.272  -0.481  -1.883  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.941  -0.278  -0.579  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.942   0.141   0.271  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.351   0.261   1.472  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.048  -0.059   1.415  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.814  -0.391   0.135  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.477  -0.812  -0.405  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.140   0.223  -1.009  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.438   0.248  -0.569  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.059   1.620  -0.692  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.378   2.564   0.040  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.299  -0.159   0.893  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.510  -0.558   1.434  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.352  -1.351   0.699  0.00  0.00           C+0
HETATM   19  N   UNK     0      -2.164  -2.423   0.159  0.00  0.00           N+0
HETATM   20  H   UNK     0       5.888   0.161   1.233  0.00  0.00           H+0
HETATM   21  H   UNK     0       5.162   1.808   1.055  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.847  -0.422  -3.335  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.329  -0.050   2.248  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.302  -1.634  -1.139  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.059  -0.500  -1.099  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.109   1.555  -0.302  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.120   1.850  -1.771  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.969   3.314   0.354  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.812   0.659   1.423  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.894   0.194   1.976  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.820  -1.611   1.611  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.986  -2.588  -0.856  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.183  -2.280   0.345  0.00  0.00           H+0
CONECT    1    2   20   21                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    2                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11    6                                                  
CONECT   11   10   12   18   24                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   16   25                                             
CONECT   14   13   15   26   27                                             
CONECT   15   14   28                                                       
CONECT   16   13   17   18   29                                             
CONECT   17   16   30                                                       
CONECT   18   16   19   11   31                                             
CONECT   19   18   32   33                                                  
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    4                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   14                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   19                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
    5.1906    0.7838    0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2429    0.3516   -0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104    0.1385   -1.4603 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5333   -0.2744   -2.3057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -0.4811   -1.8825 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -0.2782   -0.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416    0.1412    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3514    0.2607    1.4721 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0480   -0.0593    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8141   -0.3905    0.1348 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4773   -0.8116   -0.4046 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397    0.2229   -1.0090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4385    0.2483   -0.5690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0591    1.6199   -0.6922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3783    2.5642    0.0398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2987   -0.1593    0.8934 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5095   -0.5577    1.4337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.3510    0.6994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1644   -2.4230    0.1594 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8878    0.1610    1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.8078    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469   -0.4222   -3.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3286   -0.0498    2.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3016   -1.6339   -1.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0590   -0.4996   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1086    1.5552   -0.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198    1.8497   -1.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690    3.3143    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124    0.6586    1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944    0.1937    1.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -1.6113    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.5883   -0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1834   -2.2801    0.3450 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  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
  7  2  1  0
 18 11  1  0
 10  6  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  9 23  1  0
 11 24  1  6
 13 25  1  6
 14 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  1
 17 30  1  0
 18 31  1  1
 19 32  1  0
 19 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2'-Deoxy-2'-aminoadenosine	MeSH
2,6-Diaminopurinedeoxyriboside	MeSH

Chemical Formula

C₁₀H₁₄N₆O₃

Average Mass

266.2566 Da

Monoisotopic Mass

266.11274 Da

IUPAC Name

(2R,3S,4R,5R)-4-amino-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

Traditional Name

(2R,3S,4R,5R)-4-amino-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol

CAS Registry Number

Not Available

SMILES

N[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C10H14N6O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1,11H2,(H2,12,13,14)/t4-,5-,7-,10-/m1/s1

InChI Key

CQKMBZHLOYVGHW-QYYRPYCUSA-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
Actinomadura	NPAtlas	317287
Actinomadura sp. No. SA-4427	Bacteria	KNApSAcK
Citrobacter freundii	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 2'-deoxyribonucleosides

Direct Parent

Purine 2'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 2'-deoxyribonucleoside
Glycosyl compound
N-glycosyl compound
6-aminopurine
Imidazopyrimidine
Purine
Aminopyrimidine
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
1,2-aminoalcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Primary alcohol
Organic oxygen compound
Amine
Primary amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.4	ALOGPS
logP	-2.2	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	8.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.85 m³·mol⁻¹	ChemAxon
Polarizability	25.66 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

NPA001164

HMDB ID

Not Available

DrugBank ID

DB04102

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

394643

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

447594

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Matsuyama K, Takahashi Y, Yamashita M, Hirano A, Omura S: 2'-Amino-2'-deoxyadenosine produced by a strain of Actinomadura. J Antibiot (Tokyo). 1979 Dec;32(12):1367-9. doi: 10.7164/antibiotics.32.1367. [PubMed:317287 ]
Bu J, Wang JN, Gu SP: [Study on the chemical constituents of the PTP 1B inhibitory effective parts of Paeoniae Rubra Radix]. Zhong Yao Cai. 2013 Nov;36(11):1783-5. [PubMed:24956818 ]

Showing NP-Card for 2'-amino-2'-deoxyadenosine (NP0020829)

MOL for NP0020829 (2'-amino-2'-deoxyadenosine)

3D MOL for NP0020829 (2'-amino-2'-deoxyadenosine)

3D SDF for NP0020829 (2'-amino-2'-deoxyadenosine)

3D-SDF for NP0020829 (2'-amino-2'-deoxyadenosine)

PDB for NP0020829 (2'-amino-2'-deoxyadenosine)

3D PDB for NP0020829 (2'-amino-2'-deoxyadenosine)

SMILES for NP0020829 (2'-amino-2'-deoxyadenosine)

INCHI for NP0020829 (2'-amino-2'-deoxyadenosine)

Structure for NP0020829 (2'-amino-2'-deoxyadenosine)

3D Structure for NP0020829 (2'-amino-2'-deoxyadenosine)