NP-MRD: Showing NP-Card for (2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid (NP0170109)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 06:11:33 UTC

Updated at

2022-09-03 06:11:33 UTC

NP-MRD ID

NP0170109

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid

Description

SCHEMBL20815730 belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3. (2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid is found in Streptomyces alboniger, Streptomyces griseofuscus and Streptomyces lividans. Based on a literature review very few articles have been published on SCHEMBL20815730.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032208112D          

 34 37  0  0  1  0            999 V2000
    2.1163   -9.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094   -9.4188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -8.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -7.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445   -7.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -5.6672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6486   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -4.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -4.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515   -7.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -8.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 30  1  0  0  0  0
 19 30  1  0  0  0  0
 18 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
  6 33  1  0  0  0  0
 33 34  2  0  0  0  0
  3 34  1  0  0  0  0
M  END

     RDKit          3D

 63 66  0  0  0  0  0  0  0  0999 V2000
    7.6391    2.4888    2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8998    1.2995    1.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8781    0.8076    0.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6434    1.4268    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6352    0.9307   -0.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304   -0.2207   -0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7288   -0.7422   -1.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135   -1.6846   -0.8414 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7511   -2.7697   -0.3592 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887   -2.1623   -1.6540 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -2.8715   -2.8572 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5845   -1.9482   -1.2924 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2502   -1.2505   -0.1085 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1916    0.2542   -0.2672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3103    0.6418   -1.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4072    2.0261   -1.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447    0.6982    0.7342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5303   -0.3140    1.0663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8958    0.1110    1.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3891    0.9195    2.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6951    1.1508    1.8416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0775    0.5032    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2926    0.4061    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4307    1.0920    0.5894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3455    2.5558    0.6987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6467    0.4627    1.0003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3184   -0.3524   -1.0304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1908   -0.9843   -1.4660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0178   -0.8787   -0.8128 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9353   -0.1444    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476   -1.4873    0.2162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3701   -2.7058    0.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0386   -0.8611   -0.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0467   -0.3489    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9039    2.3220    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5761    2.8266    2.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2315    3.2946    1.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4817    2.3362    1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6808    1.4438   -0.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655    0.0562   -2.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -1.3371   -2.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -1.0857    0.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304   -3.4775    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -2.3590    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8325   -3.5153   -2.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8485   -1.4934    0.7934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1599    0.7604   -0.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3219    0.2353   -1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3755    0.2386   -2.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2498    2.3050   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.6003    2.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8230    1.3370    2.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3216    3.0361    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7309    2.9650   -0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7897    2.8062    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4865    1.0135    0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6544   -0.6104    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7854    0.6851    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1964   -1.6011   -2.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7397   -1.5412   -0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640   -3.4489    0.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1914   -1.7767   -1.3641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9945   -0.8630    0.0802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 31  1  0
 31 32  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
  6 33  1  0
 33 34  2  0
 34  3  1  0
 31 13  1  0
 30 19  1  0
 30 22  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  0
  7 41  1  0
  8 42  1  1
  9 43  1  0
  9 44  1  0
 11 45  1  0
 13 46  1  1
 14 47  1  1
 15 48  1  0
 15 49  1  0
 16 50  1  0
 18 51  1  1
 31 60  1  6
 32 61  1  0
 20 52  1  0
 28 59  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 33 62  1  0
 34 63  1  0
M  END


  Mrv1652309032208112D          

 34 37  0  0  1  0            999 V2000
    2.1163   -9.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094   -9.4188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2474   -8.4627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -7.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5445   -7.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2896   -6.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -5.6672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6486   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5867   -4.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -4.7111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -4.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -3.2299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5683   -3.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -3.3793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -2.8174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1937   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515   -7.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -8.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 30  1  0  0  0  0
 19 30  1  0  0  0  0
 18 31  1  0  0  0  0
 13 31  1  0  0  0  0
 31 32  1  6  0  0  0
  6 33  1  0  0  0  0
 33 34  2  0  0  0  0
  3 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0170109

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@H](N)C(O)=NC2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C(N=CN=C23)N(C)C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16?,18+,22+/m0/s1

> <INCHI_KEY>
RXWNCPJZOCPEPQ-WABMVTPESA-N

> <FORMULA>
C22H29N7O5

> <MOLECULAR_WEIGHT>
471.518

> <EXACT_MASS>
471.223017062

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
48.94504241794597

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-N-[(2S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
-1.742609520601263

> <ALOGPS_LOGS>
-2.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.974221608608502

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0047662747021504

> <JCHEM_PKA_STRONGEST_BASIC>
9.55850481446456

> <JCHEM_POLAR_SURFACE_AREA>
164.36999999999998

> <JCHEM_REFRACTIVITY>
123.4826

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-N-[(2S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       3.950 -17.902   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.444 -17.582   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.968 -16.117   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.462 -15.797   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.014 -14.332   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.016 -13.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.541 -11.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.571 -10.579   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.077 -10.899   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.095  -9.114   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.411  -8.794   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0       2.126  -7.970   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.650  -6.505   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.185  -6.029   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.061  -6.934   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.468  -6.308   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.185  -4.489   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       4.924   1.777   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.590   2.547   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.258   2.547   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       6.258  -0.533   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       4.924  -2.843   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.555  -5.259   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.095  -5.259   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       2.523 -13.508   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.999 -14.973   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   34                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   33                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   31                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   30                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   22   19                                                  
CONECT   31   18   13   32                                                  
CONECT   32   31                                                            
CONECT   33    6   34                                                       
CONECT   34   33    3                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₉N₇O₅

Average Mass

471.5180 Da

Monoisotopic Mass

471.22302 Da

IUPAC Name

(2S)-2-amino-N-[(2S,4R,5R)-5-[6-(dimethylamino)-9H-purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid

Traditional Name

(2S)-2-amino-N-[(2S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@H](N)C(O)=NC2[C@@H](CO)O[C@H]([C@@H]2O)N2C=NC3=C(N=CN=C23)N(C)C)C=C1

InChI Identifier

InChI=1S/C22H29N7O5/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32)/t14-,15+,16?,18+,22+/m0/s1

InChI Key

RXWNCPJZOCPEPQ-WABMVTPESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces alboniger	LOTUS Database	35616633
Streptomyces griseofuscus	LOTUS Database	35616633
Streptomyces lividans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. Purine 3'-deoxyribonucleosides are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Purine 3'-deoxyribonucleosides

Direct Parent

Purine 3'-deoxyribonucleosides

Alternative Parents

Substituents

Purine 3'-deoxyribonucleoside
Phenylalanine or derivatives
Alpha-amino acid amide
6-alkylaminopurine
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
6-aminopurine
Amphetamine or derivatives
Alpha-amino acid or derivatives
Imidazopyrimidine
Purine
Phenol ether
Dialkylarylamine
Methoxybenzene
Phenoxy compound
Anisole
Aralkylamine
Alkyl aryl ether
Aminopyrimidine
Pyrimidine
N-substituted imidazole
Fatty amide
Monosaccharide
Benzenoid
Imidolactam
Monocyclic benzene moiety
Fatty acyl
Heteroaromatic compound
Imidazole
Azole
Oxolane
Secondary alcohol
Amino acid or derivatives
Secondary carboxylic acid amide
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organooxygen compound
Primary alcohol
Primary amine
Organic oxygen compound
Alcohol
Organic nitrogen compound
Amine
Carbonyl group
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Primary aliphatic amine
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	0.25	ALOGPS
logP	-1.7	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	123.48 m³·mol⁻¹	ChemAxon
Polarizability	48.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128105

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11953804

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid (NP0170109)

MOL for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

3D MOL for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

3D SDF for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

3D-SDF for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

PDB for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

3D PDB for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

SMILES for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

INCHI for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

Structure for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)

3D Structure for NP0170109 ((2s)-2-amino-n-[(2s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanimidic acid)