3D structure for (2S,3S,4R,5S)-2-(4-Amino-4,5-dihydro-1H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-[(methylsulfanyl)methyl]-3,4-pyrrolidinediol (DB02158)

131704191
  -OEChem-11061917343D

39 41  0     1  0  0  0  0  0999 V2000
   -5.5261   -0.3792    0.5210 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    2.6585   -0.3223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6210    1.4812   -1.3163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4835   -0.4544    0.8344 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1974   -1.4070   -1.2805 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    0.8398    1.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995    0.0714    1.0306 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1410   -0.4607   -1.3305 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141    0.5388    0.3347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2521    1.3165   -0.7722 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8181    0.0457    0.4963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5947    0.6005   -0.9034 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7619   -0.1209   -0.1401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -1.0690    0.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605    0.0670    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8746   -1.0427   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9298   -0.7174   -0.3535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4007   -0.7984   -0.1142 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8719    0.7597    1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4539   -1.9295    0.5899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2728    1.2096    1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7324    1.3554   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0863    0.8432    1.2028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5059   -0.2087   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3414   -1.3453    0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7443   -1.6341    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272   -1.7681   -0.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1343   -1.4775   -1.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    3.0599   -0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4528    0.9781   -1.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -2.0705   -1.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6503   -1.8288    0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9210    1.4401    1.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1558    1.4088    2.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9510   -1.1544   -2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399   -0.5225   -1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5246   -1.7088    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2223   -2.5511   -0.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2176   -2.4749    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  1 20  1  0  0  0  0
  2 10  1  0  0  0  0
  2 29  1  0  0  0  0
  3 12  1  0  0  0  0
  3 30  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  4 25  1  0  0  0  0
  5 16  1  0  0  0  0
  5 17  1  0  0  0  0
  5 31  1  0  0  0  0
  6 15  1  0  0  0  0
  6 19  1  0  0  0  0
  6 33  1  0  0  0  0
  7 18  1  0  0  0  0
  7 19  2  0  0  0  0
  8 18  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 21  1  0  0  0  0
 10 12  1  0  0  0  0
 10 22  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 14 26  1  0  0  0  0
 14 27  1  0  0  0  0
 15 17  2  0  0  0  0
 16 28  1  0  0  0  0
 17 18  1  0  0  0  0
 18 32  1  0  0  0  0
 19 34  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02158

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/YLCQGEBEQIBOOJ-BOFBLULFSA-N/SDF?record_type=3d

> <SMILES>
CSC[C@H]1N[C@H]([C@H](O)[C@@H]1O)C1=CNC2=C1N=CNC2N

> <INCHI_IDENTIFIER>
InChI=1S/C12H19N5O2S/c1-20-3-6-10(18)11(19)8(17-6)5-2-14-9-7(5)15-4-16-12(9)13/h2,4,6,8,10-12,14,17-19H,3,13H2,1H3,(H,15,16)/t6-,8+,10-,11+,12?/m1/s1

> <INCHI_KEY>
YLCQGEBEQIBOOJ-BOFBLULFSA-N

> <FORMULA>
C12H19N5O2S

> <MOLECULAR_WEIGHT>
297.377

> <EXACT_MASS>
297.125945567

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.0261129092401

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,5S)-2-{4-amino-3H,4H,5H-pyrrolo[3,2-d]pyrimidin-7-yl}-5-[(methylsulfanyl)methyl]pyrrolidine-3,4-diol

> <ALOGPS_LOGP>
-1.63

> <JCHEM_LOGP>
-1.3643883266666663

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
13.540730402246133

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.925596625854853

> <JCHEM_PKA_STRONGEST_BASIC>
8.375370763155612

> <JCHEM_POLAR_SURFACE_AREA>
118.69

> <JCHEM_REFRACTIVITY>
79.1663

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4R,5S)-2-{4-amino-3H,4H,5H-pyrrolo[3,2-d]pyrimidin-7-yl}-5-[(methylsulfanyl)methyl]pyrrolidine-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (2S,3S,4R,5S)-2-(4-Amino-4,5-dihydro-1H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-[(methylsulfanyl)methyl]-3,4-pyrrolidinediol (DB02158)

Structure for (2S,3S,4R,5S)-2-(4-Amino-4,5-dihydro-1H-pyrrolo[3,2-d]pyrimidin-7-yl)-5-[(methylsulfanyl)methyl]-3,4-pyrrolidinediol (DB02158)