3D structure for D-[3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-ylmethyl]-N,O-cycloserylamide (DB02038)

445005
  -OEChem-10051719473D

38 39  0     1  0  0  0  0  0999 V2000
    0.2461   -3.8230    0.1998 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4399   -0.0021    0.4389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0498   -2.4237    0.2899 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5745    2.9716    1.2447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3188    2.8754   -1.1836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5980   -4.3752   -1.2788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2917   -3.3422    0.0611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5112   -4.7824    1.3229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589    1.3492   -0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6036    1.0742   -0.4601 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929    0.8787   -0.7560 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.2916    0.4659 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1858    0.7785    0.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    0.8112    0.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -0.1261    0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6790   -0.2574   -0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4794    1.8718   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163    1.9132    0.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8493   -1.4629   -0.7404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2930    1.8982   -0.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9708   -0.1754   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2106    3.0568    0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011    1.8455    1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4437   -0.2466    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074    1.3347    1.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9128    2.3219   -0.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6593   -0.7916   -0.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966   -0.5752    1.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2122   -1.2260   -0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1569   -1.9031   -1.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4610    1.1481   -0.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4034   -0.9772   -1.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4080    3.2029    1.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1752    2.8835   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878    3.9721   -0.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2541    3.6594    1.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2671   -5.2589   -1.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0037   -4.0164    0.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  1  8  2  0  0  0  0
  2 10  1  0  0  0  0
  2 15  1  0  0  0  0
  3 19  1  0  0  0  0
  4 18  1  0  0  0  0
  4 36  1  0  0  0  0
  5 17  2  0  0  0  0
  6 37  1  0  0  0  0
  7 38  1  0  0  0  0
  9 12  1  0  0  0  0
  9 13  1  0  0  0  0
  9 26  1  0  0  0  0
 10 17  1  0  0  0  0
 10 31  1  0  0  0  0
 11 20  2  0  0  0  0
 11 21  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 12 23  1  0  0  0  0
 13 14  1  0  0  0  0
 13 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 16  1  0  0  0  0
 14 18  2  0  0  0  0
 15 27  1  0  0  0  0
 15 28  1  0  0  0  0
 16 19  1  0  0  0  0
 16 21  2  0  0  0  0
 18 20  1  0  0  0  0
 19 29  1  0  0  0  0
 19 30  1  0  0  0  0
 20 22  1  0  0  0  0
 21 32  1  0  0  0  0
 22 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02038

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC1=NC=C(COP(O)(O)=O)C(CN[C@@H]2CONC2=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N3O7P/c1-6-10(15)8(3-13-9-5-20-14-11(9)16)7(2-12-6)4-21-22(17,18)19/h2,9,13,15H,3-5H2,1H3,(H,14,16)(H2,17,18,19)/t9-/m1/s1

> <INCHI_KEY>
NNRZSZJOQKAGTO-SECBINFHSA-N

> <FORMULA>
C11H16N3O7P

> <MOLECULAR_WEIGHT>
333.2344

> <EXACT_MASS>
333.072586393

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.935657597196859

> <JCHEM_AVERAGE_POLARIZABILITY>
29.323081958805265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[5-hydroxy-6-methyl-4-({[(4R)-3-oxo-1,2-oxazolidin-4-yl]amino}methyl)pyridin-3-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.38

> <JCHEM_LOGP>
-3.356972325878386

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.365665014746365

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.741395334582947

> <JCHEM_PKA_STRONGEST_BASIC>
7.821031322241537

> <JCHEM_POLAR_SURFACE_AREA>
150.24

> <JCHEM_REFRACTIVITY>
73.3403

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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 D-[3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-ylmethyl]-N,O-cycloserylamide (DB02038)

Structure for D-[3-hydroxy-2-methyl-5-phosphonooxymethyl-pyridin-4-ylmethyl]-N,O-cycloserylamide (DB02038)