3D structure for 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (DB03991)

65309
  -OEChem-11261910093D

37 37  0     1  0  0  0  0  0999 V2000
   -1.0030    0.8470   -0.1487 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5320   -1.4867   -1.6196 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9452    1.7578   -0.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176   -1.6324    1.5143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2024   -3.0777   -0.0068 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7747   -1.0332   -1.1112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6670    2.7435   -0.4630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676    4.3998    0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1344   -1.0735    0.5402 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1834   -0.2168    0.3705 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3020   -0.0112    0.0185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7545   -1.5085   -0.2123 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7850    1.3445    0.5616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2463   -1.6901    0.0935 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7428    2.4069    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5176    2.1136    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8272   -3.0218   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3024   -1.4918   -0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538    3.2239   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860   -2.5933    0.6905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928   -0.2282    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4261    0.0048   -1.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014   -2.3625    0.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    1.2750    1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8495   -0.8871   -0.3477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8776   -1.4814    1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    3.4314    0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3193   -3.8621    0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7508   -3.1274   -1.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -0.7363   -1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6566    1.1282    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985   -0.6959    1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458   -3.0624    0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4638   -2.1752    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -3.3563    0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5449   -3.9338   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3240    3.4604   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 16  1  0  0  0  0
  2 12  1  0  0  0  0
  2 30  1  0  0  0  0
  3 13  1  0  0  0  0
  3 31  1  0  0  0  0
  4 14  1  0  0  0  0
  4 32  1  0  0  0  0
  5 17  1  0  0  0  0
  5 36  1  0  0  0  0
  6 18  2  0  0  0  0
  7 19  1  0  0  0  0
  7 37  1  0  0  0  0
  8 19  2  0  0  0  0
  9 11  1  0  0  0  0
  9 18  1  0  0  0  0
  9 26  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 21  1  0  0  0  0
 11 13  1  0  0  0  0
 11 22  1  0  0  0  0
 12 14  1  0  0  0  0
 12 23  1  0  0  0  0
 13 15  1  0  0  0  0
 13 24  1  0  0  0  0
 14 17  1  0  0  0  0
 14 25  1  0  0  0  0
 15 16  2  0  0  0  0
 15 27  1  0  0  0  0
 16 19  1  0  0  0  0
 17 28  1  0  0  0  0
 17 29  1  0  0  0  0
 18 20  1  0  0  0  0
 20 33  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03991

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]1(OC(=C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO8/c1-4(14)12-8-5(15)2-7(11(18)19)20-10(8)9(17)6(16)3-13/h2,5-6,8-10,13,15-17H,3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1

> <INCHI_KEY>
JINJZWSZQKHCIP-UFGQHTETSA-N

> <FORMULA>
C11H17NO8

> <MOLECULAR_WEIGHT>
291.2546

> <EXACT_MASS>
291.095416525

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.095569049648383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S)-3-acetamido-4-hydroxy-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
-2.20

> <JCHEM_LOGP>
-3.688151996333333

> <ALOGPS_LOGS>
-0.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.535388498685679

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3237562893998085

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3610236362089199

> <JCHEM_POLAR_SURFACE_AREA>
156.55

> <JCHEM_REFRACTIVITY>
64.11070000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-homoarginine

> <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 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (DB03991)

Structure for 2-deoxy-2,3-dehydro-N-acetylneuraminic acid (DB03991)