3D structure for (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine (DB08116)

46937126
  -OEChem-10051721143D

56 58  0     1  0  0  0  0  0999 V2000
    2.3585    4.0402   -0.8017 S   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5848    1.4756    0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7200    3.8606    0.0313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829    1.4087   -2.6949 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6269    5.2106   -0.2657 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1732    0.2532   -2.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5760    2.1432   -0.5394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8952   -0.5076    1.9285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2161   -1.7838   -1.4979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0491   -0.4936    0.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    0.1098    0.3525 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0999   -2.2614    0.0289 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100    2.5519    0.0586 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3403    1.2606   -0.4166 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0961    2.5316   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8499    2.7793    1.5671 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -1.0605    0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1161    0.9113   -1.8819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8871   -1.2863    0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459   -3.2565    0.2551 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1568   -2.6709    0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8510   -2.5133   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021   -4.5878   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9322    1.3944    0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7544   -0.2770    1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319   -3.7696   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4970    0.2318    0.9642 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4973   -4.8337   -0.6695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747    0.0373    0.7431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4230   -0.7901   -0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    0.6842    1.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7909   -0.9711   -0.4905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2625    0.5034    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7108   -0.3243    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4214    1.3797   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571    3.4793    0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0722    2.4438   -1.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9001    2.6837    1.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038    2.0380    2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945    3.7617    1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8818    0.0300    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0610   -3.1888    1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1604   -1.6923   -0.6829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127   -5.3915    0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0888    4.7400    0.2817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9253    1.1764   -3.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3655    0.7499    1.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261   -4.0137   -1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606   -0.6791    0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3038    0.4015    2.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -5.8394   -0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7045   -1.2926   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5576    1.3328    2.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9682    1.0137    2.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4416   -2.1449   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5314    0.0295    0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  5  2  0  0  0  0
  1 13  1  0  0  0  0
  2 15  1  0  0  0  0
  2 24  1  0  0  0  0
  3 45  1  0  0  0  0
  4 18  1  0  0  0  0
  4 46  1  0  0  0  0
  6 18  2  0  0  0  0
  7 24  2  0  0  0  0
  8 25  2  0  0  0  0
  9 32  1  0  0  0  0
  9 55  1  0  0  0  0
 10 34  1  0  0  0  0
 10 56  1  0  0  0  0
 11 14  1  0  0  0  0
 11 17  1  0  0  0  0
 11 41  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 18  1  0  0  0  0
 14 35  1  0  0  0  0
 15 36  1  0  0  0  0
 15 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 17 19  2  0  0  0  0
 19 21  1  0  0  0  0
 19 25  1  0  0  0  0
 20 21  2  0  0  0  0
 20 23  1  0  0  0  0
 21 42  1  0  0  0  0
 22 26  2  0  0  0  0
 22 43  1  0  0  0  0
 23 28  2  0  0  0  0
 23 44  1  0  0  0  0
 24 27  1  0  0  0  0
 25 47  1  0  0  0  0
 26 28  1  0  0  0  0
 26 48  1  0  0  0  0
 27 29  1  0  0  0  0
 27 49  1  0  0  0  0
 27 50  1  0  0  0  0
 28 51  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 52  1  0  0  0  0
 31 33  2  0  0  0  0
 31 53  1  0  0  0  0
 32 34  2  0  0  0  0
 33 34  1  0  0  0  0
 33 54  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08116

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](NC1=C(C=O)C=C2C=CC=CN12)(C(O)=O)[C@](C)(COC(=O)CC1=CC(O)=C(O)C=C1)[S@](O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N2O9S/c1-22(34(31)32,12-33-18(28)9-13-5-6-16(26)17(27)8-13)19(21(29)30)23-20-14(11-25)10-15-4-2-3-7-24(15)20/h2-8,10-11,19,23,26-27H,9,12H2,1H3,(H,29,30)(H,31,32)/t19-,22-/m0/s1

> <INCHI_KEY>
DEOZLEGRVHDNKC-UGKGYDQZSA-N

> <FORMULA>
C22H22N2O9S

> <MOLECULAR_WEIGHT>
490.483

> <EXACT_MASS>
490.104601002

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.0050629793015435

> <JCHEM_AVERAGE_POLARIZABILITY>
46.599366385272944

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-4-{[2-(3,4-dihydroxyphenyl)acetyl]oxy}-2-[(2-formylindolizin-3-yl)amino]-3-methyl-3-[(S)-sulfino]butanoic acid

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.0821999999999994

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5049050409614027

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9840204657855582

> <JCHEM_PKA_STRONGEST_BASIC>
-6.011384161232806

> <JCHEM_POLAR_SURFACE_AREA>
174.87

> <JCHEM_REFRACTIVITY>
121.92859999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e+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 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine (DB08116)

Structure for (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine (DB08116)