3D structure for (9R,10R)-9-(S-glutathionyl)-10-hydroxy-9,10-dihydrophenanthrene (DB01834)

449366
  -OEChem-10051719433D

62 64  0     1  0  0  0  0  0999 V2000
   -1.5686   -0.3745    0.1250 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5341    2.4885    2.7493 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -3.7489   -1.3425 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3688   -2.3847    2.0353 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9337    0.0481   -2.1535 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8481    1.2518   -0.4634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0955   -2.7843   -0.7578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1147   -4.6218   -1.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0022   -2.3175    0.1577 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -4.1038    0.4198 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0454   -1.0474    0.4734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7557    1.0868    1.2192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3840    1.6908    1.5695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6753    2.1131    0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904    2.5387    0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1420    3.1617   -0.2038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6746    3.2589   -0.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0016   -1.5444    1.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0639    1.9987    0.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2182   -2.7284    0.8045 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5839    2.6217    0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478    4.0845   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    4.0288   -1.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9343    2.9212    0.2033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4262    3.9648   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1363    3.3995   -0.7088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3017    4.0990   -1.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0315   -3.5790   -0.1691 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3230   -1.7249   -0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2069   -2.1787    0.8357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6583   -1.5666    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8071   -1.1796   -0.2981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1174   -4.9223   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5558    0.1673   -0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2100   -4.1175   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2362    0.7441    2.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.9126    1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3648   -1.0429    2.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8851   -1.8908    1.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4716    1.1870    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0557   -3.3870    1.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2444    2.0751    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    4.9273   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6937    4.5844   -2.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8187    1.8985    3.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0051    2.8279    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1012    4.6922   -1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2142    3.4556   -0.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7280    4.7017   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9683   -2.0970   -0.8338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0105   -0.7720   -0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4208   -2.4612   -0.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5418   -0.8085    1.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9043   -2.5080    1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9561   -1.9391   -1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586   -3.9314    1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5884   -5.4871   -1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5728   -5.6061    0.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2534   -1.9303    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8249   -0.8711   -0.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7600    0.9224   -2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8168   -2.2829   -1.1942 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 18  1  0  0  0  0
  2 13  1  0  0  0  0
  2 45  1  0  0  0  0
  3 28  2  0  0  0  0
  4 30  2  0  0  0  0
  5 34  1  0  0  0  0
  5 61  1  0  0  0  0
  6 34  2  0  0  0  0
  7 35  1  0  0  0  0
  7 62  1  0  0  0  0
  8 35  2  0  0  0  0
  9 20  1  0  0  0  0
  9 30  1  0  0  0  0
  9 50  1  0  0  0  0
 10 28  1  0  0  0  0
 10 33  1  0  0  0  0
 10 56  1  0  0  0  0
 11 32  1  0  0  0  0
 11 59  1  0  0  0  0
 11 60  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 36  1  0  0  0  0
 13 15  1  0  0  0  0
 13 37  1  0  0  0  0
 14 16  1  0  0  0  0
 14 19  2  0  0  0  0
 15 17  1  0  0  0  0
 15 21  2  0  0  0  0
 16 17  1  0  0  0  0
 16 22  2  0  0  0  0
 17 23  2  0  0  0  0
 18 20  1  0  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 19 24  1  0  0  0  0
 19 40  1  0  0  0  0
 20 28  1  0  0  0  0
 20 41  1  0  0  0  0
 21 26  1  0  0  0  0
 21 42  1  0  0  0  0
 22 25  1  0  0  0  0
 22 43  1  0  0  0  0
 23 27  1  0  0  0  0
 23 44  1  0  0  0  0
 24 25  2  0  0  0  0
 24 46  1  0  0  0  0
 25 47  1  0  0  0  0
 26 27  2  0  0  0  0
 26 48  1  0  0  0  0
 27 49  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 51  1  0  0  0  0
 29 52  1  0  0  0  0
 31 32  1  0  0  0  0
 31 53  1  0  0  0  0
 31 54  1  0  0  0  0
 32 34  1  0  0  0  0
 32 55  1  0  0  0  0
 33 35  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01834

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](N)(CCC(=O)N[C@@]([H])(CS[C@]1([H])C2=CC=CC=C2C2=CC=CC=C2[C@@]1([H])O)C(=O)NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O7S/c25-17(24(33)34)9-10-19(28)27-18(23(32)26-11-20(29)30)12-35-22-16-8-4-2-6-14(16)13-5-1-3-7-15(13)21(22)31/h1-8,17-18,21-22,31H,9-12,25H2,(H,26,32)(H,27,28)(H,29,30)(H,33,34)/t17-,18-,21+,22+/m0/s1

> <INCHI_KEY>
JNNIZILNBMPOAC-MOXQZVSFSA-N

> <FORMULA>
C24H27N3O7S

> <MOLECULAR_WEIGHT>
501.552

> <EXACT_MASS>
501.156970923

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.0044718188310553

> <JCHEM_AVERAGE_POLARIZABILITY>
50.24819677077046

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[(9R,10R)-10-hydroxy-9,10-dihydrophenanthren-9-yl]sulfanyl}ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-1.31

> <JCHEM_LOGP>
-2.249934472363233

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.588410475837236

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8012398056232084

> <JCHEM_PKA_STRONGEST_BASIC>
9.311645015204263

> <JCHEM_POLAR_SURFACE_AREA>
179.05

> <JCHEM_REFRACTIVITY>
127.87739999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
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Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (9R,10R)-9-(S-glutathionyl)-10-hydroxy-9,10-dihydrophenanthrene (DB01834)

Structure for (9R,10R)-9-(S-glutathionyl)-10-hydroxy-9,10-dihydrophenanthrene (DB01834)