3D structure for (2R,3R,4R,5R)-3,4-Dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide (DB02704)

449129
  -OEChem-12181917073D

92 97  0     1  0  0  0  0  0999 V2000
    0.6256    1.5175    3.6225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3496   -1.0384    4.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6839    1.3850   -2.2544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0899   -2.8857   -1.7576 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3265    3.1387    1.2820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9727   -3.3587    2.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0130    1.1125    0.3894 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331   -1.7551    0.6974 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7010    0.5545    2.5677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4174   -0.4980    2.7495 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7310    1.3078    1.2084 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3882   -1.6312    1.6829 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3604    1.5025    0.0892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9423   -2.2873    0.4513 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5407    2.0698   -1.3362 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9964   -3.2859   -0.7260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4160    2.3302    1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7781   -2.6172    1.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0046    1.7939   -1.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4326   -3.2216   -1.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3444    0.3681    0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9530   -1.2648    0.0178 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929    1.9729    0.9689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7422   -2.3404    1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2824    0.5425   -0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8036   -1.8028   -0.9578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4877    2.9336   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9843   -3.6503    0.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4411   -0.7036    0.9557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1457    0.0225    0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3267   -0.3503   -1.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8547   -1.0658   -1.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6584    3.8735   -0.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2674   -3.0711   -0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4835   -1.6159    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    0.7773   -0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4192   -1.4408   -0.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0434    0.2373   -1.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5044    5.2286   -0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826   -2.8239   -0.9459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8956    3.3878   -0.8980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2138   -2.7820   -1.4198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5875    6.0977   -0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -2.2877   -2.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9787    4.2570   -1.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4755   -2.2458   -2.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8247    5.6119   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905   -1.9988   -3.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635    0.0521    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3822    0.0210    2.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6143    0.5889    0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372   -1.1670    0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033    2.2426    0.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3216   -2.7724    1.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2863    3.1334   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7099   -4.2969   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707    1.8397    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2976    3.1381    1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159   -3.1630    2.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7132   -2.0580    2.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6646    2.5935   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1307    1.6323   -2.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0961   -3.9004   -0.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4794   -3.4159   -2.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7210    0.1705    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3426   -0.9310    0.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1332   -1.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    3.4730   -0.5810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1122   -4.3130    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8156   -4.3096    1.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    2.1077    3.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0854   -1.6660    4.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7299   -0.8373    1.7639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5032    0.4415    1.2614 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0576   -0.2102   -1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5184   -1.4854   -2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409    1.7636   -3.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1628   -3.5360   -2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5759   -2.4669    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3619    1.7909    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2267   -2.1581   -0.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8582    0.8381   -1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460    5.6183    0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4114   -3.0429   -0.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0286    2.3337   -1.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8035   -2.9926   -1.1245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4679    7.1527   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -2.0924   -2.5118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9422    3.8785   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3448   -2.0246   -3.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6682    6.2886   -0.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -1.5806   -4.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 71  1  0  0  0  0
  2 10  1  0  0  0  0
  2 72  1  0  0  0  0
  3 15  1  0  0  0  0
  3 77  1  0  0  0  0
  4 16  1  0  0  0  0
  4 78  1  0  0  0  0
  5 23  2  0  0  0  0
  6 24  2  0  0  0  0
  7 13  1  0  0  0  0
  7 23  1  0  0  0  0
  7 65  1  0  0  0  0
  8 14  1  0  0  0  0
  8 24  1  0  0  0  0
  8 66  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 49  1  0  0  0  0
 10 12  1  0  0  0  0
 10 50  1  0  0  0  0
 11 17  1  0  0  0  0
 11 23  1  0  0  0  0
 11 51  1  0  0  0  0
 12 18  1  0  0  0  0
 12 24  1  0  0  0  0
 12 52  1  0  0  0  0
 13 15  1  0  0  0  0
 13 21  1  0  0  0  0
 13 53  1  0  0  0  0
 14 16  1  0  0  0  0
 14 22  1  0  0  0  0
 14 54  1  0  0  0  0
 15 19  1  0  0  0  0
 15 55  1  0  0  0  0
 16 20  1  0  0  0  0
 16 56  1  0  0  0  0
 17 27  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 18 28  1  0  0  0  0
 18 59  1  0  0  0  0
 18 60  1  0  0  0  0
 19 25  1  0  0  0  0
 19 61  1  0  0  0  0
 19 62  1  0  0  0  0
 20 26  1  0  0  0  0
 20 63  1  0  0  0  0
 20 64  1  0  0  0  0
 21 25  1  0  0  0  0
 21 29  2  0  0  0  0
 22 26  1  0  0  0  0
 22 30  2  0  0  0  0
 25 31  2  0  0  0  0
 26 32  2  0  0  0  0
 27 33  1  0  0  0  0
 27 67  1  0  0  0  0
 27 68  1  0  0  0  0
 28 34  1  0  0  0  0
 28 69  1  0  0  0  0
 28 70  1  0  0  0  0
 29 35  1  0  0  0  0
 29 73  1  0  0  0  0
 30 36  1  0  0  0  0
 30 74  1  0  0  0  0
 31 37  1  0  0  0  0
 31 75  1  0  0  0  0
 32 38  1  0  0  0  0
 32 76  1  0  0  0  0
 33 39  2  0  0  0  0
 33 41  1  0  0  0  0
 34 40  2  0  0  0  0
 34 42  1  0  0  0  0
 35 37  2  0  0  0  0
 35 79  1  0  0  0  0
 36 38  2  0  0  0  0
 36 80  1  0  0  0  0
 37 81  1  0  0  0  0
 38 82  1  0  0  0  0
 39 43  1  0  0  0  0
 39 83  1  0  0  0  0
 40 44  1  0  0  0  0
 40 84  1  0  0  0  0
 41 45  2  0  0  0  0
 41 85  1  0  0  0  0
 42 46  2  0  0  0  0
 42 86  1  0  0  0  0
 43 47  2  0  0  0  0
 43 87  1  0  0  0  0
 44 48  2  0  0  0  0
 44 88  1  0  0  0  0
 45 47  1  0  0  0  0
 45 89  1  0  0  0  0
 46 48  1  0  0  0  0
 46 90  1  0  0  0  0
 47 91  1  0  0  0  0
 48 92  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02704

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
O[C@@H]([C@H](O)[C@@H](CCC1=CC=CC=C1)C(=O)N[C@@H]1[C@H](O)CC2=C1C=CC=C2)[C@@H](CCC1=CC=CC=C1)C(=O)N[C@@H]1[C@H](O)CC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C40H44N2O6/c43-33-23-27-15-7-9-17-29(27)35(33)41-39(47)31(21-19-25-11-3-1-4-12-25)37(45)38(46)32(22-20-26-13-5-2-6-14-26)40(48)42-36-30-18-10-8-16-28(30)24-34(36)44/h1-18,31-38,43-46H,19-24H2,(H,41,47)(H,42,48)/t31-,32-,33-,34-,35+,36+,37-,38-/m1/s1

> <INCHI_KEY>
GQKBYZPVKVXMJL-LAFNQVRVSA-N

> <FORMULA>
C40H44N2O6

> <MOLECULAR_WEIGHT>
648.7872

> <EXACT_MASS>
648.31993715

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-5.416678561759275e-06

> <JCHEM_AVERAGE_POLARIZABILITY>
71.97704231340853

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4R,5R)-3,4-dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
4.693756718

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.005747793706634

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.499658934894825

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7497955405640855

> <JCHEM_POLAR_SURFACE_AREA>
139.12

> <JCHEM_REFRACTIVITY>
183.75259999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doravirine

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 (2R,3R,4R,5R)-3,4-Dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide (DB02704)

Structure for (2R,3R,4R,5R)-3,4-Dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide (DB02704)