3D structure for 4-methyl-umbelliferyl-N-acetyl-chitobiose (DB02759)

171284
  -OEChem-12091916153D

75 78  0     1  0  0  0  0  0999 V2000
    2.6450    0.5686    0.5719 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2164   -0.8007   -0.4662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7058    0.0792   -0.8460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284   -2.2743    0.7948 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040   -1.5921   -0.5730 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3074    1.6276    0.7127 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7296   -0.2873   -1.3994 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4439    2.7449   -1.4186 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -2.8733   -2.2432 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4087    2.4858    2.7087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5428   -4.4404   -0.2084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2858    2.1131   -0.9527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7029    3.8977   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5813    2.6883    0.7082 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5770   -2.9407    1.2870 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5783   -0.1239   -0.0711 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1780   -1.3055    0.8151 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9319    1.2928    0.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8307    0.5508   -0.2219 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1093   -1.9708    0.3185 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3879    0.8129   -0.2922 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2818    1.1669   -0.1694 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5789   -0.2829   -0.5586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1970   -0.9287    0.0361 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3827   -0.9033   -1.2850 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7136    1.9413   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5941   -2.3835   -1.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8478    3.1610    1.7814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -4.0936    0.9342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5400   -1.0483   -0.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6473    4.6516    1.7200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6029   -4.9369    2.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8038    0.2526   -0.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262   -1.8027    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0718    0.7880   -0.5232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7926   -1.2521    0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0851    0.0596    0.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3900    0.7027    0.3069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5650    1.9641   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5061    2.7453   -0.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5001   -0.0539    0.9761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8826   -0.5196   -1.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -0.9754    1.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161    0.8592    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6228    1.0533   -1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -2.5181   -0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    1.2648    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3196    1.8092   -1.0580 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8226   -0.8561    0.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5174   -0.4618    0.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.3839   -2.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5235    2.5747   -0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9890    1.5564   -2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8418    3.3363   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4461   -2.7320    2.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4601   -2.5600   -2.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -2.9602   -0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3575   -2.5613   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2974    1.0667    1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0267   -1.2079   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.1786   -1.7765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3430   -2.3853   -3.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670    4.9247    0.7761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6138    5.1572    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0077    4.9727    2.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026   -5.7953    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6867   -5.2959    2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1813   -4.3469    2.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0572    0.8538   -1.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3208   -2.8218    0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5369   -1.8730    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5161    2.4702    0.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7589   -0.9515    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2128   -0.3495    1.9908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4116    0.5484    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 19  1  0  0  0  0
  2 19  1  0  0  0  0
  2 25  1  0  0  0  0
  3 21  1  0  0  0  0
  3 24  1  0  0  0  0
  4 17  1  0  0  0  0
  4 58  1  0  0  0  0
  5 24  1  0  0  0  0
  5 30  1  0  0  0  0
  6 22  1  0  0  0  0
  6 59  1  0  0  0  0
  7 23  1  0  0  0  0
  7 60  1  0  0  0  0
  8 26  1  0  0  0  0
  8 61  1  0  0  0  0
  9 27  1  0  0  0  0
  9 62  1  0  0  0  0
 10 28  2  0  0  0  0
 11 29  2  0  0  0  0
 12 35  1  0  0  0  0
 12 40  1  0  0  0  0
 13 40  2  0  0  0  0
 14 18  1  0  0  0  0
 14 28  1  0  0  0  0
 14 54  1  0  0  0  0
 15 20  1  0  0  0  0
 15 29  1  0  0  0  0
 15 55  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 16 42  1  0  0  0  0
 17 20  1  0  0  0  0
 17 43  1  0  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 18 44  1  0  0  0  0
 19 45  1  0  0  0  0
 20 24  1  0  0  0  0
 20 46  1  0  0  0  0
 21 26  1  0  0  0  0
 21 47  1  0  0  0  0
 22 23  1  0  0  0  0
 22 48  1  0  0  0  0
 23 25  1  0  0  0  0
 23 49  1  0  0  0  0
 24 50  1  0  0  0  0
 25 27  1  0  0  0  0
 25 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
 28 31  1  0  0  0  0
 29 32  1  0  0  0  0
 30 33  2  0  0  0  0
 30 34  1  0  0  0  0
 31 63  1  0  0  0  0
 31 64  1  0  0  0  0
 31 65  1  0  0  0  0
 32 66  1  0  0  0  0
 32 67  1  0  0  0  0
 32 68  1  0  0  0  0
 33 35  1  0  0  0  0
 33 69  1  0  0  0  0
 34 36  2  0  0  0  0
 34 70  1  0  0  0  0
 35 37  2  0  0  0  0
 36 37  1  0  0  0  0
 36 71  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 41  1  0  0  0  0
 39 40  1  0  0  0  0
 39 72  1  0  0  0  0
 41 73  1  0  0  0  0
 41 74  1  0  0  0  0
 41 75  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02759

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([C@H]1[C@H](O[C@@H]2[C@@H](CO)O[C@@H](OC3=CC4=C(C=C3)C(C)=CC(=O)O4)[C@H](N([H])C(C)=O)[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H34N2O13/c1-10-6-18(33)38-15-7-13(4-5-14(10)15)37-25-20(28-12(3)32)23(36)24(17(9-30)40-25)41-26-19(27-11(2)31)22(35)21(34)16(8-29)39-26/h4-7,16-17,19-26,29-30,34-36H,8-9H2,1-3H3,(H,27,31)(H,28,32)/t16-,17-,19-,20-,21-,22-,23-,24-,25-,26+/m1/s1

> <INCHI_KEY>
UPSFMJHZUCSEHU-JYGUBCOQSA-N

> <FORMULA>
C26H34N2O13

> <MOLECULAR_WEIGHT>
582.5538

> <EXACT_MASS>
582.206089184

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
57.82587553625439

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6S)-5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]oxan-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

> <ALOGPS_LOGP>
-0.81

> <JCHEM_LOGP>
-2.835785227666665

> <ALOGPS_LOGS>
-2.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.245657929390147

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.748206110737675

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5729468362934511

> <JCHEM_POLAR_SURFACE_AREA>
222.57

> <JCHEM_REFRACTIVITY>
134.5718

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^{2,6}]dodecan-6-yl]methyl sulfamate

> <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 4-methyl-umbelliferyl-N-acetyl-chitobiose (DB02759)

Structure for 4-methyl-umbelliferyl-N-acetyl-chitobiose (DB02759)