3D structure for N-{[(2S,3S)-3-(Ethoxycarbonyl)-2-oxiranyl]carbonyl}-L-threonyl-L-isoleucine (DB04579)

49866368
  -OEChem-01072015423D

52 52  0     1  0  0  0  0  0999 V2000
   -2.7699   -2.1849   -0.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0457    0.0779    0.5160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4955   -1.0533   -2.0461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0765    3.2340    0.7538 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8508    0.3149    1.4379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1526   -2.2082    0.8502 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9976    1.6417   -0.3372 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9536    0.4755    1.3479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8767    0.7736   -0.6525 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251    0.5642   -0.0366 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430   -0.8079   -1.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1113   -1.2081    0.2512 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4392    1.3566   -0.7140 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7858   -1.5315    0.6460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2273   -0.3835   -1.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387    0.0002    0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4229    2.8818   -0.5357 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2953    0.6764    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5424   -1.1856    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090   -1.8875   -0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505   -2.3108    1.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475    3.5749   -1.5771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9749    0.7120    0.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1287   -3.3721   -1.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4397    0.1972    0.8167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8441    1.6523    0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3610   -0.4277   -1.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4328   -1.1083    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8567    1.1197   -1.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7145   -1.8436    1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3438    0.2159    1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632    1.2114   -0.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482    3.2644   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -1.3358   -1.2896 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0084   -1.5845   -1.3985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057    0.8972   -0.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7081   -2.2077    0.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879   -3.3778    1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4955   -1.9597    2.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5049    3.3152   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318    3.3187   -2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3833    4.6626   -1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3242   -3.5418   -2.1732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2482   -3.9629   -0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9876   -3.7467   -0.5439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    4.2021    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0193   -0.4006    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6264   -0.1664    1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8733    2.0777   -0.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2600    2.2657    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6462    2.0353   -0.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9068    1.7801    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  0  0  0  0
  2 19  1  0  0  0  0
  2 25  1  0  0  0  0
  3 15  2  0  0  0  0
  4 17  1  0  0  0  0
  4 46  1  0  0  0  0
  5 18  2  0  0  0  0
  6 19  2  0  0  0  0
  7 23  1  0  0  0  0
  7 49  1  0  0  0  0
  8 23  2  0  0  0  0
  9 13  1  0  0  0  0
  9 15  1  0  0  0  0
  9 32  1  0  0  0  0
 10 16  1  0  0  0  0
 10 18  1  0  0  0  0
 10 36  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 11 27  1  0  0  0  0
 12 19  1  0  0  0  0
 12 28  1  0  0  0  0
 13 17  1  0  0  0  0
 13 18  1  0  0  0  0
 13 29  1  0  0  0  0
 14 16  1  0  0  0  0
 14 20  1  0  0  0  0
 14 21  1  0  0  0  0
 14 30  1  0  0  0  0
 16 23  1  0  0  0  0
 16 31  1  0  0  0  0
 17 22  1  0  0  0  0
 17 33  1  0  0  0  0
 20 24  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 21 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 22 42  1  0  0  0  0
 24 43  1  0  0  0  0
 24 44  1  0  0  0  0
 24 45  1  0  0  0  0
 25 26  1  0  0  0  0
 25 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04579

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCOC(=O)[C@H]1O[C@@H]1C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N2O8/c1-5-7(3)9(15(22)23)17-13(20)10(8(4)19)18-14(21)11-12(26-11)16(24)25-6-2/h7-12,19H,5-6H2,1-4H3,(H,17,20)(H,18,21)(H,22,23)/t7-,8+,9-,10-,11-,12-/m0/s1

> <INCHI_KEY>
QMPAEYUADYAXIX-XFVKVHEMSA-N

> <FORMULA>
C16H26N2O8

> <MOLECULAR_WEIGHT>
374.3862

> <EXACT_MASS>
374.168915818

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9994508268024813

> <JCHEM_AVERAGE_POLARIZABILITY>
36.93177495169341

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2-[(2S,3R)-2-{[(2S,3S)-3-(ethoxycarbonyl)oxiran-2-yl]formamido}-3-hydroxybutanamido]-3-methylpentanoic acid

> <ALOGPS_LOGP>
0.31

> <JCHEM_LOGP>
-0.5357033560000004

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.777892138240386

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.753630538233385

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9371393244419934

> <JCHEM_POLAR_SURFACE_AREA>
154.56

> <JCHEM_REFRACTIVITY>
86.3749

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-1-({4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoyloxy}methyl)-3,4,5,6-tetrahydroxy-1lambda3-oxane-2-carboxylic 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 N-{[(2S,3S)-3-(Ethoxycarbonyl)-2-oxiranyl]carbonyl}-L-threonyl-L-isoleucine (DB04579)

Structure for N-{[(2S,3S)-3-(Ethoxycarbonyl)-2-oxiranyl]carbonyl}-L-threonyl-L-isoleucine (DB04579)