3D structure for 3-(4-{2-[2-(2-bromo-acetylamino)-ethyldisulfanyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-pyrazine-2-carboxylic acid (DB02620)

447450
  -OEChem-11221909403D

58 59  0     0  0  0  0  0  0999 V2000
    5.2986    1.1001    0.7370 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511    3.0247    0.0194 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1725   -2.3024   -1.8843 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4893   -2.3681    0.3990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0964    0.7970    1.1120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -0.1416    2.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5973    1.7747    0.8032 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3574   -1.4567    0.3690 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3343   -1.8333    0.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6596   -0.1484   -1.9222 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.5708   -0.9515 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127    3.9432    0.5665 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1164   -2.7240    0.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7101   -2.5203    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9794   -3.2448   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6536   -1.5764    1.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425   -3.6381    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4420   -1.9763    1.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2442   -2.2643   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -1.4736    0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5593   -1.3610   -0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196   -0.3188   -0.7081 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5552    0.1394   -0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1979    0.5257   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1132    0.8968   -2.6423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8106    0.3509    1.0754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0916    1.7411   -2.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6099    3.3199   -0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    3.6725    0.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    2.9666    0.5614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    3.5250    0.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4864   -3.5477    0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590   -2.9437    1.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3146   -4.1148   -1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6781   -2.4828   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467   -1.2565    1.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136   -0.7006    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0166   -4.5180    0.7683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0541   -3.9448   -0.5054 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   -1.1132    2.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7514   -2.7480    2.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7894   -0.6944    0.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128   -1.8893    1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3804   -1.6367    0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7142   -1.8934   -1.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7539    0.3849   -1.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5119    0.4277   -1.2334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6630    1.0348   -3.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4549    2.5812   -2.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5704    4.1577   -1.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856    2.4581   -0.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8296    2.8608    1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914    4.5749    1.3412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4998    0.6747    1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1576    4.9005    0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9715    3.8225   -0.8076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975    2.7627    0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460    4.3917    0.8768 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 23  1  0  0  0  0
  2 28  1  0  0  0  0
  3 19  2  0  0  0  0
  4 20  2  0  0  0  0
  5 26  1  0  0  0  0
  5 54  1  0  0  0  0
  6 26  2  0  0  0  0
  7 30  2  0  0  0  0
  8 14  1  0  0  0  0
  8 20  1  0  0  0  0
  8 42  1  0  0  0  0
  9 19  1  0  0  0  0
  9 21  1  0  0  0  0
  9 43  1  0  0  0  0
 10 22  2  0  0  0  0
 10 25  1  0  0  0  0
 11 24  2  0  0  0  0
 11 27  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 55  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 19  1  0  0  0  0
 13 32  1  0  0  0  0
 14 17  1  0  0  0  0
 14 18  1  0  0  0  0
 14 33  1  0  0  0  0
 15 17  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 18  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 18 41  1  0  0  0  0
 20 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 44  1  0  0  0  0
 21 45  1  0  0  0  0
 22 24  1  0  0  0  0
 23 46  1  0  0  0  0
 23 47  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  2  0  0  0  0
 25 48  1  0  0  0  0
 27 49  1  0  0  0  0
 28 29  1  0  0  0  0
 28 50  1  0  0  0  0
 28 51  1  0  0  0  0
 29 52  1  0  0  0  0
 29 53  1  0  0  0  0
 30 31  1  0  0  0  0
 31 56  1  0  0  0  0
 31 57  1  0  0  0  0
 31 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02620

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC(=O)NCCSSCCNC(=O)C1CCC(CC1)NC(=O)C1=NC=CN=C1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H27N5O5S2/c1-12(25)20-8-10-30-31-11-9-23-17(26)13-2-4-14(5-3-13)24-18(27)15-16(19(28)29)22-7-6-21-15/h6-7,13-14H,2-5,8-11H2,1H3,(H,20,25)(H,23,26)(H,24,27)(H,28,29)

> <INCHI_KEY>
OMSKFAYIWROESZ-UHFFFAOYSA-N

> <FORMULA>
C19H27N5O5S2

> <MOLECULAR_WEIGHT>
469.58

> <EXACT_MASS>
469.145361337

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
48.705494376029264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[4-({2-[(2-acetamidoethyl)disulfanyl]ethyl}carbamoyl)cyclohexyl]carbamoyl}pyrazine-2-carboxylic acid

> <ALOGPS_LOGP>
0.88

> <JCHEM_LOGP>
-0.8282085059999996

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.910626274407289

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.601909272674452

> <JCHEM_PKA_STRONGEST_BASIC>
0.1423606449312306

> <JCHEM_POLAR_SURFACE_AREA>
150.38

> <JCHEM_REFRACTIVITY>
118.94149999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{[4-({2-[(2-acetamidoethyl)disulfanyl]ethyl}carbamoyl)cyclohexyl]carbamoyl}pyrazine-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 3-(4-{2-[2-(2-bromo-acetylamino)-ethyldisulfanyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-pyrazine-2-carboxylic acid (DB02620)

Structure for 3-(4-{2-[2-(2-bromo-acetylamino)-ethyldisulfanyl]-ethylcarbamoyl}-cyclohexylcarbamoyl)-pyrazine-2-carboxylic acid (DB02620)