3D structure for ARRY-502 (DB16053)

131633366
  -OEChem-12152013033D

58 61  0     1  0  0  0  0  0999 V2000
    3.0067    0.3735   -3.5034 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436   -4.9559   -0.9186 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.3429    0.2293    2.2261 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0233    2.2370   -1.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5814   -2.7821   -0.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4438   -0.5070   -0.1742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8967    0.0868   -1.4827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8392    3.3885    0.7902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5803    1.2042    1.5240 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276   -1.8268    0.4849 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4909   -1.9245    2.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6110   -0.7367   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4857   -0.5320    2.6246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833    0.2158    0.8799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2664   -0.6668   -1.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9375   -1.6011    0.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2086    1.2019    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8732    1.2592   -0.9368 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4038    0.3269   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    0.5486    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8873    1.0738    2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6070   -0.8254    0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7550    2.2688   -0.8078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8015    2.3337    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1031   -0.9896   -0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    3.4813   -0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0239    1.0889   -0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1349    2.3679    0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8127   -1.9384    1.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0703    3.5137    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2544    1.1214   -0.1133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8044   -2.2667   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5142   -3.2155    0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099   -3.3796   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788   -0.1731   -2.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1764   -2.7783    0.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3341   -2.5079    2.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5682   -2.4405    2.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4494   -0.6179    3.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3946    0.0296    2.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -1.4004   -2.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068    1.9314    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9090    0.5055    1.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0649    1.2619    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2008    2.0515    2.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783    0.4009    2.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5064   -2.6556   -0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9591    0.4082    1.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7740    4.4030   -0.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4157    0.1346   -1.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2056   -1.8238    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4772    4.4676    0.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8028    0.1855   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4105   -2.4560   -2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6798   -4.0736    1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2774    0.7941   -3.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0733   -0.7711   -3.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764   -0.6125   -2.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 34  1  0  0  0  0
  3 13  1  0  0  0  0
  3 14  1  0  0  0  0
  4 18  1  0  0  0  0
  4 23  1  0  0  0  0
  5 16  1  0  0  0  0
  5 47  1  0  0  0  0
  6 16  2  0  0  0  0
  7 25  1  0  0  0  0
  7 35  1  0  0  0  0
  8 28  2  0  0  0  0
  9 21  1  0  0  0  0
  9 28  1  0  0  0  0
  9 48  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 16  1  0  0  0  0
 10 36  1  0  0  0  0
 11 13  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  2  0  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 14 17  2  0  0  0  0
 15 19  1  0  0  0  0
 15 41  1  0  0  0  0
 17 18  1  0  0  0  0
 17 42  1  0  0  0  0
 18 19  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 25  2  0  0  0  0
 22 29  1  0  0  0  0
 23 26  2  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  0  0  0  0
 24 30  2  0  0  0  0
 24 31  1  0  0  0  0
 25 32  1  0  0  0  0
 26 30  1  0  0  0  0
 26 49  1  0  0  0  0
 27 31  2  0  0  0  0
 27 50  1  0  0  0  0
 29 33  2  0  0  0  0
 29 51  1  0  0  0  0
 30 52  1  0  0  0  0
 31 53  1  0  0  0  0
 32 34  2  0  0  0  0
 32 54  1  0  0  0  0
 33 34  1  0  0  0  0
 33 55  1  0  0  0  0
 35 56  1  0  0  0  0
 35 57  1  0  0  0  0
 35 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB16053

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
COC1=CC(Cl)=CC=C1CCNC(=O)C1=CC=C(OC2=CC3=C(C=C2Cl)[C@H](CCO3)C(O)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H23Cl2NO6/c1-33-22-12-17(27)5-2-15(22)8-10-29-25(30)16-3-6-18(7-4-16)35-24-14-23-20(13-21(24)28)19(26(31)32)9-11-34-23/h2-7,12-14,19H,8-11H2,1H3,(H,29,30)(H,31,32)/t19-/m0/s1

> <INCHI_KEY>
QIDYUNXQPQEJEC-IBGZPJMESA-N

> <FORMULA>
C26H23Cl2NO6

> <MOLECULAR_WEIGHT>
516.37

> <EXACT_MASS>
515.0902429

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9998196887081297

> <JCHEM_AVERAGE_POLARIZABILITY>
52.2110373849967

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-6-chloro-7-(4-{[2-(4-chloro-2-methoxyphenyl)ethyl]carbamoyl}phenoxy)-3,4-dihydro-2H-1-benzopyran-4-carboxylic acid

> <ALOGPS_LOGP>
5.21

> <JCHEM_LOGP>
5.160932187333334

> <ALOGPS_LOGS>
-6.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.922714341474284

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.256139974869008

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7451648662150885

> <JCHEM_POLAR_SURFACE_AREA>
94.09

> <JCHEM_REFRACTIVITY>
132.32799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-[(1E)-3-[4-(nitrooxy)butoxy]-3-oxoprop-1-en-1-yl]phenyl (4R)-4-[(1R,3aS,3bR,4S,5aS,7R,9aS,9bS,11aR)-4,7-dihydroxy-9a,11a-dimethyl-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoate

> <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 ARRY-502 (DB16053)

Structure for ARRY-502 (DB16053)