3D structure for SB-649868 (DB14822)

25195495
  -OEChem-05201910293D

58 62  0     1  0  0  0  0  0999 V2000
    1.7507    2.4690    2.0366 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.9488    1.4160   -1.8686 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9993   -0.3399   -1.4653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1239   -1.9934    0.6145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8979    2.6596    0.3537 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161   -1.9366    0.2258 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232   -2.0789   -1.2336 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883    0.7284    1.5166 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4633   -3.0340   -0.7275 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2315   -4.3053   -0.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0369   -4.6899    1.1198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937   -3.5168    2.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6028   -2.2656    1.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -3.2840   -0.8796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   -0.6410   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793    0.4712    0.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281   -1.5184   -0.4467 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0663    1.3094    0.8131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586   -0.2777   -0.9666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2066    1.7600    2.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307    1.3372    0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8758    0.6951   -0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4486   -0.0575   -2.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    1.8361   -0.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6953    2.3297    3.3008 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1789    0.2310    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7048    2.4700   -0.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9775    0.8453    1.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388    1.1027   -2.8557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    2.0831   -2.0058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6038    2.0506    1.5320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4010    0.2576   -0.5013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270    2.4966   -1.2753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7752    1.3904   -1.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8376   -2.7195   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3023   -4.1331   -0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9397   -5.1398   -0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6722   -5.5491    1.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0012   -4.9997    1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2058   -3.7814    3.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4667   -3.3059    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4613   -2.4041    1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9621   -1.4442    2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4711   -3.7010    0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -4.0052   -1.6845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4405   -1.6273   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0887   -0.7915   -3.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1959    2.4080    4.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421    3.3244    3.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763    1.6935    3.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9068   -0.6598    0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0562    3.3405   -0.6669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6352    0.1680    2.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1005    1.2440   -3.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0202    2.9846   -2.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8954    2.5902    2.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0620   -0.6032   -0.4610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2178    3.3775   -1.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  1  0  0  0  0
  1 20  1  0  0  0  0
  2 34  1  0  0  0  0
  3 15  2  0  0  0  0
  4 17  2  0  0  0  0
  5 24  1  0  0  0  0
  5 31  1  0  0  0  0
  6  9  1  0  0  0  0
  6 13  1  0  0  0  0
  6 15  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  7 46  1  0  0  0  0
  8 16  1  0  0  0  0
  8 20  2  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9 35  1  0  0  0  0
 10 11  1  0  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 12  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 13  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
 13 42  1  0  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 19 22  2  0  0  0  0
 19 23  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  2  0  0  0  0
 21 27  1  0  0  0  0
 22 24  1  0  0  0  0
 22 28  1  0  0  0  0
 23 29  2  0  0  0  0
 23 47  1  0  0  0  0
 24 30  2  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 32  1  0  0  0  0
 26 51  1  0  0  0  0
 27 33  2  0  0  0  0
 27 52  1  0  0  0  0
 28 31  2  0  0  0  0
 28 53  1  0  0  0  0
 29 30  1  0  0  0  0
 29 54  1  0  0  0  0
 30 55  1  0  0  0  0
 31 56  1  0  0  0  0
 32 34  2  0  0  0  0
 32 57  1  0  0  0  0
 33 34  1  0  0  0  0
 33 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB14822

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC1=NC(C(=O)N2CCCC[C@H]2CNC(=O)C2=CC=CC3=C2C=CO3)=C(S1)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H24FN3O3S/c1-16-29-23(24(34-16)17-8-10-18(27)11-9-17)26(32)30-13-3-2-5-19(30)15-28-25(31)21-6-4-7-22-20(21)12-14-33-22/h4,6-12,14,19H,2-3,5,13,15H2,1H3,(H,28,31)/t19-/m0/s1

> <INCHI_KEY>
ZJXIUGNEAIHSBI-IBGZPJMESA-N

> <FORMULA>
C26H24FN3O3S

> <MOLECULAR_WEIGHT>
477.55

> <EXACT_MASS>
477.152240982

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
49.12115073443508

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-{[(2S)-1-[5-(4-fluorophenyl)-2-methyl-1,3-thiazole-4-carbonyl]piperidin-2-yl]methyl}-1-benzofuran-4-carboxamide

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
4.170873298333334

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.995609633539202

> <JCHEM_PKA_STRONGEST_BASIC>
0.4515815409450944

> <JCHEM_POLAR_SURFACE_AREA>
75.44

> <JCHEM_REFRACTIVITY>
128.061

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-14-fluoro-2-methyl-6,9,10,19-tetraazapentacyclo[14.2.1.0^{2,6}.0^{8,18}.0^{12,17}]nonadeca-1(18),8,12(17),13,15-pentaen-11-one

> <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 SB-649868 (DB14822)

Structure for SB-649868 (DB14822)