3D structure for LCL-161 (DB12085)

24737642
  -OEChem-10051722403D

68 71  0     1  0  0  0  0  0999 V2000
   -2.1281    4.0733    1.1140 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6781   -4.2176   -1.4633 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2586    1.5393    1.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359    0.4673   -1.2799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2041    0.8556    1.9123 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103    1.8295   -0.9517 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799    0.0830    0.3999 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2197    1.6904    0.1161 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8595   -0.2782    0.4392 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3625   -1.2677   -0.2966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    0.0542   -0.4326 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9360   -1.5011    1.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2180   -2.4341   -0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2271   -2.8426    1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5069   -3.7741   -0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -3.9986    0.8120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2714    3.0447   -0.6959 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2635    1.2078    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    1.4703   -2.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5708    3.5926   -2.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992    2.3464   -2.9758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5320    2.8108    0.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    0.2900   -0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247    0.2588    1.0050 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3006    1.8300    0.9647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4181    3.0507    1.5954 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8611    1.6618    1.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214    0.7438    1.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -1.7298    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0760   -0.5809    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0870   -0.6403   -0.9423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9302   -1.7500    1.1980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9523   -1.8689   -1.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7958   -2.9785    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8067   -3.0380   -0.8422 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4492   -1.2242   -0.9047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4324    0.1948   -1.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965   -1.4912    1.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2440   -0.7231    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4539   -2.2866   -1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1745   -2.4781   -0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0110   -3.0037    2.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7251   -2.8213    0.7879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -3.8064   -1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1691   -4.5872   -0.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5115   -4.9344    0.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9662   -4.1098    1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3771    3.7421   -0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4637    1.7149   -2.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2856    0.4056   -2.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2564    4.2364   -2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4958    4.1733   -2.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742    1.8523   -2.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4219    2.5639   -4.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565    0.0348    1.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2822   -0.3674    1.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1704    3.3898    2.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2022    2.3458    0.7646 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6106    1.6566    2.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9348    2.0783    1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6481   -0.0228    1.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9878   -2.0705   -0.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6853   -2.1880    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7352   -2.1037   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052    0.2616   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172   -1.7153    2.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9617   -1.9156   -2.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6807   -3.8887    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  1 26  1  0  0  0  0
  2 35  1  0  0  0  0
  3 18  2  0  0  0  0
  4 23  2  0  0  0  0
  5 28  2  0  0  0  0
  6 17  1  0  0  0  0
  6 18  1  0  0  0  0
  6 19  1  0  0  0  0
  7 11  1  0  0  0  0
  7 23  1  0  0  0  0
  7 55  1  0  0  0  0
  8 22  2  0  0  0  0
  8 25  1  0  0  0  0
  9 24  1  0  0  0  0
  9 29  1  0  0  0  0
  9 61  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 36  1  0  0  0  0
 11 18  1  0  0  0  0
 11 37  1  0  0  0  0
 12 14  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 15  1  0  0  0  0
 13 40  1  0  0  0  0
 13 41  1  0  0  0  0
 14 16  1  0  0  0  0
 14 42  1  0  0  0  0
 14 43  1  0  0  0  0
 15 16  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 17 20  1  0  0  0  0
 17 22  1  0  0  0  0
 17 48  1  0  0  0  0
 19 21  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 20 21  1  0  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 23 24  1  0  0  0  0
 24 27  1  0  0  0  0
 24 56  1  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
 26 57  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
 27 60  1  0  0  0  0
 28 30  1  0  0  0  0
 29 62  1  0  0  0  0
 29 63  1  0  0  0  0
 29 64  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 65  1  0  0  0  0
 32 34  2  0  0  0  0
 32 66  1  0  0  0  0
 33 35  2  0  0  0  0
 33 67  1  0  0  0  0
 34 35  1  0  0  0  0
 34 68  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12085

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1C1=NC(=CS1)C(=O)C1=CC=C(F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H33FN4O3S/c1-16(28-2)24(33)30-22(17-7-4-3-5-8-17)26(34)31-14-6-9-21(31)25-29-20(15-35-25)23(32)18-10-12-19(27)13-11-18/h10-13,15-17,21-22,28H,3-9,14H2,1-2H3,(H,30,33)/t16-,21-,22-/m0/s1

> <INCHI_KEY>
UFPFGVNKHCLJJO-SSKFGXFMSA-N

> <FORMULA>
C26H33FN4O3S

> <MOLECULAR_WEIGHT>
500.63

> <EXACT_MASS>
500.225740276

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
53.002336696453824

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.7773263163333333

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.701132869448035

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.866042360104535

> <JCHEM_PKA_STRONGEST_BASIC>
8.602011996685725

> <JCHEM_POLAR_SURFACE_AREA>
91.4

> <JCHEM_REFRACTIVITY>
132.03549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide

> <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 LCL-161 (DB12085)

Structure for LCL-161 (DB12085)