3D structure for 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-n-[(1R)-1-(hydroxymethyl)propyl]acetamide (DB07981)

16741227
  -OEChem-10311712503D

55 57  0     1  0  0  0  0  0999 V2000
    7.1204   -1.3593   -2.0089 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5680    4.7866   -0.2541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8814    0.4387   -1.2909 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8178   -2.4880    1.8238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4004   -3.1186   -0.4758 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9376   -0.6028    0.9323 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -0.4216    0.0308 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1288    0.2828    0.9746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2231    1.3141    0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4006   -0.8658    1.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0617    0.7539    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5944    0.4184    1.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4878   -0.7772   -1.0407 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3890    2.6840    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3460    0.1625   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839    1.5424    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9263   -2.2004    1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9781   -1.5501    1.0496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9491   -0.6695   -0.5858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7267    3.4639    0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9949    2.8981    0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1769   -2.1912   -1.5321 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -1.5035    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3091    0.7238   -0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2301   -1.5452   -1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4599   -1.4172    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282   -1.5006   -1.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6581   -1.3727    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7455    5.5288   -0.5657 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422   -1.4144   -1.1296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567    1.4339    1.4369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9638   -0.2461    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3213   -0.0814   -1.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3783    3.1343    0.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.1410    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0116   -2.2657    1.4058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -2.4241    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5003   -2.9868    0.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8568   -0.6683    0.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6111   -0.9284   -1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1581   -1.3822    0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8971    3.4552   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1323   -2.2778   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8229   -2.4610   -2.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7482    0.9874    0.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3747    0.7699    0.1605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1066    1.4788   -0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -1.6149   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4846   -1.3814    2.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1951   -4.0025   -0.8250 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4006   -1.5341   -2.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5965   -1.3047    0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4342    6.5595   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2256    5.1590   -1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4366    5.5633    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0  0  0  0
  2 20  1  0  0  0  0
  2 29  1  0  0  0  0
  3 15  2  0  0  0  0
  4 18  2  0  0  0  0
  5 22  1  0  0  0  0
  5 50  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 18  1  0  0  0  0
  7 13  1  0  0  0  0
  7 15  1  0  0  0  0
  7 39  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 12  1  0  0  0  0
  9 11  2  0  0  0  0
  9 14  1  0  0  0  0
 10 17  1  0  0  0  0
 11 16  1  0  0  0  0
 12 15  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 19  1  0  0  0  0
 13 22  1  0  0  0  0
 13 33  1  0  0  0  0
 14 20  2  0  0  0  0
 14 34  1  0  0  0  0
 16 21  2  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 21  1  0  0  0  0
 21 42  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 23 25  2  0  0  0  0
 23 26  1  0  0  0  0
 24 45  1  0  0  0  0
 24 46  1  0  0  0  0
 24 47  1  0  0  0  0
 25 27  1  0  0  0  0
 25 48  1  0  0  0  0
 26 28  2  0  0  0  0
 26 49  1  0  0  0  0
 27 30  2  0  0  0  0
 27 51  1  0  0  0  0
 28 30  1  0  0  0  0
 28 52  1  0  0  0  0
 29 53  1  0  0  0  0
 29 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07981

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC[C@H](CO)NC(=O)CC1=C(C)N(C(=O)C2=CC=C(Cl)C=C2)C2=CC=C(OC)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H25ClN2O4/c1-4-17(13-27)25-22(28)12-19-14(2)26(21-10-9-18(30-3)11-20(19)21)23(29)15-5-7-16(24)8-6-15/h5-11,17,27H,4,12-13H2,1-3H3,(H,25,28)/t17-/m1/s1

> <INCHI_KEY>
GKJWXEORYGBJFS-QGZVFWFLSA-N

> <FORMULA>
C23H25ClN2O4

> <MOLECULAR_WEIGHT>
428.909

> <EXACT_MASS>
428.150285005

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
45.66071201498785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-[(2R)-1-hydroxybutan-2-yl]acetamide

> <ALOGPS_LOGP>
3.93

> <JCHEM_LOGP>
3.1954032393333325

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.417717349692527

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.847514118582147

> <JCHEM_PKA_STRONGEST_BASIC>
-1.771283532210794

> <JCHEM_POLAR_SURFACE_AREA>
80.56

> <JCHEM_REFRACTIVITY>
116.76459999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-[(2R)-1-hydroxybutan-2-yl]acetamide

> <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 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-n-[(1R)-1-(hydroxymethyl)propyl]acetamide (DB07981)

Structure for 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-n-[(1R)-1-(hydroxymethyl)propyl]acetamide (DB07981)