3D structure for (2Z)-2-(Benzoylamino)-3-[4-(2-bromophenoxy)phenyl]acrylic acid (DB01720)

657131
  -OEChem-04232016083D

44 46  0     0  0  0  0  0  0999 V2000
    6.3728   -1.4290    0.6747 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.9135   -1.0480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -0.1738    0.4292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4084   -2.9411   -0.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2052   -2.7769    1.6605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4556   -0.5563    0.0777 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196   -2.2289   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5623   -1.3449   -0.7649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4178   -2.1724   -1.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8339   -1.8434    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3655   -2.6895    0.1171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7087   -1.7305   -1.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249   -1.4014    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705   -1.9153    0.2256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3714    1.6949    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2743    0.2227   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5888    0.2347    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4127    2.4737   -0.4401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    2.2241    0.3276 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3967    0.1739    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    1.3982   -0.5861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2089    3.8444   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9318    3.5948    0.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7644   -2.5768    0.5390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    4.4050   -0.2949 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8262    1.3366    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9968    2.5607    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1262    2.5299    0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2358   -2.4692   -2.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5086   -1.8854    1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4516   -3.7660    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0438   -1.6880   -2.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7726   -1.1247    1.3857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5635   -0.1380   -0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3825    2.0517   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3143    1.6378    0.7262 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6928    1.4409   -1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0156    4.4752   -0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9687    4.0332    0.4136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8103    5.4725   -0.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7041    1.3316    1.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4532    3.4905   -0.0861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607    3.4352    1.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2651   -3.3799   -0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2  8  1  0  0  0  0
  2 16  1  0  0  0  0
  3 17  2  0  0  0  0
  4 24  1  0  0  0  0
  4 44  1  0  0  0  0
  5 24  2  0  0  0  0
  6 14  1  0  0  0  0
  6 17  1  0  0  0  0
  6 34  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  2  0  0  0  0
  8 13  1  0  0  0  0
  9 12  1  0  0  0  0
  9 29  1  0  0  0  0
 10 13  2  0  0  0  0
 10 30  1  0  0  0  0
 11 14  2  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 24  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 16 21  2  0  0  0  0
 18 22  1  0  0  0  0
 18 35  1  0  0  0  0
 19 23  2  0  0  0  0
 19 36  1  0  0  0  0
 20 26  2  0  0  0  0
 21 27  1  0  0  0  0
 21 37  1  0  0  0  0
 22 25  2  0  0  0  0
 22 38  1  0  0  0  0
 23 25  1  0  0  0  0
 23 39  1  0  0  0  0
 25 40  1  0  0  0  0
 26 28  1  0  0  0  0
 26 41  1  0  0  0  0
 27 28  2  0  0  0  0
 27 42  1  0  0  0  0
 28 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01720

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N(\C(=C/C1=CC=C(OC2=CC=CC=C2Br)C=C1)C(O)=O)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H16BrNO4/c23-18-8-4-5-9-20(18)28-17-12-10-15(11-13-17)14-19(22(26)27)24-21(25)16-6-2-1-3-7-16/h1-14H,(H,24,25)(H,26,27)/b19-14-

> <INCHI_KEY>
WLPJLQNKCJWAFL-RGEXLXHISA-N

> <FORMULA>
C22H16BrNO4

> <MOLECULAR_WEIGHT>
438.271

> <EXACT_MASS>
437.026270652

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9998873500382898

> <JCHEM_AVERAGE_POLARIZABILITY>
40.218832926298546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-[4-(2-bromophenoxy)phenyl]-2-(phenylformamido)prop-2-enoic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.922308517333334

> <ALOGPS_LOGS>
-6.09

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.656826169034035

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0526289732180665

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7178399935198714

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
110.66270000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.56e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,5S,6S,7R)-1,3-dibenzyl-5,6-dihydroxy-4,7-bis(phenoxymethyl)-1,3-diazepan-2-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 (2Z)-2-(Benzoylamino)-3-[4-(2-bromophenoxy)phenyl]acrylic acid (DB01720)

Structure for (2Z)-2-(Benzoylamino)-3-[4-(2-bromophenoxy)phenyl]acrylic acid (DB01720)