3D structure for (2S)-1-{4-[(4-Anilino-5-bromo-2-pyrimidinyl)amino]phenoxy}-3-(dimethylamino)-2-propanol (DB07501)

445958
  -OEChem-10311712333D

53 55  0     1  0  0  0  0  0999 V2000
   -6.7171    0.0164   -0.3469 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.7267    1.2051    1.0044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3989    0.4586    1.4520 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5824   -1.5251   -1.0917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4366    2.8259   -0.2759 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8931   -1.1287    0.4270 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6562    0.8524    0.0758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7507    2.8688   -0.6616 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7662    0.2353    0.1887 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1953   -1.1847    0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7056    1.3131   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0980   -2.9071   -1.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5321   -1.3305   -2.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554    1.6036    0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691    1.0024    1.3150 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2620    2.6069   -0.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1270    2.4153    0.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0740    1.4094    0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9669    3.0140   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6726    2.1506   -0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8566    0.2367    0.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9513   -2.1654    0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0321    0.8615   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2624   -3.4474    0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -1.9218   -0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9176    2.1911   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -4.4767    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7606   -2.9513   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759   -4.2287    0.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5645    0.3547   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4620   -1.2884    0.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0036   -1.8867    0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2743    1.1958   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1722    2.3021    0.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5813   -3.1421   -2.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9104   -3.6298   -0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3668   -3.0510   -0.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4867   -1.8393   -2.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1163   -1.7253   -3.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185   -0.2718   -2.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7119    0.4133    2.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5223    0.2248    2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0860    3.1197   -0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7440    0.9470    1.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8233    3.8027   -1.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4949    3.7532   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -1.4092    0.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2333   -3.6558    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4045   -0.9629   -0.6510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7783    2.7797   -0.9640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5720   -5.4715    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2113   -2.7607   -0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478   -5.0304    0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 11  1  0  0  0  0
  2 14  1  0  0  0  0
  3  9  1  0  0  0  0
  3 41  1  0  0  0  0
  4 10  1  0  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  5 17  1  0  0  0  0
  5 20  1  0  0  0  0
  5 46  1  0  0  0  0
  6 21  1  0  0  0  0
  6 22  1  0  0  0  0
  6 47  1  0  0  0  0
  7 20  1  0  0  0  0
  7 21  2  0  0  0  0
  8 20  2  0  0  0  0
  8 26  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
 13 38  1  0  0  0  0
 13 39  1  0  0  0  0
 13 40  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 18  1  0  0  0  0
 15 42  1  0  0  0  0
 16 19  2  0  0  0  0
 16 43  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 18 44  1  0  0  0  0
 19 45  1  0  0  0  0
 21 23  1  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 23 26  2  0  0  0  0
 24 27  1  0  0  0  0
 24 48  1  0  0  0  0
 25 28  2  0  0  0  0
 25 49  1  0  0  0  0
 26 50  1  0  0  0  0
 27 29  2  0  0  0  0
 27 51  1  0  0  0  0
 28 29  1  0  0  0  0
 28 52  1  0  0  0  0
 29 53  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07501

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N(C1=CC=C(OC[C@@H](O)CN(C)C)C=C1)C1=NC=C(Br)C(=N1)N([H])C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24BrN5O2/c1-27(2)13-17(28)14-29-18-10-8-16(9-11-18)25-21-23-12-19(22)20(26-21)24-15-6-4-3-5-7-15/h3-12,17,28H,13-14H2,1-2H3,(H2,23,24,25,26)/t17-/m0/s1

> <INCHI_KEY>
MEIJADBULOETOV-KRWDZBQOSA-N

> <FORMULA>
C21H24BrN5O2

> <MOLECULAR_WEIGHT>
458.352

> <EXACT_MASS>
457.111337684

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
46.404719481978084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.202221498666667

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.4513530543515

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.845867963388105

> <JCHEM_PKA_STRONGEST_BASIC>
8.698608396526474

> <JCHEM_POLAR_SURFACE_AREA>
82.54

> <JCHEM_REFRACTIVITY>
118.02180000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-1-(4-{[5-bromo-4-(phenylamino)pyrimidin-2-yl]amino}phenoxy)-3-(dimethylamino)propan-2-ol

> <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 (2S)-1-{4-[(4-Anilino-5-bromo-2-pyrimidinyl)amino]phenoxy}-3-(dimethylamino)-2-propanol (DB07501)

Structure for (2S)-1-{4-[(4-Anilino-5-bromo-2-pyrimidinyl)amino]phenoxy}-3-(dimethylamino)-2-propanol (DB07501)