BWP
  Mrv0541 02241213282D          

 30 32  0  0  0  0            999 V2000
    1.4457   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8411    0.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8411    1.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1266    0.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    1.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1266    2.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    4.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    4.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168    3.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    2.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    4.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -2.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    3.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122   -0.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0168   -0.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977   -0.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312   -2.1067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6977    2.0183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1266   -0.4567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1266    2.8433    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -2.1067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8747   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -2.1067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036   -1.6942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5891   -2.9317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -2.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602   -1.5227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  1 24  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  4 22  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5 21  1  0  0  0  0
  6 23  1  0  0  0  0
  8  9  2  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 15  1  0  0  0  0
 11 21  1  0  0  0  0
 12 15  2  0  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 16  1  0  0  0  0
 16 19  2  0  0  0  0
 16 22  1  0  0  0  0
 17 18  2  0  0  0  0
 17 20  1  0  0  0  0
 18 19  1  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  1  0  0  0
 24 30  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07501

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@](O)(COC1=CC=C(NC2=NC(NC3=CC=CC=C3)=C(Br)C=N2)C=C1)CN(C)C

> <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>
InChIKey=MEIJADBULOETOV-KRWDZBQOSA-N

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
46.2984864787459

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_EXACT_MASS>
457.111337684

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C21H24BrN5O2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-bromo-2-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-4-N-phenylpyrimidine-2,4-diamine

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
4.202221498666667

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MASS>
458.352

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.25906826958068

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.6266986621252

> <JCHEM_PKA_STRONGEST_BASIC>
8.69862351086256

> <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>
5-bromo-2-N-{4-[(2S)-3-(dimethylamino)-2-hydroxypropoxy]phenyl}-4-N-phenylpyrimidine-2,4-diamine

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB07501

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
(2S)-1-{4-[(4-ANILINO-5-BROMOPYRIMIDIN-2-YL)AMINO]PHENOXY}-3-(DIMETHYLAMINO)PROPAN-2-OL

$$$$