Mrv1718009151813092D          

 34 36  0  0  0  0            999 V2000
   -5.3585    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7545    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1045    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.8250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9295   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6440   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3585   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9295   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  3  0  0  0  0
 23 28  1  0  0  0  0
 28 29  2  0  0  0  0
 20 29  1  0  0  0  0
 18 30  2  0  0  0  0
 13 30  1  0  0  0  0
 11 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
  9 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06321

> <DATABASE_NAME>
drugbank

> <SMILES>
CCC(=O)NS(=O)(=O)C1=CC(NC2=NC=C(F)C(NC3=CC=C(OCC#C)C=C3)=N2)=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C23H22FN5O4S/c1-4-12-33-18-10-8-16(9-11-18)26-22-19(24)14-25-23(28-22)27-17-7-6-15(3)20(13-17)34(31,32)29-21(30)5-2/h1,6-11,13-14H,5,12H2,2-3H3,(H,29,30)(H2,25,26,27,28)

> <INCHI_KEY>
IGLNXKVGKIFNBQ-UHFFFAOYSA-N

> <FORMULA>
C23H22FN5O4S

> <MOLECULAR_WEIGHT>
483.52

> <EXACT_MASS>
483.137653545

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
48.81690460022342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{5-[(5-fluoro-4-{[4-(prop-2-yn-1-yloxy)phenyl]amino}pyrimidin-2-yl)amino]-2-methylbenzenesulfonyl}propanamide

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.224540587000001

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.38743328574126

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.239102240253809

> <JCHEM_PKA_STRONGEST_BASIC>
1.9001874307614268

> <JCHEM_POLAR_SURFACE_AREA>
122.31

> <JCHEM_REFRACTIVITY>
125.6059

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{5-[(5-fluoro-4-{[4-(prop-2-yn-1-yloxy)phenyl]amino}pyrimidin-2-yl)amino]-2-methylbenzenesulfonyl}propanamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06321

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
R-348

> <SYNONYMS>
5-Fluoro-N-(4-methyl-3-propionylaminosulfonylphenyl)-N'-(4-(prop-2-ynyloxy)phenyl)-2,4-pyrimidinediamine

$$$$