Mrv1652306111720402D          

 36 38  0  0  0  0            999 V2000
   -1.3972   -0.3252    0.0000 P   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6744   -1.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274    0.4547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6185   -0.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0074   -0.0645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470    0.1005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725   -0.3796    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0187   -1.1641    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8461   -1.1742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1063   -0.3934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5408   -0.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2446    0.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5291    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8174    0.8503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253    0.0257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563    1.2779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -1.2114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364   -1.9961    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -1.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986    0.9191    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8088    1.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3799    1.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8001    2.1642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275    0.9343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376    1.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2289    2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9563    0.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4859   -1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180   -0.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -0.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1061   -1.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665   -2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7577   -2.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1076    0.0942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241   -1.8309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2522    0.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 12 16  2  0  0  0  0
 11 17  2  0  0  0  0
 10 15  1  1  0  0  0
  1  4  1  0  0  0  0
  9 18  1  6  0  0  0
  9 19  1  0  0  0  0
  1  2  1  1  0  0  0
 20 21  1  0  0  0  0
  1  3  2  0  0  0  0
 20 22  1  6  0  0  0
  4  5  1  0  0  0  0
 21 23  2  0  0  0  0
  6  7  1  0  0  0  0
 21 24  1  0  0  0  0
  7  8  1  0  0  0  0
 24 25  1  0  0  0  0
  8  9  1  0  0  0  0
 25 26  1  0  0  0  0
  9 10  1  0  0  0  0
 25 27  1  0  0  0  0
  6 10  1  0  0  0  0
  2 28  1  0  0  0  0
  7  5  1  1  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 12 13  1  0  0  0  0
 32 33  2  0  0  0  0
 33 28  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
  8 35  1  6  0  0  0
  1 34  1  0  0  0  0
 34 20  1  0  0  0  0
 11 36  1  0  0  0  0
 36 12  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08934

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(C)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@](C)(F)[C@@H]1O)OC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16+,18+,20+,22+,36-/m0/s1

> <INCHI_KEY>
TTZHDVOVKQGIBA-IQWMDFIBSA-N

> <FORMULA>
C22H29FN3O9P

> <MOLECULAR_WEIGHT>
529.458

> <EXACT_MASS>
529.162544687

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
49.892479808895715

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propan-2-yl (2S)-2-{[(S)-{[(2R,3R,4R,5R)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy}(phenoxy)phosphoryl]amino}propanoate

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.2836041453333324

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.386302898249347

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.701230061122487

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8535951513649893

> <JCHEM_POLAR_SURFACE_AREA>
152.73000000000002

> <JCHEM_REFRACTIVITY>
121.59160000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.24e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl (2S)-2-{[(S)-[(2R,3R,4R,5R)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-fluoro-3-hydroxy-4-methyloxolan-2-yl]methoxy(phenoxy)phosphoryl]amino}propanoate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08934

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Sofosbuvir

> <SYNONYMS>
S)-Isopropyl 2-((S)-(((2R,3R,4R,5R)-5-(2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)- (phenoxy)phosphorylamino)propanoate; Sofosbuvir

> <PRODUCTS>
Epclusa; Epclusa Access; Harvoni; Harvoni Access; Ledipasvir and Sofosbuvir; Sofosbuvir and Velpatasvir; Sovaldi; Sovaldi Access; Vosevi

> <INTERNATIONAL_BRANDS>
Hepcinat; Hepcvir; SoviHep

$$$$