Mrv1909 02072016302D          

 20 21  0  0  0  0            999 V2000
   -0.0252    1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892    0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397    1.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397    0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9586    1.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    1.7655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541    0.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830    0.2732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5975    0.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5357   -0.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385   -1.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -1.3101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7286   -0.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1686    0.6857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810    1.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7561    1.4001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  8  1  0  0  0  0
  4  2  1  0  0  0  0
  3  4  2  0  0  0  0
  9  4  1  0  0  0  0
  5  1  1  0  0  0  0
  3  6  1  0  0  0  0
  6  5  2  0  0  0  0
  6 10  1  0  0  0  0
  9  7  2  0  0  0  0
  8  7  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 11  1  0  0  0  0
 11 12  1  0  0  0  0
 17 13  1  0  0  0  0
 13 15  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
DB00669

> <DATABASE_NAME>
drugbank

> <SMILES>
CNS(=O)(=O)CC1=CC=C2NC=C(CCN(C)C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3

> <INCHI_KEY>
KQKPFRSPSRPDEB-UHFFFAOYSA-N

> <FORMULA>
C14H21N3O2S

> <MOLECULAR_WEIGHT>
295.4

> <EXACT_MASS>
295.135447621

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9970462644693793

> <JCHEM_AVERAGE_POLARIZABILITY>
32.30534147815051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
0.7419288613400098

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.140195724720275

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.244987975521886

> <JCHEM_PKA_STRONGEST_BASIC>
9.536988551879368

> <JCHEM_POLAR_SURFACE_AREA>
65.2

> <JCHEM_REFRACTIVITY>
82.08419999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosa-14,17-dien-16-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00669

> <SECONDARY_ACCESSION_NUMBERS>
APRD00379

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Sumatriptan

> <SYNONYMS>
(3-[2-(dimethylamino)ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide; 1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide; 3-(2-(dimethylamino)ethyl)-N-methyl-1H-indole-5-methanesulfonamide; 3-[2-(dimethylamino)ethyl]-N-methylindole-5-methanesulfonamide; Sumatriptan; Sumatriptán; Sumatriptanum

> <PRODUCTS>
Act Sumatriptan; Alsuma; Apo-sumatriptan; Ava-sumatriptan; Dom-sumatriptan; Imitrex; Imitrex - Tab 50mg; Imitrex Df - Tab 100mg; Imitrex Df - Tab 25mg; Imitrex Df - Tab 50mg; Imitrex Inj 12mg/ml; Imitrex Tab 100mg; Migranow; Mylan-sumatriptan; Ntp-sumatriptan DF; Nu-sumatriptan; Onzetra; Onzetra Xsail; PHL-sumatriptan; PMS-sumatriptan; Q-sumatriptan; Ratio-sumatriptan; Riva-sumatriptan; Sandoz Sumatriptan; Sdz-sumatriptan; SumaChip; Sumansetron; Sumatriptan; Sumatriptan DF; Sumatriptan Injection; Sumatriptan Injection, USP; Sumatriptan Succinate; Sumatriptan Succinate and Naproxen Sodium; Sumatriptan and Naproxen Sodium; Sumavel DosePro; Suvexx; Taro-sumatriptan; Teva-sumatriptan; Teva-sumatriptan DF; Tosymra; Treximet; ZEMBRACE SymTouch; Zecuity; Zembrace Symtouch

> <INTERNATIONAL_BRANDS>
Adracon; Altaxa; Apigrane; Boots Pharmacy Migraine Relief; Cinie; Frimig; Illument; Imigen; Imigran; Imigran mite; Imigran Radis; Imigrane; Imitrex Oral; Migralgin; Migraneitor; Nazdav; Sapphirex; Sumatran; Sumax; Suminat; Youshu

> <SALTS>
Sumatriptan hemisulfate; Sumatriptan succinate

$$$$