Mrv1572003301621172D          

 22 23  0  0  0  0            999 V2000
   -3.1915    0.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9452    0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6126    0.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5264   -0.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7727   -0.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -0.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4379   -0.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5178   -1.7751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6928   -1.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234   -0.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -1.0629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3415   -0.6504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728   -1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0873   -0.6504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8018   -1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163   -0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2307   -1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452   -0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6597   -1.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728   -1.8879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9452    1.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6597    1.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  8  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  7  9  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10  7  1  0  0  0  0
 13 20  2  0  0  0  0
  2 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01079

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCCCNC(=N)N\N=C\C1=CNC2=C1C=C(OC)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N5O/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15/h6-7,9-11,19H,3-5,8H2,1-2H3,(H3,17,18,21)/b20-11+

> <INCHI_KEY>
IKBKZGMPCYNSLU-RGVLZGJSSA-N

> <FORMULA>
C16H23N5O

> <MOLECULAR_WEIGHT>
301.394

> <EXACT_MASS>
301.190260381

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.96184660086094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N'-[(E)-[(5-methoxy-1H-indol-3-yl)methylidene]amino]-N-pentylguanidine

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
2.9544107576666665

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.91484195141512

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.243261145827702

> <JCHEM_PKA_STRONGEST_BASIC>
8.50075894690013

> <JCHEM_POLAR_SURFACE_AREA>
85.29

> <JCHEM_REFRACTIVITY>
110.24959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tegaserod

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01079

> <SECONDARY_ACCESSION_NUMBERS>
APRD00096

> <DRUG_GROUPS>
approved; investigational; withdrawn

> <GENERIC_NAME>
Tegaserod

> <SYNONYMS>
1-(((5-Methoxyindol-3-yl)methylene)amino)-3-pentylguanidine; Tégasérod; Tegaserod; Tegaserodum

> <PRODUCTS>
Zelnorm

> <INTERNATIONAL_BRANDS>
Zelmac

> <SALTS>
Tegaserod maleate

$$$$