Mrv1718003271813522D          

 30 33  0  0  0  0            999 V2000
    2.8483   -0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8483   -1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1338   -1.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4193   -1.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4193   -0.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1338    0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5627    0.1105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347   -1.3819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347   -0.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1498   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126   -2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876   -2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251   -3.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0876    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    0.7144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1501    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5626    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1501    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3251    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    2.8578    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.3251    3.5723    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.0876    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9126    1.4289    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
  1  7  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
  4  8  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  2  0  0  0  0
 11 20  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 22 19  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  2  0  0  0  0
 22 30  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 30  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
M  CHG  2  27   1  28  -1
M  END
> <DATABASE_ID>
DB08232

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=CC=C2NC(=CC2=N1)C1=CC(CC(O)=O)=CC(=C1O)C1=CC=CC(=C1)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H16N4O5/c22-19-5-4-16-18(24-19)10-17(23-16)15-7-11(8-20(26)27)6-14(21(15)28)12-2-1-3-13(9-12)25(29)30/h1-7,9-10,23,28H,8H2,(H2,22,24)(H,26,27)

> <INCHI_KEY>
BVBGZXXLVHYBKI-UHFFFAOYSA-N

> <FORMULA>
C21H16N4O5

> <MOLECULAR_WEIGHT>
404.3755

> <EXACT_MASS>
404.112069642

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
41.35039177374503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(5-{5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl}-6-hydroxy-3'-nitro-[1,1'-biphenyl]-3-yl)acetic acid

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
1.6640878598634952

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.769773227892939

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.878911082573687

> <JCHEM_PKA_STRONGEST_BASIC>
5.976810731149269

> <JCHEM_POLAR_SURFACE_AREA>
155.37

> <JCHEM_REFRACTIVITY>
109.38839999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-{5-amino-1H-pyrrolo[3,2-b]pyridin-2-yl}-6-hydroxy-3'-nitro-[1,1'-biphenyl]-3-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08232

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
[5-(5-Amino-1H-pyrrolo[3,2-b]pyridin-2-yl)-6-hydroxy-3'-nitro-3-biphenylyl]acetic acid

$$$$