Mrv1652310201623232D          

 38 41  0  0  0  0            999 V2000
   -1.7309    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    6.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7309    7.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    7.7270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    8.9645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559   10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849   10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    8.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   10.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   10.2020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   11.4395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    5.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    5.6645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    4.4270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    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
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
  5 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DB12120

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=CC(=C(C=C1C=C)C(=O)NC1=CC=C(C=C1)C(N)=N)C1=CC=C(N=C1C(O)=O)C(=O)NCC1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C28H27N5O5/c1-3-16-12-21(26(34)32-18-8-6-17(7-9-18)25(29)30)20(13-23(16)38-2)19-10-11-22(33-24(19)28(36)37)27(35)31-14-15-4-5-15/h3,6-13,15H,1,4-5,14H2,2H3,(H3,29,30)(H,31,35)(H,32,34)(H,36,37)

> <INCHI_KEY>
TUWMKPVJGGWGNL-UHFFFAOYSA-N

> <FORMULA>
C28H27N5O5

> <MOLECULAR_WEIGHT>
513.554

> <EXACT_MASS>
513.201218989

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
54.856858253661

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{2-[(4-carbamimidoylphenyl)carbamoyl]-4-ethenyl-5-methoxyphenyl}-6-[(cyclopropylmethyl)carbamoyl]pyridine-2-carboxylic acid

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.6332644886793484

> <ALOGPS_LOGS>
-4.87

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200137809405096

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.5492109406272894

> <JCHEM_PKA_STRONGEST_BASIC>
11.488957253727587

> <JCHEM_POLAR_SURFACE_AREA>
167.48999999999998

> <JCHEM_REFRACTIVITY>
154.8221

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{2-[(4-carbamimidoylphenyl)carbamoyl]-4-ethenyl-5-methoxyphenyl}-6-(cyclopropylmethylcarbamoyl)pyridine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12120

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Avoralstat

> <SYNONYMS>
3-(2-((4-Carbamimidoylphenyl)carbamoyl)-4-ethenyl-5-methoxyphenyl)-6-((cyclopropylmethyl)carbamoyl)pyridine-2-carboxylic acid; 3-[2-(4-carbamimidoyl-phenylcarbamoyl)-5-methoxy-4-vinyl-phenyl]-6-(cyclopropylmethyl-carbamoyl)-pyridine-2-carboxylic acid; 3-[2-[(4-carbamimidoylphenyl)carbamoyl]-4-ethenyl-5-methoxyphenyl]-6-(cyclopropylmethylcarbamoyl)pyridine-2-carboxylic acid; Avoralstat; BCX-4161; BCX4161

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