146675101
  -OEChem-06242113523D

 44 46  0     0  0  0  0  0  0999 V2000
    1.6536    2.4250   -0.5723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2111   -1.3536   -0.5778 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -4.1170   -0.7468 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626   -3.5056    1.4304 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2090    0.7490    0.4951 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    0.2501    0.2220 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622    0.1400   -1.4676 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0389    1.5114   -0.5074 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8614    0.9853    0.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3553    0.5972   -0.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1580    1.2158    0.1281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4588    0.2447   -0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9759    0.7120   -0.8910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660    1.4898    1.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5593   -0.9919    0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2729    1.3434   -0.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6955    1.5972    1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1871    0.9874    1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8195   -0.1263   -1.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1848   -1.9778   -0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5506    0.3591    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3330   -0.7351    0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6055   -3.2545    0.2417 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7049   -0.6406    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    1.5664   -0.6933 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2448    0.5288   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5633    0.4268   -1.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738    1.7885    2.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556   -0.7600    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2110   -1.4250    1.5417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0458    1.9867    2.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8982    1.7342    1.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7038    1.3568    2.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6952    0.0459    1.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8386   -0.2696   -2.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5524    0.6462   -0.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0736   -2.2468   -0.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526   -1.5522   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9691   -1.6781    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3526   -1.4782    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1049   -1.5597   -0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7476    2.4995   -1.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3110    0.6243   -0.5637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250   -4.9487   -0.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  2  0  0  0  0
  2 19  1  0  0  0  0
  2 41  1  0  0  0  0
  3 23  1  0  0  0  0
  3 44  1  0  0  0  0
  4 23  2  0  0  0  0
  5  9  1  0  0  0  0
  5 12  1  0  0  0  0
  5 18  1  0  0  0  0
  6 15  1  0  0  0  0
  6 16  1  0  0  0  0
  6 21  1  0  0  0  0
  7 10  1  0  0  0  0
  7 12  2  0  0  0  0
  8 21  1  0  0  0  0
  8 25  2  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 10 13  1  0  0  0  0
 11 13  2  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  0  0  0  0
 12 19  1  0  0  0  0
 13 27  1  0  0  0  0
 14 17  2  0  0  0  0
 14 28  1  0  0  0  0
 15 20  1  0  0  0  0
 15 29  1  0  0  0  0
 15 30  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 20 23  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 22  2  0  0  0  0
 22 24  1  0  0  0  0
 22 39  1  0  0  0  0
 24 26  2  0  0  0  0
 24 40  1  0  0  0  0
 25 26  1  0  0  0  0
 25 42  1  0  0  0  0
 26 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03384

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/XSHQQGMNBDLVGC-UHFFFAOYSA-N/SDF?record_type=3d

> <SMILES>
CN1C(CO)=NC2=C1C=CC(=C2)C(=O)N(CCC(O)=O)C1=NC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H18N4O4/c1-21-14-6-5-12(10-13(14)20-16(21)11-23)18(26)22(9-7-17(24)25)15-4-2-3-8-19-15/h2-6,8,10,23H,7,9,11H2,1H3,(H,24,25)

> <INCHI_KEY>
XSHQQGMNBDLVGC-UHFFFAOYSA-N

> <FORMULA>
C18H18N4O4

> <MOLECULAR_WEIGHT>
354.366

> <EXACT_MASS>
354.132805076

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.999397444502535

> <JCHEM_AVERAGE_POLARIZABILITY>
37.02027757288463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{1-[2-(hydroxymethyl)-1-methyl-1H-1,3-benzodiazol-5-yl]-N-(pyridin-2-yl)formamido}propanoic acid

> <ALOGPS_LOGP>
0.78

> <JCHEM_LOGP>
0.20695226637588193

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.926470320625866

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9378164853965703

> <JCHEM_PKA_STRONGEST_BASIC>
3.1944488126699926

> <JCHEM_POLAR_SURFACE_AREA>
108.55000000000001

> <JCHEM_REFRACTIVITY>
93.59810000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1-{2-[(4-carbamimidoylphenyl)carbamoyl]-1-methyl-1,3-benzodiazol-5-yl}-N-(pyridin-2-yl)formamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$