46941174
  -OEChem-07032015173D

 44 47  0     1  0  0  0  0  0999 V2000
    3.0479    2.5667   -3.3538 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0667   -3.4562   -2.3307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2301   -2.7644   -2.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610    1.5682    0.6446 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3235   -1.2649    0.5816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648    0.4798    1.7593 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8963    0.0274    1.0425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6702   -0.8921    0.1778 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0752    0.3525    0.8967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5891   -2.0671    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3591    1.7874   -0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904    0.7817   -0.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1830    2.5140    1.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -0.5064    0.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1972   -3.3393   -0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1377    1.8150    2.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2367    3.0385   -0.8461 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5939    1.0242   -1.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8896    3.9581    1.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139   -0.9567    0.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7809    3.2690   -1.7727 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851    2.2592   -2.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -3.1596   -1.7268 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2899   -2.3080    0.8913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5531   -2.6727    1.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1138   -0.3653    1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -1.6890    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7146   -0.7071   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5748   -2.2742    1.5856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6251   -1.8059    0.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1973   -3.6729    0.0696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844   -4.1541    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693    2.2053    2.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645    3.8320   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167    0.2478   -1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    4.1711    1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    4.5233    0.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3165    4.3553    2.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8323    4.2344   -2.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5644   -3.0767    0.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8092   -3.7216    1.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8065    0.4400    1.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4789   -1.9501    1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088   -3.3211   -3.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 44  1  0  0  0  0
  3 23  2  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  5  8  1  0  0  0  0
  5 14  2  0  0  0  0
  6  9  2  0  0  0  0
  6 16  1  0  0  0  0
  7 20  1  0  0  0  0
  7 26  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 28  1  0  0  0  0
 10 15  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 11 12  2  0  0  0  0
 11 17  1  0  0  0  0
 12 14  1  0  0  0  0
 12 18  1  0  0  0  0
 13 16  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 23  1  0  0  0  0
 15 31  1  0  0  0  0
 15 32  1  0  0  0  0
 16 33  1  0  0  0  0
 17 21  2  0  0  0  0
 17 34  1  0  0  0  0
 18 22  2  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 20 24  2  0  0  0  0
 21 22  1  0  0  0  0
 21 39  1  0  0  0  0
 24 25  1  0  0  0  0
 24 40  1  0  0  0  0
 25 27  2  0  0  0  0
 25 41  1  0  0  0  0
 26 27  1  0  0  0  0
 26 42  1  0  0  0  0
 27 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03182

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC1=CN=C2[C@H](CCC(O)=O)N=C(C3=CC=CC=N3)C3=CC(Br)=CC=C3N12

> <INCHI_IDENTIFIER>
InChI=1S/C20H17BrN4O2/c1-12-11-23-20-16(6-8-18(26)27)24-19(15-4-2-3-9-22-15)14-10-13(21)5-7-17(14)25(12)20/h2-5,7,9-11,16H,6,8H2,1H3,(H,26,27)/t16-/m0/s1

> <INCHI_KEY>
YOIMNRZPSLYTHB-INIZCTEOSA-N

> <FORMULA>
C20H17BrN4O2

> <MOLECULAR_WEIGHT>
425.286

> <EXACT_MASS>
424.053489

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
2.010577588306865

> <JCHEM_AVERAGE_POLARIZABILITY>
40.868380199601134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(7S)-12-bromo-3-methyl-9-(pyridin-2-yl)-2,5,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,8,10,12-hexaen-7-yl]propanoic acid

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
2.2614778765530414

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.511008126983125

> <JCHEM_PKA_STRONGEST_BASIC>
5.613039237099734

> <JCHEM_POLAR_SURFACE_AREA>
80.37

> <JCHEM_REFRACTIVITY>
114.94520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(7S)-12-bromo-3-methyl-9-(pyridin-2-yl)-2,5,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,8,10,12-hexaen-7-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$