3D structure for Brodimoprim-4,6-Dicarboxylate (DB02809)

5287754
  -OEChem-10051720033D

55 56  0     1  0  0  0  0  0999 V2000
   -0.6409    4.2585   -0.4787 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0211    1.8428    1.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    0.9191   -1.8915 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.3455    2.3952   -0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    3.8248   -1.0503 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0839   -1.7257   -0.1541 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.2537   -3.0874   -0.2471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3974   -2.5640   -1.2197 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.5815   -3.6030   -0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873   -2.4829    1.7578 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -4.6422   -1.9356 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6214    0.2401    0.3715 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1263   -0.1142    0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4548   -1.0169    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526    1.0859    0.8299 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7836    0.7039    0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9595   -0.7464    0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579    1.2937   -0.7294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2930    1.8629    0.9546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    0.8323    1.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3691   -0.2565    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1268    0.8443    1.4047 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8447   -1.9798   -0.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7874    2.8695    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    1.8388    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4202   -1.4609    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1303    2.8573   -0.2456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5573   -2.5186    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3592   -1.4954   -0.4120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288   -3.5664   -1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6102    3.5915   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9336    0.6526    1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7804   -0.5152   -0.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9821   -0.9102    1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2242   -1.7808    0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1706   -1.4462   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3373    1.8863    0.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6056    1.5165    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4241    0.2897    0.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740   -0.0633    1.7480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2415   -0.2998    1.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187   -0.0258   -0.6995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1195   -0.5385    2.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3892    0.1424    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7376    0.0778    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0177    1.8358   -0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0886   -0.7249   -0.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0848   -2.6136   -1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8330   -2.0677    2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9562   -3.2753    1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6020    3.3245   -2.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137    4.5102   -2.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113    2.7953   -2.7256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3537   -4.6298   -2.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0195   -5.4289   -1.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 24  1  0  0  0  0
  2 16  1  0  0  0  0
  2 19  1  0  0  0  0
  3 18  1  0  0  0  0
  4 18  2  0  0  0  0
  5 27  1  0  0  0  0
  5 31  1  0  0  0  0
  6 23  1  0  0  0  0
  7 23  2  0  0  0  0
  8 29  1  0  0  0  0
  8 30  2  0  0  0  0
  8 48  1  0  0  0  0
  9 28  2  0  0  0  0
  9 30  1  0  0  0  0
 10 28  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
 11 30  1  0  0  0  0
 11 54  1  0  0  0  0
 11 55  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 18  1  0  0  0  0
 12 32  1  0  0  0  0
 13 15  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 17  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 16  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 17 23  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 19 22  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 25  2  0  0  0  0
 21 26  1  0  0  0  0
 21 43  1  0  0  0  0
 21 44  1  0  0  0  0
 22 45  1  0  0  0  0
 24 27  2  0  0  0  0
 25 27  1  0  0  0  0
 25 46  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
 29 47  1  0  0  0  0
 31 51  1  0  0  0  0
 31 52  1  0  0  0  0
 31 53  1  0  0  0  0
M  CHG  3   3  -1   6  -1   8   1
M  END
> <DATABASE_ID>
DB02809

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/SZAVCZNFKJSWRN-LBPRGKRZSA-M/SDF?record_type=3d

> <SMILES>
COC1=CC(CC2=C[NH+]=C(N)N=C2N)=CC(OCCC[C@@H](CCC([O-])=O)C([O-])=O)=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p-1/t12-/m0/s1

> <INCHI_KEY>
SZAVCZNFKJSWRN-LBPRGKRZSA-M

> <FORMULA>
C20H24BrN4O6

> <MOLECULAR_WEIGHT>
496.332

> <EXACT_MASS>
495.087922167

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.0645455375997483

> <JCHEM_AVERAGE_POLARIZABILITY>
45.61685729292603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-diamino-5-[(4-bromo-3-{[(4S)-4,6-dicarboxylatohexyl]oxy}-5-methoxyphenyl)methyl]pyrimidin-1-ium

> <ALOGPS_LOGP>
0.94

> <JCHEM_LOGP>
1.0333047928804284

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.037331013581268

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.024067558597183

> <JCHEM_PKA_STRONGEST_BASIC>
8.156024773713183

> <JCHEM_POLAR_SURFACE_AREA>
177.79

> <JCHEM_REFRACTIVITY>
140.08589999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.03e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for Brodimoprim-4,6-Dicarboxylate (DB02809)

Structure for Brodimoprim-4,6-Dicarboxylate (DB02809)