3D structure for 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid (DB08731)

24764434
  -OEChem-10051721263D

47 50  0     1  0  0  0  0  0999 V2000
    1.2738    1.6534   -1.8672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399    0.2051    2.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2013    5.2306   -0.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    3.3468    0.4654 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1143   -0.2345   -1.3858 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7035   -1.3189    0.5230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1743    1.0844    0.1372 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    1.6398   -0.1159 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8305    0.9161   -1.2925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0456    3.1652   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9240   -0.5868   -1.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2188    1.1498   -0.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5185    0.4321    1.3025 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3382    0.4656   -0.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    0.0318    1.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -1.2108   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0159   -1.3452   -1.9128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9155   -2.6239   -0.2865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6210    0.2394   -0.5695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3298    3.8841    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7516   -0.6514    1.9915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8013   -0.4634    0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865   -0.4518    0.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0512   -2.7349   -1.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943   -3.3715   -1.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0560   -0.8930    1.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8714   -3.2480    0.5313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7441   -1.1001    1.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7791   -2.4899    1.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8518   -0.7203   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7257    1.4393    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    1.3313   -1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3017    1.1635   -2.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767    3.5588    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7690    3.4316   -1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2744   -0.8705   -2.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9115    0.5961   -1.5510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209   -0.9900    2.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8294    0.6208    0.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3443   -3.3248   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0034   -4.4588   -1.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7346   -1.4301    2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9172   -4.3330    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4529   -0.5109    1.7787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5137   -2.9849    1.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0274    5.7007    0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0366   -0.4210   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0  0  0  0
  2 13  2  0  0  0  0
  3 20  1  0  0  0  0
  3 46  1  0  0  0  0
  4 20  2  0  0  0  0
  5 30  1  0  0  0  0
  5 47  1  0  0  0  0
  6 30  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 31  1  0  0  0  0
  9 11  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 10 20  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 15  2  0  0  0  0
 14 19  1  0  0  0  0
 15 21  1  0  0  0  0
 16 18  1  0  0  0  0
 16 22  2  0  0  0  0
 17 24  1  0  0  0  0
 17 36  1  0  0  0  0
 18 25  1  0  0  0  0
 18 27  2  0  0  0  0
 19 23  2  0  0  0  0
 19 37  1  0  0  0  0
 21 26  2  0  0  0  0
 21 38  1  0  0  0  0
 22 28  1  0  0  0  0
 22 39  1  0  0  0  0
 23 26  1  0  0  0  0
 23 30  1  0  0  0  0
 24 25  2  0  0  0  0
 24 40  1  0  0  0  0
 25 41  1  0  0  0  0
 26 42  1  0  0  0  0
 27 29  1  0  0  0  0
 27 43  1  0  0  0  0
 28 29  2  0  0  0  0
 28 44  1  0  0  0  0
 29 45  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08731

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](CC(O)=O)(CC1=CC=CC2=CC=CC=C12)N1C(=O)C2=CC=C(C=C2C1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H17NO6/c25-20(26)12-16(10-14-6-3-5-13-4-1-2-7-17(13)14)24-21(27)18-9-8-15(23(29)30)11-19(18)22(24)28/h1-9,11,16H,10,12H2,(H,25,26)(H,29,30)/t16-/m1/s1

> <INCHI_KEY>
GPOKTQCDBPECSS-MRXNPFEDSA-N

> <FORMULA>
C23H17NO6

> <MOLECULAR_WEIGHT>
403.3842

> <EXACT_MASS>
403.105587281

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9988060655561748

> <JCHEM_AVERAGE_POLARIZABILITY>
40.76309678911579

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2R)-1-carboxy-3-(naphthalen-1-yl)propan-2-yl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
3.352056205666666

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.204578826683018

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.333263526590411

> <JCHEM_PKA_STRONGEST_BASIC>
-6.476296651199387

> <JCHEM_POLAR_SURFACE_AREA>
111.97999999999999

> <JCHEM_REFRACTIVITY>
107.73969999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.46e-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 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid (DB08731)

Structure for 2-[(1R)-2-carboxy-1-(naphthalen-1-ylmethyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid (DB08731)