3D structure for (1S,4R,7AR)-4-BUTOXY-1-[(1R)-1-FORMYLPROPYL]-2,4,5,6,7,7A-HEXAHYDRO-1H-ISOINDOLE-3-CARBOXYLIC ACID (DB08109)

46937124
  -OEChem-10051721143D

49 50  0     1  0  0  0  0  0999 V2000
   -2.3070    1.0299    0.6586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2115   -3.6418    0.1612 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2297    2.2457   -1.6627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -2.6841    1.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706   -1.3279   -0.5128 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7117    0.9062   -0.0180 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7404    0.0197   -0.7950 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2390   -0.1078    0.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2586    1.8246    1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3398    0.3819    1.4828 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1186    2.4527    1.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958    1.3855    2.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2013    0.1568   -0.3987 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1547   -1.3447    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0596   -0.9106   -1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6460    1.5744   -0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4653   -2.5943    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1562    0.0883    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5369   -0.8110   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1494    0.8370   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1080   -0.1172   -1.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1254    0.6367   -2.4043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544    1.5121   -0.7455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6156    0.2038   -1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062    1.2779    1.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    2.6435    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8239   -0.4186    2.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4734    3.1104    1.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5368    3.0806    2.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6293    1.8906    3.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2287    0.8442    3.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3139    0.0200    0.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6099   -2.1648   -0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599   -0.8212   -2.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7287   -1.9174   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4474    1.9689   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757   -0.5989   -0.6037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6964   -0.4924    0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0939   -1.6287   -1.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727    0.1299   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6818   -0.8796    0.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7102    1.5507   -0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6032    1.4409   -1.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1832   -4.5016    0.4208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -0.7288   -0.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5442   -0.8025   -2.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6300    1.2363   -3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8006   -0.0660   -2.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7295    1.3058   -1.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 18  1  0  0  0  0
  2 17  1  0  0  0  0
  2 44  1  0  0  0  0
  3 16  2  0  0  0  0
  4 17  2  0  0  0  0
  5  7  1  0  0  0  0
  5 14  1  0  0  0  0
  5 33  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 23  1  0  0  0  0
  7 13  1  0  0  0  0
  7 24  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  2  0  0  0  0
  9 11  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 12  1  0  0  0  0
 10 27  1  0  0  0  0
 11 12  1  0  0  0  0
 11 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 32  1  0  0  0  0
 14 17  1  0  0  0  0
 15 19  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 18 20  1  0  0  0  0
 18 37  1  0  0  0  0
 18 38  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 21  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 22  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08109

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](CC)(C=O)[C@@]1([H])NC(C(O)=O)=C2[C@@]1([H])CCC[C@@]2([H])OCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C17H27NO4/c1-3-5-9-22-13-8-6-7-12-14(13)16(17(20)21)18-15(12)11(4-2)10-19/h10-13,15,18H,3-9H2,1-2H3,(H,20,21)/t11-,12+,13+,15+/m0/s1

> <INCHI_KEY>
WRBRCIHZCYLBFW-KYEXWDHISA-N

> <FORMULA>
C17H27NO4

> <MOLECULAR_WEIGHT>
309.4006

> <EXACT_MASS>
309.194008357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.0019488118910593322

> <JCHEM_AVERAGE_POLARIZABILITY>
34.63144860582554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,7aR)-4-butoxy-1-[(2R)-1-oxobutan-2-yl]-2,4,5,6,7,7a-hexahydro-1H-isoindole-3-carboxylic acid

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
2.096452987999999

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.559718681676685

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.765085993312085

> <JCHEM_PKA_STRONGEST_BASIC>
1.8082578324326584

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
84.6308

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-01 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 (1S,4R,7AR)-4-BUTOXY-1-[(1R)-1-FORMYLPROPYL]-2,4,5,6,7,7A-HEXAHYDRO-1H-ISOINDOLE-3-CARBOXYLIC ACID (DB08109)

Structure for (1S,4R,7AR)-4-BUTOXY-1-[(1R)-1-FORMYLPROPYL]-2,4,5,6,7,7A-HEXAHYDRO-1H-ISOINDOLE-3-CARBOXYLIC ACID (DB08109)