3D structure for (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide (DB08260)

24963032
  -OEChem-10051721173D

50 51  0     1  0  0  0  0  0999 V2000
   -1.8272   -2.6424    1.6379 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3430    0.2980   -0.3124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3615    2.1729   -2.0527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7097    1.7800    2.0867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    2.9846    0.8216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558   -0.7568   -0.1519 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5097   -2.1248   -0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2213    0.0302   -1.3313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3613   -0.1449    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4765    1.3195   -0.9171 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7346    1.1006    1.3013 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2030    2.0721    0.2238 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7018    0.2611   -1.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522   -1.7991    0.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4496   -3.1765   -0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6884   -2.7044    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4412   -1.5953   -0.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216   -1.1465    0.2967 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4762    0.0180   -0.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7088    0.4618    0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4731    1.5618   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6809    2.0303    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7424   -0.4564   -2.1840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8594   -0.7917    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4549    1.0726   -0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9217    0.8131    1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    2.6896   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9174    1.1832   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1384   -0.5833   -2.1597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8881    1.6791   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356    1.1529    2.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493    2.4691    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3535   -1.5558   -1.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -4.0365    0.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7409   -3.5224   -1.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4113   -2.3454    1.3243 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3592   -3.5601    0.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6987   -1.9390   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7879   -0.7225   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3995   -2.0058    0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4642   -0.8611    1.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7936    0.8696   -0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7779   -0.2794   -1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3702   -0.3980    0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3986    0.8218    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8060    1.1932   -1.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8111    2.4161   -0.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3780    2.4364    1.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3790    1.2055    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2129    2.8158   -0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
  2  9  1  0  0  0  0
  2 13  1  0  0  0  0
  3 10  1  0  0  0  0
  3 30  1  0  0  0  0
  4 11  1  0  0  0  0
  4 31  1  0  0  0  0
  5 12  1  0  0  0  0
  5 32  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 14  1  0  0  0  0
  7 14  1  0  0  0  0
  7 15  1  0  0  0  0
  7 33  1  0  0  0  0
  8 10  1  0  0  0  0
  8 13  1  0  0  0  0
  8 23  1  0  0  0  0
  9 11  1  0  0  0  0
  9 24  1  0  0  0  0
 10 12  1  0  0  0  0
 10 25  1  0  0  0  0
 11 12  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 15 16  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 17  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 18  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 19  1  0  0  0  0
 18 40  1  0  0  0  0
 18 41  1  0  0  0  0
 19 20  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 20 21  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 21 22  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08260

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]12CO[C@@]([H])(N1C(=S)NCCCCCCCC)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C15H28N2O4S/c1-2-3-4-5-6-7-8-16-15(22)17-10-9-21-14(17)13(20)12(19)11(10)18/h10-14,18-20H,2-9H2,1H3,(H,16,22)/t10-,11+,12-,13+,14+/m0/s1

> <INCHI_KEY>
LFSNQOFOMJLHIW-MEBFFEOJSA-N

> <FORMULA>
C15H28N2O4S

> <MOLECULAR_WEIGHT>
332.459

> <EXACT_MASS>
332.176978084

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-3.979680995625628e-06

> <JCHEM_AVERAGE_POLARIZABILITY>
36.35006209800459

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.4038525136666657

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.363622338926733

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.49290521534675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4857756963834254

> <JCHEM_POLAR_SURFACE_AREA>
85.19000000000001

> <JCHEM_REFRACTIVITY>
87.502

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide (DB08260)

Structure for (1S,2R,3S,4R,5R)-2,3,4-trihydroxy-N-octyl-6-oxa-8-azabicyclo[3.2.1]octane-8-carbothioamide (DB08260)