3D structure for R,R-threo-4'-hydroxy-hydrobupropion

155535833
  -OEChem-04282219263D

37 37  0     1  0  0  0  0  0999 V2000
   -3.2782   -2.6096    0.3085 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5808    0.8339    2.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9775   -0.2916   -0.5724 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736    0.6684    0.2096 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7374   -0.3902   -0.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.2796   -0.1984 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3912    1.0732    0.6206 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4080   -0.8470    1.1912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7867    0.1779   -1.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0036   -1.5660   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3090    0.5250   -1.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413    0.7005    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4631   -0.6227    0.4326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9397    1.6810   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833   -0.9656    0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2599    1.3382   -0.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6816    0.0149   -0.2805 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788   -0.7444    0.0608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7955    0.8830    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392    2.1494    0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9380   -0.0221    1.6821 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1410   -1.6386    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6749   -1.2439    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3076    1.0348   -0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5462   -0.5760   -1.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540    0.5127   -2.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5359   -1.4431   -1.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3732   -2.1497   -0.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7858   -2.3057   -1.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9922    1.5595   -1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5344   -0.1228   -2.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2106    0.4024   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    0.0450    2.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763   -1.3914    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6254    2.7158   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9483    2.1130   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4431    0.5174   -0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  2  7  1  0  0  0  0
  2 33  1  0  0  0  0
  3 17  1  0  0  0  0
  3 37  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 19  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 18  1  0  0  0  0
  7 12  1  0  0  0  0
  7 20  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
  9 24  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 11 32  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 13 34  1  0  0  0  0
 14 16  2  0  0  0  0
 14 35  1  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
 16 36  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03474

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
C[C@@H](NC(C)(C)C)[C@H](O)C1=CC(Cl)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H20ClNO2/c1-8(15-13(2,3)4)12(17)9-5-6-11(16)10(14)7-9/h5-8,12,15-17H,1-4H3/t8-,12+/m1/s1

> <INCHI_KEY>
OVCZIEKVPBZCBH-PELKAZGASA-N

> <FORMULA>
C13H20ClNO2

> <MOLECULAR_WEIGHT>
257.76

> <EXACT_MASS>
257.1182566

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.8631032569532024

> <JCHEM_AVERAGE_POLARIZABILITY>
27.515598907001934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1R,2R)-2-(tert-butylamino)-1-hydroxypropyl]-2-chlorophenol

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.5485984471474377

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.948384862975493

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.80523283677401

> <JCHEM_PKA_STRONGEST_BASIC>
9.826700173500901

> <JCHEM_POLAR_SURFACE_AREA>
52.489999999999995

> <JCHEM_REFRACTIVITY>
70.2786

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,2R)-2-(tert-butylamino)-1-hydroxypropyl]-2-chlorophenol

> <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 R,R-threo-4'-hydroxy-hydrobupropion

Structure for R,R-threo-4'-hydroxy-hydrobupropion