<?xml version='1.0' encoding='utf-8'?>
<response><molecules><molecule><atc_classifications><level5>/chembl/api/data/atc_class/M03BC51</level5></atc_classifications><availability_type>1</availability_type><biotherapeutic/><black_box_warning/><chemical_probe/><chirality/><cross_references/><dosed_ingredient/><first_approval>1957</first_approval><first_in_class/><helm_notation/><inorganic_flag/><max_phase>4.0</max_phase><molecule_chembl_id>CHEMBL900</molecule_chembl_id><molecule_hierarchy><active_chembl_id>CHEMBL900</active_chembl_id><molecule_chembl_id>CHEMBL900</molecule_chembl_id><parent_chembl_id>CHEMBL900</parent_chembl_id></molecule_hierarchy><molecule_properties><alogp>3.66</alogp><aromatic_rings>2</aromatic_rings><full_molformula>C18H23NO</full_molformula><full_mwt>269.39</full_mwt><hba>2</hba><hbd/><heavy_atoms>20</heavy_atoms><mw_freebase>269.39</mw_freebase><np_likeness_score>-0.72</np_likeness_score><num_ro5_violations/><psa>12.47</psa><qed_weighted>0.79</qed_weighted><ro3_pass>N</ro3_pass><rtb>6</rtb></molecule_properties><molecule_structures><canonical_smiles>Cc1ccccc1C(OCCN(C)C)c1ccccc1</canonical_smiles><molfile>
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.4125   -5.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -5.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6500   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -4.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -3.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -6.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -3.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -4.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1750   -5.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -5.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -6.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1375   -3.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6792   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8417   -6.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -5.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3042   -6.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -6.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  2  1  0
  6  9  1  0
  7  5  1  0
  8  1  1  0
  9  7  1  0
 10  3  1  0
 11  3  1  0
 12  4  1  0
 13  4  2  0
 14  6  1  0
 15  6  1  0
 16  8  2  0
 17 16  1  0
 18 12  2  0
 19 13  1  0
 20 19  2  0
 17 11  2  0
 20 18  1  0
M  END
</molfile><standard_inchi>InChI=1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3</standard_inchi><standard_inchi_key>QVYRGXJJSLMXQH-UHFFFAOYSA-N</standard_inchi_key></molecule_structures><molecule_synonyms><synonym><molecule_synonym>Invagesic</molecule_synonym><syn_type>OTHER</syn_type><synonyms>Invagesic</synonyms></synonym><synonym><molecule_synonym>Mefenamine</molecule_synonym><syn_type>JAN</syn_type><synonyms>MEFENAMINE</synonyms></synonym><synonym><molecule_synonym>Mefenamine</molecule_synonym><syn_type>OTHER</syn_type><synonyms>MEFENAMINE</synonyms></synonym><synonym><molecule_synonym>Mialgin</molecule_synonym><syn_type>OTHER</syn_type><synonyms>MIALGIN</synonyms></synonym><synonym><molecule_synonym>Norgesic</molecule_synonym><syn_type>OTHER</syn_type><synonyms>Norgesic</synonyms></synonym><synonym><molecule_synonym>Orfenadrina</molecule_synonym><syn_type>INN_SPANISH</syn_type><synonyms>ORFENADRINA</synonyms></synonym><synonym><molecule_synonym>Orphenadrin</molecule_synonym><syn_type>OTHER</syn_type><synonyms>ORPHENADRIN</synonyms></synonym><synonym><molecule_synonym>Orphenadrine</molecule_synonym><syn_type>INN</syn_type><synonyms>ORPHENADRINE</synonyms></synonym><synonym><molecule_synonym>Orphenadrine</molecule_synonym><syn_type>MERCK_INDEX</syn_type><synonyms>ORPHENADRINE</synonyms></synonym><synonym><molecule_synonym>Orphenadrine</molecule_synonym><syn_type>OTHER</syn_type><synonyms>ORPHENADRINE</synonyms></synonym><synonym><molecule_synonym>Orphengesic</molecule_synonym><syn_type>OTHER</syn_type><synonyms>Orphengesic</synonyms></synonym></molecule_synonyms><molecule_type>Small molecule</molecule_type><natural_product>1</natural_product><oral>True</oral><orphan/><parenteral>True</parenteral><polymer_flag/><pref_name>ORPHENADRINE</pref_name><prodrug/><structure_type>MOL</structure_type><therapeutic_flag>True</therapeutic_flag><topical/><usan_stem>-drine</usan_stem><usan_stem_definition>sympathomimetics</usan_stem_definition><usan_substem>-drine</usan_substem><usan_year/><veterinary/><withdrawn_flag/></molecule></molecules></response>