8226
  Mrv0541 02231214372D          

 26 29  0  0  1  0            999 V2000
    3.0853    0.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3596    3.1421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9993    0.2572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8144   -3.1997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7950    1.4976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9860   -0.6021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2715   -1.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7005   -1.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5142    0.2628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2584    0.6925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7005   -1.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715   -1.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9860   -2.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -0.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9993   -3.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184    0.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7981    0.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2103   -2.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -2.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2584   -3.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5142   -3.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.9073    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3661    1.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0757    2.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5960   -0.2562    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  2  0  0  0  0
  2 24  1  0  0  0  0
  3  6  1  0  0  0  0
  3 10  1  0  0  0  0
  3 16  1  0  0  0  0
  4 15  1  0  0  0  0
  4 18  1  0  0  0  0
  5 17  1  0  0  0  0
 22  5  1  1  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 26  1  1  0  0  0
  7 12  1  0  0  0  0
  7 14  2  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9 17  1  1  0  0  0
 11 13  1  0  0  0  0
 11 18  2  0  0  0  0
 12 13  2  0  0  0  0
 12 19  1  0  0  0  0
 13 15  1  0  0  0  0
 15 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DRUGBANK_ID>
DB00353

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Methylergonovine

> <SYNONYMS>
Methylergobasin; Methylergobasine; Methylergobrevin; Methylergometrin; Methylergometrine; Methylergonovin; methylergonovine maleate

> <BRANDS>
Basofortina; Metenarin; Methergen; Methergin; Methergine; Norforms; Partergin; Ryegonovin; Spametrin-M

> <CHEMICAL_FORMULA>
C20H25N3O2

> <MOLECULAR_WEIGHT>
339.4314

> <EXACT_MASS>
339.194677059

> <IUPAC_NAME>
(4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N3O2/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25)/t13-,14+,18-/m1/s1

> <INCHI_KEY>
InChIKey=UNBRKDKAWYKMIV-QWQRMKEZSA-N

> <SMILES>
CC[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_ACIDIC_PKA>
15.95

> <ALOGPS_LOGP>
1.74

> <JCHEM_LOGP>
1.59

> <ALOGPS_LOGS>
-3.2

> <JCHEM_POLARIZABILITY>
38.73

> <JCHEM_POLAR_SURFACE_AREA>
68.36

> <JCHEM_REFRACTIVITY>
99.58

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <ALOGPS_SOLUBILITY>
2.04e-01 g/l

$$$$