Mrv1718001011917502D          

 32 36  0  0  0  0            999 V2000
   -2.1433   -1.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -1.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.7395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -1.1520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -0.3270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4288   -1.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -2.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.3270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.9104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.0854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.1479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    0.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    1.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4288    2.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433    3.3854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    2.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    1.7354    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413   -3.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1 13  1  0  0  0  0
  1  3  1  0  0  0  0
  2 12  1  0  0  0  0
  2  4  1  0  0  0  0
 13  5  1  0  0  0  0
  3 31  1  0  0  0  0
  3  6  2  0  0  0  0
 12 10  1  0  0  0  0
 12  7  1  0  0  0  0
  4  8  2  0  0  0  0
 10 15  1  0  0  0  0
  7 17  1  0  0  0  0
 15  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
 17  9  1  0  0  0  0
 10 11  1  1  0  0  0
 12 20  1  6  0  0  0
 13 14  2  0  0  0  0
 14 31  1  0  0  0  0
 15 16  1  0  0  0  0
 17 18  1  1  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 24  1  0  0  0  0
 20 19  1  0  0  0  0
 22 23  2  0  0  0  0
 26 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 29  2  0  0  0  0
 27 26  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00699

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CC3=CN(C)C4=CC=CC(=C34)[C@]1(C[C@@H](COC(=O)C1=CN=CC(Br)=C1)CN2C)OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H26BrN3O3/c1-27-13-17-8-21-24(30-3,19-5-4-6-20(27)22(17)19)9-15(12-28(21)2)14-31-23(29)16-7-18(25)11-26-10-16/h4-7,10-11,13,15,21H,8-9,12,14H2,1-3H3/t15-,21-,24+/m1/s1

> <INCHI_KEY>
YSEXMKHXIOCEJA-FVFQAYNVSA-N

> <FORMULA>
C24H26BrN3O3

> <MOLECULAR_WEIGHT>
484.386

> <EXACT_MASS>
483.11575436

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
48.083143201791515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.695324943666666

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.116983486043328

> <JCHEM_POLAR_SURFACE_AREA>
56.59

> <JCHEM_REFRACTIVITY>
123.29739999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,4R,7R)-2-methoxy-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl]methyl 5-bromopyridine-3-carboxylate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00699

> <SECONDARY_ACCESSION_NUMBERS>
APRD00617

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Nicergoline

> <SYNONYMS>
(8β)-10-methoxy-1,6-dimethylergoline-8-methanol 5-bromo-3-pyridinecarboxylate (ester); 10-methoxy-1,6-dimethylergoline-8β-methanol 5-bromonicotinate; Nicergolin; Nicergolina; Nicergoline; Nicergolinum

> <INTERNATIONAL_BRANDS>
Sermion

$$$$