Mrv1909 11262016482D          

 29 33  0  0  0  0            999 V2000
    0.2910   -1.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2617   -2.5382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5141   -1.0905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3636   -1.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1118   -1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092    1.3058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3566    2.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393    2.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3824    0.8998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3824    0.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.3299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8350    0.0785    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8350    0.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3528    1.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732    2.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7757    1.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2397    2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409    1.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5289    0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5307    2.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0536    0.8999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4298    2.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    1.7341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092    0.5386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -0.3299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5283   -1.1511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187   -1.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8187   -0.7383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2409    0.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 15  1  0  0  0  0
  9  6  1  0  0  0  0
 17 18  2  0  0  0  0
 10 11  1  0  0  0  0
 18 19  1  0  0  0  0
 19 16  2  0  0  0  0
 11 12  1  0  0  0  0
 15 20  2  0  0  0  0
 20 17  1  0  0  0  0
 12 13  1  0  0  0  0
 13  6  1  0  0  0  0
  7 14  2  0  0  0  0
 14  9  1  0  0  0  0
  6  8  1  0  0  0  0
  1  3  1  0  0  0  0
  1  2  2  0  0  0  0
  8 22  1  0  0  0  0
 22  7  1  0  0  0  0
  3  4  1  0  0  0  0
  9 23  1  6  0  0  0
 11 24  1  6  0  0  0
  1  5  1  0  0  0  0
 12 25  1  0  0  0  0
  9 10  1  0  0  0  0
 25 26  1  0  0  0  0
 15 16  1  0  0  0  0
 26 27  1  0  0  0  0
 27  5  2  0  0  0  0
  5 11  1  0  0  0  0
 16 21  1  0  0  0  0
 12 28  1  1  0  0  0
 21 14  1  0  0  0  0
 25 29  1  6  0  0  0
M  END
> <DATABASE_ID>
DB15949

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@]12CN3CCC4=C(NC5=CC=CC=C45)[C@]3([H])C[C@]1([H])C(=CO[C@H]2C)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3/t12-,15-,16+,19-/m0/s1

> <INCHI_KEY>
GRTOGORTSDXSFK-XJTZBENFSA-N

> <FORMULA>
C21H24N2O3

> <MOLECULAR_WEIGHT>
352.434

> <EXACT_MASS>
352.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.0000136404514162

> <JCHEM_AVERAGE_POLARIZABILITY>
39.88471576079161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
2.5527263909999993

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.37471266905503

> <JCHEM_PKA_STRONGEST_BASIC>
7.427996952925954

> <JCHEM_POLAR_SURFACE_AREA>
54.56

> <JCHEM_REFRACTIVITY>
99.8364

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB15949

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Raubasine

> <SYNONYMS>
Ajmalicin; Circolene; delta-Yohimbine; Hydrosarpan

$$$$