Mrv1652306231722462D          

 28 33  0  0  1  0            999 V2000
   -1.2740    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4796    0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102    0.2846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9790    0.1882    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9486    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.4317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4484    0.5794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6801   -0.2564    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1224   -1.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3185   -1.1667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7556   -0.4483    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6060   -0.9692    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9714   -1.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947   -1.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526   -1.0759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601   -2.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9834   -2.5553    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -0.3814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2197   -0.5345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2663   -1.2012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5446   -0.1456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1981   -0.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9609   -0.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0703    0.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    0.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539    0.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0168    1.2359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9621    2.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 11 10  1  6  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 18  1  0  0  0  0
  6 18  1  1  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  6  0  0  0
  8 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
  7 27  1  6  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13651

> <DATABASE_NAME>
drugbank

> <SMILES>
CC[C@@H]1[C@@H](O)N2[C@H]3C[C@]45[C@H](OC(=O)CCl)[C@H]3[C@H]1C[C@H]2[C@@H]4N(C)C1=CC=CC=C51

> <INCHI_IDENTIFIER>
InChI=1S/C22H27ClN2O3/c1-3-11-12-8-15-19-22(13-6-4-5-7-14(13)24(19)2)9-16(25(15)21(11)27)18(12)20(22)28-17(26)10-23/h4-7,11-12,15-16,18-21,27H,3,8-10H2,1-2H3/t11-,12-,15-,16-,18-,19-,20+,21+,22+/m0/s1

> <INCHI_KEY>
LAHDERDHXJFFJU-ZWNKPRIXSA-N

> <FORMULA>
C22H27ClN2O3

> <MOLECULAR_WEIGHT>
402.92

> <EXACT_MASS>
402.1710204

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.62437077516035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,10S,12R,13S,14R,16S,17S,18R)-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2,4,6-trien-18-yl 2-chloroacetate

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.8292770073333324

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.325569705835498

> <JCHEM_PKA_STRONGEST_BASIC>
7.271037613026218

> <JCHEM_POLAR_SURFACE_AREA>
53.01

> <JCHEM_REFRACTIVITY>
106.47049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,10S,12R,13S,14R,16S,17S,18R)-13-ethyl-14-hydroxy-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2,4,6-trien-18-yl chloroacetate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13651

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Lorajmine

> <SYNONYMS>
Lorajmine

$$$$