1149
  Mrv0541 02231215172D          

 33 36  0  0  0  0            999 V2000
    1.6500   -5.0560    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9811    2.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8929    4.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.9309    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.5442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    2.5362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616    1.2086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -3.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5942    2.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8137    1.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7368    3.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6342    1.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -4.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5572    3.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -5.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9698    0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7133    4.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0489    4.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1983    3.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8694    5.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0188    3.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3543    4.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 17  2  0  0  0  0
  3 25  1  0  0  0  0
  3 28  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  5 16  1  0  0  0  0
  6  8  1  0  0  0  0
  6 15  1  0  0  0  0
  6 17  1  0  0  0  0
  7 17  1  0  0  0  0
  7 18  1  0  0  0  0
  7 21  1  0  0  0  0
  8 18  2  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 19  2  0  0  0  0
 16 20  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 27  1  0  0  0  0
 23 26  2  0  0  0  0
 24 26  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
DB01149

> <DATABASE_NAME>
drugbank

> <SMILES>
CCC1=NN(CCCN2CCN(CC2)C2=CC(Cl)=CC=C2)C(=O)N1CCOC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H32ClN5O2/c1-2-24-27-31(25(32)30(24)18-19-33-23-10-4-3-5-11-23)13-7-12-28-14-16-29(17-15-28)22-9-6-8-21(26)20-22/h3-6,8-11,20H,2,7,12-19H2,1H3

> <INCHI_KEY>
VRBKIVRKKCLPHA-UHFFFAOYSA-N

> <FORMULA>
C25H32ClN5O2

> <MOLECULAR_WEIGHT>
470.007

> <EXACT_MASS>
469.224453

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.5505087943286721

> <JCHEM_AVERAGE_POLARIZABILITY>
51.848439212141685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-ethyl-4-(2-phenoxyethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one

> <ALOGPS_LOGP>
3.71

> <JCHEM_LOGP>
4.652967894333333

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
7.088044384295344

> <JCHEM_POLAR_SURFACE_AREA>
51.620000000000005

> <JCHEM_REFRACTIVITY>
132.376

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.98e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01149

> <SECONDARY_ACCESSION_NUMBERS>
APRD00402

> <DRUG_GROUPS>
approved; withdrawn

> <GENERIC_NAME>
Nefazodone

> <SYNONYMS>
1-(3-(4-(m-Chlorophenyl)-1-piperazinyl)propyl)-3-ethyl-4-(2-phenoxyethyl)-delta2-1,2,4-triazolin-5-one; Nefazodona; Nefazodone; Nefazodonum

> <PRODUCTS>
Lin-nefazodone; Nefazodone Hydrochloride; Nefazodone hydrochloride; Serzone; Serzone-5ht2

> <INTERNATIONAL_BRANDS>
Dutonin

> <SALTS>
Nefazodone hydrochloride

$$$$