3D structure for (3Z,6S)-6-Chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-2-piperidinyl]ethyl}imino)-2-piperazinol (DB07521)

131704305
  -OEChem-11191918213D

62 65  0     1  0  0  0  0  0999 V2000
   -0.5300   -1.3563    2.2000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3368   -3.2823   -0.1006 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.3146    2.9370    0.0018 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824    0.8045   -1.9429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5569    1.2604   -0.8630 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658   -0.4910   -0.2595 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8871   -0.1229   -0.9510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8514   -2.0038   -0.0274 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0519    0.7343   -0.0125 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6161    0.2571   -0.3489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6310    0.2330    1.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0405   -0.0048    1.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2142    0.5754   -0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0199    0.9917    1.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9243    0.9988   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1708   -0.4382   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4492   -0.4774   -1.3480 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7858   -0.9121   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4320   -1.7716    0.4565 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8673   -0.1087   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -2.7200    0.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7168    0.3699    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8874    1.1592    1.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2743    1.5341    0.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2905    0.5820    0.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4745    1.2219   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6977    2.8364    0.5317 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2610   -0.8335    0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6156    0.4913   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3910   -1.5611   -0.0918 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5550   -0.9036   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9097   -0.7315   -0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2447    1.1793    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9958   -0.5682    1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0479    0.0819    2.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3577   -1.0260    1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2263    0.6009   -1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.5803   -0.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0418    0.7418    1.4174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8062    1.9963    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2788    0.0441   -0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5824    1.7797   -0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5327    1.2611   -1.8825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868   -0.4382    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4773   -1.4424   -0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873   -1.1858   -2.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7948    0.7202   -1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5103   -2.3157    0.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3537   -0.9322   -1.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8015    0.7252   -1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653   -3.2289   -0.8600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6830   -3.5085    0.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2340    1.2258    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8335   -0.4284    1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9791    1.4888   -0.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6429    1.4486   -1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9682    0.3584    1.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    2.0180    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1345    3.7380    0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3524   -1.3563    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5309    0.9978   -0.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4375   -1.4648   -0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 30  1  0  0  0  0
  3 26  1  0  0  0  0
  3 27  1  0  0  0  0
  4 17  1  0  0  0  0
  4 56  1  0  0  0  0
  5 10  1  0  0  0  0
  5 15  1  0  0  0  0
  5 43  1  0  0  0  0
  6 17  1  0  0  0  0
  6 19  1  0  0  0  0
  6 20  1  0  0  0  0
  7 16  1  0  0  0  0
  7 18  1  0  0  0  0
  7 47  1  0  0  0  0
  8 18  2  0  0  0  0
  8 21  1  0  0  0  0
  9 22  1  0  0  0  0
  9 23  1  0  0  0  0
  9 55  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 10 32  1  0  0  0  0
 11 12  1  0  0  0  0
 11 33  1  0  0  0  0
 11 34  1  0  0  0  0
 12 14  1  0  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 16  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 14 15  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
 17 18  1  0  0  0  0
 17 46  1  0  0  0  0
 19 21  1  0  0  0  0
 19 48  1  0  0  0  0
 20 22  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 24  1  0  0  0  0
 23 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  2  0  0  0  0
 25 26  2  0  0  0  0
 25 28  1  0  0  0  0
 26 29  1  0  0  0  0
 27 59  1  0  0  0  0
 28 30  2  0  0  0  0
 28 60  1  0  0  0  0
 29 31  2  0  0  0  0
 29 61  1  0  0  0  0
 30 31  1  0  0  0  0
 31 62  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07521

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/YHTGPUXGIBWHPN-IKQMYLSPSA-N/SDF?record_type=3d

> <SMILES>
[H][C@]1(CC\N=C2/NC[C@]([H])(Cl)N(CCNCC3=CSC4=CC=C(Cl)C=C34)C2O)CCCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C22H31Cl2N5OS/c23-16-4-5-19-18(11-16)15(14-31-19)12-25-9-10-29-20(24)13-28-21(22(29)30)27-8-6-17-3-1-2-7-26-17/h4-5,11,14,17,20,22,25-26,30H,1-3,6-10,12-13H2,(H,27,28)/t17-,20-,22?/m1/s1

> <INCHI_KEY>
YHTGPUXGIBWHPN-IKQMYLSPSA-N

> <FORMULA>
C22H31Cl2N5OS

> <MOLECULAR_WEIGHT>
484.485

> <EXACT_MASS>
483.162636743

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
52.14574542119236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-piperidin-2-yl]ethyl}imino)piperazin-2-ol

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
3.117159046571764

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20974871612767

> <JCHEM_PKA_STRONGEST_BASIC>
10.42394919632177

> <JCHEM_POLAR_SURFACE_AREA>
71.92

> <JCHEM_REFRACTIVITY>
128.4262

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2lambda5-triaz-1-en-2-yn-1-ide hydrate diiron

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (3Z,6S)-6-Chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-2-piperidinyl]ethyl}imino)-2-piperazinol (DB07521)

Structure for (3Z,6S)-6-Chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-2-piperidinyl]ethyl}imino)-2-piperazinol (DB07521)