3D structure for (4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile (DB08166)

24851689
  -OEChem-10051721153D

40 43  0     1  0  0  0  0  0999 V2000
   -6.1077   -0.4896    0.8788 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0507    2.9411   -1.0596 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1603    0.9823   -0.5774 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7182   -0.3712    1.6724 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623    1.5839   -0.2657 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9903   -2.1396   -2.7452 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2039   -0.3586    0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9130   -1.1863   -0.2871 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2605   -0.1595    1.6211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932   -1.1061   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2926   -0.3045   -0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5834    0.4452    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7740   -0.4895    0.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056    1.0587   -0.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131    1.7660   -0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6508   -0.6147    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612    0.5880    0.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9562   -1.7202   -1.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3501   -1.8007    0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8094    2.9825   -0.4126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391    0.6613    0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281   -1.7411    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4099   -0.5278    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150   -2.0316    0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4436    0.4853    1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1234   -1.1287    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -2.1519   -0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5849   -1.1207   -1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0441    1.4331   -0.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6980    1.4718    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817    0.5065    3.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6273   -1.1225   -0.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694    0.4917   -0.2295 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -1.3029    2.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8323   -2.7543    0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452    3.1666   -0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6632    3.2608   -1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1588    3.5708    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2787    1.6010    0.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -2.6620    0.8782 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 15  2  0  0  0  0
  3  7  1  0  0  0  0
  3 15  1  0  0  0  0
  3 29  1  0  0  0  0
  4 12  1  0  0  0  0
  4 13  1  0  0  0  0
  4 34  1  0  0  0  0
  5 14  1  0  0  0  0
  5 17  1  0  0  0  0
  5 20  1  0  0  0  0
  6 18  3  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 18  1  0  0  0  0
  8 24  1  0  0  0  0
  9 12  1  0  0  0  0
  9 25  1  0  0  0  0
  9 26  1  0  0  0  0
 10 13  1  0  0  0  0
 10 27  1  0  0  0  0
 10 28  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 21  1  0  0  0  0
 19 22  2  0  0  0  0
 19 35  1  0  0  0  0
 20 36  1  0  0  0  0
 20 37  1  0  0  0  0
 20 38  1  0  0  0  0
 21 23  2  0  0  0  0
 21 39  1  0  0  0  0
 22 23  1  0  0  0  0
 22 40  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08166

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]1(C#N)C2=C(N(C)C3=CC(Cl)=CC=C23)C(=O)NC11CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C17H17ClN4O/c1-22-13-8-10(18)2-3-11(13)14-12(9-19)17(4-6-20-7-5-17)21-16(23)15(14)22/h2-3,8,12,20H,4-7H2,1H3,(H,21,23)/t12-/m1/s1

> <INCHI_KEY>
LPFQFJAOMCGYCP-GFCCVEGCSA-N

> <FORMULA>
C17H17ClN4O

> <MOLECULAR_WEIGHT>
328.796

> <EXACT_MASS>
328.109088893

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9990027869035709

> <JCHEM_AVERAGE_POLARIZABILITY>
34.451431075648955

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4'R)-7'-chloro-9'-methyl-1'-oxo-1',2',4',9'-tetrahydrospiro[piperidine-4,3'-pyrido[3,4-b]indole]-4'-carbonitrile

> <ALOGPS_LOGP>
1.32

> <JCHEM_LOGP>
0.9380622843333343

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.884059580705955

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.885282510849239

> <JCHEM_PKA_STRONGEST_BASIC>
10.001346068669976

> <JCHEM_POLAR_SURFACE_AREA>
69.85

> <JCHEM_REFRACTIVITY>
89.1194

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 (4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile (DB08166)

Structure for (4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile (DB08166)