3D structure for (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (DB04578)

5494385
  -OEChem-10051720383D

48 50  0     1  0  0  0  0  0999 V2000
   -3.3977    1.7386    0.6370 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6057    0.6368    1.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1385    1.2752   -1.5989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3507   -0.0254    0.6521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5605   -2.8909    0.6127 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0814    3.2223   -0.8154 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9130    1.3267    0.6653 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3887    1.3470    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027   -1.0749   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2008    0.3065    0.3303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5862   -0.8466   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0501   -0.2212    1.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.5855    0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0726   -1.5124    0.7530 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6600    1.9194   -0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5277   -0.7056   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5886    0.4655    0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3705   -1.8124   -0.8278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3577   -0.5020   -0.4365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7483   -1.6400   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9771   -0.2851   -0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3264    0.9304    0.1071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9342   -1.1248   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6667    1.3161    0.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2746   -0.7391   -0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6408    0.4814   -0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3599    1.9458    1.3828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4721    1.1272    2.1244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308    2.3371    0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6674   -1.1781   -1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564   -2.0178    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2732   -2.2132    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1503   -2.0486    0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5157   -1.0835    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9194    0.2019   -0.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3245   -1.2681   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777    1.3473    0.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -2.7086   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4314   -0.3685   -0.5309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3454   -2.3951   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -3.4470    1.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1461   -3.3256   -0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9725    3.7215   -1.6920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    3.7495   -0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6606   -2.0760   -1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9516    2.2664    0.5688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0330   -1.3887   -1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6844    0.7818   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 12  2  0  0  0  0
  3 15  2  0  0  0  0
  4  7  1  0  0  0  0
  4  9  1  0  0  0  0
  4 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 41  1  0  0  0  0
  5 42  1  0  0  0  0
  6 15  1  0  0  0  0
  6 43  1  0  0  0  0
  6 44  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  1  0  0  0  0
  7 27  1  0  0  0  0
  8 10  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 11  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  2  0  0  0  0
 11 18  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 16  1  0  0  0  0
 14 34  1  0  0  0  0
 16 21  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 17 19  1  0  0  0  0
 17 37  1  0  0  0  0
 18 20  1  0  0  0  0
 18 38  1  0  0  0  0
 19 20  2  0  0  0  0
 19 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 22 24  2  0  0  0  0
 23 25  1  0  0  0  0
 23 45  1  0  0  0  0
 24 26  1  0  0  0  0
 24 46  1  0  0  0  0
 25 26  2  0  0  0  0
 25 47  1  0  0  0  0
 26 48  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04578

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](N)(CC(=O)N1CC2=CC=CC=C2C[C@@]1([H])C(N)=O)CC1=CC=CC=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C20H22FN3O2/c21-17-8-4-3-6-14(17)9-16(22)11-19(25)24-12-15-7-2-1-5-13(15)10-18(24)20(23)26/h1-8,16,18H,9-12,22H2,(H2,23,26)/t16-,18+/m1/s1

> <INCHI_KEY>
OEVYDSSAPNIURZ-AEFFLSMTSA-N

> <FORMULA>
C20H22FN3O2

> <MOLECULAR_WEIGHT>
355.406

> <EXACT_MASS>
355.169605168

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.9848772990473634

> <JCHEM_AVERAGE_POLARIZABILITY>
36.81785466670062

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-2-[(3R)-3-amino-4-(2-fluorophenyl)butanoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

> <ALOGPS_LOGP>
1.35

> <JCHEM_LOGP>
1.5929086316666667

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.651725724117052

> <JCHEM_PKA_STRONGEST_BASIC>
8.81375272026036

> <JCHEM_POLAR_SURFACE_AREA>
89.42

> <JCHEM_REFRACTIVITY>
97.14689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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 (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (DB04578)

Structure for (S)-2-[(R)-3-amino-4-(2-fluorophenyl)butyryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide (DB04578)