3D structure for 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid (DB08581)

24764442
  -OEChem-10051721233D

48 49  0     1  0  0  0  0  0999 V2000
    4.8811   -3.5666    0.3010 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5757    0.4069   -2.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301   -2.5990    0.6365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6615   -0.7935    0.2834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3606    0.7888   -0.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8181    1.5343   -0.4735 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5935   -1.0045   -0.3315 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8979    2.2837    1.6862 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5898    3.6687   -0.4198 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7587    3.7027    1.1088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0314    1.5304    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237    2.8663   -1.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362    2.3321    3.1930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5304    5.0832   -0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306    0.4024   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148   -0.9178   -0.6493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6736   -1.5786   -0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0691   -1.5101   -0.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7865   -2.8317    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821   -2.7633    0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0409   -3.4240    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275   -1.5294    0.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9834   -0.5982   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3116   -1.1960    0.1906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4724   -0.2865   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0432    1.7470    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3619    3.1679   -0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1044    4.2037    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6449    4.2965    1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1006    0.5137    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9987    2.0135    1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    3.3609   -0.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5581    2.7912   -2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3150    2.8500    3.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2012    1.3207    3.6079 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0671    2.8569    3.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4584    5.6311   -0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3742    5.0583   -2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2962    5.6469   -0.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9567   -0.9911   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0435   -3.4106    0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -0.0910   -0.7781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1132   -4.4011    1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9891   -0.4168   -1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8075    0.3621    0.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3020   -1.3666    1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4837   -2.1535   -0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4087   -0.1960    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0  0  0  0
  2 15  2  0  0  0  0
  3 22  2  0  0  0  0
  4 25  1  0  0  0  0
  4 48  1  0  0  0  0
  5 25  2  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 15  1  0  0  0  0
  7 17  1  0  0  0  0
  7 22  1  0  0  0  0
  7 42  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 13  1  0  0  0  0
  8 26  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 14  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 40  1  0  0  0  0
 19 21  2  0  0  0  0
 19 41  1  0  0  0  0
 20 21  1  0  0  0  0
 21 43  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 44  1  0  0  0  0
 23 45  1  0  0  0  0
 24 25  1  0  0  0  0
 24 46  1  0  0  0  0
 24 47  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08581

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]1(C)CN(C[C@@]([H])(C)C1)C(=O)C1=CC(Br)=CC=C1NC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+

> <INCHI_KEY>
JSVSGWHGYIDZFX-TXEJJXNPSA-N

> <FORMULA>
C18H23BrN2O4

> <MOLECULAR_WEIGHT>
411.29

> <EXACT_MASS>
410.084119881

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.9998903801548987

> <JCHEM_AVERAGE_POLARIZABILITY>
39.26740376544494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-({4-bromo-2-[(3R,5S)-3,5-dimethylpiperidine-1-carbonyl]phenyl}carbamoyl)propanoic acid

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
3.3328757656666674

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.03048011272159

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0436175374718397

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0487996089008054

> <JCHEM_POLAR_SURFACE_AREA>
86.71

> <JCHEM_REFRACTIVITY>
99.39410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.32e-02 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 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid (DB08581)

Structure for 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid (DB08581)