3D structure for {(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate (DB08152)

24754814
  -OEChem-10051721153D

55 56  0     1  0  0  0  0  0999 V2000
   -4.5637    1.2267    1.4760 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6542   -2.3718   -0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140    0.1147   -1.1695 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8532    3.9069   -0.6714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9015   -3.5071    0.5529 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573    2.5200    1.1567 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3525   -1.0845    0.0755 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    2.4054   -0.3566 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -2.3992   -0.4844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2148   -3.2734   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6472   -2.6631    1.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4460   -1.1726    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7033   -2.9264    0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7356    0.0800   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612    1.3556    0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6192   -2.7455   -0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3801    4.5132   -0.2688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6126   -2.0715   -1.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193    2.9099    0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4660    3.4384   -0.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1908    5.1257    1.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168    5.5952   -1.2927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9264   -1.7725   -0.6036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1145   -0.5538    0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9544   -2.7148   -0.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -0.2773    0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1706   -2.4385   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3587   -1.2197    0.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817   -2.3124   -1.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0300   -3.1654   -0.7880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9759   -4.3377    0.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891   -3.0145    2.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6774   -2.9117    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1982   -0.6370    1.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3320   -0.7148    0.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640   -4.0168   -0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -2.6670    1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    1.3582    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3183    1.4918    0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8726    2.8069   -1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -1.1319   -1.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657   -2.7167   -2.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4179    2.8128   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224    2.7664    0.6146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4604    3.8992   -0.2109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0004    5.8320    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7570    5.6730    1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2014    4.4049    1.9395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8049    5.1652   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0834    6.3424   -1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539    6.1075   -1.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3107    0.1787    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8190   -3.6685   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9708   -3.1725   -0.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3117   -1.0181    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
  2 13  1  0  0  0  0
  2 16  1  0  0  0  0
  3 14  2  0  0  0  0
  4 17  1  0  0  0  0
  4 19  1  0  0  0  0
  5 16  2  0  0  0  0
  6 19  2  0  0  0  0
  7  9  1  0  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  8 15  1  0  0  0  0
  8 19  1  0  0  0  0
  8 40  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 29  1  0  0  0  0
 10 11  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 15  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 18  1  0  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
 18 23  1  0  0  0  0
 18 41  1  0  0  0  0
 18 42  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 21 48  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 52  1  0  0  0  0
 25 27  2  0  0  0  0
 25 53  1  0  0  0  0
 26 28  2  0  0  0  0
 27 28  1  0  0  0  0
 27 54  1  0  0  0  0
 28 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08152

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]1(COC(=O)CC2=CC(Cl)=CC=C2)CCCN1C(=O)CNC(=O)OC(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1

> <INCHI_KEY>
ONXGIEJBNQLITK-INIZCTEOSA-N

> <FORMULA>
C20H27ClN2O5

> <MOLECULAR_WEIGHT>
410.892

> <EXACT_MASS>
410.160849691

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-3.487325482684744e-07

> <JCHEM_AVERAGE_POLARIZABILITY>
42.88327676710736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2S)-1-(2-{[(tert-butoxy)carbonyl]amino}acetyl)pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.6400037783333334

> <ALOGPS_LOGS>
-4.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.46729327951094

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.457538755481318

> <JCHEM_PKA_STRONGEST_BASIC>
-4.050639814706322

> <JCHEM_POLAR_SURFACE_AREA>
84.94

> <JCHEM_REFRACTIVITY>
104.67369999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.90e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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 {(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate (DB08152)

Structure for {(2S)-1-[N-(tert-butoxycarbonyl)glycyl]pyrrolidin-2-yl}methyl (3-chlorophenyl)acetate (DB08152)