3D structure for N-(1-carboxy-3-phenylpropyl)phenylalanyl-alpha-asparagine (DB02307)

448836
  -OEChem-11261916383D

59 60  0     1  0  0  0  0  0999 V2000
   -1.1595   -0.5909   -2.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045    1.3070    2.6192 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.1745    1.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1845   -2.0906   -0.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -4.4630    2.2264 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002   -3.2423    0.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2518    1.5602   -0.7668 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895   -1.1599    0.0592 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4658   -3.7869   -1.4463 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    1.1593   -0.4722 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1644    1.0437    0.2407 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5896    1.0253   -0.3294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068    2.0916   -1.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6539    0.4771    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -0.2764   -0.9643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    2.0774   -0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0670    1.9680    1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8051   -2.5668   -0.1803 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0416    0.3871    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4455   -3.4096    1.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418    1.1658   -1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8088    2.9756    0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4492   -0.7768   -0.6041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167    1.4679    0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2686   -2.7559   -0.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7168    1.1524   -0.4707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0838    2.9620    0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0379    2.0504    0.5471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7317   -0.8600   -1.1461 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1993    1.3846   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0413   -3.6715    1.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6067    0.2206   -1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3215    1.2240    0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9025    0.0233    0.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5122    1.2497   -1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8836    2.0408   -0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033    0.4179   -1.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7372    3.1262   -1.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1788    1.8497   -2.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6999    1.1002    1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3501   -0.5187    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7442   -0.8037    0.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1922   -2.8634   -1.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341   -4.3894    0.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7824   -2.9218    1.9665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2050    0.4619   -1.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0734    3.6886    0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7756   -1.6245   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6099    2.3807    0.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4593    0.4422   -0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3337    3.6606    1.7927 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295    1.9109    3.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0304    2.0396    0.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -1.7659   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8804    2.2262   -0.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6052    0.1560   -1.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3982   -4.0266   -1.7666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7012   -4.3431   -1.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -4.6383    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 17  1  0  0  0  0
  2 52  1  0  0  0  0
  3 17  2  0  0  0  0
  4 25  2  0  0  0  0
  5 31  1  0  0  0  0
  5 59  1  0  0  0  0
  6 31  2  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 35  1  0  0  0  0
  8 15  1  0  0  0  0
  8 18  1  0  0  0  0
  8 42  1  0  0  0  0
  9 25  1  0  0  0  0
  9 57  1  0  0  0  0
  9 58  1  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  0  0  0  0
 10 33  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 34  1  0  0  0  0
 12 14  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
 13 16  1  0  0  0  0
 13 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 19  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 18 20  1  0  0  0  0
 18 25  1  0  0  0  0
 18 43  1  0  0  0  0
 19 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 31  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
 21 26  1  0  0  0  0
 21 46  1  0  0  0  0
 22 27  2  0  0  0  0
 22 47  1  0  0  0  0
 23 29  1  0  0  0  0
 23 48  1  0  0  0  0
 24 30  2  0  0  0  0
 24 49  1  0  0  0  0
 26 28  2  0  0  0  0
 26 50  1  0  0  0  0
 27 28  1  0  0  0  0
 27 51  1  0  0  0  0
 28 53  1  0  0  0  0
 29 32  2  0  0  0  0
 29 54  1  0  0  0  0
 30 32  1  0  0  0  0
 30 55  1  0  0  0  0
 32 56  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02307

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([H])C(=O)[C@H](CC(O)=O)N([H])C(=O)[C@H](CC1=CC=CC=C1)N([H])[C@@H](CCC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H27N3O6/c24-21(29)18(14-20(27)28)26-22(30)19(13-16-9-5-2-6-10-16)25-17(23(31)32)12-11-15-7-3-1-4-8-15/h1-10,17-19,25H,11-14H2,(H2,24,29)(H,26,30)(H,27,28)(H,31,32)/t17-,18-,19-/m0/s1

> <INCHI_KEY>
FOJUHLDAXGNCIP-FHWLQOOXSA-N

> <FORMULA>
C23H27N3O6

> <MOLECULAR_WEIGHT>
441.477

> <EXACT_MASS>
441.189985611

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.22196306072256

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-{[(1S)-1-{[(1S)-1-carbamoyl-2-carboxyethyl]carbamoyl}-2-phenylethyl]amino}-4-phenylbutanoic acid

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
-1.111373496727941

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.950287257876267

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0992776348305364

> <JCHEM_PKA_STRONGEST_BASIC>
7.814427524396115

> <JCHEM_POLAR_SURFACE_AREA>
158.82000000000002

> <JCHEM_REFRACTIVITY>
114.84440000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(1S)-1-{[(1S)-1-carbamoyl-2-carboxyethyl]carbamoyl}-2-phenylethyl]amino}-4-phenylbutanoic 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 N-(1-carboxy-3-phenylpropyl)phenylalanyl-alpha-asparagine (DB02307)

Structure for N-(1-carboxy-3-phenylpropyl)phenylalanyl-alpha-asparagine (DB02307)