3D structure for NALPHA-[(BENZYLOXY)CARBONYL]-N-[(1R)-4-HYDROXY-1-METHYL-2-OXOBUTYL]-L-PHENYLALANINAMIDE (DB08732)

16220131
  -OEChem-10051721263D

55 56  0     1  0  0  0  0  0999 V2000
   -1.7169   -0.7435   -1.9011 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.4066    0.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3751   -2.2841    1.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4207   -4.8616    0.7730 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332   -0.4893    1.5010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -0.1206   -0.2550 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2128    0.6303   -0.5278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1474    1.0969   -0.4301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3724    2.3940   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2352   -1.1170   -0.5260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0443   -0.0116   -0.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8798    3.6155   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683   -2.3592    0.2736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6264   -0.6349   -0.1567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945   -3.6942   -0.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4322    4.0550   -0.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365    4.3049    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8391   -0.1233    0.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8106   -4.8923    0.4731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873    5.1838    0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2813    5.4337    1.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0305    5.8731    0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8903   -1.1875    0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2600   -1.4066    0.4066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108   -2.5201   -0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2824   -0.4967    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7840   -2.7238   -0.9275 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5555   -0.7005    0.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8062   -1.8141   -0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3740    1.2479    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4428    2.5265   -1.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942    2.3407   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1937   -1.3626   -1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3863    0.4954    0.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    0.8219   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8855    0.2714   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3787   -1.3996   -0.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6968   -0.3996    0.9115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2670   -3.7240   -0.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6385   -3.7296   -1.3270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097    3.5271   -1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7600    3.9708    0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0356   -5.8296   -0.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3571   -4.8846    1.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9089    5.5259   -0.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9481    5.9701    1.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    6.7518    1.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3945   -2.1505    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9611   -0.6638    1.9402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -4.8753   -0.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7220   -3.2349   -0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988    0.3757    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9792   -3.5905   -1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3515    0.0082    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7974   -1.9724   -1.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  2  0  0  0  0
  2 18  1  0  0  0  0
  2 23  1  0  0  0  0
  3 13  2  0  0  0  0
  4 19  1  0  0  0  0
  4 50  1  0  0  0  0
  5 18  2  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
  6 34  1  0  0  0  0
  7  8  1  0  0  0  0
  7 18  1  0  0  0  0
  7 35  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  0  0  0  0
  8 30  1  0  0  0  0
  9 12  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 33  1  0  0  0  0
 12 16  2  0  0  0  0
 12 17  1  0  0  0  0
 13 15  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 14 38  1  0  0  0  0
 15 19  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 16 20  1  0  0  0  0
 16 41  1  0  0  0  0
 17 21  2  0  0  0  0
 17 42  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 22  2  0  0  0  0
 20 45  1  0  0  0  0
 21 22  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 24  1  0  0  0  0
 23 48  1  0  0  0  0
 23 49  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 51  1  0  0  0  0
 26 28  2  0  0  0  0
 26 52  1  0  0  0  0
 27 29  2  0  0  0  0
 27 53  1  0  0  0  0
 28 29  1  0  0  0  0
 28 54  1  0  0  0  0
 29 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08732

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](C)(NC(=O)[C@]([H])(CC1=CC=CC=C1)NC(=O)OCC1=CC=CC=C1)C(=O)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O5/c1-16(20(26)12-13-25)23-21(27)19(14-17-8-4-2-5-9-17)24-22(28)29-15-18-10-6-3-7-11-18/h2-11,16,19,25H,12-15H2,1H3,(H,23,27)(H,24,28)/t16-,19+/m1/s1

> <INCHI_KEY>
UUOOAGBWJUGBMV-APWZRJJASA-N

> <FORMULA>
C22H26N2O5

> <MOLECULAR_WEIGHT>
398.4522

> <EXACT_MASS>
398.184171952

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.208664582843435e-06

> <JCHEM_AVERAGE_POLARIZABILITY>
42.26866627194709

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl N-[(1S)-1-{[(2R)-5-hydroxy-3-oxopentan-2-yl]carbamoyl}-2-phenylethyl]carbamate

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
2.453097125

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.74372353057486

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.700589411703682

> <JCHEM_PKA_STRONGEST_BASIC>
-2.441972432821406

> <JCHEM_POLAR_SURFACE_AREA>
104.73

> <JCHEM_REFRACTIVITY>
108.04639999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <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 NALPHA-[(BENZYLOXY)CARBONYL]-N-[(1R)-4-HYDROXY-1-METHYL-2-OXOBUTYL]-L-PHENYLALANINAMIDE (DB08732)

Structure for NALPHA-[(BENZYLOXY)CARBONYL]-N-[(1R)-4-HYDROXY-1-METHYL-2-OXOBUTYL]-L-PHENYLALANINAMIDE (DB08732)