3D structure for N-BENZYLOXYCARBONYL-ALA-PRO-3-AMINO-4-PHENYL-BUTAN-2-OL (DB06886)

6323185
  -OEChem-10051720523D

67 69  0     1  0  0  0  0  0999 V2000
   -3.3803    1.0492   -1.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0331    0.0569   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4202    1.0189    1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0817    0.6158   -0.2117 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8855    2.5122    0.2862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    2.1354   -0.4027 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890    0.2147    1.0277 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    1.0126   -1.3330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    1.8940    0.6501 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5606    3.2761    1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    4.0569   -0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340    3.5064   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0904    1.0148    0.0696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0751    1.2070   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7617   -0.7067    0.7303 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9630    1.6848   -1.7280 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0447   -0.3137    1.4913 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2852   -2.1413    1.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    1.3477   -3.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302   -2.6971    0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8975   -0.4196    3.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561   -2.5125    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8214   -3.3953   -1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317    1.4781   -0.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -3.0262   -0.7925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9386   -3.9091   -2.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5645   -3.7245   -1.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0576    0.9805    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1340   -0.0643    0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2521    0.0600   -0.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0165   -1.1603    1.6583 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2525   -0.9117    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0169   -2.1318    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1348   -2.0076    0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5381    1.4034    1.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5912    3.2686    1.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9250    3.7354    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3808    5.1388   -0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2672    3.8393   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2669    4.0603   -0.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358    3.5345   -1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9906   -0.6218   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    0.2652    1.9871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1475    2.7576   -1.6358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8598   -0.9724    1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1546   -2.8106    1.0816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8138   -2.1979    2.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3895    0.2707   -3.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739    1.8526   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3341    1.6428   -3.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6473   -1.4345    3.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8377   -0.1371    3.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1396    0.2726    3.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3800    0.1160   -1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2491    1.2196    1.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5607   -1.9755    1.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8899   -3.5433   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -2.8850   -0.6726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3211   -4.4522   -2.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8771   -4.1246   -2.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5795    1.0622    1.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4872    1.9586    0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3542    0.9080   -0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492   -1.2694    2.3040 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228   -0.8154   -0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9252   -2.9854    2.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9137   -2.7642    0.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  2  0  0  0  0
  2 14  2  0  0  0  0
  3 17  1  0  0  0  0
  3 55  1  0  0  0  0
  4 24  1  0  0  0  0
  4 28  1  0  0  0  0
  5 24  2  0  0  0  0
  6  9  1  0  0  0  0
  6 12  1  0  0  0  0
  6 14  1  0  0  0  0
  7 13  1  0  0  0  0
  7 15  1  0  0  0  0
  7 43  1  0  0  0  0
  8 16  1  0  0  0  0
  8 24  1  0  0  0  0
  8 54  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 35  1  0  0  0  0
 10 11  1  0  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 12  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
 15 42  1  0  0  0  0
 16 19  1  0  0  0  0
 16 44  1  0  0  0  0
 17 21  1  0  0  0  0
 17 45  1  0  0  0  0
 18 20  1  0  0  0  0
 18 46  1  0  0  0  0
 18 47  1  0  0  0  0
 19 48  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 21 53  1  0  0  0  0
 22 25  1  0  0  0  0
 22 56  1  0  0  0  0
 23 26  2  0  0  0  0
 23 57  1  0  0  0  0
 25 27  2  0  0  0  0
 25 58  1  0  0  0  0
 26 27  1  0  0  0  0
 26 59  1  0  0  0  0
 27 60  1  0  0  0  0
 28 29  1  0  0  0  0
 28 61  1  0  0  0  0
 28 62  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 63  1  0  0  0  0
 31 33  2  0  0  0  0
 31 64  1  0  0  0  0
 32 34  2  0  0  0  0
 32 65  1  0  0  0  0
 33 34  1  0  0  0  0
 33 66  1  0  0  0  0
 34 67  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06886

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@](C)(O)[C@]([H])(CC1=CC=CC=C1)NC(=O)[C@]1([H])CCCN1C(=O)[C@]([H])(C)NC(=O)OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H33N3O5/c1-18(27-26(33)34-17-21-12-7-4-8-13-21)25(32)29-15-9-14-23(29)24(31)28-22(19(2)30)16-20-10-5-3-6-11-20/h3-8,10-13,18-19,22-23,30H,9,14-17H2,1-2H3,(H,27,33)(H,28,31)/t18-,19+,22-,23-/m0/s1

> <INCHI_KEY>
MACLRJNEKXUAJK-YDLSIGKMSA-N

> <FORMULA>
C26H33N3O5

> <MOLECULAR_WEIGHT>
467.5573

> <EXACT_MASS>
467.242021181

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-6.714523890026667e-07

> <JCHEM_AVERAGE_POLARIZABILITY>
50.607087828339026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl N-[(2S)-1-[(2S)-2-{[(2S,3R)-3-hydroxy-1-phenylbutan-2-yl]carbamoyl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamate

> <ALOGPS_LOGP>
1.87

> <JCHEM_LOGP>
2.536153979

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.841879660428317

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.287801019702503

> <JCHEM_PKA_STRONGEST_BASIC>
-2.845797318003351

> <JCHEM_POLAR_SURFACE_AREA>
107.97

> <JCHEM_REFRACTIVITY>
127.63160000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-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 N-BENZYLOXYCARBONYL-ALA-PRO-3-AMINO-4-PHENYL-BUTAN-2-OL (DB06886)

Structure for N-BENZYLOXYCARBONYL-ALA-PRO-3-AMINO-4-PHENYL-BUTAN-2-OL (DB06886)