3D structure for N-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide (DB01721)

446636
  -OEChem-11061916353D

99104  0     1  0  0  0  0  0999 V2000
    0.6981    4.1965   -1.8520 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0695   -0.5577   -2.5826 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233   -0.3955    0.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4227    1.7987   -1.7464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0620    1.1384    1.6366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9062   -1.1162    1.5279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0384    1.8580   -0.8178 N   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7983    1.1245   -1.3594 N   0  0  1  0  0  0  0  0  0  0  0  0
    3.0912    0.1178   -0.8591 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2759   -0.3799    1.9866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8060    1.0105    0.1100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0453    2.6832   -0.1216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082    0.2240   -0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9459    2.7298   -1.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1494    2.2682    0.2712 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0987    3.0780   -1.0621 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3453    3.4815   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0228    1.9242   -2.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667    2.6636    1.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3739   -0.8860   -1.8440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8694    0.0131    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3869   -0.8869   -3.0322 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6424    1.3909   -0.8887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8457    0.3707   -2.0460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2369   -2.2959   -1.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3774   -2.3256   -3.5805 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788   -3.1125   -2.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174    1.4283    1.6510 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2708    3.7296    0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5582   -1.3499    2.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9357   -0.0623   -1.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6334   -2.8298   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5010   -4.4709   -2.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6363    0.7036    2.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2849    1.0227    1.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034   -2.6789    2.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8645   -0.8406    3.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2837   -1.5460    4.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454   -4.1964    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4487    0.8449   -0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8831   -5.0109   -0.9047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4282   -1.3778   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3227   -0.4266    3.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9713   -0.1076    1.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4463    0.4018    0.6719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4392   -1.8011   -0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9284   -0.8856    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901   -0.8323    2.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9861    0.1704    2.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2595    1.6352    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5139    3.5714    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3816    2.1283    0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4569   -0.5182   -1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787   -0.3428    0.1279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4292    3.4673   -0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    3.2820   -2.3525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4817    1.6690    0.9024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3358    2.2691   -1.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9822    4.0859   -0.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0617    4.1388    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    1.2862   -3.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6827    2.6301   -2.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9552    3.1463    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3977   -0.7564   -2.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6622   -0.1496   -3.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4262   -0.4837   -2.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3379    1.0032   -2.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4104   -2.6061   -4.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1811   -2.4765   -4.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.1131   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6618    3.4458   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1296    3.9441    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7324    4.6752    0.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1271    0.0186    2.3731 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116    4.9371   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0815   -2.2091    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0774   -5.1042   -2.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4837   -0.5777   -3.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7265    1.0079    3.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838    1.5529    0.1457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929   -2.6250    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5085   -3.0139    1.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0554   -3.4636    2.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4677   -0.7762    2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -1.5088    3.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    0.1575    3.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7677   -2.2774    4.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -1.9004    3.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3465   -0.6043    4.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7436   -4.6356    1.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0938    1.8680   -0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7506   -6.0730   -0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0270   -2.0813   -1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9467   -0.9921    4.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8783   -0.4260    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8216   -2.8144   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0234   -1.7135    2.8831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7759    0.0404    3.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0053    0.5575    2.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 75  1  0  0  0  0
  2 22  1  0  0  0  0
  2 78  1  0  0  0  0
  3 21  2  0  0  0  0
  4 23  2  0  0  0  0
  5 45  1  0  0  0  0
  5 49  1  0  0  0  0
  6 47  1  0  0  0  0
  6 49  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  8 13  1  0  0  0  0
  8 18  1  0  0  0  0
  8 24  1  0  0  0  0
  9 20  1  0  0  0  0
  9 23  1  0  0  0  0
  9 70  1  0  0  0  0
 10 21  1  0  0  0  0
 10 30  1  0  0  0  0
 10 74  1  0  0  0  0
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 11 50  1  0  0  0  0
 12 16  1  0  0  0  0
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 19 29  1  0  0  0  0
 19 63  1  0  0  0  0
 20 22  1  0  0  0  0
 20 25  1  0  0  0  0
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 25 27  1  0  0  0  0
 25 32  2  0  0  0  0
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 27 33  2  0  0  0  0
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M  END
> <DATABASE_ID>
DB01721

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([C@@H]1[C@H](O)CC2=CC=CC=C12)C(=O)[C@H](C[C@H](O)CN1CCN(CC2=CC3=C(OCO3)C=C2)C[C@H]1C(=O)N([H])C(C)(C)C)[C@H](C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C39H50N4O6/c1-25(27-10-6-5-7-11-27)31(37(46)40-36-30-13-9-8-12-28(30)19-33(36)45)20-29(44)22-43-17-16-42(23-32(43)38(47)41-39(2,3)4)21-26-14-15-34-35(18-26)49-24-48-34/h5-15,18,25,29,31-33,36,44-45H,16-17,19-24H2,1-4H3,(H,40,46)(H,41,47)/t25-,29+,31-,32+,33-,36+/m1/s1

> <INCHI_KEY>
MJIRDPUZGGHJMX-XPYHLXFLSA-N

> <FORMULA>
C39H50N4O6

> <MOLECULAR_WEIGHT>
670.851

> <EXACT_MASS>
670.373035346

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
74.64246536166412

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-N-tert-butyl-1-[(2S,4R)-2-hydroxy-4-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}-4-[(1S)-1-phenylethyl]butyl]piperazine-2-carboxamide

> <ALOGPS_LOGP>
4.37

> <JCHEM_LOGP>
3.937855849

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.176847708224763

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.027499316036387

> <JCHEM_PKA_STRONGEST_BASIC>
6.899944980746421

> <JCHEM_POLAR_SURFACE_AREA>
123.6

> <JCHEM_REFRACTIVITY>
188.36649999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <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-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide (DB01721)

Structure for N-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide (DB01721)