3D structure for N-({4-[(1R)-4-[(2R,4S,5S)-2,4-diamino-6-oxohexahydropyrimidin-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxyethyl)butyl]phenyl}carbonyl)-L-glutamic acid (DB03546)

131704252
  -OEChem-12201913083D

68 69  0     1  0  0  0  0  0999 V2000
    0.2038   -5.3215   -0.8754 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -3.5155    0.0053 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5013   -4.6197    1.0576 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373   -3.0015   -2.1508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3529   -4.1515   -0.9307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4059    0.4849    2.3709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0228    2.0723    1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3674    3.8367   -1.3417 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8060    2.5728   -2.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3766   -1.3710   -0.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4312    0.0132    1.6417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9943    2.2819   -0.9686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2259    1.0430    1.0912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9172    3.3146   -1.5492 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0747    1.2788   -0.3455 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.5369   -0.0887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9776    1.6918    0.3323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4135    0.5622   -0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2597   -0.1603    0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5387   -2.0693   -0.0423 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7298   -1.3176   -0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7236    2.7903   -0.4500 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1614   -3.3593   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8771    1.0499    1.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8708    1.9338    0.1424 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3584   -1.1402    0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880   -4.2117   -0.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139   -0.5565   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497   -0.8732    1.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    0.2941   -0.6291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1303   -0.0226    1.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8028    0.5611    0.6777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301    1.4474    0.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0835    2.3547    0.0123 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2607    1.6126    0.6566 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7717    0.3819   -0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853    2.8979   -1.3693 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9247   -0.3213    0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1555    2.1822    0.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0325    0.9518   -1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2009   -0.1601   -0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4619    0.5645    0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5756   -0.5657    1.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -2.4127    0.9333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -1.9994   -0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -0.9158   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9278    3.6296    0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4420    3.0018   -1.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1551    2.8360    0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8332    0.5572    1.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0461    3.6965   -1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4102    4.0907   -1.9883 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0017   -0.7113   -1.8891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632   -1.3213    2.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9397   -3.7331   -1.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4001   -2.4165   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5783    1.9159   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6967    1.0877    0.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8654    0.7569   -1.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355    0.1689    2.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8285    3.2182    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8200    0.9476   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0972    2.3121    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717    1.3013    1.6693 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1117    0.6826   -1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9608   -0.3467   -0.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5513    4.1994   -2.2344 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1360   -1.8185    0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 27  1  0  0  0  0
  2 27  1  0  0  0  0
  3 27  1  0  0  0  0
  4 23  1  0  0  0  0
  4 56  1  0  0  0  0
  5 23  1  0  0  0  0
  5 55  1  0  0  0  0
  6 24  2  0  0  0  0
  7 33  2  0  0  0  0
  8 37  1  0  0  0  0
  8 67  1  0  0  0  0
  9 37  2  0  0  0  0
 10 38  1  0  0  0  0
 10 68  1  0  0  0  0
 11 38  2  0  0  0  0
 12 22  1  0  0  0  0
 12 25  1  0  0  0  0
 12 48  1  0  0  0  0
 13 24  1  0  0  0  0
 13 25  1  0  0  0  0
 13 50  1  0  0  0  0
 14 22  1  0  0  0  0
 14 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 25  1  0  0  0  0
 15 57  1  0  0  0  0
 15 58  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 16 62  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 17 24  1  0  0  0  0
 17 39  1  0  0  0  0
 18 19  1  0  0  0  0
 18 40  1  0  0  0  0
 18 41  1  0  0  0  0
 19 21  1  0  0  0  0
 19 42  1  0  0  0  0
 19 43  1  0  0  0  0
 20 21  1  0  0  0  0
 20 23  1  0  0  0  0
 20 26  1  0  0  0  0
 20 44  1  0  0  0  0
 21 45  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 27  1  0  0  0  0
 25 49  1  0  0  0  0
 26 28  2  0  0  0  0
 26 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 53  1  0  0  0  0
 29 31  2  0  0  0  0
 29 54  1  0  0  0  0
 30 32  2  0  0  0  0
 30 59  1  0  0  0  0
 31 32  1  0  0  0  0
 31 60  1  0  0  0  0
 32 33  1  0  0  0  0
 34 35  1  0  0  0  0
 34 37  1  0  0  0  0
 34 61  1  0  0  0  0
 35 36  1  0  0  0  0
 35 63  1  0  0  0  0
 35 64  1  0  0  0  0
 36 38  1  0  0  0  0
 36 65  1  0  0  0  0
 36 66  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03546

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(C=C1)[C@@]([H])(CCCC1C(O)=N[C@]([H])(N)N[C@]1([H])N)C(O)(O)C(F)(F)F)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30F3N5O8/c23-22(24,25)21(37,38)13(3-1-2-12-16(26)29-20(27)30-18(12)34)10-4-6-11(7-5-10)17(33)28-14(19(35)36)8-9-15(31)32/h4-7,12-14,16,20,29,37-38H,1-3,8-9,26-27H2,(H,28,33)(H,30,34)(H,31,32)(H,35,36)/t12?,13-,14+,16+,20-/m1/s1

> <INCHI_KEY>
KOLDLUFBEMUZIM-YNPGLMGXSA-N

> <FORMULA>
C22H30F3N5O8

> <MOLECULAR_WEIGHT>
549.4975

> <EXACT_MASS>
549.204647576

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.3158131720266666

> <JCHEM_AVERAGE_POLARIZABILITY>
50.68183320593414

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-({4-[(3R)-6-[(2R,6S)-2,6-diamino-4-hydroxy-1,2,5,6-tetrahydropyrimidin-5-yl]-1,1,1-trifluoro-2,2-dihydroxyhexan-3-yl]phenyl}formamido)pentanedioic acid

> <ALOGPS_LOGP>
-2.03

> <JCHEM_LOGP>
-2.315719748597322

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.2234296383795855

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.700410105246331

> <JCHEM_PKA_STRONGEST_BASIC>
7.741410420267591

> <JCHEM_POLAR_SURFACE_AREA>
240.81999999999994

> <JCHEM_REFRACTIVITY>
123.08569999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.82e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-[2-(thiophen-2-yl)acetamido]-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

> <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-({4-[(1R)-4-[(2R,4S,5S)-2,4-diamino-6-oxohexahydropyrimidin-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxyethyl)butyl]phenyl}carbonyl)-L-glutamic acid (DB03546)

Structure for N-({4-[(1R)-4-[(2R,4S,5S)-2,4-diamino-6-oxohexahydropyrimidin-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxyethyl)butyl]phenyl}carbonyl)-L-glutamic acid (DB03546)