3D structure for (2S,3S)-4-cyclopropyl-3-{(3R,5R)-3-[2-fluoro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazolidin-5-yl}-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-amine (DB06993)

60206636
  -OEChem-03251823013D

59 62  0     1  0  0  0  0  0999 V2000
    6.7036   -0.2059    0.9612 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0967   -1.8053    2.5608 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    0.0063   -2.8396 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.2575    0.2893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284    1.3061   -1.3719 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8537   -1.0685    2.1253 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6499   -0.3083   -0.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    0.3237   -1.2190 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7772   -0.6569   -0.1541 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087    0.6337   -2.4990 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3454   -1.9664   -0.6401 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777    3.0528    0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6992    4.5171    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4857    3.5399    1.8156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7179    2.2805   -0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981    0.7549   -0.0813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4112    0.1370    0.0131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6840    0.1011   -1.1684 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1550    0.3152   -0.9163 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1269   -0.9108   -1.2940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1537   -1.8488    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1918   -0.5917    0.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2135   -2.4143    1.3488 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5227   -1.9808    0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5283   -0.7328   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5608   -0.2776   -1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7799   -1.0257    0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8448   -0.1155   -1.0301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0639   -0.8639    1.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0965   -0.4087    0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7331    1.4712    1.5529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4489    2.7399    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1955    4.9787    0.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0017    5.1648    1.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    3.5286    2.8852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108    3.3451    1.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780    2.6571   -0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    2.5373   -1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2944    0.5850    0.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1409    0.5712    0.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -0.9726   -1.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9387    1.1509   -1.1727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2316   -1.1938   -2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9319    0.1063   -3.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4236    0.5015   -2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2347   -1.5909    0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9381   -2.5385   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7888   -0.3083   -0.6892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3137    0.1726    0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3530   -2.3197   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1298   -3.4929    1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3587   -1.9594    1.4129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7713   -2.6473   -0.1250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001   -1.3729    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316    0.2467   -1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2363   -1.0901    2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7225    1.6652    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5452    2.1463    0.7158 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9711    1.5889    2.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  1  7  2  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  2 23  1  0  0  0  0
  3 26  1  0  0  0  0
  4 11  1  0  0  0  0
  4 17  1  0  0  0  0
  5 19  2  0  0  0  0
  8 17  1  0  0  0  0
  8 20  1  0  0  0  0
  8 42  1  0  0  0  0
  9 19  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 18  1  0  0  0  0
 10 44  1  0  0  0  0
 10 45  1  0  0  0  0
 11 20  1  0  0  0  0
 11 50  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 12 32  1  0  0  0  0
 13 14  1  0  0  0  0
 13 33  1  0  0  0  0
 13 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 15 16  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 39  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  1  0  0  0  0
 18 41  1  0  0  0  0
 20 25  1  0  0  0  0
 20 43  1  0  0  0  0
 21 23  1  0  0  0  0
 21 46  1  0  0  0  0
 21 47  1  0  0  0  0
 22 24  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 23 24  1  0  0  0  0
 23 51  1  0  0  0  0
 24 52  1  0  0  0  0
 24 53  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  2  0  0  0  0
 27 54  1  0  0  0  0
 28 30  2  0  0  0  0
 28 55  1  0  0  0  0
 29 30  1  0  0  0  0
 29 56  1  0  0  0  0
 31 57  1  0  0  0  0
 31 58  1  0  0  0  0
 31 59  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06993

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](N)(C(=O)N1CC[C@]([H])(F)C1)[C@]([H])(CC1CC1)C1([H])N[C@]([H])(NO1)C1=C(F)C=C(C=C1)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28F2N4O4S/c1-31(28,29)13-4-5-14(16(22)9-13)18-24-19(30-25-18)15(8-11-2-3-11)17(23)20(27)26-7-6-12(21)10-26/h4-5,9,11-12,15,17-19,24-25H,2-3,6-8,10,23H2,1H3/t12-,15-,17-,18+,19?/m0/s1

> <INCHI_KEY>
PTAHVQJZNFGPHN-WFWWEWPISA-N

> <FORMULA>
C20H28F2N4O4S

> <MOLECULAR_WEIGHT>
458.523

> <EXACT_MASS>
458.179932504

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.859113785630434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-2-amino-4-cyclopropyl-3-[(3R)-3-(2-fluoro-4-methanesulfonylphenyl)-1,2,4-oxadiazolidin-5-yl]-1-[(3S)-3-fluoropyrrolidin-1-yl]butan-1-one

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
0.723894232666667

> <ALOGPS_LOGS>
-2.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.16943985531979

> <JCHEM_PKA_STRONGEST_BASIC>
8.070786901438094

> <JCHEM_POLAR_SURFACE_AREA>
113.76

> <JCHEM_REFRACTIVITY>
119.30719999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-amino-4-cyclopropyl-3-[(3R)-3-(2-fluoro-4-methanesulfonylphenyl)-1,2,4-oxadiazolidin-5-yl]-1-[(3S)-3-fluoropyrrolidin-1-yl]butan-1-one

> <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 (2S,3S)-4-cyclopropyl-3-{(3R,5R)-3-[2-fluoro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazolidin-5-yl}-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-amine (DB06993)

Structure for (2S,3S)-4-cyclopropyl-3-{(3R,5R)-3-[2-fluoro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazolidin-5-yl}-1-[(3S)-3-fluoropyrrolidin-1-yl]-1-oxobutan-2-amine (DB06993)