3D structure for N-(1-CYANOCYCLOPROPYL)-3-({[(2S)-5-OXOPYRROLIDIN-2-YL]METHYL}SULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-FLUOROPHENYL)ETHYL]-L-ALANINAMIDE (DB07587)

11840933
  -OEChem-10051721053D

55 57  0     1  0  0  0  0  0999 V2000
    1.9671   -0.5246    0.3995 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2835    3.0411    2.3175 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4174    1.3037    1.6613 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1364    1.1685    3.4241 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4390    3.5413   -3.8517 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003   -1.9498    0.6445 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0054    0.0022   -0.9531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -2.7497    1.5086 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8492    2.2590   -1.5671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8073   -2.6112   -0.8030 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9563   -0.1626    1.2261 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220    0.4333   -0.5198 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7646   -5.2894    0.0475 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842   -4.0239   -1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2871   -4.5244   -2.3756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336   -4.7316   -1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7621   -0.5565    0.4796 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6232   -0.0469    0.8255 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4707    0.0273    1.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2316    0.3030    1.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -2.0813    0.4790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8794   -4.7238   -0.4448 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7287    0.6607    1.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9336    1.9711    0.8437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    1.2861    1.2833 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5658    1.6074   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    1.8946   -0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2333    1.6948    2.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8462    1.2053   -1.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5853    3.1236   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9370    1.7650   -2.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762    3.6836   -1.6142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522    3.0043   -2.6279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7520   -5.3967   -2.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0752   -3.8048   -3.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4452   -4.1533   -1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -5.7420   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714   -1.9953   -1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7790   -0.2223   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759   -1.1313    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -0.2661    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288    1.1161    1.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    1.3773    1.2617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1157   -0.0080    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6517    0.0691    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4997    0.8137    2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089   -0.5332    2.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9682    2.3173    0.9043 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2536    2.7519    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4379   -0.0201   -1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.7146    1.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332    0.2513   -0.9141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579    3.6607    0.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4675    1.2390   -3.1552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2208    4.6483   -1.8176 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 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 28  1  0  0  0  0
  3 28  1  0  0  0  0
  4 28  1  0  0  0  0
  5 33  1  0  0  0  0
  8 21  2  0  0  0  0
  9 26  2  0  0  0  0
 10 14  1  0  0  0  0
 10 21  1  0  0  0  0
 10 38  1  0  0  0  0
 11 17  1  0  0  0  0
 11 25  1  0  0  0  0
 11 47  1  0  0  0  0
 12 18  1  0  0  0  0
 12 26  1  0  0  0  0
 12 50  1  0  0  0  0
 13 22  3  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 22  1  0  0  0  0
 15 16  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 17 19  1  0  0  0  0
 17 21  1  0  0  0  0
 17 39  1  0  0  0  0
 18 20  1  0  0  0  0
 18 23  1  0  0  0  0
 18 40  1  0  0  0  0
 19 41  1  0  0  0  0
 19 42  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 23 24  1  0  0  0  0
 23 45  1  0  0  0  0
 23 46  1  0  0  0  0
 24 26  1  0  0  0  0
 24 48  1  0  0  0  0
 24 49  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 25 51  1  0  0  0  0
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 52  1  0  0  0  0
 30 32  2  0  0  0  0
 30 53  1  0  0  0  0
 31 33  2  0  0  0  0
 31 54  1  0  0  0  0
 32 33  1  0  0  0  0
 32 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07587

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](CS(=O)(=O)C[C@]1([H])CCC(=O)N1)(N[C@@]([H])(C1=CC=C(F)C=C1)C(F)(F)F)C(=O)NC1(CC1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C20H22F4N4O4S/c21-13-3-1-12(2-4-13)17(20(22,23)24)27-15(18(30)28-19(11-25)7-8-19)10-33(31,32)9-14-5-6-16(29)26-14/h1-4,14-15,17,27H,5-10H2,(H,26,29)(H,28,30)/t14-,15-,17-/m0/s1

> <INCHI_KEY>
JLPXDVXMMYRTKN-ZOBUZTSGSA-N

> <FORMULA>
C20H22F4N4O4S

> <MOLECULAR_WEIGHT>
490.472

> <EXACT_MASS>
490.129788722

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.00021192983696392327

> <JCHEM_AVERAGE_POLARIZABILITY>
42.56234717571662

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-N-(1-cyanocyclopropyl)-3-{[(2S)-5-oxopyrrolidin-2-yl]methanesulfonyl}-2-{[(1S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino}propanamide

> <ALOGPS_LOGP>
1.49

> <JCHEM_LOGP>
0.1659913746666669

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.19088255067533

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.663837809972417

> <JCHEM_PKA_STRONGEST_BASIC>
1.7419844405401848

> <JCHEM_POLAR_SURFACE_AREA>
128.15999999999997

> <JCHEM_REFRACTIVITY>
107.03629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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-(1-CYANOCYCLOPROPYL)-3-({[(2S)-5-OXOPYRROLIDIN-2-YL]METHYL}SULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-FLUOROPHENYL)ETHYL]-L-ALANINAMIDE (DB07587)

Structure for N-(1-CYANOCYCLOPROPYL)-3-({[(2S)-5-OXOPYRROLIDIN-2-YL]METHYL}SULFONYL)-N~2~-[(1S)-2,2,2-TRIFLUORO-1-(4-FLUOROPHENYL)ETHYL]-L-ALANINAMIDE (DB07587)