3D structure for 5-Chloro-thiophene-2-carboxylic acid ((3S,4S)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-4-hydroxy-pyrrolidin-3-yl)-amide (DB07875)

11979006
  -OEChem-10051721103D

53 56  0     1  0  0  0  0  0999 V2000
  -11.5330   -0.2371   -1.3142 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -9.0326    0.9134   -0.1994 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3973   -3.0660   -0.3918 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1973    2.4969   -0.1444 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8314    0.8508    1.5267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3938    1.7951    0.7963 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7035    2.3209   -0.8874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7253   -0.0984    1.1316 N   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2122   -0.0997    0.2550 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6697   -1.1631    0.6589 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839    0.0491   -0.3267 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9506    0.3882    0.7415 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1351    1.0913   -0.3453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0399   -0.7339    1.2196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7045    0.5785   -0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346   -1.0498    1.2827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6923   -0.3179    1.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3831    0.6598    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5867    0.0361   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296   -0.8605    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6863   -1.1836   -0.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8586   -1.8378   -0.1153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.4090    0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0225   -1.4300   -1.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6906   -0.2631   -0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987   -1.5368   -0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    0.7099    0.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8585   -0.3711   -0.9741 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4590    1.3705   -0.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0594   -0.9469   -0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9211    1.6174   -0.8798 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3575   -0.7079   -0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7988    0.6165   -0.7783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1430    1.0803    1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5062    0.8739   -1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1121   -1.6148    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2828   -1.0395    2.2427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4833   -0.1338   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9741    1.3923   -0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6980   -1.8475    0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6696   -1.5145    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2148   -1.0088   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6427    2.9136   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3992   -2.1167    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8864   -1.8996   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9146    1.2104    1.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3478   -2.3404   -1.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8147   -2.3136   -0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1920    1.6944    0.7479 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7493   -1.9452    0.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2383    2.6251   -1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0962   -1.4962   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8589    0.7859   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2 19  1  0  0  0  0
  2 28  1  0  0  0  0
  3 22  1  0  0  0  0
  4 13  1  0  0  0  0
  4 43  1  0  0  0  0
  5 17  2  0  0  0  0
  6 18  2  0  0  0  0
  7 29  2  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  8 16  1  0  0  0  0
  9 12  1  0  0  0  0
  9 18  1  0  0  0  0
  9 42  1  0  0  0  0
 10 17  1  0  0  0  0
 10 20  1  0  0  0  0
 10 44  1  0  0  0  0
 11 25  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 34  1  0  0  0  0
 13 15  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 17  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  1  0  0  0  0
 18 19  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 20 23  1  0  0  0  0
 21 24  1  0  0  0  0
 21 45  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  2  0  0  0  0
 23 46  1  0  0  0  0
 24 28  2  0  0  0  0
 24 47  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 26 48  1  0  0  0  0
 27 49  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 30 50  1  0  0  0  0
 31 33  2  0  0  0  0
 31 51  1  0  0  0  0
 32 33  1  0  0  0  0
 32 52  1  0  0  0  0
 33 53  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07875

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]1(O)CN(CC(=O)NC2=C(F)C=C(C=C2)N2C=CC=CC2=O)C[C@]1([H])NC(=O)C1=CC=C(Cl)S1

> <INCHI_IDENTIFIER>
InChI=1S/C22H20ClFN4O4S/c23-19-7-6-18(33-19)22(32)26-16-10-27(11-17(16)29)12-20(30)25-15-5-4-13(9-14(15)24)28-8-2-1-3-21(28)31/h1-9,16-17,29H,10-12H2,(H,25,30)(H,26,32)/t16-,17-/m0/s1

> <INCHI_KEY>
ARAVOODWJJJNBY-IRXDYDNUSA-N

> <FORMULA>
C22H20ClFN4O4S

> <MOLECULAR_WEIGHT>
490.935

> <EXACT_MASS>
490.08778175

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.006019777598654456

> <JCHEM_AVERAGE_POLARIZABILITY>
47.85572394837919

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-chloro-N-[(3S,4S)-1-({[2-fluoro-4-(2-oxo-1,2-dihydropyridin-1-yl)phenyl]carbamoyl}methyl)-4-hydroxypyrrolidin-3-yl]thiophene-2-carboxamide

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
1.9872736459999998

> <ALOGPS_LOGS>
-5.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.57657637492636

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.566074119206437

> <JCHEM_PKA_STRONGEST_BASIC>
4.784191824749976

> <JCHEM_POLAR_SURFACE_AREA>
101.98000000000002

> <JCHEM_REFRACTIVITY>
123.8104

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.12e-03 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 5-Chloro-thiophene-2-carboxylic acid ((3S,4S)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-4-hydroxy-pyrrolidin-3-yl)-amide (DB07875)

Structure for 5-Chloro-thiophene-2-carboxylic acid ((3S,4S)-1-{[2-fluoro-4-(2-oxo-2H-pyridin-1-yl)-phenylcarbamoyl]-methyl}-4-hydroxy-pyrrolidin-3-yl)-amide (DB07875)