3D structure for (2S,5R,6R)-6-({(6S)-6-[(Ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (DB03820)

5288535
  -OEChem-11251923553D

54 55  0     1  0  0  0  0  0999 V2000
   -3.1629    1.3805   -1.4283 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7459   -0.1074    1.9102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5219   -0.3526    0.1048 O   0  5  0  0  0  0  0  0  0  0  0  0
   -4.8446   -2.3845    0.9093 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6260    3.5377    1.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5281   -0.7253    1.3025 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.7201    0.8367   -0.3475 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5373   -3.1756   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8556    0.2833    0.9308 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7115    2.4954    0.0445 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1147   -1.5169    0.3859 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -3.9408    0.5732 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.1134    1.6160    0.3877 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9475   -0.4664   -1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2249   -0.8696    0.1349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7579    2.0426    0.9761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6210    0.5753    1.4285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4937   -0.7807   -1.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865   -1.1245   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6745   -1.2371    0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4019    3.2129    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3090    3.5783   -0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497    2.3687   -1.4601 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6152    1.4014   -0.5501 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692    0.2142   -1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9809   -0.7759   -0.5047 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2011   -0.1693    0.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4602   -2.6696   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6243   -3.2469    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926    2.0982    0.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5785   -1.7089    0.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682    2.7282    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163   -1.8624   -1.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7622   -0.3190   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2673   -0.4434   -2.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9283   -0.8033   -2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614   -2.2156   -2.2494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5797   -0.8938   -3.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8215    2.3098   -0.9491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7479    4.2266   -1.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    4.1704   -0.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339    1.8317   -1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5163    2.7275   -2.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9518    1.0218    0.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224    1.9480   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8056    0.6009   -2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3371   -0.3097   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4144   -1.5044   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9763   -1.1587    1.3264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2097   -3.9863    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605   -2.4726    1.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789   -4.7078   -0.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1344   -4.3464    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1870   -3.2962    0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2 17  2  0  0  0  0
  3 20  1  0  0  0  0
  4 20  2  0  0  0  0
  5 21  2  0  0  0  0
  6 27  1  0  0  0  0
  7 27  2  0  0  0  0
  8 28  2  0  0  0  0
  9 13  1  0  0  0  0
  9 15  1  0  0  0  0
  9 17  1  0  0  0  0
 10 16  1  0  0  0  0
 10 21  1  0  0  0  0
 10 39  1  0  0  0  0
 11 26  1  0  0  0  0
 11 28  1  0  0  0  0
 11 49  1  0  0  0  0
 12 29  1  0  0  0  0
 12 52  1  0  0  0  0
 12 53  1  0  0  0  0
 12 54  1  0  0  0  0
 13 16  1  0  0  0  0
 13 30  1  0  0  0  0
 14 15  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 15 31  1  0  0  0  0
 16 17  1  0  0  0  0
 16 32  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 18 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 23 24  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 24 25  1  0  0  0  0
 24 44  1  0  0  0  0
 24 45  1  0  0  0  0
 25 26  1  0  0  0  0
 25 46  1  0  0  0  0
 25 47  1  0  0  0  0
 26 27  1  0  0  0  0
 26 48  1  0  0  0  0
 28 29  1  0  0  0  0
 29 50  1  0  0  0  0
 29 51  1  0  0  0  0
M  CHG  3   3  -1   6  -1  12   1
M  END
> <DATABASE_ID>
DB03820

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/LDJWRKFRKCXUDO-RBQWDTSBSA-M/SDF?record_type=3d

> <SMILES>
[H]N([C@@H](CCCCC(=O)N([H])[C@@H]1C(=O)N2[C@@H](C([O-])=O)C(C)(C)S[C@]12[H])C([O-])=O)C(=O)C[N+]([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N4O7S/c1-17(2)12(16(27)28)21-13(24)11(14(21)29-17)20-9(22)6-4-3-5-8(15(25)26)19-10(23)7-18/h8,11-12,14H,3-7,18H2,1-2H3,(H,19,23)(H,20,22)(H,25,26)(H,27,28)/p-1/t8-,11+,12-,14+/m0/s1

> <INCHI_KEY>
LDJWRKFRKCXUDO-RBQWDTSBSA-M

> <FORMULA>
C17H25N4O7S

> <MOLECULAR_WEIGHT>
429.468

> <EXACT_MASS>
429.144394864

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.79734894054017

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R)-6-[(6S)-6-(2-azaniumylacetamido)-6-carboxylatohexanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-4.2430119311989545

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.717676100247468

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.092580182679607

> <JCHEM_PKA_STRONGEST_BASIC>
8.139458295429113

> <JCHEM_POLAR_SURFACE_AREA>
186.41000000000003

> <JCHEM_REFRACTIVITY>
133.4224

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.97e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-3H-pyrimidine-2,4-dione

> <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,5R,6R)-6-({(6S)-6-[(Ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (DB03820)

Structure for (2S,5R,6R)-6-({(6S)-6-[(Ammonioacetyl)amino]-6-carboxylatohexanoyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (DB03820)