3D structure for 3-(4-carbamoyl-1-carboxy-2-methylsulfonyl-buta-1,3-dienylamino)-indolizine-2-carboxylic acid (DB02876)

5288130
  -OEChem-12091915593D

41 42  0     0  0  0  0  0  0999 V2000
    2.5594    2.2406    1.7541 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016    0.1798   -2.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5495    3.3991   -1.8755 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073    2.2833    1.0160 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925    2.9777    1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0257   -1.8975   -1.3556 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8551   -1.9448   -1.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -0.5411    0.4903 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6322    0.4748    0.6628 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4242   -1.3971   -0.1258 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050    0.4756    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2741   -0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    1.3835   -0.6215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    0.9120   -0.8226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5037   -0.0569    0.1136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -1.6723    1.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661   -0.0410    0.6185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0478   -1.2132    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0996    0.5497    1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528   -2.5542    1.4518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8370   -2.3059    0.8174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9654    2.5843   -1.1493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717   -0.6742   -0.1250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2646   -0.7230   -1.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1630   -0.7422    0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1504   -1.4228   -0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6488    1.3829   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4670    1.0067    1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808   -1.8100    1.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0112   -1.0406   -0.4090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358    0.5398    2.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9011    0.0258    2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4284   -3.4460    2.0539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6263   -3.0330    0.9747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9147    2.7731   -0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6148   -1.1310   -1.0769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438    2.7142    2.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -0.3231    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2435   -0.2221   -3.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6505   -0.9595    0.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1964   -1.8253   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0  0  0  0
  1  5  2  0  0  0  0
  1 19  1  0  0  0  0
  1 37  1  0  0  0  0
  2 24  1  0  0  0  0
  2 39  1  0  0  0  0
  3 22  2  0  0  0  0
  6 24  2  0  0  0  0
  7 26  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  1  0  0  0  0
  8 16  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
  9 28  1  0  0  0  0
 10 26  1  0  0  0  0
 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 11 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 18  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 14 27  1  0  0  0  0
 15 17  2  0  0  0  0
 15 24  1  0  0  0  0
 16 20  2  0  0  0  0
 16 29  1  0  0  0  0
 17 19  1  0  0  0  0
 17 23  1  0  0  0  0
 18 21  2  0  0  0  0
 18 30  1  0  0  0  0
 19 31  1  0  0  0  0
 19 32  1  0  0  0  0
 20 21  1  0  0  0  0
 20 33  1  0  0  0  0
 21 34  1  0  0  0  0
 22 35  1  0  0  0  0
 23 25  2  0  0  0  0
 23 36  1  0  0  0  0
 25 26  1  0  0  0  0
 25 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02876

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]C(=C([H])C(\CS(=O)=O)=C(\NC1=C(C=O)C=C2C=CC=CN12)C(O)=O)C(O)=N

> <INCHI_IDENTIFIER>
InChI=1S/C16H15N3O6S/c17-13(21)5-4-10(9-26(24)25)14(16(22)23)18-15-11(8-20)7-12-3-1-2-6-19(12)15/h1-8,18,26H,9H2,(H2,17,21)(H,22,23)/b5-4+,14-10-

> <INCHI_KEY>
ARSFRLAHCNFFCE-IBXIYJDRSA-N

> <FORMULA>
C16H15N3O6S

> <MOLECULAR_WEIGHT>
377.372

> <EXACT_MASS>
377.068155917

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.49649053478977

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-2-[(2-formylindolizin-3-yl)amino]-5-(C-hydroxycarbonimidoyl)-3-(sulfonylmethyl)penta-2,4-dienoic acid

> <ALOGPS_LOGP>
0.50

> <JCHEM_LOGP>
-2.7549679785704915

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.009618442917658

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.4654112924519874

> <JCHEM_PKA_STRONGEST_BASIC>
11.660737469411757

> <JCHEM_POLAR_SURFACE_AREA>
149.03

> <JCHEM_REFRACTIVITY>
108.66199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,6S,9R,11S)-11-(hydroxymethyl)-4,4,11-trimethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^{2,6}]dodecan-6-yl]methyl sulfamate

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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 3-(4-carbamoyl-1-carboxy-2-methylsulfonyl-buta-1,3-dienylamino)-indolizine-2-carboxylic acid (DB02876)

Structure for 3-(4-carbamoyl-1-carboxy-2-methylsulfonyl-buta-1,3-dienylamino)-indolizine-2-carboxylic acid (DB02876)