3D structure for (2R,4S,5R,6R)-5-Acetamido-4-amino-6-(diethylcarbamoyl)oxane-2-carboxylic acid (DB02529)

17753990
  -OEChem-01032016463D

44 44  0     1  0  0  0  0  0999 V2000
   -1.0703    0.7323   -0.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5107    2.1657    0.6942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1321    1.9406    0.3052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3339    1.6518   -1.8104 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7968   -3.7859    0.9090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2876   -2.2111   -0.4171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5723   -0.0590    2.5788 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017    1.1818   -0.2326 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -1.0394    0.3862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0681   -0.8778    1.4696 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1697    0.1790   -0.5394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3262   -0.2334    0.8786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9832    1.0239    0.0893 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0341    1.2660    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1967    1.5613   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1335   -3.4811   -0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3532    2.1693    0.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794    0.0977   -1.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3388   -4.5130   -1.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8953    1.7857    1.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0190    0.4455   -2.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9746   -1.2480    0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382   -1.8561    1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5962   -0.1565   -1.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8076   -0.9619    0.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560   -0.0170    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292    1.8284    0.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8938   -2.0911   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2338   -0.5129    3.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2851    0.0047    3.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    3.1332    0.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1649    2.2957   -0.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447   -0.8416   -0.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9991   -0.0900   -0.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310   -4.1837   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841   -5.4572   -0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142   -4.6690   -0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4291    0.8307    1.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901    2.5494    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0871    1.6839    2.3542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4258   -0.3920   -3.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    1.3162   -2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295    0.6846   -2.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9371    2.2969   -0.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 13  1  0  0  0  0
  2 14  2  0  0  0  0
  3 15  1  0  0  0  0
  3 44  1  0  0  0  0
  4 15  2  0  0  0  0
  5 16  2  0  0  0  0
  6  9  1  0  0  0  0
  6 16  1  0  0  0  0
  6 28  1  0  0  0  0
  7 10  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 14  1  0  0  0  0
  8 17  1  0  0  0  0
  8 18  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 22  1  0  0  0  0
 10 12  1  0  0  0  0
 10 23  1  0  0  0  0
 11 14  1  0  0  0  0
 11 24  1  0  0  0  0
 12 13  1  0  0  0  0
 12 25  1  0  0  0  0
 12 26  1  0  0  0  0
 13 15  1  0  0  0  0
 13 27  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 17 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 21  1  0  0  0  0
 18 33  1  0  0  0  0
 18 34  1  0  0  0  0
 19 35  1  0  0  0  0
 19 36  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  0  0  0  0
 21 42  1  0  0  0  0
 21 43  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02529

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCN(CC)C(=O)[C@@H]1O[C@H](C[C@H](N)[C@H]1NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H23N3O5/c1-4-16(5-2)12(18)11-10(15-7(3)17)8(14)6-9(21-11)13(19)20/h8-11H,4-6,14H2,1-3H3,(H,15,17)(H,19,20)/t8-,9+,10+,11+/m0/s1

> <INCHI_KEY>
BULFTXGJKXVMER-LNFKQOIKSA-N

> <FORMULA>
C13H23N3O5

> <MOLECULAR_WEIGHT>
301.3388

> <EXACT_MASS>
301.163770861

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.007330589891893835

> <JCHEM_AVERAGE_POLARIZABILITY>
30.329742720298317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4S,5R,6R)-4-amino-6-(diethylcarbamoyl)-5-acetamidooxane-2-carboxylic acid

> <JCHEM_LOGP>
-4.172869656067281

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.591432799746855

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6343666252548075

> <JCHEM_PKA_STRONGEST_BASIC>
9.103541792685927

> <JCHEM_POLAR_SURFACE_AREA>
121.96

> <JCHEM_REFRACTIVITY>
73.36530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({4-[(2E)-N-({2-amino-4-oxo-1H-pyrido[3,2-d]pyrimidin-6-yl}methyl)-3-{5-carbamoyl-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]imidazol-4-yl}prop-2-enamido]phenyl}formamido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
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Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (2R,4S,5R,6R)-5-Acetamido-4-amino-6-(diethylcarbamoyl)oxane-2-carboxylic acid (DB02529)

Structure for (2R,4S,5R,6R)-5-Acetamido-4-amino-6-(diethylcarbamoyl)oxane-2-carboxylic acid (DB02529)