3D structure for 4-Acetyl-4-guanidino-6-methyl(propyl)carboxamide-4,5-dihydro-2H-pyran-2-carboxylic acid (DB03503)

449379
  -OEChem-12201913253D

47 47  0     1  0  0  0  0  0999 V2000
    1.3601    1.4726    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9394    1.9722   -0.2960 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5422   -3.6989    0.8133 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    3.3631    0.5464 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385    2.6096   -1.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352   -1.5929    1.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1404    0.9246    1.3960 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1959   -0.5356   -1.8635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3262   -2.9236   -2.0891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8150   -1.5667   -3.1554 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4872   -0.8132    0.4715 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2842    0.5524    1.1432 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9686   -0.6895   -0.9817 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9800    1.2159    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    0.4866   -1.1706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0250    1.4295   -0.2300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4376    1.5011    1.0515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -2.9722    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2096    0.6409    0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1428    0.0243    2.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761    2.5093   -0.4990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7221   -1.6255   -2.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4936   -3.5294    2.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5536    1.2453   -0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553   -1.3742    0.4882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2446    0.4231    2.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749   -1.5592   -1.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4264    0.5247   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -1.1023    1.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615    2.4867    0.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0125    1.6647    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6114    0.4973   -0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743   -0.3574    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4765   -0.8277    2.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1493   -0.3729    2.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8348    0.5913    3.4254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2759   -4.5694    2.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295   -3.4858    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5978   -2.9547    3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4222    2.2270   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0731    0.5967   -1.0354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1918    1.3647    0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4354   -3.1698   -1.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8218   -3.6986   -2.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2451   -2.4066   -3.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2249   -0.6771   -3.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291    4.1029    0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 16  1  0  0  0  0
  2 14  2  0  0  0  0
  3 18  2  0  0  0  0
  4 21  1  0  0  0  0
  4 47  1  0  0  0  0
  5 21  2  0  0  0  0
  6 11  1  0  0  0  0
  6 18  1  0  0  0  0
  6 29  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  7 20  1  0  0  0  0
  8 13  1  0  0  0  0
  8 22  2  0  0  0  0
  9 22  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 22  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 25  1  0  0  0  0
 12 14  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
 15 16  2  0  0  0  0
 15 28  1  0  0  0  0
 16 21  1  0  0  0  0
 17 19  1  0  0  0  0
 17 30  1  0  0  0  0
 17 31  1  0  0  0  0
 18 23  1  0  0  0  0
 19 24  1  0  0  0  0
 19 32  1  0  0  0  0
 19 33  1  0  0  0  0
 20 34  1  0  0  0  0
 20 35  1  0  0  0  0
 20 36  1  0  0  0  0
 23 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
 24 40  1  0  0  0  0
 24 41  1  0  0  0  0
 24 42  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03503

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCCN(C)C(=O)[C@@H]1OC(=C[C@H](NC(N)=N)[C@H]1NC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N5O5/c1-4-5-19(3)12(21)11-10(17-7(2)20)8(18-14(15)16)6-9(24-11)13(22)23/h6,8,10-11H,4-5H2,1-3H3,(H,17,20)(H,22,23)(H4,15,16,18)/t8-,10+,11+/m0/s1

> <INCHI_KEY>
QPJWMZVTNXFTKV-JMJZKYOTSA-N

> <FORMULA>
C14H23N5O5

> <MOLECULAR_WEIGHT>
341.3629

> <EXACT_MASS>
341.169918871

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.0004979517050049001

> <JCHEM_AVERAGE_POLARIZABILITY>
34.30604087755252

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S)-4-carbamimidamido-3-acetamido-2-[methyl(propyl)carbamoyl]-3,4-dihydro-2H-pyran-6-carboxylic acid

> <ALOGPS_LOGP>
-0.68

> <JCHEM_LOGP>
-3.673132512890573

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.033704062996952

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.32264008572023

> <JCHEM_PKA_STRONGEST_BASIC>
11.64038269889882

> <JCHEM_POLAR_SURFACE_AREA>
157.84000000000003

> <JCHEM_REFRACTIVITY>
95.31340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[4-(3-aminopropyl)piperazin-1-yl]propyl}-3-[2-(thiophen-2-yl)acetamido]-5-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzamide

> <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 4-Acetyl-4-guanidino-6-methyl(propyl)carboxamide-4,5-dihydro-2H-pyran-2-carboxylic acid (DB03503)

Structure for 4-Acetyl-4-guanidino-6-methyl(propyl)carboxamide-4,5-dihydro-2H-pyran-2-carboxylic acid (DB03503)