3D structure for Methyl (2S)-2-[[2-[(3R)-1-carbamimidoylpiperidin-3-yl]acetyl]amino]-3-[4-(2-phenylethynyl)phenyl]propanoate (DB03453)

5288250
  -OEChem-11061915543D

63 65  0     1  0  0  0  0  0999 V2000
   -2.9277    1.0188   -1.5210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401   -2.6498   -0.6681 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3687   -0.7141    0.4971 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7560    3.2410    0.0419 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7252    0.0533    0.4368 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3843    1.7498   -1.5662 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0086    3.1203   -0.5675 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6934    3.0941    0.0325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7554    4.5461    0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812    2.4285    0.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5172    5.3263    0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7654    4.6208    0.5216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8977    2.2994    0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1708    1.0762   -0.3187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    2.7264   -0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0896   -1.2301   -0.1184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2879   -2.3676    0.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5904   -1.4828   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7864   -2.2103    0.4471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -1.5407    1.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0903   -2.7351   -0.6419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2878   -1.3955    1.3804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947   -2.5900   -0.7197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9837   -1.9202    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3342   -2.9723   -0.6394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4026   -1.7701    0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5954   -1.6438    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -1.4933    0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539   -1.5570   -1.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7622   -1.2826    1.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0389   -1.4104   -1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1470   -1.1358    1.1411 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7853   -1.1997   -0.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7040    3.1320   -1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6531    5.0413    0.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8264    4.5643    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    2.3540    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379    1.3958    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    6.3371    0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5275    5.4312   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8526    4.6248    1.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6224    5.1799    0.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7632    2.0223    1.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8065    2.9121    0.4739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318    0.2131    1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8460   -1.2054   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5652   -3.3315    0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5737   -2.4589    1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4111    1.5800   -1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0679    1.2777   -2.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    2.5837   -1.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6273   -1.1271    2.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170   -3.2565   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8104   -0.8689    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231   -3.0033   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6759   -3.0837    0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4736   -3.9239   -1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9122   -2.2012   -1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0857   -1.7203   -2.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2791   -1.2303    2.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5360   -1.4600   -2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7285   -0.9717    2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8636   -1.0854   -0.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
  2 18  1  0  0  0  0
  2 25  1  0  0  0  0
  3 18  2  0  0  0  0
  4 10  1  0  0  0  0
  4 12  1  0  0  0  0
  4 15  1  0  0  0  0
  5 14  1  0  0  0  0
  5 16  1  0  0  0  0
  5 45  1  0  0  0  0
  6 15  1  0  0  0  0
  6 49  1  0  0  0  0
  6 50  1  0  0  0  0
  7 15  2  0  0  0  0
  7 51  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 13  1  0  0  0  0
  8 34  1  0  0  0  0
  9 11  1  0  0  0  0
  9 35  1  0  0  0  0
  9 36  1  0  0  0  0
 10 37  1  0  0  0  0
 10 38  1  0  0  0  0
 11 12  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 13 14  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 46  1  0  0  0  0
 17 19  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 52  1  0  0  0  0
 21 23  2  0  0  0  0
 21 53  1  0  0  0  0
 22 24  2  0  0  0  0
 22 54  1  0  0  0  0
 23 24  1  0  0  0  0
 23 55  1  0  0  0  0
 24 26  1  0  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 25 58  1  0  0  0  0
 26 27  3  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 59  1  0  0  0  0
 30 32  2  0  0  0  0
 30 60  1  0  0  0  0
 31 33  2  0  0  0  0
 31 61  1  0  0  0  0
 32 33  1  0  0  0  0
 32 62  1  0  0  0  0
 33 63  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03453

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N=C(N([H])[H])N1CCC[C@H](CC(=O)N([H])[C@@H](CC2=CC=C(C=C2)C#CC2=CC=CC=C2)C(=O)OC)C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H30N4O3/c1-33-25(32)23(29-24(31)17-22-8-5-15-30(18-22)26(27)28)16-21-13-11-20(12-14-21)10-9-19-6-3-2-4-7-19/h2-4,6-7,11-14,22-23H,5,8,15-18H2,1H3,(H3,27,28)(H,29,31)/t22-,23+/m1/s1

> <INCHI_KEY>
MRNGXYMKYHNMLV-PKTZIBPZSA-N

> <FORMULA>
C26H30N4O3

> <MOLECULAR_WEIGHT>
446.5414

> <EXACT_MASS>
446.231790846

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
50.56526145175512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S)-2-{2-[(3R)-1-carbamimidoylpiperidin-3-yl]acetamido}-3-[4-(2-phenylethynyl)phenyl]propanoate

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.6298860924491

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.403725239143045

> <JCHEM_PKA_STRONGEST_BASIC>
11.866078856896186

> <JCHEM_POLAR_SURFACE_AREA>
108.51000000000002

> <JCHEM_REFRACTIVITY>
133.3302

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.58e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <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 Methyl (2S)-2-[[2-[(3R)-1-carbamimidoylpiperidin-3-yl]acetyl]amino]-3-[4-(2-phenylethynyl)phenyl]propanoate (DB03453)

Structure for Methyl (2S)-2-[[2-[(3R)-1-carbamimidoylpiperidin-3-yl]acetyl]amino]-3-[4-(2-phenylethynyl)phenyl]propanoate (DB03453)