3D structure for 4-Oxo-2-Phenylmethanesulfonyl-Octahydro-Pyrrolo[1,2-a]Pyrazine-6-Carboxylic Acid [1-(N-Hydroxycarbamimidoyl)-Piperidin-4-Ylmethyl]-Amide (DB02723)

5326608
  -OEChem-10051720013D

66 69  0     1  0  0  0  0  0999 V2000
    4.4981   -0.0452    0.9899 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3097    0.5189   -0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -2.1160    1.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4017   -1.1463    1.2442 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3261    1.0318    1.9407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6006    3.9546   -0.5147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5169   -1.6242   -0.3455 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -0.6761    0.5866 N   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9971   -2.2195   -0.4278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5715    1.4403    0.1562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7852    1.1971   -0.2627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8325    3.2999   -0.6106 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -2.5463   -0.0518 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6475   -2.3295   -0.8682 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3264   -3.7138   -0.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1991   -3.7863   -1.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9592   -1.9049   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -0.2494   -0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589    0.3151    0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7387   -2.2025    0.1488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6616   -0.6858    0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2191   -2.1347    0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8481    0.0102   -0.8290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9628   -0.6126    1.3401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3560    1.4403   -0.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4511    0.8285    1.4774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9323    0.6695   -0.5751 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2866    1.2926   -0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7079    2.0493   -0.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4316    0.5415   -0.6980 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4033    2.6241   -0.0328 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931    1.1217   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6648    3.2043    0.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8096    2.4530   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -2.8605    0.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9266   -1.8774   -1.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6912   -3.4985   -2.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -4.6459   -0.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5762   -4.2422   -1.9302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504   -4.4023   -0.1721 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346   -1.6444   -1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348   -2.6066    0.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3059    0.8454   -0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7812    1.0353    0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8776   -0.1487    1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0617   -2.6139    1.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781   -2.7109   -0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0808   -2.3077   -1.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9047    0.0424   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5645   -0.5555   -1.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7394   -1.2133    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8078   -1.0412    2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899    2.0575   -0.1698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5420    1.8654   -1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4054    0.8423    2.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7419    1.4103    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2195    1.4469   -0.8528 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9396   -0.1077   -1.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3546   -0.4967   -1.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5198    3.2211    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6894    0.2171   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7043    1.5185   -0.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5845    0.5369   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7558    4.2410    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7918    2.9049   -0.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8338    4.8525   -0.8052 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  8  1  0  0  0  0
  1 27  1  0  0  0  0
  2 18  2  0  0  0  0
  3 20  2  0  0  0  0
  6 12  1  0  0  0  0
  6 66  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 18  1  0  0  0  0
  8 17  1  0  0  0  0
  8 19  1  0  0  0  0
  9 20  1  0  0  0  0
  9 22  1  0  0  0  0
  9 48  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
 10 29  1  0  0  0  0
 11 29  1  0  0  0  0
 11 61  1  0  0  0  0
 11 62  1  0  0  0  0
 12 29  2  0  0  0  0
 13 15  1  0  0  0  0
 13 17  1  0  0  0  0
 13 35  1  0  0  0  0
 14 16  1  0  0  0  0
 14 20  1  0  0  0  0
 14 36  1  0  0  0  0
 15 16  1  0  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
 16 39  1  0  0  0  0
 16 40  1  0  0  0  0
 17 41  1  0  0  0  0
 17 42  1  0  0  0  0
 18 19  1  0  0  0  0
 19 43  1  0  0  0  0
 19 44  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 21 45  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 25  1  0  0  0  0
 23 49  1  0  0  0  0
 23 50  1  0  0  0  0
 24 26  1  0  0  0  0
 24 51  1  0  0  0  0
 24 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
 27 28  1  0  0  0  0
 27 57  1  0  0  0  0
 27 58  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 59  1  0  0  0  0
 31 33  2  0  0  0  0
 31 60  1  0  0  0  0
 32 34  2  0  0  0  0
 32 63  1  0  0  0  0
 33 34  1  0  0  0  0
 33 64  1  0  0  0  0
 34 65  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02723

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
O\N=C(/N)N1CCC(CC1)CNC(=O)[C@@H]1CC[C@H]2CN(CC(=O)N12)S(=O)(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32N6O5S/c23-22(25-31)26-10-8-16(9-11-26)12-24-21(30)19-7-6-18-13-27(14-20(29)28(18)19)34(32,33)15-17-4-2-1-3-5-17/h1-5,16,18-19,31H,6-15H2,(H2,23,25)(H,24,30)/t18-,19-/m0/s1

> <INCHI_KEY>
DHTSUHWLPAEEQB-OALUTQOASA-N

> <FORMULA>
C22H32N6O5S

> <MOLECULAR_WEIGHT>
492.592

> <EXACT_MASS>
492.215488854

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.6588416236891982

> <JCHEM_AVERAGE_POLARIZABILITY>
50.40123175030897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S,8aS)-N-({1-[(E)-N'-hydroxycarbamimidoyl]piperidin-4-yl}methyl)-4-oxo-2-phenylmethanesulfonyl-octahydropyrrolo[1,2-a]pyrazine-6-carboxamide

> <ALOGPS_LOGP>
-0.02

> <JCHEM_LOGP>
-1.0953274499999996

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.022924423182793

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.146958591992194

> <JCHEM_PKA_STRONGEST_BASIC>
7.28579517491615

> <JCHEM_POLAR_SURFACE_AREA>
148.63999999999996

> <JCHEM_REFRACTIVITY>
125.6467

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <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-Oxo-2-Phenylmethanesulfonyl-Octahydro-Pyrrolo[1,2-a]Pyrazine-6-Carboxylic Acid [1-(N-Hydroxycarbamimidoyl)-Piperidin-4-Ylmethyl]-Amide (DB02723)

Structure for 4-Oxo-2-Phenylmethanesulfonyl-Octahydro-Pyrrolo[1,2-a]Pyrazine-6-Carboxylic Acid [1-(N-Hydroxycarbamimidoyl)-Piperidin-4-Ylmethyl]-Amide (DB02723)