Chemical Components in the PDB

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TOR : Summary

Code

TOR

One-letter code

X

Molecule name

[(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate

Synonyms

topiramate

Systematic names

ProgramVersionName
ACDLabs 10.04 [(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate (non-preferred name)

Formula

C12 H21 N O8 S

Formal charge

0

Molecular weight

339.362 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=S(=O)(OCC23OCC1OC(OC1C3OC(O2)(C)C)(C)C)N
SMILES CACTVS 3.341 CC1(C)O[CH]2CO[C]3(CO[S](N)(=O)=O)OC(C)(C)O[CH]3[CH]2O1
SMILES OpenEye OEToolkits 1.5.0 CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)N)C
Canonical SMILES CACTVS 3.341 CC1(C)O[C@@H]2CO[C@@]3(CO[S](N)(=O)=O)OC(C)(C)O[C@H]3[C@@H]2O1
Canonical SMILES OpenEye OEToolkits 1.5.0 CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)COS(=O)(=O)N)C

IUPAC InChI

InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1

IUPAC InChI key

KJADKKWYZYXHBB-XBWDGYHZSA-N
TOR

wwPDB Information

Atom count

43 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAD

Is modified

No

Standard parent

Not Assigned

Defined at

2009-06-03

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



TOR : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAT C CAT N N N 0 1.326 3.338 0.363
2 CAU C CAU N N N 0 0.22 2.452 -0.213
3 CAV C CAV N N N 0 -0.903 3.328 -0.773
4 OAR O OAR N N N 0 -0.303 1.599 0.82
5 OAQ O OAQ N N N 0 0.757 1.625 -1.261
6 CAK C CAK S N N 0 1.097 0.373 -0.595
7 CAG C CAG R N N 0 2.424 0.619 0.129
8 OAF O OAF N N N 0 3.465 0.084 -0.742
9 CAE C CAE N N N 0 3.409 -1.339 -0.529
10 CAD C CAD N N N 0 4.819 -1.928 -0.614
11 CAJ C CAJ N N N 0 2.517 -1.983 -1.592
12 OAA O OAA N N N 0 2.859 -1.586 0.776
13 CAB C CAB R N N 0 2.586 -0.302 1.35
14 CAC C CAC N N N 0 1.351 -0.302 2.227
15 OAH O OAH N N N 0 0.199 -0.632 1.453
16 CAL C CAL S N N 0 -0.075 0.252 0.387
17 CAM C CAM N N N 0 -1.311 -0.251 -0.362
18 OAN O OAN N N N 0 -2.437 -0.244 0.518
19 SAO S SAO N N N 0 -3.728 -0.729 -0.125
20 OAS O OAS N N N 0 -4.765 -0.468 0.812
21 OAI O OAI N N N 0 -3.732 -0.218 -1.451
22 NAP N NAP N N N 0 -3.622 -2.376 -0.258
23 HAT H HAT N N N 0 0.883 4.225 0.816
24 HATA H HATA N N N 0 1.881 2.782 1.119
25 HATB H HATB N N N 0 2.003 3.639 -0.437
26 HAV H HAV N N N 0 -0.503 3.977 -1.552
27 HAVA H HAVA N N N 0 -1.683 2.694 -1.193
28 HAVB H HAVB N N N 0 -1.321 3.938 0.028
29 HAK H HAK N N N 0 1.156 -0.466 -1.288
30 HAG H HAG N N N 0 2.576 1.672 0.367
31 HAD H HAD N N N 0 5.449 -1.472 0.15
32 HADA H HADA N N N 0 4.773 -3.005 -0.453
33 HADB H HADB N N N 0 5.238 -1.725 -1.599
34 HAJ H HAJ N N N 0 2.628 -1.446 -2.534
35 HAJA H HAJA N N N 0 2.811 -3.023 -1.731
36 HAJB H HAJB N N N 0 1.477 -1.939 -1.269
37 HAB H HAB N N N 0 3.441 0.023 1.942
38 HAC H HAC N N N 0 1.473 -1.036 3.024
39 HACA H HACA N N N 0 1.22 0.687 2.666
40 HAM H HAM N N N 0 -1.51 0.4 -1.212
41 HAMA H HAMA N N N 0 -1.133 -1.267 -0.716
42 HNAP H HNAP N N N 0 -4.425 -2.918 -0.221
43 HNAA H HNAA N N N 0 -2.756 -2.798 -0.374



TOR : Chemical Bonds

Total Number of Bonds: 45
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAT CAU C C sing 1.53 N N
2 CAU CAV C C sing 1.53 N N
3 CAU OAR C O sing 1.44 N N
4 CAU OAQ C O sing 1.44 N N
5 OAR CAL O C sing 1.43 N N
6 OAQ CAK O C sing 1.46 N N
7 CAK CAG C C sing 1.53 N N
8 CAK CAL C C sing 1.53 N N
9 CAG OAF C O sing 1.46 N N
10 CAG CAB C C sing 1.54 N N
11 OAF CAE O C sing 1.44 N N
12 CAE CAD C C sing 1.53 N N
13 CAE CAJ C C sing 1.53 N N
14 CAE OAA C O sing 1.44 N N
15 OAA CAB O C sing 1.43 N N
16 CAB CAC C C sing 1.51 N N
17 CAC OAH C O sing 1.43 N N
18 OAH CAL O C sing 1.41 N N
19 CAL CAM C C sing 1.53 N N
20 CAM OAN C O sing 1.43 N N
21 OAN SAO O S sing 1.52 N N
22 SAO OAS S O doub 1.42 N N
23 SAO OAI S O doub 1.42 N N
24 SAO NAP S N sing 1.66 N N
25 CAT HAT C H sing 1.09 N N
26 CAT HATA C H sing 1.09 N N
27 CAT HATB C H sing 1.09 N N
28 CAV HAV C H sing 1.09 N N
29 CAV HAVA C H sing 1.09 N N
30 CAV HAVB C H sing 1.09 N N
31 CAK HAK C H sing 1.09 N N
32 CAG HAG C H sing 1.09 N N
33 CAD HAD C H sing 1.09 N N
34 CAD HADA C H sing 1.09 N N
35 CAD HADB C H sing 1.09 N N
36 CAJ HAJ C H sing 1.09 N N
37 CAJ HAJA C H sing 1.09 N N
38 CAJ HAJB C H sing 1.09 N N
39 CAB HAB C H sing 1.09 N N
40 CAC HAC C H sing 1.09 N N
41 CAC HACA C H sing 1.09 N N
42 CAM HAM C H sing 1.09 N N
43 CAM HAMA C H sing 1.09 N N
44 NAP HNAP N H sing 0.97 N N
45 NAP HNAA N H sing 0.97 N N



TOR : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
TOR 3hku Open in New Window Bound ligand 1 1
TOR 3lxe Open in New Window Bound ligand 2 1
TOR 5jna Open in New Window Bound ligand 4 1
TOR 7yg5 Open in New Window Bound ligand 1 1