Chemical Components in the PDB

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R3N : Summary

Code

R3N

One-letter code

X

Molecule name

(2R,5S)-2-[(1S,2R)-1-carboxy-2-hydroxy-propyl]-5-[(2R)-tetrahydrofuran-2-yl]-2,5-dihydrothiazole-4-carboxylic acid

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 (2~{R},5~{S})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-5-[(2~{R})-oxolan-2-yl]-2,5-dihydro-1,3-thiazole-4-carboxylic acid

Formula

C12 H17 N O6 S

Formal charge

0

Molecular weight

303.331 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 C[CH](O)[CH]([CH]1S[CH]([CH]2CCCO2)C(=N1)C(O)=O)C(O)=O
SMILES OpenEye OEToolkits 2.0.7 CC(C(C1N=C(C(S1)C2CCCO2)C(=O)O)C(=O)O)O
Canonical SMILES CACTVS 3.385 C[C@@H](O)[C@H]([C@H]1S[C@H]([C@H]2CCCO2)C(=N1)C(O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 2.0.7 C[C@H]([C@H]([C@@H]1N=C([C@H](S1)[C@H]2CCCO2)C(=O)O)C(=O)O)O

IUPAC InChI

InChI=1S/C12H17NO6S/c1-5(14)7(11(15)16)10-13-8(12(17)18)9(20-10)6-3-2-4-19-6/h5-7,9-10,14H,2-4H2,1H3,(H,15,16)(H,17,18)/t5-,6-,7-,9-,10-/m1/s1

IUPAC InChI key

SVIXNOHLIBGRQI-CTNSIQBBSA-N
R3N

wwPDB Information

Atom count

37 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2020-08-28

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned



R3N : Atoms of Molecule

Total Number of Atoms: 37
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O72 O O1 N N N 0 2.683 -2.286 0.321
2 C7 C C1 N N N 0 3.191 -1.054 0.483
3 C6 C C2 S N N 0 2.523 0.128 -0.17
4 N4 N N1 N N N 0 0.358 -1.015 0.163
5 C5 C C3 R N N 0 1.087 0.25 0.344
6 C3 C C4 N N N 0 -0.806 -0.991 -0.313
7 C2 C C5 S N N 0 -1.387 0.363 -0.676
8 S1 S S1 N N N 0 0.119 1.42 -0.694
9 C31 C C6 N N N 0 -1.582 -2.239 -0.513
10 O71 O O2 N N N 0 4.185 -0.894 1.152
11 C61 C C7 R N N 0 3.297 1.403 0.171
12 O62 O O3 N N N 0 2.587 2.539 -0.329
13 C62 C C8 N N N 0 4.684 1.345 -0.472
14 C14 C C9 R N N 0 -2.377 0.838 0.39
15 C15 C C10 N N N 0 -3.105 2.12 -0.086
16 C16 C C11 N N N 0 -4.414 2.042 0.746
17 C17 C C12 N N N 0 -4.665 0.521 0.819
18 O18 O O4 N N N 0 -3.416 -0.137 0.574
19 O32 O O5 N N N 0 -2.703 -2.189 -0.975
20 O31 O O6 N N N 0 -1.042 -3.427 -0.183
21 H1 H H1 N N N 0 3.147 -3.013 0.759
22 H2 H H2 N N N 0 2.511 -0.012 -1.251
23 H5 H H5 N N N 0 1.077 0.556 1.39
24 H111 H H7 N N N 0 -1.857 0.336 -1.659
25 H8 H H8 N N N 0 3.401 1.487 1.252
26 H9 H H9 N N N 0 3.021 3.384 -0.149
27 H11 H H10 N N N 0 5.26 0.538 -0.02
28 H12 H H11 N N N 0 4.581 1.163 -1.542
29 H10 H H12 N N N 0 5.198 2.293 -0.312
30 H13 H H13 N N N 0 -1.859 1.022 1.331
31 H14 H H14 N N N 0 -2.532 3.013 0.165
32 H15 H H15 N N N 0 -3.315 2.079 -1.155
33 H17 H H16 N N N 0 -4.266 2.459 1.742
34 H16 H H17 N N N 0 -5.232 2.546 0.23
35 H19 H H18 N N N 0 -5.035 0.254 1.809
36 H18 H H19 N N N 0 -5.391 0.228 0.061
37 H7 H H20 N N N 0 -1.586 -4.213 -0.331



R3N : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O71 C7 O C doub 1.21 N N
2 C62 C61 C C sing 1.53 N N
3 C7 C6 C C sing 1.51 N N
4 C7 O72 C O sing 1.34 N N
5 C6 C61 C C sing 1.53 N N
6 C6 C5 C C sing 1.53 N N
7 C61 O62 C O sing 1.43 N N
8 C5 N4 C N sing 1.47 N N
9 C5 S1 C S sing 1.84 N N
10 N4 C3 N C doub 1.26 N N
11 S1 C2 S C sing 1.84 N N
12 O32 C31 O C doub 1.21 N N
13 C3 C31 C C sing 1.48 N N
14 C3 C2 C C sing 1.52 N N
15 C31 O31 C O sing 1.35 N N
16 C2 C14 C C sing 1.53 N N
17 C15 C16 C C sing 1.55 N N
18 C15 C14 C C sing 1.55 N N
19 C16 C17 C C sing 1.54 N N
20 C14 O18 C O sing 1.44 N N
21 C17 O18 C O sing 1.43 N N
22 O72 H1 O H sing 0.97 N N
23 C6 H2 C H sing 1.09 N N
24 C5 H5 C H sing 1.09 N N
25 C2 H111 C H sing 1.09 N N
26 C61 H8 C H sing 1.09 N N
27 O62 H9 O H sing 0.97 N N
28 C62 H11 C H sing 1.09 N N
29 C62 H12 C H sing 1.09 N N
30 C62 H10 C H sing 1.09 N N
31 C14 H13 C H sing 1.09 N N
32 C15 H14 C H sing 1.09 N N
33 C15 H15 C H sing 1.09 N N
34 C16 H17 C H sing 1.09 N N
35 C16 H16 C H sing 1.09 N N
36 C17 H19 C H sing 1.09 N N
37 C17 H18 C H sing 1.09 N N
38 O31 H7 O H sing 0.97 N N



R3N : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
R3N 7a63 Open in New Window Bound ligand 1 1