Chemical Components in the PDB

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1RG : Summary

Code

1RG

One-letter code

X

Molecule name

(4R,5S)-3-({(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl}sulfanyl)-5-[(1S,2R)-1-formyl-2-hydroxypropyl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R,5S)-3-({(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl}sulfanyl)-5-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
OpenEye OEToolkits 1.7.6 (2S,3R)-4-[(3S,5S)-5-[(3-carboxyphenyl)carbamoyl]pyrrolidin-3-yl]sulfanyl-3-methyl-2-[(2S,3R)-3-oxidanyl-1-oxidanylidene-butan-2-yl]-2,3-dihydro-1H-pyrrole-5-carboxylic acid

Formula

C22 H27 N3 O7 S

Formal charge

0

Molecular weight

477.531 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c1cc(ccc1)NC(=O)C3NCC(SC2=C(C(=O)O)NC(C2C)C(C=O)C(O)C)C3
SMILES CACTVS 3.370 C[CH](O)[CH](C=O)[CH]1NC(=C(S[CH]2CN[CH](C2)C(=O)Nc3cccc(c3)C(O)=O)[CH]1C)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 CC1C(NC(=C1SC2CC(NC2)C(=O)Nc3cccc(c3)C(=O)O)C(=O)O)C(C=O)C(C)O
Canonical SMILES CACTVS 3.370 C[C@@H](O)[C@@H](C=O)[C@@H]1NC(=C(S[C@@H]2CN[C@@H](C2)C(=O)Nc3cccc(c3)C(O)=O)[C@@H]1C)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@@H]1[C@@H](NC(=C1S[C@H]2C[C@H](NC2)C(=O)Nc3cccc(c3)C(=O)O)C(=O)O)[C@H](C=O)[C@@H](C)O

IUPAC InChI

InChI=1S/C22H27N3O7S/c1-10-17(15(9-26)11(2)27)25-18(22(31)32)19(10)33-14-7-16(23-8-14)20(28)24-13-5-3-4-12(6-13)21(29)30/h3-6,9-11,14-17,23,25,27H,7-8H2,1-2H3,(H,24,28)(H,29,30)(H,31,32)/t10-,11-,14+,15-,16+,17-/m1/s1

IUPAC InChI key

PGRRQYXTRXQDDJ-SKHPLXCOSA-N
1RG

wwPDB Information

Atom count

60 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2009-10-19

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned



1RG : Atoms of Molecule

Total Number of Atoms: 60
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C C C N N N 0 -3.342 0.427 0.687
2 N N N N N N 0 -1.288 -0.611 1.533
3 O O O N N N 0 -3.73 -0.695 0.437
4 CA C CA S N N 0 -1.906 0.655 1.087
5 CB C CB N N N 0 -1.069 1.093 -0.141
6 CD C CD N N N 0 0.113 -0.637 1.075
7 CG C CG S N N 0 0.36 0.667 0.287
8 CAA C CAA N N N 0 6.267 0.879 -1.126
9 CAB C CAB S N N 0 6.227 0.988 0.377
10 OAC O OAC N N N 0 6.398 1.873 -1.799
11 CAD C CAD S N N 0 4.974 0.287 0.906
12 CAE C CAE R N N 0 7.471 0.322 0.97
13 CAF C CAF N N N 0 7.431 0.432 2.495
14 OAG O OAG N N N 0 7.5 -1.056 0.592
15 CAH C CAH R N N 0 3.709 1.046 0.465
16 CAI C CAI N N N 0 2.943 0.051 -0.376
17 NAJ N NAJ N N N 0 4.838 -1.044 0.301
18 SAK S SAK N N N 0 1.396 0.351 -1.163
19 CAL C CAL N N N 0 3.636 -1.102 -0.425
20 CAM C CAM N N N 0 3.201 -2.248 -1.13
21 CAS C CAS N N N 0 4.086 2.272 -0.37
22 OAT O OAT N N N 0 2.197 -2.197 -1.815
23 OAU O OAU N N N 0 3.901 -3.4 -1.044
24 NAX N NAX N N N 0 -4.192 1.469 0.604
25 CAY C CAY N Y N 0 -5.494 1.273 0.129
26 CAZ C CAZ N Y N 0 -6.168 0.098 0.42
27 CBA C CBA N Y N 0 -7.466 -0.092 -0.055
28 CBB C CBB N Y N 0 -8.077 0.904 -0.821
29 CBC C CBC N Y N 0 -7.396 2.07 -1.106
30 CBD C CBD N Y N 0 -6.112 2.26 -0.63
31 CBE C CBE N N N 0 -8.193 -1.342 0.25
32 OBF O OBF N N N 0 -9.446 -1.523 -0.21
33 OBG O OBG N N N 0 -7.659 -2.206 0.917
34 HN H HN N N N 0 -1.342 -0.705 2.537
35 HA H HA N N N 0 -1.848 1.406 1.875
36 HB H HB N N N 0 -1.383 0.56 -1.038
37 HBA H HBA N N N 0 -1.126 2.171 -0.288
38 HD H HD N N N 0 0.783 -0.685 1.934
39 HDA H HDA N N N 0 0.275 -1.498 0.427
40 HG H HG N N N 0 0.813 1.424 0.928
41 HAA H HAA N N N 0 6.179 -0.087 -1.6
42 HAB H HAB N N N 0 6.205 2.039 0.665
43 HAD H HAD N N N 0 5.012 0.211 1.992
44 HAE H HAE N N N 0 8.364 0.821 0.593
45 HAF H HAF N N N 0 8.317 -0.042 2.917
46 HAFA H HAFA N N N 0 7.409 1.483 2.783
47 HAFB H HAFB N N N 0 6.538 -0.067 2.872
48 HOAG H HOAG N N N 0 8.264 -1.541 0.933
49 HAH H HAH N N N 0 3.122 1.343 1.334
50 HNAJ H HNAJ N N N 0 5.476 -1.769 0.388
51 HAS H HAS N N N 0 4.48 1.949 -1.333
52 HASA H HASA N N N 0 3.202 2.89 -0.527
53 HASB H HASB N N N 0 4.844 2.851 0.157
54 HNAX H HNAX N N N 0 -3.902 2.355 0.872
55 HAZ H HAZ N N N 0 -5.691 -0.668 1.013
56 HBB H HBB N N N 0 -9.081 0.76 -1.192
57 HBC H HBC N N N 0 -7.87 2.839 -1.699
58 HBD H HBD N N N 0 -5.587 3.177 -0.852
59 HOAU H HOAU N N N 0 3.527 -4.127 -1.56
60 HOBF H HOBF N N N 0 -9.88 -2.356 0.016



1RG : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C O C O doub 1.21 N N
2 C CA C C sing 1.51 N N
3 C NAX C N sing 1.35 N N
4 N CA N C sing 1.48 N N
5 N CD N C sing 1.47 N N
6 CA CB C C sing 1.55 N N
7 CB CG C C sing 1.55 N N
8 CD CG C C sing 1.54 N N
9 CG SAK C S sing 1.81 N N
10 CAA CAB C C sing 1.51 N N
11 CAA OAC C O doub 1.21 N N
12 CAB CAD C C sing 1.53 N N
13 CAB CAE C C sing 1.53 N N
14 CAD CAH C C sing 1.54 N N
15 CAD NAJ C N sing 1.47 N N
16 CAE CAF C C sing 1.53 N N
17 CAE OAG C O sing 1.43 N N
18 CAH CAI C C sing 1.51 N N
19 CAH CAS C C sing 1.53 N N
20 CAI SAK C S sing 1.76 N N
21 CAI CAL C C doub 1.35 N N
22 NAJ CAL N C sing 1.41 N N
23 CAL CAM C C sing 1.41 N N
24 CAM OAT C O doub 1.22 N N
25 CAM OAU C O sing 1.35 N N
26 NAX CAY N C sing 1.4 N N
27 CAY CAZ C C doub 1.39 N Y
28 CAY CBD C C sing 1.39 N Y
29 CAZ CBA C C sing 1.4 N Y
30 CBA CBB C C doub 1.4 N Y
31 CBA CBE C C sing 1.48 N N
32 CBB CBC C C sing 1.38 N Y
33 CBC CBD C C doub 1.38 N Y
34 CBE OBF C O sing 1.35 N N
35 CBE OBG C O doub 1.22 N N
36 N HN N H sing 1.01 N N
37 CA HA C H sing 1.09 N N
38 CB HB C H sing 1.09 N N
39 CB HBA C H sing 1.09 N N
40 CD HD C H sing 1.09 N N
41 CD HDA C H sing 1.09 N N
42 CG HG C H sing 1.09 N N
43 CAA HAA C H sing 1.08 N N
44 CAB HAB C H sing 1.09 N N
45 CAD HAD C H sing 1.09 N N
46 CAE HAE C H sing 1.09 N N
47 CAF HAF C H sing 1.09 N N
48 CAF HAFA C H sing 1.09 N N
49 CAF HAFB C H sing 1.09 N N
50 OAG HOAG O H sing 0.97 N N
51 CAH HAH C H sing 1.09 N N
52 NAJ HNAJ N H sing 0.97 N N
53 CAS HAS C H sing 1.09 N N
54 CAS HASA C H sing 1.09 N N
55 CAS HASB C H sing 1.09 N N
56 NAX HNAX N H sing 0.97 N N
57 CAZ HAZ C H sing 1.08 N N
58 CBB HBB C H sing 1.08 N N
59 CBC HBC C H sing 1.08 N N
60 CBD HBD C H sing 1.08 N N
61 OAU HOAU O H sing 0.97 N N
62 OBF HOBF O H sing 0.97 N N



1RG : Used in PDB Entries

Total Number of PDB Entries: 12
Ligand Code PDB Entry ID Type Total Distinct
1RG 3m6b Open in New Window Bound ligand 2 1
1RG 3zgp Open in New Window Bound ligand 1 1
1RG 4gcs Open in New Window Bound ligand 2 1
1RG 4qu3 Open in New Window Bound ligand 2 1
1RG 6p99 Open in New Window Bound ligand 1 1
1RG 6skr Open in New Window Bound ligand 2 1
1RG 7kgm Open in New Window Bound ligand 1 1
1RG 7kgn Open in New Window Bound ligand 1 1
1RG 7rpd Open in New Window Bound ligand 1 1
1RG 7rpe Open in New Window Bound ligand 1 1
1RG 8ixx Open in New Window Bound ligand 1 1
1RG 8vbw Open in New Window Bound ligand 2 1