Chemical Components in the PDB

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0VS : Summary

Code

0VS

One-letter code

X

Molecule name

L-gamma-glutamyl-S-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-L-cysteinylglycine

Systematic names

ProgramVersionName
ACDLabs 12.01 L-gamma-glutamyl-S-(3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-L-cysteinylglycine
OpenEye OEToolkits 1.7.6 (2S)-2-azanyl-5-[[(2R)-1-(2-hydroxy-2-oxoethylamino)-3-[3-methyl-1,4-bis(oxidanylidene)naphthalen-2-yl]sulfanyl-1-oxidanylidene-propan-2-yl]amino]-5-oxidanylidene-pentanoic acid

Formula

C21 H23 N3 O8 S

Formal charge

0

Molecular weight

477.488 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(N)CCC(=O)NC(C(=O)NCC(=O)O)CSC2=C(C(=O)c1c(cccc1)C2=O)C
SMILES CACTVS 3.370 CC1=C(SC[CH](NC(=O)CC[CH](N)C(O)=O)C(=O)NCC(O)=O)C(=O)c2ccccc2C1=O
SMILES OpenEye OEToolkits 1.7.6 CC1=C(C(=O)c2ccccc2C1=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical SMILES CACTVS 3.370 CC1=C(SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)c2ccccc2C1=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CC1=C(C(=O)c2ccccc2C1=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N

IUPAC InChI

InChI=1S/C21H23N3O8S/c1-10-17(28)11-4-2-3-5-12(11)18(29)19(10)33-9-14(20(30)23-8-16(26)27)24-15(25)7-6-13(22)21(31)32/h2-5,13-14H,6-9,22H2,1H3,(H,23,30)(H,24,25)(H,26,27)(H,31,32)/t13-,14-/m0/s1

IUPAC InChI key

BWKXZXMVXPXYDF-KBPBESRZSA-N
0VS

wwPDB Information

Atom count

56 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-07-13

Last modified at

2012-09-07

Status

Released

Obsoleted

Not Assigned



0VS : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C13 C C13 N N N 0 -5.309 1.129 -0.12
2 C15 C C15 N N N 0 -7.545 2.195 -0.218
3 C20 C C20 N N N 0 -1.084 -2.307 0.357
4 C22 C C22 N N N 0 -0.577 -4.684 0.531
5 C28 C C28 N N N 0 2.835 1.212 -3.001
6 O01 O O01 N N N 0 5.53 1.477 -2.447
7 C02 C C02 N N N 0 4.816 1.452 -1.462
8 C03 C C03 N Y N 0 5.418 1.566 -0.115
9 C04 C C04 N Y N 0 4.587 1.537 1.02
10 C05 C C05 N N N 0 3.127 1.392 0.835
11 C06 C C06 N N N 0 2.585 1.283 -0.544
12 S07 S S07 N N N 0 0.849 1.11 -0.79
13 C08 C C08 N N N 0 0.587 -0.52 -0.048
14 C09 C C09 R N N 0 -0.866 -0.95 -0.261
15 N10 N N10 N N N 0 -1.76 0.023 0.37
16 C11 C C11 N N N 0 -3.024 0.166 -0.077
17 C12 C C12 N N N 0 -3.944 1.167 0.572
18 C14 C C14 S N N 0 -6.243 2.145 0.539
19 O16 O O16 N N N 0 -7.633 2.902 -1.356
20 O17 O O17 N N N 0 -8.51 1.599 0.198
21 N18 N N18 N N N 0 -6.501 1.745 1.929
22 O19 O O19 N N N 0 -3.42 -0.512 -1.002
23 N21 N N21 N N N 0 -0.365 -3.365 -0.069
24 C23 C C23 N N N 0 0.343 -5.685 -0.118
25 O24 O O24 N N N 0 0.324 -6.969 0.276
26 O25 O O25 N N N 0 1.099 -5.333 -0.992
27 O26 O O26 N N N 0 -1.906 -2.447 1.237
28 C27 C C27 N N N 0 3.416 1.32 -1.615
29 O29 O O29 N N N 0 2.383 1.363 1.794
30 C30 C C30 N Y N 0 5.142 1.643 2.289
31 C31 C C31 N Y N 0 6.515 1.776 2.429
32 C32 C C32 N Y N 0 7.332 1.805 1.315
33 C33 C C33 N Y N 0 6.791 1.7 0.042
34 H1 H H1 N N N 0 -5.189 1.376 -1.175
35 H2 H H2 N N N 0 -5.735 0.13 -0.027
36 H3 H H3 N N N 0 -0.366 -4.635 1.599
37 H4 H H4 N N N 0 -1.612 -4.99 0.379
38 H5 H H5 N N N 0 3.626 1.343 -3.738
39 H6 H H6 N N N 0 2.378 0.231 -3.128
40 H7 H H7 N N N 0 2.078 1.985 -3.139
41 H8 H H8 N N N 0 1.253 -1.244 -0.518
42 H9 H H9 N N N 0 0.799 -0.471 1.02
43 H10 H H10 N N N 0 -1.077 -0.999 -1.329
44 H11 H H11 N N N 0 -1.444 0.565 1.109
45 H12 H H12 N N N 0 -3.518 2.166 0.479
46 H13 H H13 N N N 0 -4.065 0.92 1.626
47 H14 H H14 N N N 0 -5.777 3.13 0.525
48 H15 H H15 N N N 0 -8.488 2.905 -1.806
49 H16 H H16 N N N 0 -6.933 0.834 1.969
50 H17 H H17 N N N 0 -5.652 1.766 2.474
51 H19 H H19 N N N 0 0.292 -3.253 -0.774
52 H20 H H20 N N N 0 0.932 -7.574 -0.17
53 H21 H H21 N N N 0 4.508 1.621 3.162
54 H22 H H22 N N N 0 6.949 1.859 3.415
55 H23 H H23 N N N 0 8.4 1.91 1.436
56 H24 H H24 N N N 0 7.436 1.723 -0.824



0VS : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O25 C23 O C doub 1.21 N N
2 C23 O24 C O sing 1.34 N N
3 C23 C22 C C sing 1.51 N N
4 C22 N21 C N sing 1.46 N N
5 C31 C32 C C doub 1.38 N Y
6 C31 C30 C C sing 1.39 N Y
7 N21 C20 N C sing 1.35 N N
8 C32 C33 C C sing 1.39 N Y
9 C30 C04 C C doub 1.39 N Y
10 C33 C03 C C doub 1.39 N Y
11 C20 O26 C O doub 1.21 N N
12 C20 C09 C C sing 1.51 N N
13 C04 C03 C C sing 1.41 N Y
14 C04 C05 C C sing 1.48 N N
15 C03 C02 C C sing 1.48 N N
16 O29 C05 O C doub 1.21 N N
17 C05 C06 C C sing 1.49 N N
18 C09 C08 C C sing 1.53 N N
19 C09 N10 C N sing 1.46 N N
20 C02 O01 C O doub 1.22 N N
21 C02 C27 C C sing 1.41 N N
22 C13 C14 C C sing 1.53 N N
23 C13 C12 C C sing 1.53 N N
24 O19 C11 O C doub 1.21 N N
25 C06 C27 C C doub 1.36 N N
26 C06 S07 C S sing 1.76 N N
27 C08 S07 C S sing 1.81 N N
28 C27 C28 C C sing 1.51 N N
29 N10 C11 N C sing 1.35 N N
30 N18 C14 N C sing 1.47 N N
31 C11 C12 C C sing 1.51 N N
32 C14 C15 C C sing 1.51 N N
33 C15 O17 C O doub 1.21 N N
34 C15 O16 C O sing 1.34 N N
35 C13 H1 C H sing 1.09 N N
36 C13 H2 C H sing 1.09 N N
37 C22 H3 C H sing 1.09 N N
38 C22 H4 C H sing 1.09 N N
39 C28 H5 C H sing 1.09 N N
40 C28 H6 C H sing 1.09 N N
41 C28 H7 C H sing 1.09 N N
42 C08 H8 C H sing 1.09 N N
43 C08 H9 C H sing 1.09 N N
44 C09 H10 C H sing 1.09 N N
45 N10 H11 N H sing 0.97 N N
46 C12 H12 C H sing 1.09 N N
47 C12 H13 C H sing 1.09 N N
48 C14 H14 C H sing 1.09 N N
49 O16 H15 O H sing 0.97 N N
50 N18 H16 N H sing 1.01 N N
51 N18 H17 N H sing 1.01 N N
52 N21 H19 N H sing 0.97 N N
53 O24 H20 O H sing 0.97 N N
54 C30 H21 C H sing 1.08 N N
55 C31 H22 C H sing 1.08 N N
56 C32 H23 C H sing 1.08 N N
57 C33 H24 C H sing 1.08 N N



0VS : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0VS 4g0k Open in New Window Bound ligand 2 1