Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

BC8 : Summary

Code

BC8

One-letter code

X

Molecule name

beta-citryl-L-glutamic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[3-carboxy-2-(carboxymethyl)-2-hydroxypropanoyl]-L-glutamic acid
OpenEye OEToolkits 1.9.2 3-[[(2S)-1,5-bis(oxidanyl)-1,5-bis(oxidanylidene)pentan-2-yl]carbamoyl]-3-oxidanyl-pentanedioic acid

Formula

C11 H15 N O10

Formal charge

0

Molecular weight

321.238 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 OC(=O)CC(O)(CC(O)=O)C(=O)NC(C(=O)O)CCC(O)=O
SMILES CACTVS 3.385 OC(=O)CC[CH](NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O
SMILES OpenEye OEToolkits 1.9.2 C(CC(=O)O)C(C(=O)O)NC(=O)C(CC(=O)O)(CC(=O)O)O
Canonical SMILES CACTVS 3.385 OC(=O)CC[C@H](NC(=O)C(O)(CC(O)=O)CC(O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.9.2 C(CC(=O)O)[C@@H](C(=O)O)NC(=O)C(CC(=O)O)(CC(=O)O)O

IUPAC InChI

InChI=1S/C11H15NO10/c13-6(14)2-1-5(9(19)20)12-10(21)11(22,3-7(15)16)4-8(17)18/h5,22H,1-4H2,(H,12,21)(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t5-/m0/s1

IUPAC InChI key

GAQNUGISBQJMKO-YFKPBYRVSA-N
BC8

wwPDB Information

Atom count

37 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-06-01

Last modified at

2016-05-27

Status

Released

Obsoleted

Not Assigned



BC8 : 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 OAA O O1 N N N 0 -5.453 -0.456 0.262
2 CAB C C1 N N N 0 -4.206 -0.182 0.678
3 OAH O O2 N N N 0 -4.033 0.453 1.691
4 CAC C C2 N N N 0 -3.023 -0.666 -0.12
5 CAD C C3 N N N 0 -1.736 -0.092 0.477
6 CAE C C4 N N N 0 -1.75 1.433 0.348
7 CAF C C5 N N N 0 -1.775 1.813 -1.11
8 OAL O O3 N N N 0 -1.754 3.107 -1.467
9 OAV O O4 N N N 0 -1.813 0.953 -1.958
10 OAI O O5 N N N 0 -1.649 -0.452 1.857
11 CAJ C C6 N N N 0 -0.547 -0.648 -0.264
12 OAK O O6 N N N 0 -0.684 -1.095 -1.383
13 N N N1 N N N 0 0.669 -0.647 0.317
14 CA C C7 S N N 0 1.843 -1.085 -0.441
15 C C C8 N N N 0 1.964 -2.585 -0.359
16 O O O7 N N N 0 1.152 -3.223 0.269
17 OXT O O8 N N N 0 2.973 -3.213 -0.983
18 CB C C9 N N N 0 3.1 -0.439 0.146
19 CG C C10 N N N 0 3.034 1.077 -0.051
20 CD C C11 N N N 0 4.271 1.713 0.528
21 OE1 O O9 N N N 0 5.119 1.024 1.044
22 OE2 O O10 N N N 0 4.431 3.044 0.47
23 H1 H H1 N N N 0 -6.18 -0.125 0.807
24 H2 H H2 N N N 0 -2.984 -1.755 -0.087
25 H3 H H3 N N N 0 -3.122 -0.337 -1.154
26 H4 H H4 N N N 0 -2.636 1.831 0.842
27 H5 H H5 N N N 0 -0.857 1.845 0.816
28 H6 H H6 N N N 0 -1.771 3.302 -2.414
29 H7 H H7 N N N 0 -1.635 -1.406 2.014
30 H8 H H8 N N N 0 0.767 -0.357 1.237
31 H9 H H9 N N N 0 1.735 -0.786 -1.484
32 H10 H H10 N N N 0 3.009 -4.176 -0.901
33 H11 H H11 N N N 0 3.161 -0.665 1.211
34 H12 H H12 N N N 0 3.981 -0.833 -0.36
35 H13 H H13 N N N 0 2.973 1.303 -1.115
36 H14 H H14 N N N 0 2.152 1.47 0.456
37 H15 H H15 N N N 0 5.242 3.406 0.854



BC8 : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O C O C doub 1.21 N N
2 OE1 CD O C doub 1.21 N N
3 CD CG C C sing 1.51 N N
4 CD OE2 C O sing 1.34 N N
5 OXT C O C sing 1.34 N N
6 C CA C C sing 1.51 N N
7 CG CB C C sing 1.53 N N
8 CB CA C C sing 1.53 N N
9 CA N C N sing 1.46 N N
10 N CAJ N C sing 1.35 N N
11 OAK CAJ O C doub 1.21 N N
12 CAJ CAD C C sing 1.51 N N
13 CAE CAD C C sing 1.53 N N
14 CAE CAF C C sing 1.51 N N
15 OAV CAF O C doub 1.21 N N
16 CAD OAI C O sing 1.43 N N
17 CAD CAC C C sing 1.53 N N
18 CAF OAL C O sing 1.34 N N
19 OAH CAB O C doub 1.21 N N
20 CAC CAB C C sing 1.51 N N
21 CAB OAA C O sing 1.34 N N
22 OAA H1 O H sing 0.97 N N
23 CAC H2 C H sing 1.09 N N
24 CAC H3 C H sing 1.09 N N
25 CAE H4 C H sing 1.09 N N
26 CAE H5 C H sing 1.09 N N
27 OAL H6 O H sing 0.97 N N
28 OAI H7 O H sing 0.97 N N
29 N H8 N H sing 0.97 N N
30 CA H9 C H sing 1.09 N N
31 OXT H10 O H sing 0.97 N N
32 CB H11 C H sing 1.09 N N
33 CB H12 C H sing 1.09 N N
34 CG H13 C H sing 1.09 N N
35 CG H14 C H sing 1.09 N N
36 OE2 H15 O H sing 0.97 N N



BC8 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
BC8 5f09 Open in New Window Bound ligand 1 1