Chemical Components in the PDB

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4SQ : Summary

Code

4SQ

One-letter code

X

Molecule name

tetraglycine phosphinate

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{3-[(R)-[(glycylamino)methyl](hydroxy)phosphoryl]propanoyl}glycine
OpenEye OEToolkits 1.9.2 2-[3-[(2-azanylethanoylamino)methyl-oxidanyl-phosphoryl]propanoylamino]ethanoic acid

Formula

C8 H16 N3 O6 P

Formal charge

0

Molecular weight

281.203 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C(O)(CNC(CCP(CNC(CN)=O)(O)=O)=O)=O
SMILES CACTVS 3.385 NCC(=O)NC[P](O)(=O)CCC(=O)NCC(O)=O
SMILES OpenEye OEToolkits 1.9.2 C(CP(=O)(CNC(=O)CN)O)C(=O)NCC(=O)O
Canonical SMILES CACTVS 3.385 NCC(=O)NC[P](O)(=O)CCC(=O)NCC(O)=O
Canonical SMILES OpenEye OEToolkits 1.9.2 C(CP(=O)(CNC(=O)CN)O)C(=O)NCC(=O)O

IUPAC InChI

InChI=1S/C8H16N3O6P/c9-3-7(13)11-5-18(16,17)2-1-6(12)10-4-8(14)15/h1-5,9H2,(H,10,12)(H,11,13)(H,14,15)(H,16,17)

IUPAC InChI key

UENGEQFXYOYUEI-UHFFFAOYSA-N
4SQ

wwPDB Information

Atom count

34 (18 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-05-21

Last modified at

2015-10-16

Status

Released

Obsoleted

Not Assigned



4SQ : Atoms of Molecule

Total Number of Atoms: 34
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C1 N N N 0 -6.179 -0.475 -0.152
2 N1 N N1 N N N 0 6.814 -1.022 -1.002
3 N2 N N2 N N N 0 4.024 0.661 0.738
4 C3 C C2 N N N 0 -2.621 0.534 -0.135
5 O42 O O1 N N N 0 -7.439 -0.112 -0.437
6 O41 O O2 N N N 0 -5.954 -1.576 0.294
7 CA4 C C3 N N N 0 -5.044 0.486 -0.394
8 N4 N N3 N N N 0 -3.779 -0.144 -0.006
9 O3 O O3 N N N 0 -2.626 1.665 -0.574
10 CA3 C C4 N N N 0 -1.321 -0.114 0.264
11 CN3 C C5 N N N 0 -0.168 0.862 0.018
12 P P P1 N N N 0 1.405 0.079 0.502
13 OP1 O O4 N N N 0 1.315 -0.386 1.904
14 OP2 O O5 N N N 0 1.698 -1.177 -0.462
15 CA2 C C6 N N N 0 2.759 1.29 0.35
16 C1 C C7 N N N 0 4.827 0.127 -0.203
17 O1 O O6 N N N 0 4.504 0.167 -1.371
18 CA1 C C8 N N N 0 6.128 -0.521 0.197
19 H1 H H1 N N N 0 7.69 -1.461 -0.76
20 H2 H H2 N N N 0 6.223 -1.655 -1.519
21 H4 H H4 N N N 0 4.282 0.628 1.672
22 H5 H H5 N N N 0 -8.133 -0.762 -0.265
23 H6 H H6 N N N 0 -5.009 0.748 -1.452
24 H7 H H7 N N N 0 -5.198 1.387 0.199
25 H8 H H8 N N N 0 -3.775 -1.048 0.345
26 H9 H H9 N N N 0 -1.355 -0.376 1.321
27 H10 H H10 N N N 0 -1.166 -1.015 -0.329
28 H11 H H11 N N N 0 -0.134 1.125 -1.039
29 H12 H H12 N N N 0 -0.323 1.764 0.612
30 H13 H H13 N N N 0 1.77 -0.946 -1.399
31 H14 H H14 N N N 0 2.561 2.141 1.002
32 H15 H H15 N N N 0 2.826 1.633 -0.683
33 H16 H H16 N N N 0 5.928 -1.351 0.874
34 H17 H H17 N N N 0 6.76 0.212 0.698



4SQ : Chemical Bonds

Total Number of Bonds: 33
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O41 C4 O C doub 1.21 N N
2 C4 O42 C O sing 1.34 N N
3 C4 CA4 C C sing 1.51 N N
4 CA4 N4 C N sing 1.47 N N
5 N4 C3 N C sing 1.35 N N
6 C3 CA3 C C sing 1.51 N N
7 C3 O3 C O doub 1.21 N N
8 CA3 CN3 C C sing 1.53 N N
9 OP1 P O P doub 1.48 N N
10 CN3 P C P sing 1.82 N N
11 P CA2 P C sing 1.82 N N
12 P OP2 P O sing 1.61 N N
13 CA2 N2 C N sing 1.47 N N
14 N2 C1 N C sing 1.35 N N
15 C1 CA1 C C sing 1.51 N N
16 C1 O1 C O doub 1.21 N N
17 CA1 N1 C N sing 1.47 N N
18 N1 H1 N H sing 1.01 N N
19 N1 H2 N H sing 1.01 N N
20 N2 H4 N H sing 0.97 N N
21 O42 H5 O H sing 0.97 N N
22 CA4 H6 C H sing 1.09 N N
23 CA4 H7 C H sing 1.09 N N
24 N4 H8 N H sing 0.97 N N
25 CA3 H9 C H sing 1.09 N N
26 CA3 H10 C H sing 1.09 N N
27 CN3 H11 C H sing 1.09 N N
28 CN3 H12 C H sing 1.09 N N
29 OP2 H13 O H sing 0.97 N N
30 CA2 H14 C H sing 1.09 N N
31 CA2 H15 C H sing 1.09 N N
32 CA1 H16 C H sing 1.09 N N
33 CA1 H17 C H sing 1.09 N N



4SQ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4SQ 4zyb Open in New Window Bound ligand 4 1