Chemical Components in the PDB

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RLP : Summary

Code

RLP

One-letter code

X

Molecule name

3-(7-HYDROXY-8-RIBITYLLUMAZINE-6-YL) PROPIONIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 1-[6-(2-carboxyethyl)-7-hydroxy-2,4-dioxo-3,4-dihydropteridin-8(2H)-yl]-1-deoxy-D-ribitol
OpenEye OEToolkits 1.5.0 3-[7-hydroxy-2,4-dioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]pteridin-6-yl]propanoic acid

Formula

C14 H18 N4 O9

Formal charge

0

Molecular weight

386.314 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)CCC=2N=C1C(=NC(=O)NC1=O)N(C=2O)CC(O)C(O)C(O)CO
SMILES CACTVS 3.341 OC[CH](O)[CH](O)[CH](O)CN1C(=C(CCC(O)=O)N=C2C(=O)NC(=O)N=C12)O
SMILES OpenEye OEToolkits 1.5.0 C(CC(=O)O)C1=C(N(C2=NC(=O)NC(=O)C2=N1)CC(C(C(CO)O)O)O)O
Canonical SMILES CACTVS 3.341 OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C(=C(CCC(O)=O)N=C2C(=O)NC(=O)N=C12)O
Canonical SMILES OpenEye OEToolkits 1.5.0 C(CC(=O)O)C1=C(N(C2=NC(=O)NC(=O)C2=N1)C[C@@H]([C@@H]([C@@H](CO)O)O)O)O

IUPAC InChI

InChI=1S/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24,26H,1-4H2,(H,22,23)(H,17,25,27)/t6-,7+,10-/m0/s1

IUPAC InChI key

ZUXCIPRCLKZSHS-PJKMHFRUSA-N
RLP

wwPDB Information

Atom count

45 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-02-04

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



RLP : Atoms of Molecule

Total Number of Atoms: 45
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O19 O O19 N N N 0 -2.916 1.119 -6.156
2 C18 C C18 N N N 0 -2.584 0.205 -5.23
3 O18 O O18 N N N 0 -3.12 -0.876 -5.23
4 C17 C C17 N N N 0 -1.542 0.531 -4.19
5 C16 C C16 N N N 0 -1.354 -0.671 -3.264
6 C7 C C7 N Y N 0 -0.312 -0.346 -2.224
7 C8 C C8 N Y N 0 -0.704 0.23 -1.018
8 O8 O O8 N N N 0 -2.007 0.491 -0.79
9 N9 N N9 N Y N 0 0.218 0.527 -0.074
10 C10 C C10 N Y N 0 1.533 0.257 -0.332
11 C5 C C5 N Y N 0 1.884 -0.333 -1.571
12 N6 N N6 N Y N 0 0.952 -0.611 -2.469
13 C4 C C4 N Y N 0 3.307 -0.619 -1.818
14 O4 O O4 N N N 0 3.678 -1.121 -2.862
15 N3 N N3 N Y N 0 4.187 -0.3 -0.841
16 C2 C C2 N Y N 0 3.762 0.254 0.305
17 O2 O O2 N N N 0 4.588 0.525 1.16
18 N1 N N1 N Y N 0 2.485 0.521 0.553
19 C12 C C12 S N N 0 -0.486 0.032 2.214
20 C11 C C11 N N N 0 -0.183 1.134 1.197
21 O12 O O12 N N N 0 -1.546 -0.79 1.723
22 C13 C C13 S N N 0 -0.906 0.666 3.542
23 O13 O O13 N N N 0 0.154 1.488 4.033
24 C14 C C14 R N N 0 -1.209 -0.435 4.559
25 O14 O O14 N N N 0 -2.269 -1.258 4.068
26 C15 C C15 N N N 0 -1.628 0.197 5.887
27 O15 O O15 N N N 0 -1.912 -0.831 6.838
28 H19O H OH19 N N N 0 -3.584 0.91 -6.823
29 H171 H 1H17 N N N 0 -1.868 1.391 -3.606
30 H172 H 2H17 N N N 0 -0.598 0.762 -4.682
31 H161 H 1H16 N N N 0 -1.028 -1.532 -3.847
32 H162 H 2H16 N N N 0 -2.299 -0.903 -2.772
33 HO8 H HO8 N N N 0 -2.668 0.279 -1.463
34 HN3 H HN3 N N N 0 5.132 -0.474 -0.969
35 H111 H 1H11 N N N 0 -1.074 1.743 1.044
36 H112 H 2H11 N N N 0 0.625 1.762 1.571
37 H121 H 1H12 N N N 0 0.404 -0.576 2.367
38 H12O H OH12 N N N 0 -2.314 -0.214 1.601
39 H131 H 1H13 N N N 0 -1.797 1.274 3.389
40 H13O H OH13 N N N 0 0.921 0.913 4.155
41 H141 H 1H14 N N N 0 -0.318 -1.044 4.712
42 H14O H OH14 N N N 0 -3.037 -0.682 3.947
43 H151 H 1H15 N N N 0 -2.52 0.806 5.734
44 H152 H 2H15 N N N 0 -0.82 0.825 6.262
45 H15O H OH15 N N N 0 -2.172 -0.39 7.658



RLP : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O19 C18 O C sing 1.34 N N
2 O19 H19O O H sing 0.97 N N
3 C18 O18 C O doub 1.21 N N
4 C18 C17 C C sing 1.51 N N
5 C17 C16 C C sing 1.53 N N
6 C17 H171 C H sing 1.09 N N
7 C17 H172 C H sing 1.09 N N
8 C16 C7 C C sing 1.51 N N
9 C16 H161 C H sing 1.09 N N
10 C16 H162 C H sing 1.09 N N
11 C7 C8 C C doub 1.39 N Y
12 C7 N6 C N sing 1.31 N Y
13 C8 O8 C O sing 1.35 N N
14 C8 N9 C N sing 1.35 N Y
15 O8 HO8 O H sing 0.97 N N
16 N9 C10 N C sing 1.37 N Y
17 N9 C11 N C sing 1.46 N N
18 C10 C5 C C sing 1.42 N Y
19 C10 N1 C N doub 1.33 N Y
20 C5 N6 C N doub 1.32 N Y
21 C5 C4 C C sing 1.47 N Y
22 C4 O4 C O doub 1.22 N N
23 C4 N3 C N sing 1.35 N Y
24 N3 C2 N C sing 1.34 N Y
25 N3 HN3 N H sing 0.97 N N
26 C2 O2 C O doub 1.22 N N
27 C2 N1 C N sing 1.33 N Y
28 C11 C12 C C sing 1.53 N N
29 C11 H111 C H sing 1.09 N N
30 C11 H112 C H sing 1.09 N N
31 C12 O12 C O sing 1.43 N N
32 C12 C13 C C sing 1.53 N N
33 C12 H121 C H sing 1.09 N N
34 O12 H12O O H sing 0.97 N N
35 C13 O13 C O sing 1.43 N N
36 C13 C14 C C sing 1.53 N N
37 C13 H131 C H sing 1.09 N N
38 O13 H13O O H sing 0.97 N N
39 C14 O14 C O sing 1.43 N N
40 C14 C15 C C sing 1.53 N N
41 C14 H141 C H sing 1.09 N N
42 O14 H14O O H sing 0.97 N N
43 C15 O15 C O sing 1.43 N N
44 C15 H151 C H sing 1.09 N N
45 C15 H152 C H sing 1.09 N N
46 O15 H15O O H sing 0.97 N N



RLP : Used in PDB Entries

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