Chemical Components in the PDB

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22D : Summary

Code

22D

One-letter code

X

Molecule name

4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid
OpenEye OEToolkits 1.7.6 4-[(2-azanyl-4-oxidanylidene-3H-pteridin-6-yl)methylamino]benzoic acid

Formula

C14 H12 N6 O3

Formal charge

0

Molecular weight

312.283 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c1ccc(cc1)NCc3nc2c(N=C(N)NC2=O)nc3
SMILES CACTVS 3.385 NC1=Nc2ncc(CNc3ccc(cc3)C(O)=O)nc2C(=O)N1
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N
Canonical SMILES CACTVS 3.385 NC1=Nc2ncc(CNc3ccc(cc3)C(O)=O)nc2C(=O)N1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N

IUPAC InChI

InChI=1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)

IUPAC InChI key

JOAQINSXLLMRCV-UHFFFAOYSA-N
22D

wwPDB Information

Atom count

35 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-08-22

Last modified at

2020-04-03

Status

Released

Obsoleted

Not Assigned



22D : Atoms of Molecule

Total Number of Atoms: 35
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C7 C C7 N Y N 0 -1.731 1.956 -0.121
2 N8 N N8 N Y N 0 -3.012 2.034 0.184
3 C8A C C8A N Y N 0 -3.772 0.94 0.124
4 N1 N N1 N N N 0 -5.082 0.977 0.427
5 C2 C C2 N N N 0 -5.834 -0.094 0.37
6 N2 N N2 N N N 0 -7.161 0.021 0.693
7 N3 N N3 N N N 0 -5.359 -1.319 0.005
8 C4 C C4 N N N 0 -4.055 -1.479 -0.322
9 O4 O O4 N N N 0 -3.615 -2.565 -0.65
10 C4A C C4A N Y N 0 -3.189 -0.289 -0.265
11 N5 N N5 N Y N 0 -1.9 -0.348 -0.567
12 C6 C C6 N Y N 0 -1.165 0.744 -0.504
13 C9 C C9 N N N 0 0.3 0.681 -0.853
14 N10 N N10 N N N 0 1.066 0.269 0.326
15 CBX C CBX N Y N 0 2.447 0.14 0.247
16 CAR C CAR N Y N 0 3.174 -0.252 1.368
17 CAT C CAT N Y N 0 4.537 -0.38 1.293
18 CAQ C CAQ N Y N 0 3.102 0.397 -0.955
19 CAS C CAS N Y N 0 4.464 0.265 -1.038
20 CBY C CBY N Y N 0 5.198 -0.117 0.089
21 CBV C CBV N N N 0 6.662 -0.261 0.004
22 OAJ O OAJ N N N 0 7.233 -0.047 -1.048
23 H1 H H1 N N N 0 -1.117 2.843 -0.078
24 H2 H H2 N N N 0 -7.523 0.882 0.956
25 H3 H H3 N N N 0 -7.738 -0.758 0.659
26 H4 H H4 N N N 0 -5.959 -2.081 -0.02
27 H5 H H5 N N N 0 0.451 -0.041 -1.656
28 H6 H H6 N N N 0 0.638 1.664 -1.18
29 H7 H H7 N N N 0 0.609 0.086 1.161
30 H8 H H8 N N N 0 2.663 -0.455 2.298
31 H9 H H9 N N N 0 5.1 -0.684 2.164
32 H10 H H10 N N N 0 2.535 0.701 -1.823
33 H11 H H11 N N N 0 4.971 0.469 -1.97
34 OXT O OXT N N Y 0 7.368 -0.629 1.091
35 HXT H HXT N N Y 0 8.325 -0.71 0.986



22D : Chemical Bonds

Total Number of Bonds: 37
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CBV OAJ C O doub 1.22 N N
2 CBV CBY C C sing 1.47 N N
3 N2 C2 N C sing 1.37 N N
4 CAS CBY C C doub 1.4 N Y
5 CAS CAQ C C sing 1.37 N Y
6 CBY CAT C C sing 1.4 N Y
7 N1 C2 N C doub 1.31 N N
8 N1 C8A N C sing 1.35 N N
9 C2 N3 C N sing 1.36 N N
10 CAQ CBX C C doub 1.39 N Y
11 N8 C8A N C doub 1.33 N Y
12 N8 C7 N C sing 1.32 N Y
13 C8A C4A C C sing 1.41 N Y
14 N3 C4 N C sing 1.35 N N
15 CAT CAR C C doub 1.37 N Y
16 C7 C6 C C doub 1.39 N Y
17 C4A C4 C C sing 1.47 N N
18 C4A N5 C N doub 1.33 N Y
19 C4 O4 C O doub 1.22 N N
20 CBX CAR C C sing 1.39 N Y
21 CBX N10 C N sing 1.39 N N
22 C6 N5 C N sing 1.32 N Y
23 C6 C9 C C sing 1.51 N N
24 N10 C9 N C sing 1.47 N N
25 C7 H1 C H sing 1.08 N N
26 N2 H2 N H sing 0.97 N N
27 N2 H3 N H sing 0.97 N N
28 N3 H4 N H sing 0.97 N N
29 C9 H5 C H sing 1.09 N N
30 C9 H6 C H sing 1.09 N N
31 N10 H7 N H sing 0.97 N N
32 CAR H8 C H sing 1.08 N N
33 CAT H9 C H sing 1.08 N N
34 CAQ H10 C H sing 1.08 N N
35 CAS H11 C H sing 1.08 N N
36 CBV OXT C O sing 1.35 N N
37 OXT HXT O H sing 0.97 N N



22D : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
22D 6ofw Open in New Window Bound ligand 2 1