Chemical Components in the PDB

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78H : Summary

Code

78H

One-letter code

X

Molecule name

7,8-DIHYDROPTEROATE

Systematic names

ProgramVersionName
ACDLabs 12.01 4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid
OpenEye OEToolkits 1.7.0 4-[(2-azanyl-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methylamino]benzoic acid

Formula

C14 H14 N6 O3

Formal charge

0

Molecular weight

314.299 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c1ccc(cc1)NCC2=NC=3C(=O)NC(=NC=3NC2)N
SMILES CACTVS 3.370 NC1=NC2=C(N=C(CNc3ccc(cc3)C(O)=O)CN2)C(=O)N1
SMILES OpenEye OEToolkits 1.7.0 c1cc(ccc1C(=O)O)NCC2=NC3=C(NC2)N=C(NC3=O)N
Canonical SMILES CACTVS 3.370 NC1=NC2=C(N=C(CNc3ccc(cc3)C(O)=O)CN2)C(=O)N1
Canonical SMILES OpenEye OEToolkits 1.7.0 c1cc(ccc1C(=O)O)NCC2=NC3=C(NC2)N=C(NC3=O)N

IUPAC InChI

InChI=1S/C14H14N6O3/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/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)

IUPAC InChI key

WBFYVDCHGVNRBH-UHFFFAOYSA-N
78H

wwPDB Information

Atom count

37 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-01-17

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



78H : 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 O4 O O4 N N N 0 -2.868 -2.438 0.324
2 C4 C C4 N N N 0 -3.584 -1.464 0.154
3 C5 C C5 N N N 0 -3.03 -0.177 0.014
4 N3 N N3 N N N 0 -4.927 -1.596 0.09
5 C9 C C9 N N N 0 -3.898 0.906 -0.189
6 N5 N N5 N N N 0 -1.684 0.029 0.056
7 C2 C C2 N N N 0 -5.719 -0.505 -0.1
8 N8 N N8 N N N 0 -3.35 2.165 -0.343
9 N1 N N1 N N N 0 -5.213 0.706 -0.231
10 C6 C C6 N N N 0 -1.181 1.209 0.176
11 N2 N N2 N N N 0 -7.077 -0.67 -0.156
12 C7 C C7 N N N 0 -2.059 2.426 0.314
13 C10 C C10 N N N 0 0.316 1.376 0.178
14 N11 N N11 N N N 0 0.954 0.065 0.032
15 C15 C C15 N Y N 0 2.34 -0.035 0.007
16 C16 C C16 N Y N 0 2.945 -1.281 -0.132
17 C17 C C17 N Y N 0 3.121 1.113 0.115
18 C18 C C18 N Y N 0 4.312 -1.383 -0.156
19 C19 C C19 N Y N 0 4.489 1.018 0.09
20 C20 C C20 N Y N 0 5.099 -0.233 -0.042
21 C21 C C21 N N N 0 6.569 -0.339 -0.068
22 O22 O O22 N N N 0 7.098 -1.426 -0.188
23 O23 O O23 N N N 0 7.326 0.771 0.042
24 H3 H H3 N N N 0 -5.33 -2.474 0.179
25 H21N H H21N N N N 0 -7.463 -1.554 -0.06
26 H22N H H22N N N N 0 -7.653 0.099 -0.291
27 H71 H H71 N N N 0 -1.575 3.28 -0.159
28 H72 H H72 N N N 0 -2.224 2.638 1.37
29 H101 H H101 N N N 0 0.612 2.017 -0.652
30 H102 H H102 N N N 0 0.63 1.83 1.118
31 H11 H H11 N N N 0 0.409 -0.734 -0.047
32 H16 H H16 N N N 0 2.336 -2.169 -0.219
33 H17 H H17 N N N 0 2.649 2.079 0.218
34 H18 H H18 N N N 0 4.78 -2.351 -0.263
35 H19 H H19 N N N 0 5.094 1.909 0.174
36 H23 H H23 N N N 0 8.286 0.651 0.02
37 HN8 H HN8 N N N 0 -3.798 2.849 -0.864



78H : Chemical Bonds

Total Number of Bonds: 39
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O4 C4 O C doub 1.22 N N
2 C4 C5 C C sing 1.41 N N
3 C4 N3 C N sing 1.35 N N
4 C5 C9 C C doub 1.4 N N
5 C5 N5 C N sing 1.36 N N
6 N3 C2 N C sing 1.36 N N
7 C9 N8 C N sing 1.38 N N
8 C9 N1 C N sing 1.33 N N
9 N5 C6 N C doub 1.29 N N
10 C2 N1 C N doub 1.32 N N
11 C2 N2 C N sing 1.37 N N
12 N8 C7 N C sing 1.47 N N
13 C6 C7 C C sing 1.51 N N
14 C6 C10 C C sing 1.51 N N
15 C10 N11 C N sing 1.47 N N
16 N11 C15 N C sing 1.39 N N
17 C15 C16 C C sing 1.39 N Y
18 C15 C17 C C doub 1.39 N Y
19 C16 C18 C C doub 1.37 N Y
20 C17 C19 C C sing 1.37 N Y
21 C18 C20 C C sing 1.4 N Y
22 C19 C20 C C doub 1.4 N Y
23 C20 C21 C C sing 1.47 N N
24 C21 O22 C O doub 1.21 N N
25 C21 O23 C O sing 1.35 N N
26 N3 H3 N H sing 0.97 N N
27 N2 H21N N H sing 0.97 N N
28 N2 H22N N H sing 0.97 N N
29 C7 H71 C H sing 1.09 N N
30 C7 H72 C H sing 1.09 N N
31 C10 H101 C H sing 1.09 N N
32 C10 H102 C H sing 1.09 N N
33 N11 H11 N H sing 0.97 N N
34 C16 H16 C H sing 1.08 N N
35 C17 H17 C H sing 1.08 N N
36 C18 H18 C H sing 1.08 N N
37 C19 H19 C H sing 1.08 N N
38 O23 H23 O H sing 0.97 N N
39 N8 HN8 N H sing 0.97 N N



78H : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
78H 2y5s Open in New Window Bound ligand 2 1
78H 3tya Open in New Window Bound ligand 2 1
78H 7s2k Open in New Window Bound ligand 2 1