Chemical Components in the PDB

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FAI : Summary

Code

FAI

One-letter code

N

Molecule name

5-(formylamino)-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide

Systematic names

ProgramVersionName
ACDLabs 10.04 5-(formylamino)-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide
OpenEye OEToolkits 1.5.0 [(2R,3S,4R,5R)-5-(4-aminocarbonyl-5-formamido-imidazol-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate

Formula

C10 H15 N4 O9 P

Formal charge

0

Molecular weight

366.221 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=CNc1c(ncn1C2OC(C(O)C2O)COP(=O)(O)O)C(=O)N
SMILES CACTVS 3.341 NC(=O)c1ncn([CH]2O[CH](CO[P](O)(O)=O)[CH](O)[CH]2O)c1NC=O
SMILES OpenEye OEToolkits 1.5.0 c1nc(c(n1C2C(C(C(O2)COP(=O)(O)O)O)O)NC=O)C(=O)N
Canonical SMILES CACTVS 3.341 NC(=O)c1ncn([C@@H]2O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]2O)c1NC=O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1nc(c(n1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)NC=O)C(=O)N

IUPAC InChI

InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1

IUPAC InChI key

ABCOOORLYAOBOZ-KQYNXXCUSA-N
FAI

wwPDB Information

Atom count

39 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

RNA LINKING

Type code

ATOMN

Is modified

Yes

Standard parent

Not Assigned

Defined at

2007-09-12

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



FAI : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OP2 O OP2 N N N 0 5.205 1.996 1.479
2 P P P N N N 0 4.9 1.064 0.202
3 OP1 O OP1 N N N 0 4.813 1.903 -1.013
4 OP3 O OP3 N N Y 0 6.085 -0.012 0.028
5 O3 O O3 N N N 0 3.503 0.293 0.423
6 C4 C C4 N N N 0 2.903 -0.532 -0.578
7 C C C R N N 0 1.591 -1.109 -0.043
8 O O O N N N 0 0.6 -0.067 0.087
9 C3 C C3 S N N 0 0.987 -2.103 -1.06
10 O3' O O3' N N N 0 1.306 -3.448 -0.696
11 C2 C C2 R N N 0 -0.536 -1.862 -0.961
12 O2' O O2' N N N 0 -1.204 -3.05 -0.533
13 C1 C C1 R N N 0 -0.672 -0.751 0.104
14 N N N N Y N 0 -1.752 0.171 -0.256
15 C5 C C5 N Y N 0 -1.63 1.293 -1.02
16 N1 N N1 N Y N 0 -2.79 1.868 -1.134
17 C3A C C3A N Y N 0 -3.717 1.145 -0.45
18 C6 C C6 N N N 0 -5.146 1.454 -0.329
19 O5 O O5 N N N 0 -5.874 0.722 0.316
20 N2 N N2 N N N 0 -5.652 2.548 -0.931
21 C7A C C7A N Y N 0 -3.061 0.058 0.107
22 N3 N N3 N N N 0 -3.623 -0.94 0.887
23 C8 C C8 N N N 0 -3.206 -1.118 2.156
24 O6 O O6 N N N 0 -2.408 -0.348 2.646
25 HOP2 H HOP2 N N N 0 6.033 2.491 1.414
26 HOP3 H HOP3 N N N 0 6.199 -0.598 0.788
27 H41 H 1H4 N N N 0 2.702 0.064 -1.468
28 H42 H 2H4 N N N 0 3.582 -1.347 -0.832
29 H H H N N N 0 1.756 -1.601 0.916
30 H3 H H3 N N N 0 1.344 -1.884 -2.066
31 HO3' H HO3' N N Y 0 0.951 -4.114 -1.3
32 H2 H H2 N N N 0 -0.933 -1.526 -1.919
33 HO2' H HO2' N N N 0 -1.101 -3.799 -1.136
34 H1 H H1 N N N 0 -0.856 -1.187 1.086
35 H5 H H5 N N N 0 -0.712 1.65 -1.462
36 HN21 H 1HN2 N N N 0 -5.071 3.131 -1.445
37 HN22 H 2HN2 N N N 0 -6.596 2.753 -0.851
38 HN3 H HN3 N N N 0 -4.317 -1.51 0.519
39 H8 H H8 N N N 0 -3.583 -1.947 2.736



FAI : Chemical Bonds

Total Number of Bonds: 40
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 OP1 P O P doub 1.48 N N
2 O5 C6 O C doub 1.22 N N
3 O6 C8 O C doub 1.21 N N
4 OP2 P O P sing 1.61 N N
5 N1 C3A N C sing 1.36 N Y
6 N1 C5 N C doub 1.3 N Y
7 C6 C3A C C sing 1.47 N N
8 C6 N2 C N sing 1.35 N N
9 O3 P O P sing 1.61 N N
10 O3 C4 O C sing 1.43 N N
11 C3A C7A C C doub 1.39 N Y
12 O C O C sing 1.44 N N
13 O C1 O C sing 1.44 N N
14 P OP3 P O sing 1.61 N N
15 C5 N C N sing 1.36 N Y
16 C4 C C C sing 1.53 N N
17 C8 N3 C N sing 1.35 N N
18 C7A N C N sing 1.36 N Y
19 C7A N3 C N sing 1.39 N N
20 N C1 N C sing 1.46 N N
21 C C3 C C sing 1.55 N N
22 C1 C2 C C sing 1.55 N N
23 C3 C2 C C sing 1.55 N N
24 C3 O3' C O sing 1.43 N N
25 C2 O2' C O sing 1.43 N N
26 OP2 HOP2 O H sing 0.97 N N
27 OP3 HOP3 O H sing 0.97 N N
28 C4 H41 C H sing 1.09 N N
29 C4 H42 C H sing 1.09 N N
30 C H C H sing 1.09 N N
31 C3 H3 C H sing 1.09 N N
32 O3' HO3' O H sing 0.97 N N
33 C2 H2 C H sing 1.09 N N
34 O2' HO2' O H sing 0.97 N N
35 C1 H1 C H sing 1.09 N N
36 C5 H5 C H sing 1.08 N N
37 N2 HN21 N H sing 0.97 N N
38 N2 HN22 N H sing 0.97 N N
39 N3 HN3 N H sing 0.97 N N
40 C8 H8 C H sing 1.08 N N



FAI : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FAI 2r7n Open in New Window Bound ligand 1 1