Chemical Components in the PDB

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ATS : Summary

Code

ATS

One-letter code

X

Molecule name

GAMMA-ARSONO-BETA, GAMMA-METHYLENEADENOSINE-5'-DIPHOSPHATE

Systematic names

ProgramVersionName
ACDLabs 10.04 5'-O-[(S)-{[(R)-(arsonomethyl)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine
OpenEye OEToolkits 1.5.0 [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-(arsonomethyl)phosphinic acid

Formula

C11 H18 As N5 O12 P2

Formal charge

0

Molecular weight

549.156 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=[As](O)(O)CP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O
SMILES CACTVS 3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)C[As](O)(O)=O)[CH](O)[CH]3O
SMILES OpenEye OEToolkits 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(C[As](=O)(O)O)O)O)O)N
Canonical SMILES CACTVS 3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)C[As](O)(O)=O)[C@@H](O)[C@H]3O
Canonical SMILES OpenEye OEToolkits 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(C[As](=O)(O)O)O)O)O)N

IUPAC InChI

InChI=1S/C11H18AsN5O12P2/c13-9-6-10(15-3-14-9)17(4-16-6)11-8(19)7(18)5(28-11)1-27-31(25,26)29-30(23,24)2-12(20,21)22/h3-5,7-8,11,18-19H,1-2H2,(H,23,24)(H,25,26)(H2,13,14,15)(H2,20,21,22)/t5-,7-,8-,11-/m1/s1

IUPAC InChI key

KHQOAQLQNLUEQN-IOSLPCCCSA-N
ATS

wwPDB Information

Atom count

49 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2001-03-28

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



ATS : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 AS1 AS AS1 N N N 0
2 OG2 O OG2 N N N 0
3 OG3 O OG3 N N N 0
4 OG1 O OG1 N N N 0
5 PA P PA S N N 0
6 O5' O O5' N N N 0
7 O11 O O11 N N N 0
8 O13 O O13 N N N 0
9 O12 O O12 N N N 0
10 C5' C C5' N N N 0
11 C4' C C4' R N N 0
12 O4' O O4' N N N 0
13 C2' C C2' R N N 0
14 O2' O O2' N N N 0
15 C3' C C3' S N N 0
16 O3' O O3' N N N 0
17 C1' C C1' R N N 0
18 N9 N N9 N Y N 0
19 C4 C C4 N Y N 0
20 N3 N N3 N Y N 0
21 C2 C C2 N Y N 0
22 N1 N N1 N Y N 0
23 C6 C C6 N Y N 0
24 N6 N N6 N N N 0
25 C5 C C5 N Y N 0
26 N7 N N7 N Y N 0
27 C8 C C8 N Y N 0
28 PB P PB R N N 0
29 OB2 O OB2 N N N 0
30 C3B C C3B N N N 0
31 OB1 O OB1 N N N 0
32 HO2 H HO2 N N N 0
33 HO3 H HO3 N N N 0
34 HOB H HOB N N N 0
35 H5'1 H 1H5' N N N 0
36 H5'2 H 2H5' N N N 0
37 H4' H H4' N N N 0
38 H2' H H2' N N N 0
39 HO2' H 'HO2 N N N 0
40 H3' H H3' N N N 0
41 HO3' H 'HO3 N N N 0
42 H1' H H1' N N N 0
43 H2 H H2 N N N 0
44 HN61 H 1HN6 N N N 0
45 HN62 H 2HN6 N N N 0
46 H8 H H8 N N N 0
47 H3B1 H 1H3B N N N 0
48 H3B2 H 2H3B N N N 0
49 HB1 H HB1 N N N 0



ATS : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 AS1 OG2 AS O sing N N
2 AS1 OG3 AS O sing N N
3 AS1 OG1 AS O doub N N
4 AS1 C3B AS C sing N N
5 OG2 HO2 O H sing N N
6 OG3 HO3 O H sing N N
7 PA O5' P O sing N N
8 PA O11 P O sing N N
9 PA O13 P O sing N N
10 PA O12 P O doub N N
11 O5' C5' O C sing N N
12 O11 HOB O H sing N N
13 O13 PB O P sing N N
14 C5' C4' C C sing N N
15 C5' H5'1 C H sing N N
16 C5' H5'2 C H sing N N
17 C4' O4' C O sing N N
18 C4' C3' C C sing N N
19 C4' H4' C H sing N N
20 O4' C1' O C sing N N
21 C2' O2' C O sing N N
22 C2' C3' C C sing N N
23 C2' C1' C C sing N N
24 C2' H2' C H sing N N
25 O2' HO2' O H sing N N
26 C3' O3' C O sing N N
27 C3' H3' C H sing N N
28 O3' HO3' O H sing N N
29 C1' N9 C N sing N N
30 C1' H1' C H sing N N
31 N9 C4 N C sing N Y
32 N9 C8 N C sing N Y
33 C4 N3 C N doub N Y
34 C4 C5 C C sing N Y
35 N3 C2 N C sing N Y
36 C2 N1 C N doub N Y
37 C2 H2 C H sing N N
38 N1 C6 N C sing N Y
39 C6 N6 C N sing N N
40 C6 C5 C C doub N Y
41 N6 HN61 N H sing N N
42 N6 HN62 N H sing N N
43 C5 N7 C N sing N Y
44 N7 C8 N C doub N Y
45 C8 H8 C H sing N N
46 PB OB2 P O doub N N
47 PB C3B P C sing N N
48 PB OB1 P O sing N N
49 C3B H3B1 C H sing N N
50 C3B H3B2 C H sing N N
51 OB1 HB1 O H sing N N



ATS : Used in PDB Entries

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