Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

4X7 : Summary

Code

4X7

One-letter code

X

Molecule name

(2-{[(2S)-1-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy}ethyl)phosphonic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2-{[(2S)-1-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy}ethyl)phosphonic acid
OpenEye OEToolkits 1.9.2 2-[(2S)-1-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3-oxidanyl-propan-2-yl]oxyethylphosphonic acid

Formula

C10 H16 N5 O6 P

Formal charge

0

Molecular weight

333.238 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c12c(C(=O)NC(N)=N1)ncn2CC(OCCP(O)(O)=O)CO
SMILES CACTVS 3.385 NC1=Nc2n(C[CH](CO)OCC[P](O)(O)=O)cnc2C(=O)N1
SMILES OpenEye OEToolkits 1.9.2 c1nc2c(n1CC(CO)OCCP(=O)(O)O)N=C(NC2=O)N
Canonical SMILES CACTVS 3.385 NC1=Nc2n(C[C@@H](CO)OCC[P](O)(O)=O)cnc2C(=O)N1
Canonical SMILES OpenEye OEToolkits 1.9.2 c1nc2c(n1C[C@@H](CO)OCCP(=O)(O)O)N=C(NC2=O)N

IUPAC InChI

InChI=1S/C10H16N5O6P/c11-10-13-8-7(9(17)14-10)12-5-15(8)3-6(4-16)21-1-2-22(18,19)20/h5-6,16H,1-4H2,(H2,18,19,20)(H3,11,13,14,17)/t6-/m0/s1

IUPAC InChI key

CRTHRZMQPBKEQP-LURJTMIESA-N
4X7

wwPDB Information

Atom count

38 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2015-06-16

Last modified at

2015-09-18

Status

Released

Obsoleted

Not Assigned



4X7 : Atoms of Molecule

Total Number of Atoms: 38
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C4 C C1 N Y N 0 2.218 -0.248 0.077
2 C5 C C2 N Y N 0 2.956 0.547 -0.808
3 C6 C C3 N N N 0 3.263 1.875 -0.43
4 C8 C C4 N Y N 0 2.706 -1.393 -1.742
5 N1 N N1 N N N 0 2.83 2.316 0.772
6 N2 N N2 N N N 0 1.689 1.969 2.805
7 N3 N N3 N N N 0 1.823 0.258 1.251
8 OAE O O1 N N N 0 -4.135 2.509 0.453
9 PAV P P1 N N N 0 -3.686 1.182 -0.341
10 OAF O O2 N N N 0 -4.919 0.147 -0.398
11 OAC O O3 N N N 0 -3.282 1.544 -1.718
12 CAJ C C5 N N N 0 -2.28 0.405 0.52
13 CAI C C6 N N N 0 -1.773 -0.783 -0.299
14 OAO O O4 N N N 0 -0.671 -1.392 0.376
15 CAT C C7 S N N 0 -0.12 -2.519 -0.309
16 CAH C C8 N N N 0 -0.834 -3.793 0.147
17 OAD O O5 N N N 0 -0.562 -4.022 1.531
18 CAK C C9 N N N 0 1.372 -2.629 0.008
19 N9 N N4 N Y N 0 2.075 -1.464 -0.535
20 C2 C C10 N N N 0 2.116 1.494 1.591
21 H2 H H2 N N N 0 3.029 3.223 1.053
22 O6 O O6 N N N 0 3.903 2.603 -1.169
23 N7 N N5 N Y N 0 3.219 -0.208 -1.903
24 H1 H H1 N N N 0 2.766 -2.197 -2.46
25 H3 H H3 N N N 0 1.179 1.396 3.399
26 H4 H H4 N N N 0 1.897 2.879 3.07
27 H5 H H5 N N N 0 -4.881 2.974 0.05
28 H6 H H6 N N N 0 -5.236 -0.134 0.471
29 H7 H H7 N N N 0 -1.478 1.134 0.637
30 H8 H H8 N N N 0 -2.602 0.058 1.502
31 H9 H H9 N N N 0 -2.575 -1.512 -0.416
32 H10 H H10 N N N 0 -1.451 -0.437 -1.281
33 H11 H H11 N N N 0 -0.254 -2.392 -1.384
34 H12 H H12 N N N 0 -1.909 -3.679 0.002
35 H13 H H13 N N N 0 -0.477 -4.639 -0.439
36 H16 H H16 N N N 0 1.773 -3.537 -0.442
37 H14 H H14 N N N 0 -0.984 -4.815 1.889
38 H15 H H15 N N N 0 1.512 -2.667 1.089



4X7 : 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 OAC PAV O P doub 1.48 N N
2 PAV OAF P O sing 1.61 N N
3 PAV CAJ P C sing 1.82 N N
4 PAV OAE P O sing 1.61 N N
5 CAI OAO C O sing 1.43 N N
6 CAI CAJ C C sing 1.53 N N
7 CAT OAO C O sing 1.43 N N
8 CAT CAH C C sing 1.53 N N
9 CAT CAK C C sing 1.53 N N
10 OAD CAH O C sing 1.43 N N
11 CAK N9 C N sing 1.47 N N
12 N9 C8 N C sing 1.36 N Y
13 N9 C4 N C sing 1.37 N Y
14 N3 C4 N C sing 1.34 N N
15 N3 C2 N C doub 1.31 N N
16 C8 N7 C N doub 1.3 N Y
17 C4 C5 C C doub 1.4 N Y
18 N2 C2 N C sing 1.37 N N
19 C2 N1 C N sing 1.36 N N
20 N7 C5 N C sing 1.36 N Y
21 C5 C6 C C sing 1.41 N N
22 N1 C6 N C sing 1.35 N N
23 C6 O6 C O doub 1.22 N N
24 C8 H1 C H sing 1.08 N N
25 N1 H2 N H sing 0.97 N N
26 N2 H3 N H sing 0.97 N N
27 N2 H4 N H sing 0.97 N N
28 OAE H5 O H sing 0.97 N N
29 OAF H6 O H sing 0.97 N N
30 CAJ H7 C H sing 1.09 N N
31 CAJ H8 C H sing 1.09 N N
32 CAI H9 C H sing 1.09 N N
33 CAI H10 C H sing 1.09 N N
34 CAT H11 C H sing 1.09 N N
35 CAH H12 C H sing 1.09 N N
36 CAH H13 C H sing 1.09 N N
37 OAD H14 O H sing 0.97 N N
38 CAK H15 C H sing 1.09 N N
39 CAK H16 C H sing 1.09 N N



4X7 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
4X7 5bsk Open in New Window Bound ligand 4 1