Chemical Components in the PDB

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0LD : Summary

Code

0LD

One-letter code

X

Molecule name

(5-hydroxy-4-{[(7-hydroxy-6-oxo-2-phenyl-6,7-dihydro-2H-pyrazolo[3,4-b]pyridin-5-yl)amino]methyl}-6-methylpyridin-3-yl)methyl dihydrogen phosphate

Systematic names

ProgramVersionName
ACDLabs 12.01 (5-hydroxy-4-{[(7-hydroxy-6-oxo-2-phenyl-6,7-dihydro-2H-pyrazolo[3,4-b]pyridin-5-yl)amino]methyl}-6-methylpyridin-3-yl)methyl dihydrogen phosphate
OpenEye OEToolkits 1.7.6 [6-methyl-5-oxidanyl-4-[[(7-oxidanyl-6-oxidanylidene-2-phenyl-pyrazolo[3,4-b]pyridin-5-yl)amino]methyl]pyridin-3-yl]methyl dihydrogen phosphate

Formula

C20 H20 N5 O7 P

Formal charge

0

Molecular weight

473.376 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=P(O)(O)OCc1cnc(c(O)c1CNC3=Cc2cn(nc2N(O)C3=O)c4ccccc4)C
SMILES CACTVS 3.370 Cc1ncc(CO[P](O)(O)=O)c(CNC2=Cc3cn(nc3N(O)C2=O)c4ccccc4)c1O
SMILES OpenEye OEToolkits 1.7.6 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2=Cc3cn(nc3N(C2=O)O)c4ccccc4)O
Canonical SMILES CACTVS 3.370 Cc1ncc(CO[P](O)(O)=O)c(CNC2=Cc3cn(nc3N(O)C2=O)c4ccccc4)c1O
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1c(c(c(cn1)COP(=O)(O)O)CNC2=Cc3cn(nc3N(C2=O)O)c4ccccc4)O

IUPAC InChI

InChI=1S/C20H20N5O7P/c1-12-18(26)16(14(8-21-12)11-32-33(29,30)31)9-22-17-7-13-10-24(15-5-3-2-4-6-15)23-19(13)25(28)20(17)27/h2-8,10,22,26,28H,9,11H2,1H3,(H2,29,30,31)

IUPAC InChI key

FBCNGBFCTRTRCW-UHFFFAOYSA-N
0LD

wwPDB Information

Atom count

53 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-16

Last modified at

2013-03-15

Status

Released

Obsoleted

Not Assigned



0LD : Atoms of Molecule

Total Number of Atoms: 53
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C33 C C33 N Y N 0 -7.314 -0.561 -0.48
2 C32 C C32 N Y N 0 -8.635 -0.844 -0.191
3 C4 C C4 N N N 0 -1.545 0.632 0.908
4 C13 C C13 N N N 0 3.568 -0.811 -0.139
5 C20 C C20 N Y N 0 -2.922 0.348 0.5
6 C21 C C21 N Y N 0 5.145 0.904 0.79
7 C18 C C18 N Y N 0 3.052 1.645 -0.088
8 C16 C C16 N Y N 0 -4.094 0.089 1.18
9 C19 C C19 N Y N 0 3.931 0.612 0.196
10 C31 C C31 N Y N 0 -9.049 -0.953 1.123
11 C30 C C30 N Y N 0 -8.143 -0.779 2.154
12 C29 C C29 N Y N 0 -6.821 -0.496 1.872
13 C28 C C28 N Y N 0 -6.401 -0.386 0.553
14 C17 C C17 N Y N 0 3.429 2.944 0.239
15 C15 C C15 N Y N 0 4.66 3.155 0.843
16 C22 C C22 N Y N 0 -3.246 0.304 -0.928
17 C3 C C3 N N N 0 -0.613 0.851 -0.058
18 C2 C C2 N N N 0 -0.986 0.797 -1.468
19 C1 C C1 N N N 0 5.083 4.556 1.203
20 C14 C C14 N N N 0 1.719 1.368 -0.735
21 N12 N N12 N Y N 0 5.47 2.145 1.092
22 N10 N N10 N Y N 0 -4.525 0.036 -1.022
23 N11 N N11 N Y N 0 -5.061 -0.099 0.264
24 N9 N N9 N N N 0 -2.244 0.531 -1.858
25 N8 N N8 N N N 0 0.712 1.132 0.303
26 O6 O O6 N N N 0 6.002 -3.914 0.47
27 O27 O O27 N N N 0 4.322 -3.577 -1.384
28 O5 O O5 N N N 0 -0.132 0.997 -2.315
29 O7 O O7 N N N 0 3.417 -3.902 0.95
30 O26 O O26 N N N 0 2.6 3.989 -0.02
31 O25 O O25 N N N 0 -2.553 0.49 -3.239
32 O24 O O24 N N N 0 4.635 -1.679 0.25
33 P23 P P23 N N N 0 4.588 -3.274 0.04
34 H1 H H1 N N N 0 -6.99 -0.481 -1.507
35 H2 H H2 N N N 0 -9.345 -0.98 -0.994
36 H3 H H3 N N N 0 -1.276 0.672 1.953
37 H4 H H4 N N N 0 2.659 -1.09 0.395
38 H5 H H5 N N N 0 3.4 -0.901 -1.212
39 H6 H H6 N N N 0 5.834 0.103 1.014
40 H7 H H7 N N N 0 -4.213 0.045 2.252
41 H8 H H8 N N N 0 -10.082 -1.174 1.346
42 H9 H H9 N N N 0 -8.469 -0.864 3.18
43 H10 H H10 N N N 0 -6.114 -0.359 2.677
44 H11 H H11 N N N 0 4.749 4.787 2.215
45 H12 H H12 N N N 0 6.169 4.632 1.152
46 H13 H H13 N N N 0 4.636 5.262 0.503
47 H14 H H14 N N N 0 1.423 2.226 -1.339
48 H15 H H15 N N N 0 1.8 0.487 -1.371
49 H16 H H16 N N N 0 0.962 1.169 1.239
50 H17 H H17 N N N 0 6.046 -4.874 0.369
51 H18 H H18 N N N 0 3.527 -3.741 1.897
52 H19 H H19 N N N 0 1.992 4.197 0.702
53 H20 H H20 N N N 0 -1.797 0.665 -3.816



0LD : Chemical Bonds

Total Number of Bonds: 56
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O25 N9 O N sing 1.42 N N
2 O5 C2 O C doub 1.22 N N
3 N9 C2 N C sing 1.34 N N
4 N9 C22 N C sing 1.39 N N
5 C2 C3 C C sing 1.46 N N
6 C1 C15 C C sing 1.51 N N
7 N10 C22 N C doub 1.31 N Y
8 N10 N11 N N sing 1.4 N Y
9 C22 C20 C C sing 1.46 N Y
10 O26 C17 O C sing 1.36 N N
11 C3 N8 C N sing 1.4 N N
12 C3 C4 C C doub 1.36 N N
13 N8 C14 N C sing 1.47 N N
14 C33 C32 C C doub 1.38 N Y
15 C33 C28 C C sing 1.39 N Y
16 C15 C17 C C doub 1.39 N Y
17 C15 N12 C N sing 1.32 N Y
18 C17 C18 C C sing 1.39 N Y
19 N11 C28 N C sing 1.4 N N
20 N11 C16 N C sing 1.35 N Y
21 C20 C4 C C sing 1.46 N N
22 C20 C16 C C doub 1.38 N Y
23 C32 C31 C C sing 1.38 N Y
24 C28 C29 C C doub 1.39 N Y
25 N12 C21 N C doub 1.32 N Y
26 C18 C14 C C sing 1.51 N N
27 C18 C19 C C doub 1.39 N Y
28 C31 C30 C C doub 1.38 N Y
29 C29 C30 C C sing 1.38 N Y
30 C21 C19 C C sing 1.38 N Y
31 C19 C13 C C sing 1.51 N N
32 C13 O24 C O sing 1.43 N N
33 O24 P23 O P sing 1.61 N N
34 P23 O27 P O doub 1.48 N N
35 P23 O7 P O sing 1.61 N N
36 P23 O6 P O sing 1.61 N N
37 C33 H1 C H sing 1.08 N N
38 C32 H2 C H sing 1.08 N N
39 C4 H3 C H sing 1.08 N N
40 C13 H4 C H sing 1.09 N N
41 C13 H5 C H sing 1.09 N N
42 C21 H6 C H sing 1.08 N N
43 C16 H7 C H sing 1.08 N N
44 C31 H8 C H sing 1.08 N N
45 C30 H9 C H sing 1.08 N N
46 C29 H10 C H sing 1.08 N N
47 C1 H11 C H sing 1.09 N N
48 C1 H12 C H sing 1.09 N N
49 C1 H13 C H sing 1.09 N N
50 C14 H14 C H sing 1.09 N N
51 C14 H15 C H sing 1.09 N N
52 N8 H16 N H sing 0.97 N N
53 O6 H17 O H sing 0.97 N N
54 O7 H18 O H sing 0.97 N N
55 O26 H19 O H sing 0.97 N N
56 O25 H20 O H sing 0.97 N N



0LD : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0LD 4geb Open in New Window Bound ligand 2 1