Chemical Components in the PDB

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1OB : Summary

Code

1OB

One-letter code

X

Molecule name

5-(4-cyanobenzyl)-N-(4-fluorophenyl)-7-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 5-(4-cyanobenzyl)-N-(4-fluorophenyl)-7-hydroxypyrazolo[1,5-a]pyrimidine-3-carboxamide
OpenEye OEToolkits 1.7.6 5-[(4-cyanophenyl)methyl]-N-(4-fluorophenyl)-7-oxidanyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Formula

C21 H14 F N5 O2

Formal charge

0

Molecular weight

387.367 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc1ccc(cc1)NC(=O)c2c3nc(cc(O)n3nc2)Cc4ccc(C#N)cc4
SMILES CACTVS 3.370 Oc1cc(Cc2ccc(cc2)C#N)nc3n1ncc3C(=O)Nc4ccc(F)cc4
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1Cc2cc(n3c(n2)c(cn3)C(=O)Nc4ccc(cc4)F)O)C#N
Canonical SMILES CACTVS 3.370 Oc1cc(Cc2ccc(cc2)C#N)nc3n1ncc3C(=O)Nc4ccc(F)cc4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1Cc2cc(n3c(n2)c(cn3)C(=O)Nc4ccc(cc4)F)O)C#N

IUPAC InChI

InChI=1S/C21H14FN5O2/c22-15-5-7-16(8-6-15)26-21(29)18-12-24-27-19(28)10-17(25-20(18)27)9-13-1-3-14(11-23)4-2-13/h1-8,10,12,28H,9H2,(H,26,29)

IUPAC InChI key

GVDYBVYAFKPQRT-UHFFFAOYSA-N
1OB

wwPDB Information

Atom count

43 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-04-09

Last modified at

2013-05-10

Status

Released

Obsoleted

Not Assigned



1OB : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -1.788 2.918 -1.268
2 C10 C C10 N Y N 0 -4.262 -1.873 -0.033
3 C12 C C12 N Y N 0 -1.953 -1.375 0.028
4 C14 C C14 N Y N 0 -0.747 -2.1 0.083
5 C15 C C15 N Y N 0 -1.09 -3.465 0.104
6 C17 C C17 N N N 0 0.606 -1.54 0.112
7 C2 C C2 N Y N 0 -0.592 3.605 -1.254
8 C20 C C20 N Y N 0 2.968 -1.831 0.095
9 C21 C C21 N Y N 0 3.248 -0.601 0.675
10 C22 C C22 N Y N 0 4.525 -0.08 0.605
11 C23 C C23 N Y N 0 5.526 -0.784 -0.044
12 C24 C C24 N Y N 0 5.249 -2.01 -0.624
13 C25 C C25 N Y N 0 3.974 -2.538 -0.55
14 C28 C C28 N N N 0 1.219 4.695 -0.014
15 C3 C C3 N Y N 0 -0.022 3.983 -0.036
16 C4 C C4 N Y N 0 -0.669 3.662 1.159
17 C5 C C5 N Y N 0 -1.864 2.974 1.13
18 C6 C C6 N Y N 0 -2.423 2.603 -0.08
19 C7 C C7 N N N 0 -3.73 1.853 -0.104
20 C8 C C8 N Y N 0 -3.459 0.371 -0.06
21 C9 C C9 N Y N 0 -4.522 -0.53 -0.072
22 F26 F F26 N N N 0 6.775 -0.273 -0.112
23 H1 H H1 N N N 0 -2.232 2.628 -2.209
24 H10 H H10 N N N 0 1.546 -3.318 0.252
25 H11 H H11 N N N 0 2.468 -0.052 1.181
26 H12 H H12 N N N 0 4.744 0.876 1.056
27 H13 H H13 N N N 0 6.03 -2.557 -1.13
28 H14 H H14 N N N 0 3.758 -3.494 -1.002
29 H2 H H2 N N N 0 -0.097 3.849 -2.182
30 H3 H H3 N N N 0 -0.233 3.951 2.104
31 H4 H H4 N N N 0 -2.365 2.725 2.054
32 H5 H H5 N N N 0 -4.329 2.138 0.762
33 H6 H H6 N N N 0 -4.272 2.096 -1.017
34 H7 H H7 N N N 0 -5.54 -0.172 -0.112
35 H8 H H8 N N N 0 -6.154 -2.367 -0.08
36 H9 H H9 N N N 0 -0.393 -4.289 0.148
37 N11 N N11 N Y N 0 -2.963 -2.295 0.017
38 N13 N N13 N Y N 0 -2.218 -0.069 -0.016
39 N16 N N16 N Y N 0 -2.392 -3.571 0.071
40 N19 N N19 N N N 0 1.674 -2.361 0.165
41 N29 N N29 N N N 0 2.204 5.261 0.0040
42 O18 O O18 N N N 0 0.766 -0.333 0.088
43 O27 O O27 N N N 0 -5.275 -2.768 -0.044



1OB : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O18 C17 O C doub 1.22 N N
2 C15 N16 C N doub 1.31 N Y
3 C15 C14 C C sing 1.41 N Y
4 C25 C24 C C doub 1.38 N Y
5 C25 C20 C C sing 1.39 N Y
6 C24 C23 C C sing 1.38 N Y
7 C17 C14 C C sing 1.46 N N
8 C17 N19 C N sing 1.35 N N
9 N16 N11 N N sing 1.4 N Y
10 C14 C12 C C doub 1.41 N Y
11 C20 N19 C N sing 1.4 N N
12 C20 C21 C C doub 1.39 N Y
13 C23 F26 C F sing 1.35 N N
14 C23 C22 C C doub 1.39 N Y
15 N11 C12 N C sing 1.37 N Y
16 N11 C10 N C sing 1.37 N Y
17 C12 N13 C N sing 1.33 N Y
18 C21 C22 C C sing 1.38 N Y
19 O27 C10 O C sing 1.35 N N
20 C10 C9 C C doub 1.37 N Y
21 N13 C8 N C doub 1.32 N Y
22 C9 C8 C C sing 1.39 N Y
23 C8 C7 C C sing 1.51 N N
24 C7 C6 C C sing 1.51 N N
25 C1 C6 C C doub 1.38 N Y
26 C1 C2 C C sing 1.38 N Y
27 C6 C5 C C sing 1.38 N Y
28 C2 C3 C C doub 1.4 N Y
29 C5 C4 C C doub 1.38 N Y
30 C3 C4 C C sing 1.4 N Y
31 C3 C28 C C sing 1.43 N N
32 C28 N29 C N trip 1.14 N N
33 C1 H1 C H sing 1.08 N N
34 C2 H2 C H sing 1.08 N N
35 C4 H3 C H sing 1.08 N N
36 C5 H4 C H sing 1.08 N N
37 C7 H5 C H sing 1.09 N N
38 C7 H6 C H sing 1.09 N N
39 C9 H7 C H sing 1.08 N N
40 C15 H9 C H sing 1.08 N N
41 N19 H10 N H sing 0.97 N N
42 C21 H11 C H sing 1.08 N N
43 C22 H12 C H sing 1.08 N N
44 C24 H13 C H sing 1.08 N N
45 C25 H14 C H sing 1.08 N N
46 O27 H8 O H sing 0.97 N N



1OB : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1OB 4k18 Open in New Window Bound ligand 1 1