Chemical Components in the PDB

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1OA : Summary

Code

1OA

One-letter code

X

Molecule name

N-(4-fluorophenyl)-7-hydroxy-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(4-fluorophenyl)-7-hydroxy-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide
OpenEye OEToolkits 1.7.6 N-(4-fluorophenyl)-7-oxidanyl-5-piperidin-4-yl-pyrazolo[1,5-a]pyrimidine-3-carboxamide

Formula

C18 H18 F N5 O2

Formal charge

0

Molecular weight

355.366 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc1ccc(cc1)NC(=O)c2c3nc(cc(O)n3nc2)C4CCNCC4
SMILES CACTVS 3.370 Oc1cc(nc2n1ncc2C(=O)Nc3ccc(F)cc3)C4CCNCC4
SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1NC(=O)c2cnn3c2nc(cc3O)C4CCNCC4)F
Canonical SMILES CACTVS 3.370 Oc1cc(nc2n1ncc2C(=O)Nc3ccc(F)cc3)C4CCNCC4
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc(ccc1NC(=O)c2cnn3c2nc(cc3O)C4CCNCC4)F

IUPAC InChI

InChI=1S/C18H18FN5O2/c19-12-1-3-13(4-2-12)22-18(26)14-10-21-24-16(25)9-15(23-17(14)24)11-5-7-20-8-6-11/h1-4,9-11,20,25H,5-8H2,(H,22,26)

IUPAC InChI key

SBDJADVTLNKDBC-UHFFFAOYSA-N
1OA

wwPDB Information

Atom count

44 (26 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



1OA : Atoms of Molecule

Total Number of Atoms: 44
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 -3.761 0.721 0.716
2 C2 C C2 N Y N 0 -4.851 1.568 0.67
3 C3 C C3 N Y N 0 -5.962 1.227 -0.083
4 C4 C C4 N Y N 0 -5.983 0.038 -0.791
5 C5 C C5 N Y N 0 -4.895 -0.812 -0.748
6 C6 C C6 N Y N 0 -3.777 -0.47 0.0020
7 N7 N N7 N N N 0 -2.674 -1.329 0.047
8 C8 C C8 N N N 0 -1.427 -0.822 0.114
9 O9 O O9 N N N 0 -1.263 0.38 0.22
10 C10 C C10 N Y N 0 -0.268 -1.717 0.059
11 C11 C C11 N Y N 0 -0.296 -3.118 -0.068
12 N12 N N12 N Y N 0 0.932 -3.563 -0.087
13 N13 N N13 N Y N 0 1.82 -2.488 0.025
14 C14 C C14 N Y N 0 1.087 -1.338 0.116
15 N15 N N15 N Y N 0 1.687 -0.153 0.229
16 C16 C C16 N Y N 0 3.001 -0.057 0.262
17 C17 C C17 N Y N 0 3.789 -1.203 0.178
18 C18 C C18 N Y N 0 3.185 -2.424 0.055
19 O19 O O19 N N N 0 3.926 -3.551 -0.033
20 C20 C C20 N N N 0 3.653 1.295 0.391
21 C21 C C21 N N N 0 4.442 1.606 -0.884
22 C22 C C22 N N N 0 5.051 3.006 -0.772
23 N23 N N23 N N N 0 3.98 3.993 -0.585
24 C24 C C24 N N N 0 3.239 3.743 0.658
25 C25 C C25 N N N 0 2.576 2.366 0.589
26 F26 F F26 N N N 0 -7.028 2.056 -0.126
27 H1 H H1 N N N 0 -2.894 0.987 1.303
28 H2 H H2 N N N 0 -4.837 2.496 1.221
29 H3 H H3 N N N 0 -6.851 -0.227 -1.378
30 H4 H H4 N N N 0 -4.91 -1.738 -1.303
31 H5 H H5 N N N 0 -2.806 -2.29 0.031
32 H6 H H6 N N N 0 -1.187 -3.726 -0.138
33 H7 H H7 N N N 0 4.866 -1.127 0.205
34 H9 H H9 N N N 0 4.327 1.295 1.247
35 H10 H H10 N N N 0 5.238 0.872 -1.007
36 H11 H H11 N N N 0 3.774 1.568 -1.744
37 H12 H H12 N N N 0 5.73 3.04 0.08
38 H13 H H13 N N N 0 5.602 3.236 -1.684
39 H14 H H14 N N N 0 3.359 4.009 -1.38
40 H16 H H16 N N N 0 3.926 3.773 1.503
41 H17 H H17 N N N 0 2.473 4.509 0.784
42 H18 H H18 N N N 0 1.878 2.339 -0.248
43 H19 H H19 N N N 0 2.038 2.174 1.518
44 H8 H H8 N N N 0 4.88 -3.398 -0.0030



1OA : Chemical Bonds

Total Number of Bonds: 47
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N12 C11 N C doub 1.31 N Y
2 N12 N13 N N sing 1.4 N Y
3 C11 C10 C C sing 1.41 N Y
4 O19 C18 O C sing 1.35 N N
5 N13 C18 N C sing 1.37 N Y
6 N13 C14 N C sing 1.37 N Y
7 C18 C17 C C doub 1.37 N Y
8 C10 C14 C C doub 1.41 N Y
9 C10 C8 C C sing 1.47 N N
10 O9 C8 O C doub 1.22 N N
11 C14 N15 C N sing 1.33 N Y
12 C8 N7 C N sing 1.35 N N
13 C17 C16 C C sing 1.39 N Y
14 N15 C16 N C doub 1.32 N Y
15 N7 C6 N C sing 1.4 N N
16 C16 C20 C C sing 1.51 N N
17 C5 C6 C C doub 1.39 N Y
18 C5 C4 C C sing 1.38 N Y
19 C6 C1 C C sing 1.39 N Y
20 C20 C25 C C sing 1.53 N N
21 C20 C21 C C sing 1.53 N N
22 C25 C24 C C sing 1.53 N N
23 C4 C3 C C doub 1.38 N Y
24 C1 C2 C C doub 1.38 N Y
25 C21 C22 C C sing 1.53 N N
26 C3 C2 C C sing 1.38 N Y
27 C3 F26 C F sing 1.35 N N
28 C24 N23 C N sing 1.47 N N
29 C22 N23 C N sing 1.47 N N
30 C1 H1 C H sing 1.08 N N
31 C2 H2 C H sing 1.08 N N
32 C4 H3 C H sing 1.08 N N
33 C5 H4 C H sing 1.08 N N
34 N7 H5 N H sing 0.97 N N
35 C11 H6 C H sing 1.08 N N
36 C17 H7 C H sing 1.08 N N
37 C20 H9 C H sing 1.09 N N
38 C21 H10 C H sing 1.09 N N
39 C21 H11 C H sing 1.09 N N
40 C22 H12 C H sing 1.09 N N
41 C22 H13 C H sing 1.09 N N
42 N23 H14 N H sing 1.01 N N
43 C24 H16 C H sing 1.09 N N
44 C24 H17 C H sing 1.09 N N
45 C25 H18 C H sing 1.09 N N
46 C25 H19 C H sing 1.09 N N
47 O19 H8 O H sing 0.97 N N



1OA : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1OA 4k0y Open in New Window Bound ligand 1 1