Chemical Components in the PDB

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8ZP : Summary

Code

8ZP

One-letter code

X

Molecule name

(1R,2S)-2-[(4-hydroxy-2-phenylpyrrolo[1,2-a]pyrimidine-8-carbonyl)amino]cyclohexane-1-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (1R,2S)-2-[(4-hydroxy-2-phenylpyrrolo[1,2-a]pyrimidine-8-carbonyl)amino]cyclohexane-1-carboxylic acid
OpenEye OEToolkits 2.0.6 (1~{R},2~{S})-2-[(4-oxidanyl-2-phenyl-pyrrolo[1,2-a]pyrimidin-8-yl)carbonylamino]cyclohexane-1-carboxylic acid

Formula

C21 H21 N3 O4

Formal charge

0

Molecular weight

379.409 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1ccccc1c4cc(O)n2c(c(cc2)C(NC3CCCCC3C(O)=O)=O)n4
SMILES CACTVS 3.385 OC(=O)[CH]1CCCC[CH]1NC(=O)c2ccn3c(O)cc(nc23)c4ccccc4
SMILES OpenEye OEToolkits 2.0.6 c1ccc(cc1)c2cc(n3ccc(c3n2)C(=O)NC4CCCCC4C(=O)O)O
Canonical SMILES CACTVS 3.385 OC(=O)[C@@H]1CCCC[C@@H]1NC(=O)c2ccn3c(O)cc(nc23)c4ccccc4
Canonical SMILES OpenEye OEToolkits 2.0.6 c1ccc(cc1)c2cc(n3ccc(c3n2)C(=O)N[C@H]4CCCC[C@H]4C(=O)O)O

IUPAC InChI

InChI=1S/C21H21N3O4/c25-18-12-17(13-6-2-1-3-7-13)22-19-15(10-11-24(18)19)20(26)23-16-9-5-4-8-14(16)21(27)28/h1-3,6-7,10-12,14,16,25H,4-5,8-9H2,(H,23,26)(H,27,28)/t14-,16+/m1/s1

IUPAC InChI key

MWJZGDMHPDPJGC-ZBFHGGJFSA-N
8ZP

wwPDB Information

Atom count

49 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-03-23

Last modified at

2017-09-22

Status

Released

Obsoleted

Not Assigned



8ZP : 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 C10 C C1 N Y N 0 -3.853 -2.159 0.116
2 C13 C C2 N Y N 0 0.318 0.935 -0.147
3 C17 C C3 N N N 0 3.475 -1.819 -1.61
4 C20 C C4 N N N 0 5.35 0.158 -0.534
5 C21 C C5 R N N 0 4.719 -0.913 0.358
6 C22 C C6 N N N 0 4.583 -0.381 1.762
7 C26 C C7 N Y N 0 0.748 2.286 -0.213
8 O01 O O1 N N N 0 -3.194 3.897 -0.136
9 C02 C C8 N Y N 0 -2.802 2.603 -0.1
10 C03 C C9 N Y N 0 -3.726 1.603 -0.03
11 C04 C C10 N Y N 0 -3.292 0.267 0.005
12 C05 C C11 N Y N 0 -4.282 -0.832 0.081
13 C06 C C12 N Y N 0 -5.646 -0.545 0.117
14 C07 C C13 N Y N 0 -6.563 -1.573 0.188
15 C08 C C14 N Y N 0 -6.132 -2.887 0.222
16 C09 C C15 N Y N 0 -4.78 -3.179 0.187
17 N11 N N1 N Y N 0 -1.996 -0.009 -0.029
18 C12 C C16 N Y N 0 -1.088 0.964 -0.098
19 C14 C C17 N N N 0 1.143 -0.218 -0.137
20 N15 N N2 N N N 0 2.484 -0.088 -0.195
21 C16 C C18 S N N 0 3.336 -1.28 -0.185
22 C18 C C19 N N N 0 4.105 -0.748 -2.502
23 C19 C C20 N N N 0 5.488 -0.381 -1.959
24 O23 O O2 N N N 0 5.673 0.006 2.441
25 O24 O O3 N N N 0 3.492 -0.304 2.275
26 O25 O O4 N N N 0 0.641 -1.326 -0.077
27 C27 C C21 N Y N 0 -0.346 3.066 -0.204
28 N28 N N3 N Y N 0 -1.469 2.28 -0.135
29 H101 H H1 N N N 0 -2.798 -2.388 0.084
30 H172 H H2 N N N 0 4.109 -2.706 -1.603
31 H171 H H3 N N N 0 2.49 -2.081 -1.997
32 H201 H H4 N N N 0 4.715 1.045 -0.541
33 H202 H H5 N N N 0 6.334 0.42 -0.147
34 H211 H H6 N N N 0 5.353 -1.799 0.365
35 H261 H H7 N N N 0 1.772 2.627 -0.262
36 H011 H H8 N N N 0 -4.153 4.018 -0.107
37 H031 H H9 N N N 0 -4.781 1.835 -0.002
38 H061 H H10 N N N 0 -5.984 0.481 0.091
39 H071 H H11 N N N 0 -7.62 -1.352 0.216
40 H081 H H12 N N N 0 -6.854 -3.689 0.278
41 H091 H H13 N N N 0 -4.45 -4.207 0.209
42 H151 H H14 N N N 0 2.884 0.794 -0.242
43 H161 H H15 N N N 0 2.887 -2.043 0.451
44 H181 H H16 N N N 0 4.204 -1.133 -3.517
45 H182 H H17 N N N 0 3.471 0.138 -2.509
46 H192 H H18 N N N 0 5.937 0.382 -2.595
47 H191 H H19 N N N 0 6.122 -1.268 -1.952
48 H1 H H20 N N N 0 5.536 0.34 3.338
49 H271 H H21 N N N 0 -0.342 4.146 -0.245



8ZP : Chemical Bonds

Total Number of Bonds: 52
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O24 C22 O C doub 1.21 N N
2 C22 C21 C C sing 1.51 N N
3 C22 O23 C O sing 1.34 N N
4 C21 C16 C C sing 1.53 N N
5 C21 C20 C C sing 1.53 N N
6 C16 C17 C C sing 1.53 N N
7 C16 N15 C N sing 1.47 N N
8 C18 C17 C C sing 1.53 N N
9 C18 C19 C C sing 1.53 N N
10 C20 C19 C C sing 1.53 N N
11 O25 C14 O C doub 1.22 N N
12 N15 C14 N C sing 1.35 N N
13 C14 C13 C C sing 1.42 N N
14 C13 C26 C C sing 1.42 N Y
15 C13 C12 C C doub 1.41 N Y
16 C26 C27 C C doub 1.34 N Y
17 C12 N11 C N sing 1.33 N Y
18 C12 N28 C N sing 1.37 N Y
19 N11 C04 N C doub 1.33 N Y
20 C07 C06 C C doub 1.38 N Y
21 C07 C08 C C sing 1.38 N Y
22 C06 C05 C C sing 1.39 N Y
23 C27 N28 C N sing 1.37 N Y
24 N28 C02 N C sing 1.37 N Y
25 C04 C05 C C sing 1.48 N N
26 C04 C03 C C sing 1.41 N Y
27 C05 C10 C C doub 1.4 N Y
28 C08 C09 C C doub 1.38 N Y
29 C02 C03 C C doub 1.36 N Y
30 C02 O01 C O sing 1.35 N N
31 C10 C09 C C sing 1.38 N Y
32 C10 H101 C H sing 1.08 N N
33 C17 H172 C H sing 1.09 N N
34 C17 H171 C H sing 1.09 N N
35 C20 H201 C H sing 1.09 N N
36 C20 H202 C H sing 1.09 N N
37 C21 H211 C H sing 1.09 N N
38 C26 H261 C H sing 1.08 N N
39 O01 H011 O H sing 0.97 N N
40 C03 H031 C H sing 1.08 N N
41 C06 H061 C H sing 1.08 N N
42 C07 H071 C H sing 1.08 N N
43 C08 H081 C H sing 1.08 N N
44 C09 H091 C H sing 1.08 N N
45 N15 H151 N H sing 0.97 N N
46 C16 H161 C H sing 1.09 N N
47 C18 H181 C H sing 1.09 N N
48 C18 H182 C H sing 1.09 N N
49 C19 H192 C H sing 1.09 N N
50 C19 H191 C H sing 1.09 N N
51 O23 H1 O H sing 0.97 N N
52 C27 H271 C H sing 1.08 N N



8ZP : Used in PDB Entries

Total Number of PDB Entries: 0
Ligand Code PDB Entry ID Type Total Distinct