Chemical Components in the PDB

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GP8 : Summary

Code

GP8

One-letter code

X

Molecule name

1-(2-AMIDINOPHENYL)-3-(PHENOXYPHENYL)UREA

Systematic names

ProgramVersionName
ACDLabs 10.04 4-{[(4-phenoxyphenyl)carbamoyl]amino}benzenecarboximidamide
OpenEye OEToolkits 1.5.0 1-(4-carbamimidoylphenyl)-3-(4-phenoxyphenyl)urea

Formula

C20 H18 N4 O2

Formal charge

0

Molecular weight

346.383 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(Nc1ccc(C(=[N@H])N)cc1)Nc3ccc(Oc2ccccc2)cc3
SMILES CACTVS 3.341 NC(=N)c1ccc(NC(=O)Nc2ccc(Oc3ccccc3)cc2)cc1
SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)Oc2ccc(cc2)NC(=O)Nc3ccc(cc3)C(=N)N
Canonical SMILES CACTVS 3.341 NC(=N)c1ccc(NC(=O)Nc2ccc(Oc3ccccc3)cc2)cc1
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)Oc2ccc(cc2)NC(=O)Nc3ccc(cc3)C(=N)N

IUPAC InChI

InChI=1S/C20H18N4O2/c21-19(22)14-6-8-15(9-7-14)23-20(25)24-16-10-12-18(13-11-16)26-17-4-2-1-3-5-17/h1-13H,(H3,21,22)(H2,23,24,25)

IUPAC InChI key

ZHCAYBOLUMAUQX-UHFFFAOYSA-N
GP8

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

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



GP8 : 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 N1 N N1 N N N 0 -1.581 0.596 7.696
2 N2 N N2 N N N 0 -2.403 -1.301 6.64
3 C1 C C1 N N N 0 -1.592 -0.281 6.634
4 C2 C C2 N Y N 0 -0.683 -0.066 5.487
5 C3 C C3 N Y N 0 -0.693 -0.955 4.411
6 C4 C C4 N Y N 0 0.154 -0.752 3.344
7 C5 C C5 N Y N 0 1.02 0.336 3.339
8 C6 C C6 N Y N 0 1.031 1.223 4.41
9 C7 C C7 N Y N 0 0.182 1.028 5.477
10 N3 N N3 N N N 0 1.878 0.539 2.257
11 C8 C C8 N N N 0 1.49 0.189 1.015
12 O1 O O1 N N N 0 0.356 -0.203 0.82
13 N4 N N4 N N N 0 2.359 0.275 -0.011
14 C9 C C9 N Y N 0 1.928 0.01 -1.318
15 C10 C C10 N Y N 0 0.632 0.328 -1.699
16 C11 C C11 N Y N 0 0.208 0.068 -2.987
17 C12 C C12 N Y N 0 1.077 -0.511 -3.9
18 C13 C C13 N Y N 0 2.373 -0.828 -3.52
19 C14 C C14 N Y N 0 2.799 -0.564 -2.234
20 O2 O O2 N N N 0 0.659 -0.767 -5.168
21 C15 C C15 N Y N 0 -0.591 -0.249 -5.282
22 C16 C C16 N Y N 0 -0.764 1.068 -5.68
23 C17 C C17 N Y N 0 -2.037 1.592 -5.795
24 C18 C C18 N Y N 0 -3.139 0.805 -5.513
25 C19 C C19 N Y N 0 -2.969 -0.508 -5.116
26 C20 C C20 N Y N 0 -1.698 -1.039 -5.005
27 HN11 H 1HN1 N N N 0 -0.975 1.353 7.693
28 HN12 H 2HN1 N N N 0 -2.178 0.455 8.448
29 HN2 H HN2 N N N 0 -2.411 -1.919 5.892
30 H3 H H3 N N N 0 -1.364 -1.801 4.414
31 H4 H H4 N N N 0 0.148 -1.44 2.511
32 H6 H H6 N N N 0 1.704 2.068 4.403
33 H7 H H7 N N N 0 0.191 1.718 6.308
34 HN3 H HN3 N N N 0 2.753 0.931 2.399
35 HN4 H HN4 N N N 0 3.283 0.519 0.154
36 H10 H H10 N N N 0 -0.044 0.779 -0.989
37 H11 H H11 N N N 0 -0.8 0.316 -3.284
38 H13 H H13 N N N 0 3.049 -1.279 -4.231
39 H14 H H14 N N N 0 3.808 -0.811 -1.937
40 H16 H H16 N N N 0 0.094 1.684 -5.899
41 H17 H H17 N N N 0 -2.173 2.618 -6.104
42 H18 H H18 N N N 0 -4.133 1.217 -5.603
43 H19 H H19 N N N 0 -3.831 -1.12 -4.896
44 H20 H H20 N N N 0 -1.567 -2.065 -4.695



GP8 : 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 N1 C1 N C sing 1.38 N N
2 N1 HN11 N H sing 0.97 N N
3 N1 HN12 N H sing 0.97 N N
4 N2 C1 N C doub 1.3 N N
5 N2 HN2 N H sing 0.97 N N
6 C1 C2 C C sing 1.48 N N
7 C2 C3 C C doub 1.4 N Y
8 C2 C7 C C sing 1.39 N Y
9 C3 C4 C C sing 1.38 N Y
10 C3 H3 C H sing 1.08 N N
11 C4 C5 C C doub 1.39 N Y
12 C4 H4 C H sing 1.08 N N
13 C5 C6 C C sing 1.39 N Y
14 C5 N3 C N sing 1.4 N N
15 C6 C7 C C doub 1.38 N Y
16 C6 H6 C H sing 1.08 N N
17 C7 H7 C H sing 1.08 N N
18 N3 C8 N C sing 1.35 N N
19 N3 HN3 N H sing 0.97 N N
20 C8 O1 C O doub 1.22 N N
21 C8 N4 C N sing 1.35 N N
22 N4 C9 N C sing 1.4 N N
23 N4 HN4 N H sing 0.97 N N
24 C9 C10 C C doub 1.39 N Y
25 C9 C14 C C sing 1.39 N Y
26 C10 C11 C C sing 1.38 N Y
27 C10 H10 C H sing 1.08 N N
28 C11 C12 C C doub 1.39 N Y
29 C11 H11 C H sing 1.08 N N
30 C12 C13 C C sing 1.39 N Y
31 C12 O2 C O sing 1.36 N N
32 C13 C14 C C doub 1.38 N Y
33 C13 H13 C H sing 1.08 N N
34 C14 H14 C H sing 1.08 N N
35 O2 C15 O C sing 1.36 N N
36 C15 C16 C C doub 1.39 N Y
37 C15 C20 C C sing 1.39 N Y
38 C16 C17 C C sing 1.38 N Y
39 C16 H16 C H sing 1.08 N N
40 C17 C18 C C doub 1.38 N Y
41 C17 H17 C H sing 1.08 N N
42 C18 C19 C C sing 1.38 N Y
43 C18 H18 C H sing 1.08 N N
44 C19 C20 C C doub 1.38 N Y
45 C19 H19 C H sing 1.08 N N
46 C20 H20 C H sing 1.08 N N



GP8 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
GP8 1bjv Open in New Window Bound ligand 1 1