Chemical Components in the PDB

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15G : Summary

Code

15G

One-letter code

X

Molecule name

2-{2-[(3,4-difluorophenoxy)methyl]-5-methoxypyridin-4-yl}-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one

Systematic names

ProgramVersionName
ACDLabs 12.01 2-{2-[(3,4-difluorophenoxy)methyl]-5-methoxypyridin-4-yl}-1,5,6,7-tetrahydro-4H-pyrrolo[3,2-c]pyridin-4-one
OpenEye OEToolkits 1.7.6 2-[2-[[3,4-bis(fluoranyl)phenoxy]methyl]-5-methoxy-pyridin-4-yl]-1,5,6,7-tetrahydropyrrolo[3,2-c]pyridin-4-one

Formula

C20 H17 F2 N3 O3

Formal charge

0

Molecular weight

385.364 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Fc4ccc(OCc3ncc(OC)c(c2cc1C(=O)NCCc1n2)c3)cc4F
SMILES CACTVS 3.370 COc1cnc(COc2ccc(F)c(F)c2)cc1c3[nH]c4CCNC(=O)c4c3
SMILES OpenEye OEToolkits 1.7.6 COc1cnc(cc1c2cc3c([nH]2)CCNC3=O)COc4ccc(c(c4)F)F
Canonical SMILES CACTVS 3.370 COc1cnc(COc2ccc(F)c(F)c2)cc1c3[nH]c4CCNC(=O)c4c3
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1cnc(cc1c2cc3c([nH]2)CCNC3=O)COc4ccc(c(c4)F)F

IUPAC InChI

InChI=1S/C20H17F2N3O3/c1-27-19-9-24-11(10-28-12-2-3-15(21)16(22)7-12)6-13(19)18-8-14-17(25-18)4-5-23-20(14)26/h2-3,6-9,25H,4-5,10H2,1H3,(H,23,26)

IUPAC InChI key

GMIKNOQZLHKCFH-UHFFFAOYSA-N
15G

wwPDB Information

Atom count

45 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-10-11

Last modified at

2012-11-16

Status

Released

Obsoleted

Not Assigned



15G : Atoms of Molecule

Total Number of Atoms: 45
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 -6.276 1.55 0.12
2 C2 C C2 N Y N 0 -5.179 2.392 0.089
3 C3 C C3 N Y N 0 -3.902 1.865 0.049
4 C7 C C7 N N N 0 3.25 -4.422 -0.193
5 C8 C C8 N Y N 0 3.665 -0.264 0.538
6 C9 C C9 N Y N 0 4.374 0.902 0.223
7 C10 C C10 N N N 0 5.698 1.392 0.645
8 C11 C C11 N N N 0 4.993 3.615 -0.157
9 C12 C C12 N N N 0 4.06 2.973 -1.185
10 C13 C C13 N Y N 0 3.587 1.646 -0.65
11 C14 C C14 N Y N 0 2.487 -0.205 -0.146
12 C15 C C15 N Y N 0 1.419 -1.226 -0.115
13 C16 C C16 N Y N 0 0.07 -0.856 -0.074
14 C19 C C19 N Y N 0 -0.894 -1.841 -0.047
15 C20 C C20 N N N 0 -2.35 -1.453 -0.0020
16 O1 O O1 N N N 0 6.495 0.669 1.214
17 N2 N N2 N N N 0 5.984 2.686 0.367
18 N3 N N3 N Y N 0 2.455 0.972 -0.863
19 C17 C C17 N Y N 0 1.729 -2.596 -0.132
20 C18 C C18 N Y N 0 0.695 -3.516 -0.103
21 N1 N N1 N Y N 0 -0.563 -3.118 -0.059
22 O2 O O2 N N N 0 3.022 -3.011 -0.178
23 O3 O O3 N N N 0 -2.464 -0.029 0.0030
24 C4 C C4 N Y N 0 -3.719 0.49 0.042
25 C5 C C5 N Y N 0 -4.819 -0.355 0.074
26 C6 C C6 N Y N 0 -6.096 0.174 0.113
27 F1 F F1 N N N 0 -7.523 2.067 0.164
28 F2 F F2 N N N 0 -7.168 -0.648 0.144
29 H1 H H1 N N N 0 -5.321 3.463 0.094
30 H2 H H2 N N N 0 -3.046 2.523 0.023
31 H3 H H3 N N N 0 2.831 -4.867 0.71
32 H4 H H4 N N N 0 2.771 -4.858 -1.069
33 H5 H H5 N N N 0 4.322 -4.616 -0.23
34 H6 H H6 N N N 0 3.991 -1.059 1.192
35 H7 H H7 N N N 0 5.509 4.452 -0.626
36 H8 H H8 N N N 0 4.393 3.992 0.671
37 H9 H H9 N N N 0 3.203 3.624 -1.358
38 H10 H H10 N N N 0 4.598 2.821 -2.121
39 H11 H H11 N N N 0 -0.211 0.187 -0.064
40 H12 H H12 N N N 0 -2.86 -1.855 -0.878
41 H13 H H13 N N N 0 -2.806 -1.858 0.901
42 H14 H H14 N N N 0 6.886 3.007 0.524
43 H15 H H15 N N N 0 1.727 1.262 -1.436
44 H16 H H16 N N N 0 0.92 -4.572 -0.116
45 H17 H H17 N N N 0 -4.678 -1.426 0.069



15G : Chemical Bonds

Total Number of Bonds: 48
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 F1 C1 F C sing 1.35 N N
2 C2 C1 C C doub 1.38 N Y
3 C2 C3 C C sing 1.38 N Y
4 C1 C6 C C sing 1.39 N Y
5 C3 C4 C C doub 1.39 N Y
6 C6 F2 C F sing 1.35 N N
7 C6 C5 C C doub 1.38 N Y
8 C4 C5 C C sing 1.39 N Y
9 C4 O3 C O sing 1.36 N N
10 C20 O3 C O sing 1.43 N N
11 C20 C19 C C sing 1.51 N N
12 N1 C19 N C doub 1.32 N Y
13 N1 C18 N C sing 1.32 N Y
14 C19 C16 C C sing 1.38 N Y
15 C18 C17 C C doub 1.38 N Y
16 C16 C15 C C doub 1.4 N Y
17 C17 C15 C C sing 1.4 N Y
18 C17 O2 C O sing 1.36 N N
19 C15 C14 C C sing 1.48 N N
20 C7 O2 C O sing 1.43 N N
21 C14 N3 C N sing 1.38 N Y
22 C14 C8 C C doub 1.36 N Y
23 N3 C13 N C sing 1.33 N Y
24 C8 C9 C C sing 1.4 N Y
25 C13 C9 C C doub 1.39 N Y
26 C13 C12 C C sing 1.51 N N
27 C9 C10 C C sing 1.47 N N
28 C12 C11 C C sing 1.53 N N
29 C10 O1 C O doub 1.22 N N
30 C10 N2 C N sing 1.35 N N
31 C11 N2 C N sing 1.46 N N
32 C2 H1 C H sing 1.08 N N
33 C3 H2 C H sing 1.08 N N
34 C7 H3 C H sing 1.09 N N
35 C7 H4 C H sing 1.09 N N
36 C7 H5 C H sing 1.09 N N
37 C8 H6 C H sing 1.08 N N
38 C11 H7 C H sing 1.09 N N
39 C11 H8 C H sing 1.09 N N
40 C12 H9 C H sing 1.09 N N
41 C12 H10 C H sing 1.09 N N
42 C16 H11 C H sing 1.08 N N
43 C20 H12 C H sing 1.09 N N
44 C20 H13 C H sing 1.09 N N
45 N2 H14 N H sing 0.97 N N
46 N3 H15 N H sing 0.97 N N
47 C18 H16 C H sing 1.08 N N
48 C5 H17 C H sing 1.08 N N



15G : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
15G 4hgs Open in New Window Bound ligand 1 1
15G 4hgt Open in New Window Bound ligand 2 1