Chemical Components in the PDB

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F1D : Summary

Code

F1D

One-letter code

X

Molecule name

methyl 4-(3-{(1R)-2-cyano-1-[(5-methyl-7-oxo-6,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl}phenoxy)piperidine-1-carboxylate

Systematic names

ProgramVersionName
ACDLabs 12.01 methyl 4-(3-{(1R)-2-cyano-1-[(5-methyl-7-oxo-6,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl}phenoxy)piperidine-1-carboxylate
OpenEye OEToolkits 2.0.6 methyl 4-[3-[(1~{R})-2-cyano-1-[(5-methyl-7-oxidanylidene-6~{H}-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino]ethyl]phenoxy]piperidine-1-carboxylate

Formula

C22 H25 N7 O4

Formal charge

0

Molecular weight

451.478 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C(=O)(N4CCC(Oc3cc(C(Nc1nn2C(=O)CC(=Nc2n1)C)CC#N)ccc3)CC4)OC
SMILES CACTVS 3.385 COC(=O)N1CCC(CC1)Oc2cccc(c2)[CH](CC#N)Nc3nn4C(=O)CC(=Nc4n3)C
SMILES OpenEye OEToolkits 2.0.6 CC1=Nc2nc(nn2C(=O)C1)NC(CC#N)c3cccc(c3)OC4CCN(CC4)C(=O)OC
Canonical SMILES CACTVS 3.385 COC(=O)N1CCC(CC1)Oc2cccc(c2)[C@@H](CC#N)Nc3nn4C(=O)CC(=Nc4n3)C
Canonical SMILES OpenEye OEToolkits 2.0.6 CC1=Nc2nc(nn2C(=O)C1)N[C@H](CC#N)c3cccc(c3)OC4CCN(CC4)C(=O)OC

IUPAC InChI

InChI=1S/C22H25N7O4/c1-14-12-19(30)29-21(24-14)26-20(27-29)25-18(6-9-23)15-4-3-5-17(13-15)33-16-7-10-28(11-8-16)22(31)32-2/h3-5,13,16,18H,6-8,10-12H2,1-2H3,(H,25,27)/t18-/m1/s1

IUPAC InChI key

BAVCOKCQUYWPLU-GOSISDBHSA-N
F1D

wwPDB Information

Atom count

58 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-02-23

Last modified at

2018-03-29

Status

Released

Obsoleted

Not Assigned



F1D : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 -8.153 -1.098 0.147
2 C2 C C2 N N N 0 -6.775 0.61 -0.945
3 C3 C C3 N N N 0 -5.356 0.348 -1.458
4 O1 O O1 N N N 0 -8.371 -1.856 1.071
5 O2 O O2 N N N 0 -3.041 0.238 -0.774
6 O3 O O3 N N N 0 7.253 -1.105 2.514
7 C11 C C4 N Y N 0 0.306 1.254 0.228
8 C12 C C5 N Y N 0 -0.723 0.707 -0.513
9 C13 C C6 R N N 0 1.723 1.174 -0.277
10 C14 C C7 N N N 0 2.111 2.507 -0.92
11 C15 C C8 N N N 0 3.451 2.392 -1.519
12 C16 C C9 N Y N 0 3.85 0.27 0.61
13 C17 C C10 N N N 0 6.981 -1.137 1.337
14 C18 C C11 N N N 0 7.935 -1.736 0.322
15 C19 C C12 N N N 0 7.477 -1.717 -1.122
16 C20 C C13 N N N 0 8.345 -2.286 -2.215
17 C21 C C14 N Y N 0 5.501 -0.673 -0.452
18 N5 N N1 N N N 0 6.325 -1.202 -1.396
19 N4 N N2 N Y N 0 5.815 -0.641 0.873
20 N3 N N3 N Y N 0 4.735 -0.031 1.531
21 N6 N N4 N Y N 0 4.305 -0.117 -0.583
22 N2 N N5 N N N 0 2.625 0.891 0.843
23 N1 N N6 N N N 0 4.485 2.303 -1.981
24 C10 C C15 N Y N 0 0.035 1.88 1.431
25 C9 C C16 N Y N 0 -1.264 1.955 1.897
26 C8 C C17 N Y N 0 -2.296 1.404 1.162
27 C7 C C18 N Y N 0 -2.028 0.78 -0.048
28 C4 C C19 N N N 0 -4.37 0.45 -0.292
29 C6 C C21 N N N 0 -6.119 -0.359 1.297
30 C5 C C20 N N N 0 -4.707 -0.61 0.758
31 N N N7 N N N 0 -7.058 -0.311 0.164
32 O O O4 N N N 0 -9.0 -1.048 -0.898
33 C C C22 N N N 0 -10.155 -1.928 -0.853
34 H1 H H1 N N N 0 -6.853 1.639 -0.593
35 H2 H H2 N N N 0 -7.492 0.444 -1.749
36 H3 H H3 N N N 0 -5.305 -0.651 -1.891
37 H4 H H4 N N N 0 -5.101 1.087 -2.217
38 H5 H H5 N N N 0 -0.511 0.222 -1.455
39 H6 H H6 N N N 0 1.801 0.378 -1.016
40 H7 H H7 N N N 0 1.388 2.761 -1.694
41 H8 H H8 N N N 0 2.119 3.289 -0.16
42 H9 H H9 N N N 0 8.88 -1.196 0.385
43 H10 H H10 N N N 0 8.123 -2.772 0.603
44 H11 H H11 N N N 0 8.114 -3.343 -2.35
45 H12 H H12 N N N 0 8.156 -1.751 -3.145
46 H13 H H13 N N N 0 9.394 -2.176 -1.939
47 H14 H H14 N N N 0 2.369 1.137 1.746
48 H15 H H15 N N N 0 0.84 2.311 2.008
49 H16 H H16 N N N 0 -1.473 2.444 2.837
50 H17 H H17 N N N 0 -3.311 1.462 1.526
51 H18 H H18 N N N 0 -4.439 1.441 0.156
52 H19 H H19 N N N 0 -4.662 -1.6 0.304
53 H20 H H20 N N N 0 -3.99 -0.552 1.577
54 H21 H H21 N N N 0 -6.402 -1.167 1.972
55 H22 H H22 N N N 0 -6.142 0.591 1.831
56 H23 H H23 N N N 0 -9.82 -2.964 -0.796
57 H24 H H24 N N N 0 -10.757 -1.692 0.025
58 H25 H H25 N N N 0 -10.754 -1.788 -1.753



F1D : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C O C O sing 1.45 N N
2 O C1 O C sing 1.35 N N
3 C5 C4 C C sing 1.53 N N
4 C5 C6 C C sing 1.53 N N
5 C1 O1 C O doub 1.21 N N
6 C1 N C N sing 1.35 N N
7 C4 C3 C C sing 1.53 N N
8 C4 O2 C O sing 1.43 N N
9 C6 N C N sing 1.47 N N
10 C3 C2 C C sing 1.53 N N
11 N C2 N C sing 1.47 N N
12 C18 C17 C C sing 1.52 N N
13 C18 C19 C C sing 1.52 N N
14 C20 C19 C C sing 1.51 N N
15 O3 C17 O C doub 1.21 N N
16 O2 C7 O C sing 1.36 N N
17 C8 C7 C C doub 1.39 N Y
18 C8 C9 C C sing 1.38 N Y
19 C17 N4 C N sing 1.35 N N
20 C19 N5 C N doub 1.29 N N
21 C7 C12 C C sing 1.39 N Y
22 C9 C10 C C doub 1.38 N Y
23 N4 C21 N C sing 1.36 N Y
24 N4 N3 N N sing 1.4 N Y
25 N5 C21 N C sing 1.36 N N
26 C12 C11 C C doub 1.38 N Y
27 C21 N6 C N doub 1.33 N Y
28 C10 C11 C C sing 1.38 N Y
29 N3 C16 N C doub 1.31 N Y
30 C11 C13 C C sing 1.51 N N
31 N6 C16 N C sing 1.33 N Y
32 C16 N2 C N sing 1.39 N N
33 C13 N2 C N sing 1.47 N N
34 C13 C14 C C sing 1.53 N N
35 C14 C15 C C sing 1.47 N N
36 C15 N1 C N trip 1.14 N N
37 C2 H1 C H sing 1.09 N N
38 C2 H2 C H sing 1.09 N N
39 C3 H3 C H sing 1.09 N N
40 C3 H4 C H sing 1.09 N N
41 C12 H5 C H sing 1.08 N N
42 C13 H6 C H sing 1.09 N N
43 C14 H7 C H sing 1.09 N N
44 C14 H8 C H sing 1.09 N N
45 C18 H9 C H sing 1.09 N N
46 C18 H10 C H sing 1.09 N N
47 C20 H11 C H sing 1.09 N N
48 C20 H12 C H sing 1.09 N N
49 C20 H13 C H sing 1.09 N N
50 N2 H14 N H sing 0.97 N N
51 C10 H15 C H sing 1.08 N N
52 C9 H16 C H sing 1.08 N N
53 C8 H17 C H sing 1.08 N N
54 C4 H18 C H sing 1.09 N N
55 C5 H19 C H sing 1.09 N N
56 C5 H20 C H sing 1.09 N N
57 C6 H21 C H sing 1.09 N N
58 C6 H22 C H sing 1.09 N N
59 C H23 C H sing 1.09 N N
60 C H24 C H sing 1.09 N N
61 C H25 C H sing 1.09 N N



F1D : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
F1D 6chn Open in New Window Bound ligand 2 1