Chemical Components in the PDB

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355 : Summary

Code

355

One-letter code

X

Molecule name

trans-N-benzyl-4-({1-[(6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl}methyl)cyclohexanecarboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 trans-N-benzyl-4-({1-[(6-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl}methyl)cyclohexanecarboxamide
OpenEye OEToolkits 1.7.6 4-[[1-[(6-methyl-4-oxidanylidene-pyrido[1,2-a]pyrimidin-2-yl)methyl]-2,4-bis(oxidanylidene)quinazolin-3-yl]methyl]-N-(phenylmethyl)cyclohexane-1-carboxamide

Formula

C33 H33 N5 O4

Formal charge

0

Molecular weight

563.646 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NCc1ccccc1)C2CCC(CC2)CN4C(=O)c3c(cccc3)N(C4=O)CC=5N=C6C=CC=C(N6C(=O)C=5)C
SMILES CACTVS 3.385 CC1=CC=CC2=NC(=CC(=O)N12)CN3C(=O)N(C[CH]4CC[CH](CC4)C(=O)NCc5ccccc5)C(=O)c6ccccc36
SMILES OpenEye OEToolkits 1.7.6 CC1=CC=CC2=NC(=CC(=O)N12)CN3c4ccccc4C(=O)N(C3=O)CC5CCC(CC5)C(=O)NCc6ccccc6
Canonical SMILES CACTVS 3.385 CC1=CC=CC2=NC(=CC(=O)N12)CN3C(=O)N(C[C@@H]4CC[C@H](CC4)C(=O)NCc5ccccc5)C(=O)c6ccccc36
Canonical SMILES OpenEye OEToolkits 1.7.6 CC1=CC=CC2=NC(=CC(=O)N12)CN3c4ccccc4C(=O)N(C3=O)CC5CCC(CC5)C(=O)NCc6ccccc6

IUPAC InChI

InChI=1S/C33H33N5O4/c1-22-8-7-13-29-35-26(18-30(39)38(22)29)21-36-28-12-6-5-11-27(28)32(41)37(33(36)42)20-24-14-16-25(17-15-24)31(40)34-19-23-9-3-2-4-10-23/h2-13,18,24-25H,14-17,19-21H2,1H3,(H,34,40)/t24-,25-

IUPAC InChI key

OYXCGADJIIHPMV-SOAUALDESA-N
355

wwPDB Information

Atom count

75 (42 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-06-18

Last modified at

2015-05-15

Status

Released

Obsoleted

Not Assigned



355 : Atoms of Molecule

Total Number of Atoms: 75
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 9.32 -0.092 0.001
2 C2 C C2 N N N 0 8.143 0.83 0.183
3 C3 C C3 N N N 0 8.307 2.003 0.834
4 C4 C C4 N N N 0 7.219 2.87 1.01
5 C5 C C5 N N N 0 5.996 2.521 0.519
6 C6 C C6 N N N 0 5.845 1.297 -0.157
7 N1 N N1 N N N 0 4.651 0.955 -0.637
8 C7 C C7 N N N 0 4.468 -0.189 -1.279
9 C8 C C8 N N N 0 3.104 -0.544 -1.809
10 N2 N N2 N N N 0 2.175 -0.721 -0.69
11 C9 C C9 N N N 0 1.477 0.332 -0.231
12 O1 O O1 N N N 0 1.638 1.413 -0.764
13 N3 N N3 N N N 0 0.61 0.241 0.789
14 C10 C C10 N N N 0 -0.111 1.438 1.228
15 C11 C C11 N N N 0 -1.424 1.556 0.452
16 C12 C C12 N N N 0 -2.118 2.869 0.819
17 C13 C C13 N N N 0 -3.431 2.987 0.043
18 C14 C C14 N N N 0 -4.342 1.811 0.402
19 C15 C C15 N N N 0 -3.649 0.498 0.035
20 C16 C C16 N N N 0 -2.335 0.38 0.811
21 C17 C C17 N N N 0 -5.636 1.927 -0.363
22 O2 O O2 N N N 0 -5.812 2.858 -1.12
23 N4 N N4 N N N 0 -6.597 0.996 -0.205
24 C18 C C18 N N N 0 -7.855 1.108 -0.948
25 C19 C C19 N Y N 0 -8.752 -0.05 -0.595
26 C20 C C20 N Y N 0 -9.636 0.058 0.463
27 C21 C C21 N Y N 0 -10.459 -1.004 0.787
28 C22 C C22 N Y N 0 -10.399 -2.174 0.053
29 C23 C C23 N Y N 0 -9.516 -2.282 -1.005
30 C24 C C24 N Y N 0 -8.696 -1.218 -1.332
31 C25 C C25 N N N 0 0.39 -0.933 1.42
32 O3 O O3 N N N 0 -0.398 -1.007 2.343
33 C26 C C26 N Y N 0 1.128 -2.123 0.959
34 C27 C C27 N Y N 0 2.021 -1.976 -0.117
35 C28 C C28 N Y N 0 2.726 -3.076 -0.578
36 C29 C C29 N Y N 0 2.543 -4.307 0.019
37 C30 C C30 N Y N 0 1.659 -4.455 1.077
38 C31 C C31 N Y N 0 0.956 -3.369 1.556
39 C32 C C32 N N N 0 5.528 -1.056 -1.462
40 C33 C C33 N N N 0 6.786 -0.703 -0.961
41 O4 O O4 N N N 0 7.743 -1.447 -1.107
42 N5 N N5 N N N 0 6.926 0.475 -0.317
43 H1 H H1 N N N 0 10.205 0.353 0.457
44 H2 H H2 N N N 0 9.109 -1.049 0.477
45 H3 H H3 N N N 0 9.499 -0.248 -1.063
46 H4 H H4 N N N 0 9.278 2.273 1.221
47 H5 H H5 N N N 0 7.349 3.806 1.531
48 H6 H H6 N N N 0 5.15 3.18 0.649
49 H7 H H7 N N N 0 2.745 0.257 -2.456
50 H8 H H8 N N N 0 3.166 -1.471 -2.38
51 H9 H H9 N N N 0 -0.324 1.363 2.295
52 H10 H H10 N N N 0 0.502 2.32 1.041
53 H11 H H11 N N N 0 -1.216 1.541 -0.618
54 H12 H H12 N N N 0 -2.325 2.884 1.889
55 H13 H H13 N N N 0 -1.469 3.707 0.564
56 H14 H H14 N N N 0 -3.925 3.922 0.305
57 H15 H H15 N N N 0 -3.223 2.972 -1.027
58 H16 H H16 N N N 0 -4.55 1.826 1.472
59 H17 H H17 N N N 0 -4.298 -0.34 0.29
60 H18 H H18 N N N 0 -3.441 0.483 -1.035
61 H19 H H19 N N N 0 -1.841 -0.556 0.549
62 H20 H H20 N N N 0 -2.543 0.395 1.881
63 H21 H H21 N N N 0 -6.457 0.251 0.401
64 H22 H H22 N N N 0 -8.349 2.044 -0.687
65 H23 H H23 N N N 0 -7.647 1.093 -2.018
66 H24 H H24 N N N 0 -9.683 0.972 1.036
67 H25 H H25 N N N 0 -11.149 -0.92 1.613
68 H26 H H26 N N N 0 -11.042 -3.004 0.307
69 H27 H H27 N N N 0 -9.469 -3.196 -1.578
70 H28 H H28 N N N 0 -8.009 -1.301 -2.161
71 H29 H H29 N N N 0 3.417 -2.971 -1.402
72 H33 H H33 N N N 0 5.388 -1.99 -1.985
73 H30 H H30 N N N 0 3.093 -5.164 -0.341
74 H31 H H31 N N N 0 1.526 -5.424 1.534
75 H32 H H32 N N N 0 0.268 -3.487 2.38



355 : Chemical Bonds

Total Number of Bonds: 80
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.51 N N
2 C2 C3 C C doub 1.35 N N
3 C3 C4 C C sing 1.4 N N
4 C4 C5 C C doub 1.36 N N
5 C5 C6 C C sing 1.41 N N
6 C6 N1 C N doub 1.33 N N
7 N1 C7 N C sing 1.32 N N
8 C7 C8 C C sing 1.51 N N
9 C8 N2 C N sing 1.47 N N
10 N2 C9 N C sing 1.34 N N
11 C9 O1 C O doub 1.22 N N
12 C9 N3 C N sing 1.34 N N
13 N3 C10 N C sing 1.46 N N
14 C10 C11 C C sing 1.53 N N
15 C11 C12 C C sing 1.53 N N
16 C12 C13 C C sing 1.53 N N
17 C13 C14 C C sing 1.53 N N
18 C14 C15 C C sing 1.53 N N
19 C15 C16 C C sing 1.53 N N
20 C11 C16 C C sing 1.53 N N
21 C14 C17 C C sing 1.51 N N
22 C17 O2 C O doub 1.21 N N
23 C17 N4 C N sing 1.35 N N
24 N4 C18 N C sing 1.47 N N
25 C18 C19 C C sing 1.51 N N
26 C19 C20 C C doub 1.38 N Y
27 C20 C21 C C sing 1.38 N Y
28 C21 C22 C C doub 1.38 N Y
29 C22 C23 C C sing 1.38 N Y
30 C23 C24 C C doub 1.38 N Y
31 C19 C24 C C sing 1.38 N Y
32 N3 C25 N C sing 1.35 N N
33 C25 O3 C O doub 1.22 N N
34 C25 C26 C C sing 1.47 N N
35 C26 C27 C C doub 1.41 N Y
36 N2 C27 N C sing 1.39 N N
37 C27 C28 C C sing 1.39 N Y
38 C28 C29 C C doub 1.38 N Y
39 C29 C30 C C sing 1.39 N Y
40 C30 C31 C C doub 1.38 N Y
41 C26 C31 C C sing 1.39 N Y
42 C7 C32 C C doub 1.38 N N
43 C32 C33 C C sing 1.4 N N
44 C33 O4 C O doub 1.22 N N
45 C33 N5 C N sing 1.35 N N
46 C2 N5 C N sing 1.36 N N
47 C6 N5 C N sing 1.37 N N
48 C1 H1 C H sing 1.09 N N
49 C1 H2 C H sing 1.09 N N
50 C1 H3 C H sing 1.09 N N
51 C3 H4 C H sing 1.08 N N
52 C4 H5 C H sing 1.08 N N
53 C5 H6 C H sing 1.08 N N
54 C8 H7 C H sing 1.09 N N
55 C8 H8 C H sing 1.09 N N
56 C10 H9 C H sing 1.09 N N
57 C10 H10 C H sing 1.09 N N
58 C11 H11 C H sing 1.09 N N
59 C12 H12 C H sing 1.09 N N
60 C12 H13 C H sing 1.09 N N
61 C13 H14 C H sing 1.09 N N
62 C13 H15 C H sing 1.09 N N
63 C14 H16 C H sing 1.09 N N
64 C15 H17 C H sing 1.09 N N
65 C15 H18 C H sing 1.09 N N
66 C16 H19 C H sing 1.09 N N
67 C16 H20 C H sing 1.09 N N
68 N4 H21 N H sing 0.97 N N
69 C18 H22 C H sing 1.09 N N
70 C18 H23 C H sing 1.09 N N
71 C20 H24 C H sing 1.08 N N
72 C21 H25 C H sing 1.08 N N
73 C22 H26 C H sing 1.08 N N
74 C23 H27 C H sing 1.08 N N
75 C24 H28 C H sing 1.08 N N
76 C28 H29 C H sing 1.08 N N
77 C29 H30 C H sing 1.08 N N
78 C30 H31 C H sing 1.08 N N
79 C31 H32 C H sing 1.08 N N
80 C32 H33 C H sing 1.08 N N



355 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
355 4tos Open in New Window Bound ligand 1 1