Chemical Components in the PDB

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0V3 : Summary

Code

0V3

One-letter code

X

Molecule name

6-amino-2-(methylamino)-4-[2-({[trans-4-(pyridin-3-ylethynyl)cyclohexyl]methyl}amino)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one

Systematic names

ProgramVersionName
ACDLabs 12.01 6-amino-2-(methylamino)-4-[2-({[trans-4-(pyridin-3-ylethynyl)cyclohexyl]methyl}amino)ethyl]-1,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
OpenEye OEToolkits 1.7.6 6-azanyl-2-(methylamino)-4-[2-[[4-(2-pyridin-3-ylethynyl)cyclohexyl]methylamino]ethyl]-1,7-dihydroimidazo[4,5-g]quinazolin-8-one

Formula

C26 H30 N8 O

Formal charge

0

Molecular weight

470.569 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C2c3cc1nc(nc1c(c3N=C(N)N2)CCNCC5CCC(C#Cc4cccnc4)CC5)NC
SMILES CACTVS 3.370 CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNC[CH]4CC[CH](CC4)C#Cc5cccnc5)c2n1)N
SMILES OpenEye OEToolkits 1.7.6 CNc1[nH]c2cc3c(c(c2n1)CCNCC4CCC(CC4)C#Cc5cccnc5)N=C(NC3=O)N
Canonical SMILES CACTVS 3.370 CNc1[nH]c2cc3C(=O)NC(=Nc3c(CCNC[C@@H]4CC[C@H](CC4)C#Cc5cccnc5)c2n1)N
Canonical SMILES OpenEye OEToolkits 1.7.6 CNc1[nH]c2cc3c(c(c2n1)CCNCC4CCC(CC4)C#Cc5cccnc5)N=C(NC3=O)N

IUPAC InChI

InChI=1S/C26H30N8O/c1-28-26-31-21-13-20-22(32-25(27)34-24(20)35)19(23(21)33-26)10-12-30-15-18-8-5-16(6-9-18)4-7-17-3-2-11-29-14-17/h2-3,11,13-14,16,18,30H,5-6,8-10,12,15H2,1H3,(H2,28,31,33)(H3,27,32,34,35)/t16-,18-

IUPAC InChI key

UUKLQSWLBLNLAR-SAABIXHNSA-N
0V3

wwPDB Information

Atom count

65 (35 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-06-28

Last modified at

2013-07-19

Status

Released

Obsoleted

Not Assigned



0V3 : Atoms of Molecule

Total Number of Atoms: 65
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N2 N N2 N N N 0 3.644 -2.363 0.449
2 C1 C C1 N Y N 0 4.376 -1.225 0.336
3 C2 C C2 N Y N 0 5.746 -1.322 -0.015
4 C3 C C3 N Y N 0 6.525 -0.173 -0.139
5 C4 C C4 N Y N 0 5.954 1.063 0.083
6 N3 N N3 N Y N 0 6.442 2.363 0.041
7 C5 C C5 N Y N 0 5.406 3.194 0.355
8 N4 N N4 N N N 0 5.487 4.566 0.421
9 C6 C C6 N N N 0 6.758 5.24 0.142
10 N5 N N5 N Y N 0 4.323 2.492 0.584
11 C7 C C7 N Y N 0 4.591 1.17 0.433
12 C8 C C8 N Y N 0 3.808 0.023 0.558
13 C9 C C9 N N N 0 2.352 0.137 0.932
14 C10 C C10 N N N 0 1.508 0.263 -0.337
15 N6 N N6 N N N 0 0.089 0.374 0.027
16 C11 C C11 N N N 0 -0.754 0.497 -1.169
17 C12 C C12 N N N 0 -2.221 0.61 -0.75
18 C13 C C13 N N N 0 -2.661 -0.692 -0.077
19 C14 C C14 N N N 0 -4.128 -0.579 0.342
20 C15 C C15 N N N 0 -4.994 -0.326 -0.894
21 C16 C C16 N N N 0 -6.405 -0.217 -0.491
22 C17 C C17 N N N 0 -7.531 -0.13 -0.169
23 C23 C C23 N N N 0 -4.554 0.976 -1.567
24 C24 C C24 N N N 0 -3.087 0.863 -1.986
25 C25 C C25 N N N 0 6.31 -2.659 -0.242
26 O1 O O1 N N N 0 7.479 -2.806 -0.546
27 N8 N N8 N N N 0 5.483 -3.72 -0.101
28 C26 C C26 N N N 0 4.173 -3.541 0.241
29 N9 N N9 N N N 0 3.374 -4.649 0.372
30 H2 H H2 N N N 0 7.568 -0.249 -0.407
31 H3 H H3 N N N 0 7.351 2.63 -0.171
32 H4 H H4 N N N 0 4.702 5.088 0.652
33 H5 H H5 N N N 0 7.513 4.897 0.849
34 H6 H H6 N N N 0 7.078 5.006 -0.873
35 H7 H H7 N N N 0 6.628 6.317 0.243
36 H9 H H9 N N N 0 2.048 -0.753 1.484
37 H10 H H10 N N N 0 2.205 1.019 1.556
38 H11 H H11 N N N 0 1.812 1.153 -0.889
39 H12 H H12 N N N 0 1.655 -0.619 -0.961
40 H13 H H13 N N N 0 -0.063 1.147 0.658
41 H15 H H15 N N N 0 -0.466 1.388 -1.727
42 H16 H H16 N N N 0 -0.623 -0.383 -1.798
43 H17 H H17 N N N 0 -2.336 1.438 -0.05
44 H18 H H18 N N N 0 -2.546 -1.519 -0.777
45 H19 H H19 N N N 0 -2.044 -0.872 0.803
46 H20 H H20 N N N 0 -4.441 -1.506 0.821
47 H21 H H21 N N N 0 -4.243 0.249 1.042
48 H22 H H22 N N N 0 -4.878 -1.153 -1.594
49 H24 H H24 N N N 0 -5.17 1.157 -2.447
50 H25 H H25 N N N 0 -4.669 1.804 -0.867
51 H26 H H26 N N N 0 -2.773 1.791 -2.465
52 H27 H H27 N N N 0 -2.971 0.036 -2.686
53 H28 H H28 N N N 0 2.44 -4.548 0.614
54 H29 H H29 N N N 0 3.743 -5.534 0.223
55 C18 C C18 N Y N 0 -8.904 -0.025 0.223
56 C19 C C19 N Y N 0 -9.898 0.207 -0.728
57 N1 N N1 N Y N 0 -11.161 0.305 -0.368
58 C21 C C21 N Y N 0 -11.536 0.189 0.892
59 C22 C C22 N Y N 0 -10.612 -0.042 1.894
60 C27 C C27 N Y N 0 -9.272 -0.158 1.567
61 H8 H H8 N N N 0 -9.629 0.308 -1.77
62 H14 H H14 N N N 0 -12.583 0.275 1.144
63 H23 H H23 N N N 0 -10.933 -0.134 2.921
64 H30 H H30 N N N 0 -8.529 -0.338 2.329
65 H1 H H1 N N N 0 5.824 -4.617 -0.244



0V3 : Chemical Bonds

Total Number of Bonds: 69
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C17 C16 C C trip 1.1743633 N N
2 C16 C15 C C sing 1.4714656 N N
3 C6 N4 C N sing 1.4654549 N N
4 C14 C15 C C sing 1.5302486 N N
5 C14 C13 C C sing 1.5298429 N N
6 C15 C23 C C sing 1.5302722 N N
7 N4 C5 N C sing 1.3759727 N N
8 C13 C12 C C sing 1.5302722 N N
9 C23 C24 C C sing 1.5298429 N N
10 C12 C24 C C sing 1.5302486 N N
11 C12 C11 C C sing 1.5298429 N N
12 C5 N5 C N doub 1.3107761 N Y
13 C5 N3 C N sing 1.3647172 N Y
14 N6 C11 N C sing 1.4683985 N N
15 N6 C10 N C sing 1.469142 N N
16 N5 C7 N C sing 1.3573169 N Y
17 N3 C4 N C sing 1.3892113 N Y
18 C10 C9 C C sing 1.5292393 N N
19 C7 C4 C C doub 1.4112824 N Y
20 C7 C8 C C sing 1.3943899 N Y
21 C9 C8 C C sing 1.5075835 N N
22 C4 C3 C C sing 1.3795003 N Y
23 C8 C1 C C doub 1.3890327 N Y
24 C3 C2 C C doub 1.3937066 N Y
25 C1 C2 C C sing 1.4175719 N Y
26 C1 N2 C N sing 1.357806 N N
27 C2 C25 C C sing 1.4687389 N N
28 N2 C26 N C doub 1.3079714 N N
29 C25 O1 C O doub 1.2167933 N N
30 C25 N8 C N sing 1.3526015 N N
31 C26 N8 C N sing 1.3656884 N N
32 C26 N9 C N sing 1.3723068 N N
33 C3 H2 C H sing 1.0795597 N N
34 N3 H3 N H sing 0.9708316 N N
35 N4 H4 N H sing 0.9706029 N N
36 C6 H5 C H sing 1.0897353 N N
37 C6 H6 C H sing 1.0896702 N N
38 C6 H7 C H sing 1.089509 N N
39 C9 H9 C H sing 1.0905136 N N
40 C9 H10 C H sing 1.090371 N N
41 C10 H11 C H sing 1.0905136 N N
42 C10 H12 C H sing 1.090371 N N
43 N6 H13 N H sing 1.0093533 N N
44 C11 H15 C H sing 1.0900408 N N
45 C11 H16 C H sing 1.089588 N N
46 C12 H17 C H sing 1.0903252 N N
47 C13 H18 C H sing 1.089566 N N
48 C13 H19 C H sing 1.0897197 N N
49 C14 H20 C H sing 1.0893755 N N
50 C14 H21 C H sing 1.0903252 N N
51 C15 H22 C H sing 1.089672 N N
52 C23 H24 C H sing 1.0893195 N N
53 C23 H25 C H sing 1.0903252 N N
54 C24 H26 C H sing 1.0905141 N N
55 C24 H27 C H sing 1.089672 N N
56 N9 H28 N H sing 0.97011393 N N
57 N9 H29 N H sing 0.9703541 N N
58 C17 C18 C C sing 1.4317186 N N
59 C18 C19 C C sing 1.3950846 N Y
60 C19 N1 C N doub 1.3169559 N Y
61 N1 C21 N C sing 1.3197277 N Y
62 C21 C22 C C doub 1.3824402 N Y
63 C22 C27 C C sing 1.3841912 N Y
64 C27 C18 C C doub 1.3998032 N Y
65 C19 H8 C H sing 1.0808913 N N
66 C21 H14 C H sing 1.0803282 N N
67 C22 H23 C H sing 1.0799232 N N
68 C27 H30 C H sing 1.0793947 N N
69 N8 H1 N H sing 0.9702263 N N



0V3 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
0V3 4fr6 Open in New Window Bound ligand 1 1
0V3 4fsa Open in New Window Bound ligand 1 1