Chemical Components in the PDB

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0O1 : Summary

Code

0O1

One-letter code

X

Molecule name

6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-[(2-phenylethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one

Systematic names

ProgramVersionName
ACDLabs 12.01 6-amino-4-{2-[(cyclopentylmethyl)amino]ethyl}-2-[(2-phenylethyl)amino]-3,7-dihydro-8H-imidazo[4,5-g]quinazolin-8-one
OpenEye OEToolkits 1.7.6 6-azanyl-4-[2-(cyclopentylmethylamino)ethyl]-2-(2-phenylethylamino)-3,7-dihydroimidazo[4,5-g]quinazolin-8-one

Formula

C25 H31 N7 O

Formal charge

0

Molecular weight

445.56 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C3c4cc2nc(NCCc1ccccc1)nc2c(c4N=C(N)N3)CCNCC5CCCC5
SMILES CACTVS 3.370 NC1=Nc2c(CCNCC3CCCC3)c4[nH]c(NCCc5ccccc5)nc4cc2C(=O)N1
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)CCNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCC5)N=C(NC4=O)N
Canonical SMILES CACTVS 3.370 NC1=Nc2c(CCNCC3CCCC3)c4[nH]c(NCCc5ccccc5)nc4cc2C(=O)N1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)CCNc2[nH]c3c(n2)cc4c(c3CCNCC5CCCC5)N=C(NC4=O)N

IUPAC InChI

InChI=1S/C25H31N7O/c26-24-30-21-18(11-12-27-15-17-8-4-5-9-17)22-20(14-19(21)23(33)32-24)29-25(31-22)28-13-10-16-6-2-1-3-7-16/h1-3,6-7,14,17,27H,4-5,8-13,15H2,(H2,28,29,31)(H3,26,30,32,33)

IUPAC InChI key

RDFXKIVPJRMHKW-UHFFFAOYSA-N
0O1

wwPDB Information

Atom count

64 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-08-17

Last modified at

2013-08-30

Status

Released

Obsoleted

Not Assigned



0O1 : Atoms of Molecule

Total Number of Atoms: 64
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 -0.675 4.015 0.605
2 C10 C C10 N Y N 0 -1.493 -2.775 0.439
3 C11 C C11 N Y N 0 -1.062 -1.543 -0.097
4 C12 C C12 N Y N 0 0.689 -2.803 0.414
5 C13 C C13 N N N 0 3.101 -2.362 0.184
6 C14 C C14 N N N 0 -0.196 5.333 -0.0060
7 C15 C C15 N N N 0 4.427 -3.072 0.467
8 C16 C C16 N Y N 0 5.571 -2.178 0.064
9 C17 C C17 N Y N 0 7.164 -0.476 0.609
10 C18 C C18 N Y N 0 6.115 -1.296 0.979
11 C19 C C19 N Y N 0 7.671 -0.538 -0.675
12 C2 C C2 N N N 0 -1.324 1.74 0.091
13 C20 C C20 N Y N 0 6.081 -2.244 -1.22
14 C21 C C21 N Y N 0 7.131 -1.424 -1.589
15 C22 C C22 N N N 0 -0.116 6.42 1.081
16 C23 C C23 N N N 0 1.23 5.167 -0.57
17 C24 C C24 N N N 0 1.357 6.876 1.14
18 C25 C C25 N N N 0 1.922 6.517 -0.257
19 C3 C C3 N N N 0 -1.507 0.732 -1.046
20 C4 C C4 N Y N 0 -1.98 -0.582 -0.481
21 C5 C C5 N Y N 0 -3.343 -0.837 -0.349
22 C6 C C6 N N N 0 -5.551 -0.152 -0.602
23 C7 C C7 N N N 0 -5.224 -2.307 0.306
24 C8 C C8 N Y N 0 -3.778 -2.076 0.183
25 C9 C C9 N Y N 0 -2.852 -3.038 0.575
26 H1 H H1 N N N 0 -1.622 4.177 1.122
27 H10 H H10 N N N 0 -3.187 -3.981 0.98
28 H11 H H11 N N N 0 0.919 -0.892 -0.409
29 H13 H H13 N N N 0 2.167 -4.109 0.95
30 H14 H H14 N N N 0 3.029 -2.137 -0.879
31 H15 H H15 N N N 0 3.057 -1.436 0.756
32 H16 H H16 N N N 0 -0.877 5.647 -0.797
33 H17 H H17 N N N 0 -6.102 1.66 -1.359
34 H18 H H18 N N N 0 -7.389 0.673 -0.919
35 H19 H H19 N N N 0 4.499 -3.298 1.531
36 H2 H H2 N N N 0 0.068 3.652 1.314
37 H20 H H20 N N N 0 4.471 -3.999 -0.105
38 H21 H H21 N N N 0 7.589 0.213 1.324
39 H22 H H22 N N N 0 5.719 -1.248 1.983
40 H23 H H23 N N N 0 8.491 0.102 -0.964
41 H24 H H24 N N N 0 5.659 -2.936 -1.933
42 H25 H H25 N N N 0 7.527 -1.473 -2.593
43 H26 H H26 N N N 0 -0.756 7.261 0.817
44 H27 H H27 N N N 0 -0.419 6.008 2.043
45 H28 H H28 N N N 0 1.746 4.349 -0.067
46 H29 H H29 N N N 0 1.197 4.993 -1.645
47 H3 H H3 N N N 0 -1.5 3.362 -1.165
48 H30 H H30 N N N 0 1.417 7.95 1.311
49 H31 H H31 N N N 0 1.893 6.335 1.92
50 H32 H H32 N N N 0 3.004 6.396 -0.217
51 H33 H H33 N N N 0 1.643 7.273 -0.992
52 H5 H H5 N N N 0 -0.585 1.361 0.796
53 H6 H H6 N N N 0 -2.274 1.886 0.604
54 H7 H H7 N N N 0 -2.246 1.111 -1.752
55 H8 H H8 N N N 0 -0.557 0.586 -1.559
56 H9 H H9 N N N 0 -7.014 -1.438 -0.031
57 N1 N N1 N N N 0 -0.863 3.021 -0.46
58 N2 N N2 N N N 0 -4.27 0.081 -0.723
59 N3 N N3 N N N 0 -6.053 -1.318 -0.099
60 N4 N N4 N Y N 0 0.321 -1.59 -0.1
61 N5 N N5 N Y N 0 -0.375 -3.498 0.725
62 N6 N N6 N N N 0 1.989 -3.232 0.576
63 N7 N N7 N N N 0 -6.434 0.822 -0.999
64 O1 O O1 N N N 0 -5.66 -3.351 0.757



0O1 : Chemical Bonds

Total Number of Bonds: 68
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C19 C21 C C doub 1.38 N Y
2 C19 C17 C C sing 1.38 N Y
3 C21 C20 C C sing 1.38 N Y
4 C17 C18 C C doub 1.38 N Y
5 C20 C16 C C doub 1.38 N Y
6 C18 C16 C C sing 1.38 N Y
7 C16 C15 C C sing 1.51 N N
8 C15 C13 C C sing 1.53 N N
9 C13 N6 C N sing 1.47 N N
10 C25 C23 C C sing 1.55 N N
11 C25 C24 C C sing 1.55 N N
12 N6 C12 N C sing 1.38 N N
13 C23 C14 C C sing 1.54 N N
14 C24 C22 C C sing 1.54 N N
15 C14 C22 C C sing 1.54 N N
16 C14 C1 C C sing 1.53 N N
17 C12 N4 C N sing 1.37 N Y
18 C12 N5 C N doub 1.31 N Y
19 N1 C1 N C sing 1.47 N N
20 N1 C2 N C sing 1.47 N N
21 N4 C11 N C sing 1.38 N Y
22 N5 C10 N C sing 1.36 N Y
23 C2 C3 C C sing 1.53 N N
24 C11 C10 C C doub 1.41 N Y
25 C11 C4 C C sing 1.38 N Y
26 C3 C4 C C sing 1.51 N N
27 C10 C9 C C sing 1.39 N Y
28 C4 C5 C C doub 1.39 N Y
29 C9 C8 C C doub 1.39 N Y
30 C5 C8 C C sing 1.42 N Y
31 C5 N2 C N sing 1.36 N N
32 C8 C7 C C sing 1.47 N N
33 N2 C6 N C doub 1.31 N N
34 C7 O1 C O doub 1.22 N N
35 C7 N3 C N sing 1.35 N N
36 C6 N3 C N sing 1.37 N N
37 C6 N7 C N sing 1.37 N N
38 C1 H1 C H sing 1.09 N N
39 C1 H2 C H sing 1.09 N N
40 N1 H3 N H sing 1.01 N N
41 C2 H5 C H sing 1.09 N N
42 C2 H6 C H sing 1.09 N N
43 C3 H7 C H sing 1.09 N N
44 C3 H8 C H sing 1.09 N N
45 N3 H9 N H sing 0.97 N N
46 C9 H10 C H sing 1.08 N N
47 N4 H11 N H sing 0.97 N N
48 N6 H13 N H sing 0.97 N N
49 C13 H14 C H sing 1.09 N N
50 C13 H15 C H sing 1.09 N N
51 C14 H16 C H sing 1.09 N N
52 N7 H17 N H sing 0.97 N N
53 N7 H18 N H sing 0.97 N N
54 C15 H19 C H sing 1.09 N N
55 C15 H20 C H sing 1.09 N N
56 C17 H21 C H sing 1.08 N N
57 C18 H22 C H sing 1.08 N N
58 C19 H23 C H sing 1.08 N N
59 C20 H24 C H sing 1.08 N N
60 C21 H25 C H sing 1.08 N N
61 C22 H26 C H sing 1.09 N N
62 C22 H27 C H sing 1.09 N N
63 C23 H28 C H sing 1.09 N N
64 C23 H29 C H sing 1.09 N N
65 C24 H30 C H sing 1.09 N N
66 C24 H31 C H sing 1.09 N N
67 C25 H32 C H sing 1.09 N N
68 C25 H33 C H sing 1.09 N N



0O1 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0O1 4gkt Open in New Window Bound ligand 1 1