Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

NHN : Summary

Code

NHN

One-letter code

X

Molecule name

(6R,8S,11S)-11-CYCLOHEXYL-N-(1-{[(2-{[(1S)-2-(DIMETHYLAMINO)-2-OXO-1-PHENYLETHYL]AMINO}-2-OXOETHYL)AMINO](OXO)ACETYL}BUTYL)-10,13-DIOXO-2,5-DIOXA-9,12-DIAZATRICYCLO[14.3.1.1~6,9~]HENICOSA-1(20),16,18-TRIENE-8-CARBOXAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 (6R,8S,11S)-11-cyclohexyl-N-[(1S)-1-{[(2-{[(1S)-2-(dimethylamino)-2-oxo-1-phenylethyl]amino}-2-oxoethyl)amino](oxo)acetyl}butyl]-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[14.3.1.1~6,9~]henicosa-1(20),16,18-triene-8-carboxamide

Formula

C42 H56 N6 O9

Formal charge

0

Molecular weight

788.929 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(N(C)C)C(c1ccccc1)NC(=O)CNC(=O)C(=O)C(NC(=O)C2N3C(=O)C(NC(=O)CCc4cccc(OCCOC(C2)C3)c4)C5CCCCC5)CCC
SMILES CACTVS 3.341 CCC[CH](NC(=O)[CH]1C[CH]2CN1C(=O)[CH](NC(=O)CCc3cccc(OCCO2)c3)C4CCCCC4)C(=O)C(=O)NCC(=O)N[CH](C(=O)N(C)C)c5ccccc5
SMILES OpenEye OEToolkits 1.5.0 CCCC(C(=O)C(=O)NCC(=O)NC(c1ccccc1)C(=O)N(C)C)NC(=O)C2CC3CN2C(=O)C(NC(=O)CCc4cccc(c4)OCCO3)C5CCCCC5
Canonical SMILES CACTVS 3.341 CCC[C@H](NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@@H](NC(=O)CCc3cccc(OCCO2)c3)C4CCCCC4)C(=O)C(=O)NCC(=O)N[C@H](C(=O)N(C)C)c5ccccc5
Canonical SMILES OpenEye OEToolkits 1.5.0 CCC[C@@H](C(=O)C(=O)NCC(=O)N[C@@H](c1ccccc1)C(=O)N(C)C)NC(=O)[C@@H]2CC3CN2C(=O)[C@@H](NC(=O)CCc4cccc(c4)OCCO3)C5CCCCC5

IUPAC InChI

InChI=1S/C42H56N6O9/c1-4-12-32(38(51)40(53)43-25-35(50)46-36(41(54)47(2)3)28-14-7-5-8-15-28)44-39(52)33-24-31-26-48(33)42(55)37(29-16-9-6-10-17-29)45-34(49)20-19-27-13-11-18-30(23-27)56-21-22-57-31/h5,7-8,11,13-15,18,23,29,31-33,36-37H,4,6,9-10,12,16-17,19-22,24-26H2,1-3H3,(H,43,53)(H,44,52)(H,45,49)(H,46,50)/t31-,32+,33+,36+,37+/m1/s1

IUPAC InChI key

RJPSYFVTRHPRGV-HVHRWFTHSA-N
NHN

wwPDB Information

Atom count

113 (57 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-05-11

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



NHN : Atoms of Molecule

Total Number of Atoms: 113
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 -8.269 1.859 0.329
2 C2 C C2 N N N 0 -8.766 1.256 1.643
3 C3 C C3 N Y N 0 -9.126 -0.194 1.438
4 C4 C C4 N Y N 0 -8.127 -1.127 1.241
5 C5 C C5 N Y N 0 -10.451 -0.589 1.451
6 C6 C C6 N Y N 0 -8.454 -2.464 1.058
7 C7 C C7 N Y N 0 -10.779 -1.919 1.266
8 C8 C C8 N Y N 0 -9.784 -2.858 1.071
9 C9 C C9 N N N 0 -6.799 1.581 0.157
10 O10 O O10 N N N 0 -6.255 0.717 0.81
11 O11 O O11 N N N 0 -7.469 -3.382 0.867
12 C12 C C12 N N N 0 -7.149 -3.367 -0.523
13 C13 C C13 N N N 0 -5.675 -3.725 -0.721
14 O14 O O14 N N N 0 -4.856 -2.663 -0.229
15 N15 N N15 N N N 0 -6.09 2.317 -0.747
16 C16 C C16 S N N 0 -4.669 1.936 -0.922
17 C17 C C17 N N N 0 -4.063 1.551 0.429
18 C18 C C18 N N N 0 -2.571 1.887 0.433
19 C19 C C19 N N N 0 -4.765 2.331 1.543
20 C20 C C20 N N N 0 -1.965 1.502 1.785
21 C21 C C21 N N N 0 -4.16 1.946 2.894
22 C22 C C22 N N N 0 -2.667 2.282 2.898
23 C23 C C23 N N N 0 -4.62 0.757 -1.857
24 O24 O O24 N N N 0 -5.312 0.763 -2.853
25 N25 N N25 N N N 0 -3.832 -0.3 -1.615
26 C26 C C26 N N N 0 -3.933 -1.64 -2.257
27 C27 C C27 S N N 0 -2.697 -0.398 -0.677
28 C28 C C28 N N N 0 -2.542 -1.885 -0.291
29 C29 C C29 R N N 0 -3.691 -2.602 -1.053
30 C30 C C30 N N N 0 -1.438 0.092 -1.343
31 O31 O O31 N N N 0 -1.429 0.314 -2.535
32 N32 N N32 N N N 0 -0.32 0.283 -0.615
33 C33 C C33 S N N 0 0.877 0.846 -1.244
34 C34 C C34 N N N 0 0.788 2.373 -1.236
35 C35 C C35 N N N 0 -0.381 2.82 -2.117
36 C36 C C36 N N N 0 -0.471 4.347 -2.109
37 O37 O O37 N N N 0 1.982 -0.059 0.63
38 C38 C C38 N N N 0 2.099 0.411 -0.477
39 O39 O O39 N N N 0 3.571 1.032 -2.196
40 N40 N N40 N N N 0 4.546 0.171 -0.398
41 C41 C C41 N N N 0 5.876 0.318 -0.994
42 C42 C C42 N N N 0 6.918 -0.188 -0.03
43 O43 O O43 N N N 0 6.582 -0.628 1.049
44 C44 C C44 N N N 0 3.453 0.56 -1.084
45 N45 N N45 N N N 0 8.222 -0.152 -0.367
46 C46 C C46 S N N 0 9.235 -0.643 0.571
47 C50 C C50 N Y N 0 12.103 -0.649 -1.884
48 C47 C C47 N Y N 0 10.461 -1.071 -0.194
49 C48 C C48 N Y N 0 10.976 -0.258 -1.186
50 C49 C C49 N Y N 0 11.068 -2.28 0.094
51 C51 C C51 N Y N 0 12.193 -2.672 -0.607
52 C52 C C52 N Y N 0 12.711 -1.857 -1.596
53 C53 C C53 N N N 0 9.602 0.455 1.535
54 O54 O O54 N N N 0 9.452 1.616 1.217
55 N55 N N55 N N N 0 10.097 0.148 2.75
56 C56 C C56 N N N 0 10.399 1.213 3.709
57 C57 C C57 N N N 0 10.334 -1.252 3.111
58 H11 H 1H1 N N N 0 -8.434 2.936 0.341
59 H12 H 2H1 N N N 0 -8.82 1.419 -0.502
60 H21 H 1H2 N N N 0 -7.981 1.331 2.396
61 H22 H 2H2 N N N 0 -9.646 1.803 1.982
62 H4 H H4 N N N 0 -7.092 -0.818 1.229
63 H5 H H5 N N N 0 -11.23 0.142 1.605
64 H7 H H7 N N N 0 -11.815 -2.226 1.276
65 H8 H H8 N N N 0 -10.041 -3.897 0.928
66 H121 H 1H12 N N N 0 -7.771 -4.093 -1.046
67 H122 H 2H12 N N N 0 -7.338 -2.373 -0.927
68 H131 H 1H13 N N N 0 -5.448 -4.641 -0.177
69 H132 H 2H13 N N N 0 -5.477 -3.875 -1.782
70 H15 H H15 N N N 0 -6.492 3.046 -1.244
71 H16 H H16 N N N 0 -4.114 2.77 -1.351
72 H17 H H17 N N N 0 -4.196 0.482 0.595
73 H181 H 1H18 N N N 0 -2.071 1.332 -0.36
74 H182 H 2H18 N N N 0 -2.439 2.956 0.267
75 H191 H 1H19 N N N 0 -4.633 3.4 1.377
76 H192 H 2H19 N N N 0 -5.828 2.091 1.54
77 H201 H 1H20 N N N 0 -2.097 0.433 1.951
78 H202 H 2H20 N N N 0 -0.902 1.742 1.788
79 H211 H 1H21 N N N 0 -4.292 0.877 3.06
80 H212 H 2H21 N N N 0 -4.659 2.502 3.688
81 H221 H 1H22 N N N 0 -2.236 2.008 3.861
82 H222 H 2H22 N N N 0 -2.535 3.351 2.732
83 H261 H 1H26 N N N 0 -3.162 -1.766 -3.016
84 H262 H 2H26 N N N 0 -4.925 -1.793 -2.683
85 H27 H H27 N N N 0 -2.9 0.196 0.214
86 H281 H 1H28 N N N 0 -1.574 -2.264 -0.618
87 H282 H 2H28 N N N 0 -2.66 -2.014 0.784
88 H29 H H29 N N N 0 -3.383 -3.581 -1.393
89 H32 H H32 N N N 0 -0.308 0.048 0.326
90 H33 H H33 N N N 0 0.948 0.491 -2.272
91 H341 H 1H34 N N N 0 1.716 2.794 -1.622
92 H342 H 2H34 N N N 0 0.627 2.722 -0.216
93 H351 H 1H35 N N N 0 -1.309 2.399 -1.731
94 H352 H 2H35 N N N 0 -0.221 2.47 -3.137
95 H361 H 1H36 N N N 0 0.458 4.768 -2.496
96 H362 H 2H36 N N N 0 -1.303 4.665 -2.737
97 H363 H 3H36 N N N 0 -0.631 4.696 -1.089
98 H40 H H40 N N N 0 4.452 -0.207 0.491
99 H411 H 1H41 N N N 0 5.925 -0.259 -1.918
100 H412 H 2H41 N N N 0 6.062 1.369 -1.212
101 H45 H H45 N N N 0 8.49 0.2 -1.23
102 H46 H H46 N N N 0 8.836 -1.494 1.123
103 H48 H H48 N N N 0 10.502 0.686 -1.411
104 H49 H H49 N N N 0 10.663 -2.917 0.866
105 H50 H H50 N N N 0 12.508 -0.012 -2.656
106 H51 H H51 N N N 0 12.667 -3.616 -0.382
107 H52 H H52 N N N 0 13.59 -2.164 -2.143
108 H561 H 1H56 N N N 0 10.16 2.18 3.266
109 H562 H 2H56 N N N 0 9.803 1.069 4.611
110 H563 H 3H56 N N N 0 11.458 1.182 3.965
111 H571 H 1H57 N N N 0 11.351 -1.532 2.836
112 H572 H 2H57 N N N 0 10.202 -1.377 4.186
113 H573 H 3H57 N N N 0 9.626 -1.889 2.582



NHN : Chemical Bonds

Total Number of Bonds: 117
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 C9 C C sing 1.51 N N
3 C1 H11 C H sing 1.09 N N
4 C1 H12 C H sing 1.09 N N
5 C2 C3 C C sing 1.51 N N
6 C2 H21 C H sing 1.09 N N
7 C2 H22 C H sing 1.09 N N
8 C3 C4 C C sing 1.38 N Y
9 C3 C5 C C doub 1.38 N Y
10 C4 C6 C C doub 1.39 N Y
11 C4 H4 C H sing 1.08 N N
12 C5 C7 C C sing 1.38 N Y
13 C5 H5 C H sing 1.08 N N
14 C6 C8 C C sing 1.39 N Y
15 C6 O11 C O sing 1.36 N N
16 C7 C8 C C doub 1.38 N Y
17 C7 H7 C H sing 1.08 N N
18 C8 H8 C H sing 1.08 N N
19 C9 O10 C O doub 1.21 N N
20 C9 N15 C N sing 1.36 N N
21 O11 C12 O C sing 1.43 N N
22 C12 C13 C C sing 1.53 N N
23 C12 H121 C H sing 1.09 N N
24 C12 H122 C H sing 1.09 N N
25 C13 O14 C O sing 1.43 N N
26 C13 H131 C H sing 1.09 N N
27 C13 H132 C H sing 1.09 N N
28 O14 C29 O C sing 1.43 N N
29 N15 C16 N C sing 1.48 N N
30 N15 H15 N H sing 0.97 N N
31 C16 C17 C C sing 1.53 N N
32 C16 C23 C C sing 1.51 N N
33 C16 H16 C H sing 1.09 N N
34 C17 C18 C C sing 1.53 N N
35 C17 C19 C C sing 1.53 N N
36 C17 H17 C H sing 1.09 N N
37 C18 C20 C C sing 1.53 N N
38 C18 H181 C H sing 1.09 N N
39 C18 H182 C H sing 1.09 N N
40 C19 C21 C C sing 1.53 N N
41 C19 H191 C H sing 1.09 N N
42 C19 H192 C H sing 1.09 N N
43 C20 C22 C C sing 1.53 N N
44 C20 H201 C H sing 1.09 N N
45 C20 H202 C H sing 1.09 N N
46 C21 C22 C C sing 1.53 N N
47 C21 H211 C H sing 1.09 N N
48 C21 H212 C H sing 1.09 N N
49 C22 H221 C H sing 1.09 N N
50 C22 H222 C H sing 1.09 N N
51 C23 O24 C O doub 1.21 N N
52 C23 N25 C N sing 1.34 N N
53 N25 C26 N C sing 1.49 N N
54 N25 C27 N C sing 1.48 N N
55 C26 C29 C C sing 1.56 N N
56 C26 H261 C H sing 1.09 N N
57 C26 H262 C H sing 1.09 N N
58 C27 C28 C C sing 1.54 N N
59 C27 C30 C C sing 1.51 N N
60 C27 H27 C H sing 1.09 N N
61 C28 C29 C C sing 1.55 N N
62 C28 H281 C H sing 1.09 N N
63 C28 H282 C H sing 1.09 N N
64 C29 H29 C H sing 1.08 N N
65 C30 O31 C O doub 1.21 N N
66 C30 N32 C N sing 1.35 N N
67 N32 C33 N C sing 1.46 N N
68 N32 H32 N H sing 0.97 N N
69 C33 C34 C C sing 1.53 N N
70 C33 C38 C C sing 1.51 N N
71 C33 H33 C H sing 1.09 N N
72 C34 C35 C C sing 1.53 N N
73 C34 H341 C H sing 1.09 N N
74 C34 H342 C H sing 1.09 N N
75 C35 C36 C C sing 1.53 N N
76 C35 H351 C H sing 1.09 N N
77 C35 H352 C H sing 1.09 N N
78 C36 H361 C H sing 1.09 N N
79 C36 H362 C H sing 1.09 N N
80 C36 H363 C H sing 1.09 N N
81 O37 C38 O C doub 1.21 N N
82 C38 C44 C C sing 1.49 N N
83 O39 C44 O C doub 1.21 N N
84 N40 C41 N C sing 1.46 N N
85 N40 C44 N C sing 1.35 N N
86 N40 H40 N H sing 0.97 N N
87 C41 C42 C C sing 1.51 N N
88 C41 H411 C H sing 1.09 N N
89 C41 H412 C H sing 1.09 N N
90 C42 O43 C O doub 1.21 N N
91 C42 N45 C N sing 1.35 N N
92 N45 C46 N C sing 1.47 N N
93 N45 H45 N H sing 0.97 N N
94 C46 C47 C C sing 1.51 N N
95 C46 C53 C C sing 1.51 N N
96 C46 H46 C H sing 1.09 N N
97 C47 C48 C C sing 1.38 N Y
98 C47 C49 C C doub 1.38 N Y
99 C48 C50 C C doub 1.38 N Y
100 C48 H48 C H sing 1.08 N N
101 C49 C51 C C sing 1.38 N Y
102 C49 H49 C H sing 1.08 N N
103 C50 C52 C C sing 1.38 N Y
104 C50 H50 C H sing 1.08 N N
105 C51 C52 C C doub 1.38 N Y
106 C51 H51 C H sing 1.08 N N
107 C52 H52 C H sing 1.08 N N
108 C53 O54 C O doub 1.21 N N
109 C53 N55 C N sing 1.35 N N
110 N55 C56 N C sing 1.46 N N
111 N55 C57 N C sing 1.47 N N
112 C56 H561 C H sing 1.09 N N
113 C56 H562 C H sing 1.09 N N
114 C56 H563 C H sing 1.09 N N
115 C57 H571 C H sing 1.09 N N
116 C57 H572 C H sing 1.09 N N
117 C57 H573 C H sing 1.09 N N



NHN : Used in PDB Entries

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