Chemical Components in the PDB

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C78 : Summary

Code

C78

One-letter code

X

Molecule name

[1-[1-(6-CARBAMOYL-CYCLOHEX-2-ENYLCARBAMOYL)-CYCLOHEXYLCARBAMOYL]-2-(4-PHOSPHONOOXY-PHENYL)- ETHYL]-CARBAMIC ACID 3-AMINOBENZYLESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 Nalpha-{[(3-aminobenzyl)oxy]carbonyl}-N-(1-{[(1R,2S)-2-carbamoylcyclohexyl]carbamoyl}cyclohexyl)-O-phosphono-L-tyrosinamide
OpenEye OEToolkits 1.5.0 (3-aminophenyl)methyl N-[(2S)-1-[[1-[[(1R,2S)-2-aminocarbonylcyclohexyl]carbamoyl]cyclohexyl]amino]-1-oxo-3-(4-phosphonooxyphenyl)propan-2-yl]carbamate

Formula

C31 H42 N5 O9 P

Formal charge

0

Molecular weight

659.667 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NC1C(C(=O)N)CCCC1)C4(NC(=O)C(NC(=O)OCc2cccc(N)c2)Cc3ccc(OP(=O)(O)O)cc3)CCCCC4
SMILES CACTVS 3.341 NC(=O)[CH]1CCCC[CH]1NC(=O)C2(CCCCC2)NC(=O)[CH](Cc3ccc(O[P](O)(O)=O)cc3)NC(=O)OCc4cccc(N)c4
SMILES OpenEye OEToolkits 1.5.0 c1cc(cc(c1)N)COC(=O)NC(Cc2ccc(cc2)OP(=O)(O)O)C(=O)NC3(CCCCC3)C(=O)NC4CCCCC4C(=O)N
Canonical SMILES CACTVS 3.341 NC(=O)[C@H]1CCCC[C@H]1NC(=O)C2(CCCCC2)NC(=O)[C@H](Cc3ccc(O[P](O)(O)=O)cc3)NC(=O)OCc4cccc(N)c4
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc(cc(c1)N)COC(=O)N[C@@H](Cc2ccc(cc2)OP(=O)(O)O)C(=O)NC3(CCCCC3)C(=O)N[C@@H]4CCCC[C@@H]4C(=O)N

IUPAC InChI

InChI=1S/C31H42N5O9P/c32-22-8-6-7-21(17-22)19-44-30(40)35-26(18-20-11-13-23(14-12-20)45-46(41,42)43)28(38)36-31(15-4-1-5-16-31)29(39)34-25-10-3-2-9-24(25)27(33)37/h6-8,11-14,17,24-26H,1-5,9-10,15-16,18-19,32H2,(H2,33,37)(H,34,39)(H,35,40)(H,36,38)(H2,41,42,43)/t24-,25+,26-/m0/s1

IUPAC InChI key

SLNOMHLVQNIGRT-NXCFDTQHSA-N
C78

wwPDB Information

Atom count

88 (46 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



C78 : Atoms of Molecule

Total Number of Atoms: 88
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -4.999 0.979 -6.662
2 C2 C C2 N Y N 0 -5.258 0.801 -5.301
3 C3 C C3 N Y N 0 -6.524 0.417 -4.878
4 C4 C C4 N Y N 0 -6.777 0.243 -3.532
5 C5 C C5 N Y N 0 -5.772 0.45 -2.605
6 C7 C C7 N Y N 0 -4.51 0.832 -3.023
7 C6 C C6 N Y N 0 -4.252 1.014 -4.367
8 C8 C C8 N N N 0 -3.417 1.056 -2.01
9 O9 O O9 N N N 0 -2.702 -0.187 -1.787
10 C10 C C10 N N N 0 -1.676 -0.227 -0.915
11 O11 O O11 N N N 0 -1.349 0.777 -0.315
12 N12 N N12 N N N 0 -1.012 -1.381 -0.708
13 C13 C C13 S N N 0 0.028 -1.453 0.319
14 C14 C C14 N N N 0 1.09 -0.387 0.045
15 C15 C C15 N Y N 0 1.705 -0.627 -1.309
16 C16 C C16 N Y N 0 1.154 -0.037 -2.431
17 C17 C C17 N Y N 0 1.716 -0.256 -3.674
18 C18 C C18 N Y N 0 2.823 -1.433 -1.426
19 C19 C C19 N Y N 0 3.385 -1.66 -2.668
20 C20 C C20 N Y N 0 2.833 -1.069 -3.796
21 C21 C C21 N N N 0 -0.586 -1.213 1.674
22 O22 O O22 N N N 0 -1.626 -0.597 1.767
23 O23 O O23 N N N 0 3.388 -1.286 -5.017
24 P24 P P24 N N N 0 4.491 -0.134 -5.239
25 O25 O O25 N N N 0 5.191 -0.33 -6.675
26 O26 O O26 N N N 0 5.515 -0.22 -4.174
27 O27 O O27 N N N 0 3.778 1.308 -5.183
28 N28 N N28 N N N 0 0.019 -1.683 2.782
29 C29 C C29 N N N 0 -0.634 -1.553 4.086
30 C30 C C30 N N N 0 0.238 -2.202 5.162
31 C31 C C31 N N N 0 0.434 -3.684 4.835
32 C32 C C32 N N N 0 -0.926 -4.381 4.794
33 C33 C C33 N N N 0 -1.8 -3.732 3.718
34 C34 C C34 N N N 0 -1.995 -2.25 4.045
35 C35 C C35 N N N 0 -0.827 -0.094 4.409
36 O36 O O36 N N N 0 -1.822 0.27 4.999
37 N37 N N37 N N N 0 0.105 0.806 4.041
38 C38 C C38 R N N 0 -0.037 2.21 4.433
39 C39 C C39 N N N 0 -0.742 2.983 3.317
40 C40 C C40 N N N 0 0.085 2.893 2.033
41 C41 C C41 N N N 0 1.469 3.498 2.276
42 C42 C C42 N N N 0 2.175 2.725 3.392
43 C43 C C43 S N N 0 1.347 2.815 4.676
44 C44 C C44 N N N 0 2.042 2.054 5.776
45 N45 N N45 N N N 0 3.282 2.412 6.163
46 O46 O O46 N N N 0 1.484 1.12 6.313
47 HN11 H 1HN1 N N N 0 -4.114 1.247 -6.957
48 HN12 H 2HN1 N N N 0 -5.703 0.834 -7.313
49 HC31 H 1HC3 N N N 0 -7.31 0.255 -5.601
50 HC41 H 1HC4 N N N 0 -7.761 -0.056 -3.202
51 HC51 H 1HC5 N N N 0 -5.972 0.312 -1.553
52 HC61 H 1HC6 N N N 0 -3.266 1.312 -4.693
53 HC81 H 1HC8 N N N 0 -3.855 1.396 -1.072
54 HC82 H 2HC8 N N N 0 -2.725 1.811 -2.383
55 H121 H 1H12 N N N 0 -1.223 -2.165 -1.24
56 H131 H 1H13 N N N 0 0.49 -2.44 0.3
57 H141 H 1H14 N N N 0 0.628 0.599 0.064
58 H142 H 2H14 N N N 0 1.865 -0.44 0.81
59 H161 H 1H16 N N N 0 0.284 0.595 -2.336
60 H171 H 1H17 N N N 0 1.285 0.204 -4.551
61 H181 H 1H18 N N N 0 3.251 -1.892 -0.548
62 H191 H 1H19 N N N 0 4.255 -2.293 -2.76
63 H251 H 1H25 N N N 0 5.843 0.377 -6.768
64 H271 H 1H27 N N N 0 3.12 1.323 -5.89
65 H281 H 1H28 N N N 0 0.889 -2.107 2.716
66 H301 H 1H30 N N N 0 1.208 -1.705 5.191
67 H302 H 2H30 N N N 0 -0.248 -2.105 6.133
68 H311 H 1H31 N N N 0 0.921 -3.78 3.865
69 H312 H 2H31 N N N 0 1.056 -4.146 5.601
70 H321 H 1H32 N N N 0 -0.787 -5.437 4.561
71 H322 H 2H32 N N N 0 -1.414 -4.285 5.764
72 H331 H 1H33 N N N 0 -1.313 -3.829 2.748
73 H332 H 2H33 N N N 0 -2.769 -4.229 3.689
74 H341 H 1H34 N N N 0 -2.483 -2.154 5.016
75 H342 H 2H34 N N N 0 -2.618 -1.788 3.279
76 H371 H 1H37 N N N 0 0.871 0.524 3.517
77 H381 H 1H38 N N N 0 -0.626 2.274 5.348
78 H391 H 1H39 N N N 0 -0.848 4.027 3.609
79 H392 H 2H39 N N N 0 -1.728 2.552 3.144
80 H401 H 1H40 N N N 0 -0.417 3.443 1.238
81 H402 H 2H40 N N N 0 0.191 1.848 1.741
82 H411 H 1H41 N N N 0 1.363 4.543 2.567
83 H412 H 2H41 N N N 0 2.059 3.434 1.361
84 H421 H 1H42 N N N 0 3.161 3.156 3.565
85 H422 H 2H42 N N N 0 2.281 1.681 3.1
86 H431 H 1H43 N N N 0 1.241 3.86 4.968
87 H451 H 1H45 N N N 0 3.729 1.922 6.87
88 H452 H 2H45 N N N 0 3.729 3.156 5.73



C78 : Chemical Bonds

Total Number of Bonds: 91
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C2 N C sing 1.4 N N
2 N1 HN11 N H sing 0.97 N N
3 N1 HN12 N H sing 0.97 N N
4 C2 C3 C C doub 1.39 N Y
5 C2 C6 C C sing 1.39 N Y
6 C3 C4 C C sing 1.38 N Y
7 C3 HC31 C H sing 1.08 N N
8 C4 C5 C C doub 1.38 N Y
9 C4 HC41 C H sing 1.08 N N
10 C5 C7 C C sing 1.38 N Y
11 C5 HC51 C H sing 1.08 N N
12 C7 C6 C C doub 1.38 N Y
13 C7 C8 C C sing 1.51 N N
14 C6 HC61 C H sing 1.08 N N
15 C8 O9 C O sing 1.45 N N
16 C8 HC81 C H sing 1.09 N N
17 C8 HC82 C H sing 1.09 N N
18 O9 C10 O C sing 1.35 N N
19 C10 O11 C O doub 1.21 N N
20 C10 N12 C N sing 1.35 N N
21 N12 C13 N C sing 1.46 N N
22 N12 H121 N H sing 0.97 N N
23 C13 C14 C C sing 1.53 N N
24 C13 C21 C C sing 1.51 N N
25 C13 H131 C H sing 1.09 N N
26 C14 C15 C C sing 1.51 N N
27 C14 H141 C H sing 1.09 N N
28 C14 H142 C H sing 1.09 N N
29 C15 C16 C C doub 1.38 N Y
30 C15 C18 C C sing 1.38 N Y
31 C16 C17 C C sing 1.38 N Y
32 C16 H161 C H sing 1.08 N N
33 C17 C20 C C doub 1.39 N Y
34 C17 H171 C H sing 1.08 N N
35 C18 C19 C C doub 1.38 N Y
36 C18 H181 C H sing 1.08 N N
37 C19 C20 C C sing 1.39 N Y
38 C19 H191 C H sing 1.08 N N
39 C20 O23 C O sing 1.36 N N
40 C21 O22 C O doub 1.21 N N
41 C21 N28 C N sing 1.35 N N
42 O23 P24 O P sing 1.61 N N
43 P24 O25 P O sing 1.61 N N
44 P24 O26 P O doub 1.48 N N
45 P24 O27 P O sing 1.61 N N
46 O25 H251 O H sing 0.97 N N
47 O27 H271 O H sing 0.97 N N
48 N28 C29 N C sing 1.46 N N
49 N28 H281 N H sing 0.97 N N
50 C29 C30 C C sing 1.53 N N
51 C29 C34 C C sing 1.53 N N
52 C29 C35 C C sing 1.51 N N
53 C30 C31 C C sing 1.53 N N
54 C30 H301 C H sing 1.09 N N
55 C30 H302 C H sing 1.09 N N
56 C31 C32 C C sing 1.53 N N
57 C31 H311 C H sing 1.09 N N
58 C31 H312 C H sing 1.09 N N
59 C32 C33 C C sing 1.53 N N
60 C32 H321 C H sing 1.09 N N
61 C32 H322 C H sing 1.09 N N
62 C33 C34 C C sing 1.53 N N
63 C33 H331 C H sing 1.09 N N
64 C33 H332 C H sing 1.09 N N
65 C34 H341 C H sing 1.09 N N
66 C34 H342 C H sing 1.09 N N
67 C35 O36 C O doub 1.21 N N
68 C35 N37 C N sing 1.35 N N
69 N37 C38 N C sing 1.46 N N
70 N37 H371 N H sing 0.97 N N
71 C38 C39 C C sing 1.53 N N
72 C38 C43 C C sing 1.53 N N
73 C38 H381 C H sing 1.09 N N
74 C39 C40 C C sing 1.53 N N
75 C39 H391 C H sing 1.09 N N
76 C39 H392 C H sing 1.09 N N
77 C40 C41 C C sing 1.53 N N
78 C40 H401 C H sing 1.09 N N
79 C40 H402 C H sing 1.09 N N
80 C41 C42 C C sing 1.53 N N
81 C41 H411 C H sing 1.09 N N
82 C41 H412 C H sing 1.09 N N
83 C42 C43 C C sing 1.53 N N
84 C42 H421 C H sing 1.09 N N
85 C42 H422 C H sing 1.09 N N
86 C43 C44 C C sing 1.51 N N
87 C43 H431 C H sing 1.09 N N
88 C44 N45 C N sing 1.35 N N
89 C44 O46 C O doub 1.21 N N
90 N45 H451 N H sing 0.97 N N
91 N45 H452 N H sing 0.97 N N



C78 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
C78 1cj1 Open in New Window Bound ligand 12 1