Chemical Components in the PDB

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1RR : Summary

Code

1RR

One-letter code

X

Molecule name

N-(tert-butylcarbamoyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-carboxy-2-ethenylcyclopropyl]-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-prolinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(tert-butylcarbamoyl)-3-methyl-L-valyl-(4R)-N-[(1R,2S)-1-carboxy-2-ethenylcyclopropyl]-4-[(7-methoxy-2-phenylquinolin-4-yl)oxy]-L-prolinamide
OpenEye OEToolkits 1.7.6 (1R,2S)-1-[[(2S,4R)-1-[(2S)-2-(tert-butylcarbamoylamino)-3,3-dimethyl-butanoyl]-4-(7-methoxy-2-phenyl-quinolin-4-yl)oxy-pyrrolidin-2-yl]carbonylamino]-2-ethenyl-cyclopropane-1-carboxylic acid

Formula

C38 H47 N5 O7

Formal charge

0

Molecular weight

685.809 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(N5C(C(=O)NC1(C(=O)O)CC1/C=C)CC(Oc3c4ccc(OC)cc4nc(c2ccccc2)c3)C5)C(NC(=O)NC(C)(C)C)C(C)(C)C
SMILES CACTVS 3.370 COc1ccc2c(O[CH]3C[CH](N(C3)C(=O)[CH](NC(=O)NC(C)(C)C)C(C)(C)C)C(=O)N[C]4(C[CH]4C=C)C(O)=O)cc(nc2c1)c5ccccc5
SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)C(C(=O)N1CC(CC1C(=O)NC2(CC2C=C)C(=O)O)Oc3cc(nc4c3ccc(c4)OC)c5ccccc5)NC(=O)NC(C)(C)C
Canonical SMILES CACTVS 3.370 COc1ccc2c(O[C@@H]3C[C@H](N(C3)C(=O)[C@@H](NC(=O)NC(C)(C)C)C(C)(C)C)C(=O)N[C@@]4(C[C@H]4C=C)C(O)=O)cc(nc2c1)c5ccccc5
Canonical SMILES OpenEye OEToolkits 1.7.6 CC(C)(C)[C@@H](C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@]2(C[C@H]2C=C)C(=O)O)Oc3cc(nc4c3ccc(c4)OC)c5ccccc5)NC(=O)NC(C)(C)C

IUPAC InChI

InChI=1S/C38H47N5O7/c1-9-23-20-38(23,34(46)47)41-32(44)29-18-25(21-43(29)33(45)31(36(2,3)4)40-35(48)42-37(5,6)7)50-30-19-27(22-13-11-10-12-14-22)39-28-17-24(49-8)15-16-26(28)30/h9-17,19,23,25,29,31H,1,18,20-21H2,2-8H3,(H,41,44)(H,46,47)(H2,40,42,48)/t23-,25-,29+,31-,38-/m1/s1

IUPAC InChI key

YRUPMLSBJQBAAC-LSSONSMQSA-N

Has sub-components

0Y9
1RR

wwPDB Information

Atom count

97 (50 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-05-09

Last modified at

2014-03-21

Status

Released

Obsoleted

Not Assigned



1RR : Atoms of Molecule

Total Number of Atoms: 97
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C24 C C24 N N N 0 -3.148 4.181 -0.526
2 N30 N N30 N N N 0 -4.145 5.014 -0.884
3 O31 O O31 N N N 0 -2.077 4.633 -0.17
4 C35 C C35 N N N 0 -3.939 6.464 -0.844
5 C40 C C40 N N N 0 -3.595 6.891 0.585
6 C41 C C41 N N N 0 -2.789 6.841 -1.779
7 C42 C C42 N N N 0 -5.217 7.174 -1.295
8 N21 N N21 N N N 0 -3.339 2.848 -0.558
9 C18 C C18 S N N 0 -2.255 1.942 -0.169
10 C22 C C22 N N N 0 -2.264 1.76 1.351
11 C25 C C25 N N N 0 -1.965 3.099 2.027
12 C26 C C26 N N N 0 -3.639 1.259 1.796
13 C27 C C27 N N N 0 -1.195 0.739 1.747
14 C16 C C16 N N N 0 -2.453 0.606 -0.836
15 O19 O O19 N N N 0 -3.573 0.179 -1.018
16 C7 C C7 N N N 0 -2.062 -2.418 -0.808
17 C15 C C15 N N N 0 0.021 0.326 -1.167
18 C17 C C17 R N N 0 0.848 -0.982 -1.122
19 C28 C C28 N Y N 0 4.459 -0.202 -1.131
20 C11 C C11 S N N 0 -1.427 -1.472 -1.795
21 O12 O O12 N N N 0 -2.445 -2.006 0.266
22 N13 N N13 N N N 0 -1.385 -0.115 -1.231
23 C14 C C14 N N N 0 0.032 -1.899 -2.071
24 O20 O O20 N N N 0 2.169 -0.77 -1.625
25 C23 C C23 N Y N 0 3.124 -0.431 -0.724
26 C29 C C29 N Y N 0 2.82 -0.299 0.616
27 C32 C C32 N Y N 0 5.423 0.156 -0.157
28 C33 C C33 N Y N 0 4.837 -0.318 -2.477
29 C34 C C34 N Y N 0 3.827 0.052 1.523
30 N36 N N36 N Y N 0 5.068 0.269 1.128
31 C37 C C37 N Y N 0 6.748 0.39 -0.56
32 C38 C C38 N Y N 0 6.128 -0.092 -2.84
33 C39 C C39 N Y N 0 3.49 0.192 2.961
34 C43 C C43 N Y N 0 7.087 0.268 -1.888
35 C44 C C44 N Y N 0 4.477 0.549 3.879
36 C45 C C45 N Y N 0 2.185 -0.027 3.398
37 O46 O O46 N N N 0 8.368 0.494 -2.278
38 C47 C C47 N Y N 0 4.158 0.678 5.215
39 C48 C C48 N Y N 0 1.878 0.105 4.737
40 C49 C C49 N N N 0 8.658 0.351 -3.67
41 C50 C C50 N Y N 0 2.862 0.454 5.644
42 N4 N N4 N N N 0 -2.204 -3.721 -1.12
43 C1 C C1 R N N 0 -2.913 -4.62 -0.206
44 C2 C C2 S N N 0 -2.188 -5.891 0.239
45 C3 C C3 N N N 0 -2.381 -4.736 1.224
46 C6 C C6 N N N 0 -3.019 -7.13 0.447
47 C10 C C10 N N N 0 -2.777 -8.208 -0.257
48 C5 C C5 N N N 0 -4.405 -4.702 -0.402
49 O8 O O8 N N N 0 -5.097 -5.223 0.44
50 O9 O O9 N N N 0 -4.965 -4.196 -1.512
51 H27 H H27 N N N 0 -5.0 4.654 -1.168
52 H31 H H31 N N N 0 -2.685 6.385 0.906
53 H32 H H32 N N N 0 -3.442 7.97 0.615
54 H33 H H33 N N N 0 -4.415 6.622 1.251
55 H34 H H34 N N N 0 -3.033 6.537 -2.797
56 H35 H H35 N N N 0 -2.635 7.92 -1.749
57 H36 H H36 N N N 0 -1.878 6.336 -1.458
58 H37 H H37 N N N 0 -6.036 6.905 -0.628
59 H38 H H38 N N N 0 -5.063 8.252 -1.265
60 H39 H H39 N N N 0 -5.462 6.87 -2.312
61 H19 H H19 N N N 0 -4.195 2.487 -0.838
62 H18 H H18 N N N 0 -1.3 2.365 -0.478
63 H20 H H20 N N N 0 -2.726 3.827 1.744
64 H21 H H21 N N N 0 -1.971 2.969 3.109
65 H22 H H22 N N N 0 -0.985 3.456 1.709
66 H7 H H7 N N N 0 -3.852 0.304 1.315
67 H8 H H8 N N N 0 -3.645 1.129 2.879
68 H9 H H9 N N N 0 -4.4 1.986 1.514
69 H23 H H23 N N N 0 -0.209 1.13 1.499
70 H24 H H24 N N N 0 -1.252 0.552 2.82
71 H25 H H25 N N N 0 -1.364 -0.192 1.207
72 H4 H H4 N N N 0 0.193 0.915 -0.266
73 H5 H H5 N N N 0 0.276 0.907 -2.053
74 H6 H H6 N N N 0 0.878 -1.391 -0.112
75 H15 H H15 N N N 0 -1.997 -1.469 -2.725
76 H16 H H16 N N N 0 0.299 -1.712 -3.111
77 H17 H H17 N N N 0 0.181 -2.949 -1.816
78 H26 H H26 N N N 0 1.811 -0.466 0.963
79 H28 H H28 N N N 0 4.104 -0.587 -3.223
80 H29 H H29 N N N 0 7.497 0.664 0.168
81 H30 H H30 N N N 0 6.414 -0.183 -3.878
82 H40 H H40 N N N 0 5.489 0.723 3.545
83 H41 H H41 N N N 0 1.416 -0.299 2.69
84 H42 H H42 N N N 0 4.921 0.954 5.927
85 H43 H H43 N N N 0 0.867 -0.064 5.077
86 H44 H H44 N N N 0 9.713 0.559 -3.845
87 H45 H H45 N N N 0 8.431 -0.667 -3.986
88 H46 H H46 N N N 0 8.05 1.053 -4.241
89 H47 H H47 N N N 0 2.617 0.556 6.691
90 H13 H H13 N N N 0 -1.837 -4.064 -1.95
91 H10 H H10 N N N 0 -1.183 -6.059 -0.148
92 H11 H H11 N N N 0 -1.504 -4.144 1.484
93 H12 H H12 N N N 0 -3.11 -4.873 2.023
94 H1 H H1 N N N 0 -3.816 -7.13 1.177
95 H2 H H2 N N N 0 -1.981 -8.208 -0.987
96 H3 H H3 N N N 0 -3.373 -9.096 -0.108
97 H14 H H14 N N N 0 -5.925 -4.272 -1.594



1RR : Chemical Bonds

Total Number of Bonds: 101
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O8 C5 O C doub 1.21 N N
2 O9 C5 O C sing 1.34 N N
3 C50 C47 C C doub 1.38 N Y
4 C50 C48 C C sing 1.38 N Y
5 C5 C1 C C sing 1.51 N N
6 C47 C44 C C sing 1.38 N Y
7 C48 C45 C C doub 1.38 N Y
8 C44 C39 C C doub 1.39 N Y
9 C45 C39 C C sing 1.39 N Y
10 C39 C34 C C sing 1.48 N N
11 C1 C3 C C sing 1.53 N N
12 C1 N4 C N sing 1.47 N N
13 C1 C2 C C sing 1.53 N N
14 C3 C2 C C sing 1.53 N N
15 N4 C7 N C sing 1.35 N N
16 C34 N36 C N doub 1.32 N Y
17 C34 C29 C C sing 1.4 N Y
18 C6 C2 C C sing 1.51 N N
19 C6 C10 C C doub 1.31 N N
20 C7 O12 C O doub 1.21 N N
21 C7 C11 C C sing 1.51 N N
22 N36 C32 N C sing 1.34 N Y
23 C14 C11 C C sing 1.55 N N
24 C14 C17 C C sing 1.55 N N
25 C29 C23 C C doub 1.38 N Y
26 C11 N13 C N sing 1.47 N N
27 C32 C37 C C sing 1.4 N Y
28 C32 C28 C C doub 1.42 N Y
29 C23 C28 C C sing 1.41 N Y
30 C23 O20 C O sing 1.36 N N
31 C17 O20 C O sing 1.43 N N
32 C17 C15 C C sing 1.55 N N
33 C37 C43 C C doub 1.38 N Y
34 C28 C33 C C sing 1.4 N Y
35 N13 C15 N C sing 1.47 N N
36 N13 C16 N C sing 1.35 N N
37 C43 C38 C C sing 1.4 N Y
38 C43 O46 C O sing 1.36 N N
39 C33 C38 C C doub 1.36 N Y
40 C49 O46 C O sing 1.43 N N
41 O19 C16 O C doub 1.21 N N
42 C16 C18 C C sing 1.51 N N
43 C25 C22 C C sing 1.53 N N
44 C18 C22 C C sing 1.53 N N
45 C18 N21 C N sing 1.47 N N
46 C27 C22 C C sing 1.53 N N
47 C22 C26 C C sing 1.53 N N
48 N21 C24 N C sing 1.35 N N
49 O31 C24 O C doub 1.22 N N
50 C24 N30 C N sing 1.35 N N
51 C40 C35 C C sing 1.53 N N
52 N30 C35 N C sing 1.47 N N
53 C35 C41 C C sing 1.53 N N
54 C35 C42 C C sing 1.53 N N
55 C6 H1 C H sing 1.08 N N
56 C10 H2 C H sing 1.08 N N
57 C10 H3 C H sing 1.08 N N
58 C15 H4 C H sing 1.09 N N
59 C15 H5 C H sing 1.09 N N
60 C17 H6 C H sing 1.09 N N
61 C26 H7 C H sing 1.09 N N
62 C26 H8 C H sing 1.09 N N
63 C26 H9 C H sing 1.09 N N
64 C2 H10 C H sing 1.09 N N
65 C3 H11 C H sing 1.09 N N
66 C3 H12 C H sing 1.09 N N
67 N4 H13 N H sing 0.97 N N
68 O9 H14 O H sing 0.97 N N
69 C11 H15 C H sing 1.09 N N
70 C14 H16 C H sing 1.09 N N
71 C14 H17 C H sing 1.09 N N
72 C18 H18 C H sing 1.09 N N
73 N21 H19 N H sing 0.97 N N
74 C25 H20 C H sing 1.09 N N
75 C25 H21 C H sing 1.09 N N
76 C25 H22 C H sing 1.09 N N
77 C27 H23 C H sing 1.09 N N
78 C27 H24 C H sing 1.09 N N
79 C27 H25 C H sing 1.09 N N
80 C29 H26 C H sing 1.08 N N
81 N30 H27 N H sing 0.97 N N
82 C33 H28 C H sing 1.08 N N
83 C37 H29 C H sing 1.08 N N
84 C38 H30 C H sing 1.08 N N
85 C40 H31 C H sing 1.09 N N
86 C40 H32 C H sing 1.09 N N
87 C40 H33 C H sing 1.09 N N
88 C41 H34 C H sing 1.09 N N
89 C41 H35 C H sing 1.09 N N
90 C41 H36 C H sing 1.09 N N
91 C42 H37 C H sing 1.09 N N
92 C42 H38 C H sing 1.09 N N
93 C42 H39 C H sing 1.09 N N
94 C44 H40 C H sing 1.08 N N
95 C45 H41 C H sing 1.08 N N
96 C47 H42 C H sing 1.08 N N
97 C48 H43 C H sing 1.08 N N
98 C49 H44 C H sing 1.09 N N
99 C49 H45 C H sing 1.09 N N
100 C49 H46 C H sing 1.09 N N
101 C50 H47 C H sing 1.08 N N



1RR : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1RR 4k8b Open in New Window Bound ligand 2 1