Chemical Components in the PDB

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5PI : Summary

Code

5PI

One-letter code

X

Molecule name

N-(ETHYLSULFONYL)-5-PROPOXY-L-TRYPTOPHYL-N~1~-{4-[AMINO(IMINO)METHYL]BENZYL}-L-GLUTAMAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-(ethylsulfonyl)-5-propoxy-D-tryptophyl-N~1~-(4-carbamimidoylbenzyl)-L-glutamamide
OpenEye OEToolkits 1.5.0 (2S)-N-[(4-carbamimidoylphenyl)methyl]-2-[[(2R)-2-(ethylsulfonylamino)-3-(5-propoxy-1H-indol-3-yl)propanoyl]amino]pentanediamide

Formula

C29 H39 N7 O6 S

Formal charge

0

Molecular weight

613.728 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NCc1ccc(C(=[N@H])N)cc1)C(NC(=O)C(NS(=O)(=O)CC)Cc3c2cc(OCCC)ccc2nc3)CCC(=O)N
SMILES CACTVS 3.341 CCCOc1ccc2[nH]cc(C[CH](N[S](=O)(=O)CC)C(=O)N[CH](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N)c2c1
SMILES OpenEye OEToolkits 1.5.0 CCCOc1ccc2c(c1)c(c[nH]2)CC(C(=O)NC(CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N)NS(=O)(=O)CC
Canonical SMILES CACTVS 3.341 CCCOc1ccc2[nH]cc(C[C@@H](N[S](=O)(=O)CC)C(=O)N[C@@H](CCC(N)=O)C(=O)NCc3ccc(cc3)C(N)=N)c2c1
Canonical SMILES OpenEye OEToolkits 1.5.0 CCCOc1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NCc3ccc(cc3)C(=N)N)NS(=O)(=O)CC

IUPAC InChI

InChI=1S/C29H39N7O6S/c1-3-13-42-21-9-10-23-22(15-21)20(17-33-23)14-25(36-43(40,41)4-2)29(39)35-24(11-12-26(30)37)28(38)34-16-18-5-7-19(8-6-18)27(31)32/h5-10,15,17,24-25,33,36H,3-4,11-14,16H2,1-2H3,(H2,30,37)(H3,31,32)(H,34,38)(H,35,39)/t24-,25+/m0/s1

IUPAC InChI key

UHMORXPPNXDKHY-LOSJGSFVSA-N
5PI

wwPDB Information

Atom count

82 (43 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2004-12-17

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



5PI : Atoms of Molecule

Total Number of Atoms: 82
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C14 C C14 N N N 0 -0.048 0.072 0.145
2 O1 O O1 N N N 0 0.581 1.106 0.069
3 N5 N N5 N N N 0 -0.317 -0.636 -0.968
4 C15 C C15 S N N 0 0.15 -0.158 -2.271
5 C18 C C18 N N N 0 1.541 -0.727 -2.554
6 C19 C C19 N N N 0 2.511 -0.267 -1.464
7 C20 C C20 N N N 0 -0.805 -0.611 -3.345
8 O5 O O5 N N N 0 -1.781 -1.269 -3.05
9 N6 N N6 N N N 0 -0.575 -0.286 -4.632
10 C21 C C21 N N N 0 -1.504 -0.727 -5.676
11 C16 C C16 N Y N 0 -0.167 -1.018 -7.771
12 C17 C C17 N Y N 0 0.276 -0.573 -8.999
13 C22 C C22 N Y N 0 -0.139 0.667 -9.481
14 C23 C C23 N Y N 0 -1.002 1.452 -8.716
15 C24 C C24 N Y N 0 -1.444 0.994 -7.491
16 C25 C C25 N Y N 0 -1.023 -0.235 -7.017
17 C26 C C26 N N N 0 0.333 1.15 -10.798
18 N1 N N1 N N N 0 -0.079 2.377 -11.271
19 C2 C C2 N N N 0 3.882 -0.828 -1.742
20 O2 O O2 N N N 0 4.065 -1.527 -2.716
21 N3 N N3 N N N 0 4.905 -0.553 -0.908
22 C1 C C1 N N N 0 0.536 -1.32 2.111
23 N4 N N4 N N N 0 -0.777 0.726 2.366
24 C5 C C5 R N N 0 -0.529 -0.418 1.486
25 S1 S S1 N N N 0 -2.291 0.981 2.986
26 O4 O O4 N N N 0 -2.098 2.102 3.837
27 O3 O O3 N N N 0 -3.102 1.048 1.821
28 C9 C C9 N N N 0 -2.609 -0.531 3.936
29 C8 C C8 N N N 0 -3.994 -0.446 4.581
30 N2 N N2 N N N 0 1.14 0.416 -11.51
31 C13 C C13 N Y N 0 0.314 -0.458 7.428
32 C12 C C12 N Y N 0 -0.325 -1.615 7.044
33 C3 C C3 N Y N 0 -0.358 -1.979 5.703
34 C4 C C4 N Y N 0 0.266 -1.159 4.746
35 C27 C C27 N Y N 0 0.908 0.014 5.146
36 C6 C C6 N Y N 0 0.934 0.356 6.484
37 N7 N N7 N Y N 0 -0.904 -3.049 5.025
38 C29 C C29 N Y N 0 -0.647 -2.931 3.687
39 C28 C C28 N Y N 0 0.055 -1.812 3.452
40 O6 O O6 N N N 0 1.562 1.495 6.88
41 C7 C C7 N N N 0 1.413 1.577 8.299
42 C10 C C10 N N N 0 2.101 2.844 8.811
43 C11 C C11 N N N 0 1.942 2.931 10.331
44 HN5 H HN5 N N N 0 -0.821 -1.463 -0.906
45 H15 H H15 N N N 0 0.197 0.93 -2.263
46 H181 H 1H18 N N N 0 1.494 -1.816 -2.562
47 H182 H 2H18 N N N 0 1.889 -0.372 -3.524
48 H191 H 1H19 N N N 0 2.559 0.821 -1.456
49 H192 H 2H19 N N N 0 2.163 -0.623 -0.494
50 HN6 H HN6 N N N 0 0.204 0.239 -4.868
51 H211 H 1H21 N N N 0 -1.552 -1.816 -5.684
52 H212 H 2H21 N N N 0 -2.496 -0.321 -5.475
53 H16 H H16 N N N 0 0.154 -1.978 -7.397
54 H17 H H17 N N N 0 0.945 -1.185 -9.587
55 H23 H H23 N N N 0 -1.328 2.413 -9.083
56 H24 H H24 N N N 0 -2.112 1.6 -6.899
57 HN11 H 1HN1 N N N 0 0.23 2.694 -12.134
58 HN12 H 2HN1 N N N 0 -0.679 2.924 -10.741
59 HN31 H 1HN3 N N N 0 5.787 -0.914 -1.087
60 HN32 H 2HN3 N N N 0 4.758 0.005 -0.129
61 H11 H 1H1 N N N 0 1.459 -0.756 2.241
62 H12A H 2H1 N N N 0 0.72 -2.172 1.457
63 HN4 H HN4 N N N 0 -0.054 1.334 2.585
64 H5 H H5 N N N 0 -1.452 -0.983 1.356
65 H91 H 1H9 N N N 0 -2.571 -1.393 3.27
66 H92 H 2H9 N N N 0 -1.852 -0.638 4.713
67 H81 H 1H8 N N N 0 -4.185 -1.355 5.151
68 H82 H 2H8 N N N 0 -4.032 0.415 5.247
69 H83 H 3H8 N N N 0 -4.751 -0.339 3.804
70 HN2 H HN2 N N N 0 1.45 0.733 -12.373
71 H13 H H13 N N N 0 0.337 -0.18 8.471
72 H12 H H12 N N N 0 -0.802 -2.239 7.785
73 H27 H H27 N N N 0 1.384 0.649 4.414
74 HN7 H HN7 N N N 0 -1.398 -3.776 5.436
75 H29 H H29 N N N 0 -0.964 -3.634 2.931
76 H71 H 1H7 N N N 0 1.87 0.702 8.763
77 H72 H 2H7 N N N 0 0.354 1.611 8.552
78 H101 H 1H10 N N N 0 1.645 3.718 8.347
79 H102 H 2H10 N N N 0 3.161 2.809 8.558
80 H111 H 1H11 N N N 0 2.432 3.834 10.696
81 H112 H 2H11 N N N 0 0.883 2.965 10.584
82 H113 H 3H11 N N N 0 2.399 2.057 10.794



5PI : Chemical Bonds

Total Number of Bonds: 84
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C14 O1 C O doub 1.21 N N
2 C14 N5 C N sing 1.35 N N
3 C14 C5 C C sing 1.51 N N
4 N5 C15 N C sing 1.46 N N
5 N5 HN5 N H sing 0.97 N N
6 C15 C18 C C sing 1.53 N N
7 C15 C20 C C sing 1.51 N N
8 C15 H15 C H sing 1.09 N N
9 C18 C19 C C sing 1.53 N N
10 C18 H181 C H sing 1.09 N N
11 C18 H182 C H sing 1.09 N N
12 C19 C2 C C sing 1.51 N N
13 C19 H191 C H sing 1.09 N N
14 C19 H192 C H sing 1.09 N N
15 C20 O5 C O doub 1.21 N N
16 C20 N6 C N sing 1.35 N N
17 N6 C21 N C sing 1.47 N N
18 N6 HN6 N H sing 0.97 N N
19 C21 C25 C C sing 1.51 N N
20 C21 H211 C H sing 1.09 N N
21 C21 H212 C H sing 1.09 N N
22 C16 C17 C C doub 1.38 N Y
23 C16 C25 C C sing 1.38 N Y
24 C16 H16 C H sing 1.08 N N
25 C17 C22 C C sing 1.39 N Y
26 C17 H17 C H sing 1.08 N N
27 C22 C23 C C doub 1.4 N Y
28 C22 C26 C C sing 1.48 N N
29 C23 C24 C C sing 1.38 N Y
30 C23 H23 C H sing 1.08 N N
31 C24 C25 C C doub 1.38 N Y
32 C24 H24 C H sing 1.08 N N
33 C26 N1 C N sing 1.38 N N
34 C26 N2 C N doub 1.3 N N
35 N1 HN11 N H sing 0.97 N N
36 N1 HN12 N H sing 0.97 N N
37 C2 O2 C O doub 1.21 N N
38 C2 N3 C N sing 1.35 N N
39 N3 HN31 N H sing 0.97 N N
40 N3 HN32 N H sing 0.97 N N
41 C1 C5 C C sing 1.53 N N
42 C1 C28 C C sing 1.51 N N
43 C1 H11 C H sing 1.09 N N
44 C1 H12A C H sing 1.09 N N
45 N4 C5 N C sing 1.46 N N
46 N4 S1 N S sing 1.66 N N
47 N4 HN4 N H sing 0.97 N N
48 C5 H5 C H sing 1.09 N N
49 S1 O4 S O doub 1.42 N N
50 S1 O3 S O doub 1.42 N N
51 S1 C9 S C sing 1.81 N N
52 C9 C8 C C sing 1.53 N N
53 C9 H91 C H sing 1.09 N N
54 C9 H92 C H sing 1.09 N N
55 C8 H81 C H sing 1.09 N N
56 C8 H82 C H sing 1.09 N N
57 C8 H83 C H sing 1.09 N N
58 N2 HN2 N H sing 0.97 N N
59 C13 C12 C C doub 1.38 N Y
60 C13 C6 C C sing 1.39 N Y
61 C13 H13 C H sing 1.08 N N
62 C12 C3 C C sing 1.39 N Y
63 C12 H12 C H sing 1.08 N N
64 C3 C4 C C doub 1.41 N Y
65 C3 N7 C N sing 1.38 N Y
66 C4 C27 C C sing 1.4 N Y
67 C4 C28 C C sing 1.46 N Y
68 C27 C6 C C doub 1.38 N Y
69 C27 H27 C H sing 1.08 N N
70 C6 O6 C O sing 1.36 N N
71 N7 C29 N C sing 1.37 N Y
72 N7 HN7 N H sing 0.97 N N
73 C29 C28 C C doub 1.34 N Y
74 C29 H29 C H sing 1.08 N N
75 O6 C7 O C sing 1.43 N N
76 C7 C10 C C sing 1.53 N N
77 C7 H71 C H sing 1.09 N N
78 C7 H72 C H sing 1.09 N N
79 C10 C11 C C sing 1.53 N N
80 C10 H101 C H sing 1.09 N N
81 C10 H102 C H sing 1.09 N N
82 C11 H111 C H sing 1.09 N N
83 C11 H112 C H sing 1.09 N N
84 C11 H113 C H sing 1.09 N N



5PI : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5PI 1wv7 Open in New Window Bound ligand 1 1