Chemical Components in the PDB

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0ZQ : Summary

Code

0ZQ

One-letter code

X

Molecule name

N-{(3S)-3-[(tert-butoxycarbonyl)amino]-4-phenylbutyl}-L-phenylalanyl-L-alpha-glutamyl-L-phenylalaninamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-{(3S)-3-[(tert-butoxycarbonyl)amino]-4-phenylbutyl}-L-phenylalanyl-L-alpha-glutamyl-L-phenylalaninamide
OpenEye OEToolkits 1.7.0 (4S)-5-[[(2S)-1-azanyl-1-oxo-3-phenyl-propan-2-yl]amino]-4-[[(2S)-2-[[(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-phenyl-butyl]amino]-3-phenyl-propanoyl]amino]-5-oxo-pentanoic acid

Formula

C38 H49 N5 O7

Formal charge

0

Molecular weight

687.825 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(N)C(NC(=O)C(NC(=O)C(NCCC(NC(=O)OC(C)(C)C)Cc1ccccc1)Cc2ccccc2)CCC(=O)O)Cc3ccccc3
SMILES CACTVS 3.370 CC(C)(C)OC(=O)N[CH](CCN[CH](Cc1ccccc1)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](Cc2ccccc2)C(N)=O)Cc3ccccc3
SMILES OpenEye OEToolkits 1.7.0 CC(C)(C)OC(=O)NC(CCNC(Cc1ccccc1)C(=O)NC(CCC(=O)O)C(=O)NC(Cc2ccccc2)C(=O)N)Cc3ccccc3
Canonical SMILES CACTVS 3.370 CC(C)(C)OC(=O)N[C@H](CCN[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc2ccccc2)C(N)=O)Cc3ccccc3
Canonical SMILES OpenEye OEToolkits 1.7.0 CC(C)(C)OC(=O)N[C@H](CCN[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc2ccccc2)C(=O)N)Cc3ccccc3

IUPAC InChI

InChI=1S/C38H49N5O7/c1-38(2,3)50-37(49)41-29(23-26-13-7-4-8-14-26)21-22-40-32(25-28-17-11-6-12-18-28)36(48)42-30(19-20-33(44)45)35(47)43-31(34(39)46)24-27-15-9-5-10-16-27/h4-18,29-32,40H,19-25H2,1-3H3,(H2,39,46)(H,41,49)(H,42,48)(H,43,47)(H,44,45)/t29-,30+,31+,32+/m1/s1

IUPAC InChI key

CBWQRQVEXJTNOT-ZLESDFJESA-N
0ZQ

wwPDB Information

Atom count

99 (50 without Hydrogen)

Polymer type

Bound ligand

Type description

peptide-like

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2008-08-12

Last modified at

2011-07-13

Status

Released

Obsoleted

Not Assigned



0ZQ : Atoms of Molecule

Total Number of Atoms: 99
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 -6.78 0.12 1.054
2 C C C1 N N N 0 -6.157 0.895 0.357
3 O2 O O2 N N N 0 -6.41 2.216 0.426
4 CT C C2 N N N 0 -7.44 2.641 1.356
5 C1 C C3 N N N 0 -7.051 2.223 2.775
6 C2 C C4 N N N 0 -7.585 4.163 1.296
7 C3 C C5 N N N 0 -8.771 1.987 0.979
8 N N N1 N N N 0 -5.209 0.434 -0.483
9 CA C C6 S N N 0 -4.929 -1.002 -0.554
10 C4 C C7 N N N 0 -3.496 -1.219 -1.043
11 CB C C8 N N N 0 -5.906 -1.664 -1.528
12 CG C C9 N Y N 0 -7.307 -1.557 -0.984
13 CD1 C C10 N Y N 0 -8.091 -0.464 -1.304
14 CD2 C C11 N Y N 0 -7.811 -2.555 -0.171
15 CE1 C C12 N Y N 0 -9.377 -0.366 -0.805
16 CE2 C C13 N Y N 0 -9.097 -2.457 0.327
17 CZ C C14 N Y N 0 -9.879 -1.362 0.012
18 CM C C15 N N N 0 -2.514 -0.666 -0.007
19 N1 N N2 N N N 0 -1.138 -0.875 -0.476
20 CA1 C C16 S N N 0 -0.169 -0.291 0.461
21 C5 C C17 N N N 0 1.117 0.006 -0.267
22 O O O4 N N N 0 1.216 -0.244 -1.45
23 CB1 C C18 N N N 0 0.104 -1.282 1.595
24 CG1 C C19 N Y N 0 0.612 -2.578 1.018
25 CD11 C C20 N Y N 0 1.972 -2.812 0.935
26 CD21 C C21 N Y N 0 -0.282 -3.536 0.578
27 CE11 C C22 N Y N 0 2.437 -4.001 0.406
28 CE21 C C23 N Y N 0 0.183 -4.725 0.049
29 CZ1 C C24 N Y N 0 1.543 -4.957 -0.039
30 N2 N N3 N N N 0 2.157 0.549 0.396
31 CA2 C C25 S N N 0 3.407 0.837 -0.311
32 C6 C C26 N N N 0 4.551 0.84 0.67
33 O3 O O6 N N N 0 4.342 0.621 1.845
34 CB2 C C27 N N N 0 3.308 2.209 -0.982
35 CG2 C C28 N N N 0 2.229 2.17 -2.066
36 CD C C29 N N N 0 2.132 3.52 -2.727
37 OE1 O O7 N N N 0 2.852 4.422 -2.368
38 OE2 O O8 N N N 0 1.245 3.722 -3.715
39 N3 N N4 N N N 0 5.805 1.084 0.242
40 CA3 C C30 S N N 0 6.917 1.086 1.196
41 C7 C C31 N N N 0 7.026 2.445 1.838
42 O4 O O10 N N N 0 6.251 3.325 1.529
43 CB3 C C32 N N N 0 8.22 0.763 0.462
44 CG3 C C33 N Y N 0 8.158 -0.643 -0.076
45 CD12 C C34 N Y N 0 7.656 -0.878 -1.342
46 CD22 C C35 N Y N 0 8.608 -1.699 0.696
47 CE12 C C36 N Y N 0 7.6 -2.168 -1.835
48 CE22 C C37 N Y N 0 8.552 -2.989 0.203
49 CZ2 C C38 N Y N 0 8.045 -3.224 -1.062
50 N4 N N5 N N N 0 7.984 2.682 2.755
51 H11 H H1 N N N 0 -6.103 2.689 3.045
52 H12 H H2 N N N 0 -7.824 2.542 3.474
53 H13 H H3 N N N 0 -6.948 1.138 2.819
54 H21 H H4 N N N 0 -7.863 4.462 0.285
55 H22 H H5 N N N 0 -8.359 4.483 1.994
56 H23 H H6 N N N 0 -6.637 4.63 1.565
57 H31 H H7 N N N 0 -8.668 0.903 1.022
58 H32 H H8 N N N 0 -9.544 2.307 1.677
59 H33 H H9 N N N 0 -9.048 2.286 -0.032
60 H H H11 N N N 0 -4.712 1.053 -1.04
61 HA H H13 N N N 0 -5.047 -1.445 0.435
62 HC1 H H14 N N N 0 -3.316 -2.285 -1.18
63 HC2 H H15 N N N 0 -3.353 -0.701 -1.991
64 HB1 H H16 N N N 0 -5.852 -1.163 -2.494
65 HB2 H H17 N N N 0 -5.642 -2.715 -1.649
66 HD1 H H18 N N N 0 -7.699 0.313 -1.942
67 HD2 H H19 N N N 0 -7.201 -3.412 0.074
68 HE1 H H20 N N N 0 -9.988 0.488 -1.054
69 HE2 H H21 N N N 0 -9.491 -3.237 0.962
70 HZ H H22 N N N 0 -10.883 -1.285 0.402
71 HM1 H H23 N N N 0 -2.694 0.4 0.131
72 HM2 H H24 N N N 0 -2.657 -1.184 0.942
73 H1 H H26 N N N 0 -1.013 -0.502 -1.405
74 HA1 H H28 N N N 0 -0.574 0.632 0.875
75 HB21 H H29 N N N 0 0.854 -0.865 2.268
76 HB3 H H30 N N N 0 -0.818 -1.465 2.146
77 HD11 H H31 N N N 0 2.67 -2.065 1.282
78 HD21 H H32 N N N 0 -1.345 -3.355 0.648
79 HE11 H H33 N N N 0 3.5 -4.183 0.34
80 HE21 H H34 N N N 0 -0.515 -5.474 -0.294
81 HZ1 H H35 N N N 0 1.907 -5.886 -0.453
82 H2 H H37 N N N 0 2.078 0.748 1.342
83 HA2 H H39 N N N 0 3.58 0.074 -1.069
84 HB22 H H40 N N N 0 3.047 2.96 -0.237
85 HB31 H H41 N N N 0 4.267 2.463 -1.433
86 HG2 H H42 N N N 0 2.49 1.418 -2.812
87 HG3 H H43 N N N 0 1.27 1.916 -1.615
88 HE22 H H44 N N N 0 1.22 4.605 -4.108
89 H3 H H46 N N N 0 5.972 1.258 -0.697
90 HA3 H H48 N N N 0 6.738 0.335 1.965
91 HB23 H H49 N N N 0 8.354 1.462 -0.364
92 HB32 H H50 N N N 0 9.058 0.852 1.153
93 HD12 H H51 N N N 0 7.308 -0.054 -1.947
94 HD22 H H52 N N N 0 9.005 -1.515 1.683
95 HE12 H H53 N N N 0 7.207 -2.352 -2.824
96 HE23 H H54 N N N 0 8.904 -3.813 0.805
97 HZ2 H H55 N N N 0 8.001 -4.232 -1.447
98 HN1 H H57 N N N 0 8.604 1.979 3.002
99 HN2 H H58 N N N 0 8.054 3.557 3.168



0ZQ : 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 O1 C O C doub 1.21 N N
2 C O2 C O sing 1.35 N N
3 O2 CT O C sing 1.45 N N
4 CT C1 C C sing 1.53 N N
5 CT C2 C C sing 1.53 N N
6 CT C3 C C sing 1.53 N N
7 C1 H11 C H sing 1.09 N N
8 C1 H12 C H sing 1.09 N N
9 C1 H13 C H sing 1.09 N N
10 C2 H21 C H sing 1.09 N N
11 C2 H22 C H sing 1.09 N N
12 C2 H23 C H sing 1.09 N N
13 C3 H31 C H sing 1.09 N N
14 C3 H32 C H sing 1.09 N N
15 C3 H33 C H sing 1.09 N N
16 N CA N C sing 1.46 N N
17 N H N H sing 0.97 N N
18 CA C4 C C sing 1.53 N N
19 CA CB C C sing 1.53 N N
20 CA HA C H sing 1.09 N N
21 C4 CM C C sing 1.53 N N
22 C4 HC1 C H sing 1.09 N N
23 C4 HC2 C H sing 1.09 N N
24 CB CG C C sing 1.51 N N
25 CB HB1 C H sing 1.09 N N
26 CB HB2 C H sing 1.09 N N
27 CG CD1 C C doub 1.38 N Y
28 CG CD2 C C sing 1.38 N Y
29 CD1 CE1 C C sing 1.38 N Y
30 CD1 HD1 C H sing 1.08 N N
31 CD2 CE2 C C doub 1.38 N Y
32 CD2 HD2 C H sing 1.08 N N
33 CE1 CZ C C doub 1.38 N Y
34 CE1 HE1 C H sing 1.08 N N
35 CE2 CZ C C sing 1.38 N Y
36 CE2 HE2 C H sing 1.08 N N
37 CZ HZ C H sing 1.08 N N
38 CM HM1 C H sing 1.09 N N
39 CM HM2 C H sing 1.09 N N
40 N1 CA1 N C sing 1.47 N N
41 N1 H1 N H sing 1.01 N N
42 CA1 C5 C C sing 1.51 N N
43 CA1 CB1 C C sing 1.53 N N
44 CA1 HA1 C H sing 1.09 N N
45 C5 O C O doub 1.21 N N
46 CB1 CG1 C C sing 1.51 N N
47 CB1 HB21 C H sing 1.09 N N
48 CB1 HB3 C H sing 1.09 N N
49 CG1 CD11 C C doub 1.38 N Y
50 CG1 CD21 C C sing 1.38 N Y
51 CD11 CE11 C C sing 1.38 N Y
52 CD11 HD11 C H sing 1.08 N N
53 CD21 CE21 C C doub 1.38 N Y
54 CD21 HD21 C H sing 1.08 N N
55 CE11 CZ1 C C doub 1.38 N Y
56 CE11 HE11 C H sing 1.08 N N
57 CE21 CZ1 C C sing 1.38 N Y
58 CE21 HE21 C H sing 1.08 N N
59 CZ1 HZ1 C H sing 1.08 N N
60 N2 CA2 N C sing 1.46 N N
61 N2 H2 N H sing 0.97 N N
62 CA2 C6 C C sing 1.51 N N
63 CA2 CB2 C C sing 1.53 N N
64 CA2 HA2 C H sing 1.09 N N
65 C6 O3 C O doub 1.21 N N
66 CB2 CG2 C C sing 1.53 N N
67 CB2 HB22 C H sing 1.09 N N
68 CB2 HB31 C H sing 1.09 N N
69 CG2 CD C C sing 1.51 N N
70 CG2 HG2 C H sing 1.09 N N
71 CG2 HG3 C H sing 1.09 N N
72 CD OE1 C O doub 1.21 N N
73 CD OE2 C O sing 1.34 N N
74 OE2 HE22 O H sing 0.97 N N
75 N3 CA3 N C sing 1.47 N N
76 N3 H3 N H sing 0.97 N N
77 CA3 C7 C C sing 1.51 N N
78 CA3 CB3 C C sing 1.53 N N
79 CA3 HA3 C H sing 1.09 N N
80 C7 O4 C O doub 1.21 N N
81 CB3 CG3 C C sing 1.51 N N
82 CB3 HB23 C H sing 1.09 N N
83 CB3 HB32 C H sing 1.09 N N
84 CG3 CD12 C C doub 1.38 N Y
85 CG3 CD22 C C sing 1.38 N Y
86 CD12 CE12 C C sing 1.38 N Y
87 CD12 HD12 C H sing 1.08 N N
88 CD22 CE22 C C doub 1.38 N Y
89 CD22 HD22 C H sing 1.08 N N
90 CE12 CZ2 C C doub 1.38 N Y
91 CE12 HE12 C H sing 1.08 N N
92 CE22 CZ2 C C sing 1.38 N Y
93 CE22 HE23 C H sing 1.08 N N
94 CZ2 HZ2 C H sing 1.08 N N
95 N4 HN1 N H sing 0.97 N N
96 N4 HN2 N H sing 0.97 N N
97 C N C N sing 1.35 N N
98 CM N1 C N sing 1.47 N N
99 C5 N2 C N sing 1.35 N N
100 C6 N3 C N sing 1.35 N N
101 C7 N4 C N sing 1.35 N N



0ZQ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
0ZQ 1lzq Open in New Window Bound ligand 1 1
0ZQ 1m0b Open in New Window Bound ligand 1 1