Chemical Components in the PDB

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1C5 : Summary

Code

1C5

One-letter code

X

Molecule name

[[O-PHOSPHONO-N-ACETYL-TYROSINYL]-GLUTAMYL-3[CYCLOHEXYLMETHYL]ALANINYL]-AMINE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-acetyl-O-phosphono-L-tyrosyl-N-[(1R)-1-carbamoyl-3-cyclohexylpropyl]-L-alpha-glutamine
OpenEye OEToolkits 1.5.0 (4S)-4-[[(2S)-2-acetamido-3-(4-phosphonooxyphenyl)propanoyl]amino]-5-[[(2R)-1-amino-4-cyclohexyl-1-oxo-butan-2-yl]amino]-5-oxo-pentanoic acid

Formula

C26 H39 N4 O10 P

Formal charge

0

Molecular weight

598.582 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P(O)(O)Oc1ccc(cc1)CC(NC(=O)C)C(=O)NC(C(=O)NC(C(=O)N)CCC2CCCCC2)CCC(=O)O
SMILES CACTVS 3.341 CC(=O)N[CH](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](CCC2CCCCC2)C(N)=O
SMILES OpenEye OEToolkits 1.5.0 CC(=O)NC(Cc1ccc(cc1)OP(=O)(O)O)C(=O)NC(CCC(=O)O)C(=O)NC(CCC2CCCCC2)C(=O)N
Canonical SMILES CACTVS 3.341 CC(=O)N[C@@H](Cc1ccc(O[P](O)(O)=O)cc1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@H](CCC2CCCCC2)C(N)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CC(=O)N[C@@H](Cc1ccc(cc1)OP(=O)(O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](CCC2CCCCC2)C(=O)N

IUPAC InChI

InChI=1S/C26H39N4O10P/c1-16(31)28-22(15-18-7-10-19(11-8-18)40-41(37,38)39)26(36)30-21(13-14-23(32)33)25(35)29-20(24(27)34)12-9-17-5-3-2-4-6-17/h7-8,10-11,17,20-22H,2-6,9,12-15H2,1H3,(H2,27,34)(H,28,31)(H,29,35)(H,30,36)(H,32,33)(H2,37,38,39)/t20-,21+,22+/m1/s1

IUPAC InChI key

MYZLOAXXVDGNMQ-FSSWDIPSSA-N
1C5

wwPDB Information

Atom count

80 (41 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



1C5 : Atoms of Molecule

Total Number of Atoms: 80
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 -0.839 2.126 10.274
2 C2 C C2 N N N 0 0.484 1.96 9.524
3 C3 C C3 N N N 0 0.21 1.85 8.023
4 C4 C C4 N N N 0 -0.683 0.637 7.755
5 C5 C C5 N N N 0 -2.006 0.803 8.505
6 C6 C C6 N N N 0 -1.732 0.913 10.006
7 C7 C C7 N N N 0 -0.957 0.527 6.254
8 C8 C C8 N N N 0 -1.85 -0.685 5.987
9 C9 C C9 R N N 0 -2.124 -0.795 4.485
10 C10 C C10 N N N 0 -3.004 -1.99 4.222
11 C11 C C11 N N N 0 -0.731 -0.486 2.51
12 C12 C C12 S N N 0 0.572 -0.65 1.772
13 C13 C C13 N N N 0 1.687 0.057 2.544
14 C14 C C14 N N N 0 3.01 -0.108 1.795
15 C15 C C15 N N N 0 4.109 0.589 2.554
16 C16 C C16 N N N 0 1.172 -0.565 -0.587
17 C17 C C17 S N N 0 1.05 0.038 -1.962
18 C18 C C18 N N N 0 -0.064 -0.669 -2.733
19 C19 C C19 N Y N 0 -0.186 -0.065 -4.108
20 C20 C C20 N Y N 0 0.551 -0.581 -5.157
21 C21 C C21 N Y N 0 0.442 -0.029 -6.419
22 C22 C C22 N Y N 0 -0.409 1.044 -6.633
23 C23 C C23 N Y N 0 -1.149 1.56 -5.579
24 C24 C C24 N Y N 0 -1.04 1.001 -4.32
25 C25 C C25 N N N 0 2.812 -1.353 -2.908
26 C26 C C26 N N N 0 4.116 -1.517 -3.646
27 N1 N N1 N N N 0 -2.451 -3.195 3.98
28 N2 N N2 N N N 0 -0.857 -0.955 3.768
29 N3 N N3 N N N 0 0.453 -0.063 0.436
30 N4 N N4 N N N 0 2.318 -0.12 -2.679
31 O1 O O1 N N N 0 -4.211 -1.867 4.227
32 O2 O O2 N N N 0 -1.667 0.066 1.973
33 O3 O O3 N N N 0 3.859 1.16 3.589
34 O4 O O4 N N N 0 5.365 0.575 2.082
35 O5 O O5 N N N 0 1.917 -1.504 -0.401
36 O6 O O6 N N N 0 2.208 -2.33 -2.52
37 O4P O O4P N N N 0 -0.519 1.589 -7.873
38 O1P O O1P N N N 0 -2.964 0.963 -7.865
39 O2P O O2P N N N 0 -1.89 1.398 -10.108
40 O3P O O3P N N N 0 -1.333 -0.762 -8.718
41 H21A H 1H2 N N N 0 0.986 1.056 9.869
42 P P P N N N 0 -1.704 0.8 -8.624
43 H11 H 1H1 N N N 0 -0.643 2.205 11.343
44 H12A H 2H1 N N N 0 -1.341 3.03 9.929
45 H22 H 2H2 N N N 0 1.12 2.824 9.715
46 H31 H 1H3 N N N 0 1.153 1.731 7.489
47 H32 H 2H3 N N N 0 -0.291 2.754 7.678
48 H4 H H4 N N N 0 -0.181 -0.266 8.1
49 H51 H 1H5 N N N 0 -2.508 1.707 8.16
50 H52 H 2H5 N N N 0 -2.643 -0.06 8.314
51 H61 H 1H6 N N N 0 -1.23 0.009 10.351
52 H62 H 2H6 N N N 0 -2.675 1.032 10.54
53 H71 H 1H7 N N N 0 -0.014 0.408 5.72
54 H72 H 2H7 N N N 0 -1.459 1.431 5.909
55 H81 H 1H8 N N N 0 -2.793 -0.567 6.52
56 H82 H 2H8 N N N 0 -1.349 -1.589 6.332
57 H9 H H9 N N N 0 -2.626 0.108 4.14
58 H12 H H12 N N N 0 0.808 -1.711 1.683
59 H131 H 1H13 N N N 0 1.45 1.118 2.633
60 H132 H 2H13 N N N 0 1.775 -0.379 3.538
61 H141 H 1H14 N N N 0 3.247 -1.168 1.706
62 H142 H 2H14 N N N 0 2.922 0.328 0.8
63 H17 H H17 N N N 0 0.814 1.099 -1.873
64 H181 H 1H18 N N N 0 0.171 -1.73 -2.822
65 H182 H 2H18 N N N 0 -1.007 -0.551 -2.2
66 H20 H H20 N N N 0 1.214 -1.417 -4.99
67 H21 H H21 N N N 0 1.019 -0.432 -7.237
68 H23 H H23 N N N 0 -1.813 2.397 -5.743
69 H24 H H24 N N N 0 -1.616 1.402 -3.5
70 H261 H 1H26 N N N 0 4.352 -2.577 -3.735
71 H262 H 2H26 N N N 0 4.028 -1.079 -4.641
72 H263 H 3H26 N N N 0 4.91 -1.012 -3.096
73 HN11 H 1HN1 N N N 0 -3.017 -3.964 3.81
74 HN12 H 2HN1 N N N 0 -1.486 -3.293 3.976
75 HN2 H HN2 N N N 0 -0.109 -1.397 4.198
76 HN3 H HN3 N N N 0 -0.142 0.687 0.287
77 HN4 H HN4 N N N 0 2.801 0.661 -2.99
78 HO4 H HO4 N N N 0 6.07 1.023 2.569
79 HOP2 H 2HOP N N N 0 -2.608 0.899 -10.522
80 HOP3 H 3HOP N N N 0 -0.508 -0.824 -9.219



1C5 : Chemical Bonds

Total Number of Bonds: 81
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 C6 C C sing 1.53 N N
3 C1 H11 C H sing 1.09 N N
4 C1 H12A C H sing 1.09 N N
5 C2 C3 C C sing 1.53 N N
6 C2 H21A C H sing 1.09 N N
7 C2 H22 C H sing 1.09 N N
8 C3 C4 C C sing 1.53 N N
9 C3 H31 C H sing 1.09 N N
10 C3 H32 C H sing 1.09 N N
11 C4 C5 C C sing 1.53 N N
12 C4 C7 C C sing 1.53 N N
13 C4 H4 C H sing 1.09 N N
14 C5 C6 C C sing 1.53 N N
15 C5 H51 C H sing 1.09 N N
16 C5 H52 C H sing 1.09 N N
17 C6 H61 C H sing 1.09 N N
18 C6 H62 C H sing 1.09 N N
19 C7 C8 C C sing 1.53 N N
20 C7 H71 C H sing 1.09 N N
21 C7 H72 C H sing 1.09 N N
22 C8 C9 C C sing 1.53 N N
23 C8 H81 C H sing 1.09 N N
24 C8 H82 C H sing 1.09 N N
25 C9 C10 C C sing 1.51 N N
26 C9 N2 C N sing 1.46 N N
27 C9 H9 C H sing 1.09 N N
28 C10 N1 C N sing 1.35 N N
29 C10 O1 C O doub 1.21 N N
30 C11 C12 C C sing 1.51 N N
31 C11 N2 C N sing 1.35 N N
32 C11 O2 C O doub 1.21 N N
33 C12 C13 C C sing 1.53 N N
34 C12 N3 C N sing 1.46 N N
35 C12 H12 C H sing 1.09 N N
36 C13 C14 C C sing 1.53 N N
37 C13 H131 C H sing 1.09 N N
38 C13 H132 C H sing 1.09 N N
39 C14 C15 C C sing 1.51 N N
40 C14 H141 C H sing 1.09 N N
41 C14 H142 C H sing 1.09 N N
42 C15 O3 C O doub 1.21 N N
43 C15 O4 C O sing 1.34 N N
44 C16 C17 C C sing 1.51 N N
45 C16 N3 C N sing 1.35 N N
46 C16 O5 C O doub 1.21 N N
47 C17 C18 C C sing 1.53 N N
48 C17 N4 C N sing 1.47 N N
49 C17 H17 C H sing 1.09 N N
50 C18 C19 C C sing 1.51 N N
51 C18 H181 C H sing 1.09 N N
52 C18 H182 C H sing 1.09 N N
53 C19 C20 C C doub 1.38 N Y
54 C19 C24 C C sing 1.38 N Y
55 C20 C21 C C sing 1.38 N Y
56 C20 H20 C H sing 1.08 N N
57 C21 C22 C C doub 1.39 N Y
58 C21 H21 C H sing 1.08 N N
59 C22 C23 C C sing 1.39 N Y
60 C22 O4P C O sing 1.36 N N
61 C23 C24 C C doub 1.38 N Y
62 C23 H23 C H sing 1.08 N N
63 C24 H24 C H sing 1.08 N N
64 C25 C26 C C sing 1.51 N N
65 C25 N4 C N sing 1.35 N N
66 C25 O6 C O doub 1.21 N N
67 C26 H261 C H sing 1.09 N N
68 C26 H262 C H sing 1.09 N N
69 C26 H263 C H sing 1.09 N N
70 N1 HN11 N H sing 0.97 N N
71 N1 HN12 N H sing 0.97 N N
72 N2 HN2 N H sing 0.97 N N
73 N3 HN3 N H sing 0.97 N N
74 N4 HN4 N H sing 0.97 N N
75 O4 HO4 O H sing 0.97 N N
76 O4P P O P sing 1.61 N N
77 O1P P O P doub 1.48 N N
78 O2P P O P sing 1.61 N N
79 O2P HOP2 O H sing 0.97 N N
80 O3P P O P sing 1.61 N N
81 O3P HOP3 O H sing 0.97 N N



1C5 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1C5 1bkm Open in New Window Bound ligand 1 1