Chemical Components in the PDB

pdbe.org/chem
spacer

0CB : Summary

Code

0CB

One-letter code

X

Molecule name

{[(7-carbamimidoylnaphthalen-2-yl)methyl][4-({1-[(1E)-ethanimidoyl]piperidin-4-yl}oxy)phenyl]sulfamoyl}acetic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 {[(7-carbamimidoylnaphthalen-2-yl)methyl][4-({1-[(1E)-ethanimidoyl]piperidin-4-yl}oxy)phenyl]sulfamoyl}acetic acid
OpenEye OEToolkits 1.7.6 2-[(7-carbamimidoylnaphthalen-2-yl)methyl-[4-(1-ethanimidoylpiperidin-4-yl)oxyphenyl]sulfamoyl]ethanoic acid

Formula

C27 H31 N5 O5 S

Formal charge

0

Molecular weight

537.631 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)CS(=O)(=O)N(c2ccc(OC1CCN(C(=[N@H])C)CC1)cc2)Cc4cc3cc(C(=[N@H])N)ccc3cc4
SMILES CACTVS 3.370 CC(=N)N1CCC(CC1)Oc2ccc(cc2)N(Cc3ccc4ccc(cc4c3)C(N)=N)[S](=O)(=O)CC(O)=O
SMILES OpenEye OEToolkits 1.7.6 CC(=N)N1CCC(CC1)Oc2ccc(cc2)N(Cc3ccc4ccc(cc4c3)C(=N)N)S(=O)(=O)CC(=O)O
Canonical SMILES CACTVS 3.370 CC(=N)N1CCC(CC1)Oc2ccc(cc2)N(Cc3ccc4ccc(cc4c3)C(N)=N)[S](=O)(=O)CC(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 [H]/N=C(\C)/N1CCC(CC1)Oc2ccc(cc2)N(Cc3ccc4ccc(cc4c3)/C(=N\[H])/N)S(=O)(=O)CC(=O)O

IUPAC InChI

InChI=1S/C27H31N5O5S/c1-18(28)31-12-10-25(11-13-31)37-24-8-6-23(7-9-24)32(38(35,36)17-26(33)34)16-19-2-3-20-4-5-21(27(29)30)15-22(20)14-19/h2-9,14-15,25,28H,10-13,16-17H2,1H3,(H3,29,30)(H,33,34)/b28-18+

IUPAC InChI key

NPBKHEMDWREFJJ-MTDXEUNCSA-N
0CB

wwPDB Information

Atom count

69 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-12-04

Last modified at

2012-11-30

Status

Released

Obsoleted

Not Assigned



0CB : Atoms of Molecule

Total Number of Atoms: 69
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -4.35 -2.076 -0.81
2 C13 C C13 N Y N 0 -3.706 -4.247 0.12
3 C14 C C14 N Y N 0 -2.733 -5.124 0.475
4 C15 C C15 N Y N 0 -1.375 -4.806 0.296
5 C16 C C16 N Y N 0 -1.004 -3.589 -0.247
6 C2 C C2 N Y N 0 -3.986 -0.878 -1.345
7 C22 C C22 N N N 0 -0.335 -5.782 0.692
8 C28 C C28 N N N 0 -2.278 0.783 -2.122
9 C3 C C3 N Y N 0 -2.644 -0.552 -1.527
10 C34 C C34 N N N 0 -4.02 1.76 0.789
11 C4 C C4 N Y N 0 -1.658 -1.422 -1.176
12 C40 C C40 N Y N 0 -0.692 1.788 -0.5
13 C42 C C42 N Y N 0 0.403 1.401 -1.261
14 C43 C C43 N Y N 0 1.673 1.462 -0.723
15 C44 C C44 N Y N 0 1.854 1.899 0.581
16 C45 C C45 N Y N 0 0.76 2.28 1.344
17 C46 C C46 N Y N 0 -0.51 2.225 0.805
18 C5 C C5 N Y N 0 -1.995 -2.669 -0.62
19 C53 C C53 N N N 0 -4.995 2.638 1.53
20 C6 C C6 N Y N 0 -3.362 -3.001 -0.435
21 C61 C C61 N N N 0 4.192 1.608 0.25
22 C63 C C63 N N N 0 5.475 2.269 0.757
23 C64 C C64 N N N 0 6.63 1.925 -0.188
24 C66 C C66 N N N 0 5.511 -0.281 -0.714
25 C67 C C67 N N N 0 4.369 0.088 0.238
26 C74 C C74 N N N 0 7.893 -0.192 -0.078
27 C76 C C76 N N N 0 9.087 0.57 0.437
28 H1 H H1 N N N 0 -4.745 -4.507 0.26
29 H10 H H10 N N N 0 -1.401 0.669 -2.76
30 H11 H H11 N N N 0 -3.113 1.158 -2.715
31 H12 H H12 N N N 0 -1.636 -7.211 1.356
32 H13 H H13 N N N 0 -0.016 -7.635 1.494
33 H14 H H14 N N N 0 1.607 -6.132 0.789
34 H15 H H15 N N N 0 -1.362 2.522 1.399
35 H16 H H16 N N N 0 0.902 2.62 2.359
36 H17 H H17 N N N 0 2.526 1.166 -1.316
37 H18 H H18 N N N 0 0.262 1.061 -2.276
38 H19 H H19 N N N 0 3.978 1.957 -0.761
39 H2 H H2 N N N 0 -3.005 -6.079 0.9
40 H20 H H20 N N N 0 4.607 -0.259 1.243
41 H21 H H21 N N N 0 3.446 -0.383 -0.101
42 H22 H H22 N N N 0 5.707 -1.352 -0.652
43 H23 H H23 N N N 0 5.236 -0.017 -1.735
44 H24 H H24 N N N 0 9.076 0.571 1.527
45 H25 H H25 N N N 0 10.002 0.094 0.083
46 H26 H H26 N N N 0 9.048 1.597 0.073
47 H27 H H27 N N N 0 7.246 -1.937 -0.711
48 H28 H H28 N N N 0 7.564 2.31 0.221
49 H29 H H29 N N N 0 6.446 2.369 -1.166
50 H3 H H3 N N N 0 0.04 -3.35 -0.382
51 H30 H H30 N N N 0 5.34 3.35 0.788
52 H31 H H31 N N N 0 5.702 1.902 1.758
53 H4 H H4 N N N 0 -5.395 -2.315 -0.674
54 H5 H H5 N N N 0 -4.749 -0.17 -1.632
55 H6 H H6 N N N 0 -0.621 -1.157 -1.324
56 H7 H H7 N N N 0 -4.558 0.94 0.313
57 H8 H H8 N N N 0 -3.289 1.356 1.49
58 H9 H H9 N N N 0 -6.355 2.727 2.964
59 N24 N N24 N N N 0 0.925 -5.493 0.529
60 N26 N N26 N N N 0 -0.698 -6.996 1.234
61 N30 N N30 N N N 0 -1.98 1.732 -1.046
62 N65 N N65 N N N 0 6.715 0.464 -0.319
63 N82 N N82 N N N 0 7.982 -1.464 -0.292
64 O36 O O36 N N N 0 -4.012 2.951 -1.598
65 O38 O O38 N N N 0 -2.455 3.814 0.12
66 O54 O O54 N N N 0 -5.102 3.805 1.234
67 O57 O O57 N N N 0 -5.744 2.125 2.518
68 O59 O O59 N N N 0 3.105 1.953 1.112
69 S32 S S32 N N N 0 -3.165 2.738 -0.477



0CB : Chemical Bonds

Total Number of Bonds: 72
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C13 C14 C C doub 1.36 N Y
2 C13 C6 C C sing 1.41 N Y
3 C14 C15 C C sing 1.41 N Y
4 N24 C22 N C doub 1.3 N N
5 C1 C6 C C doub 1.4 N Y
6 C1 C2 C C sing 1.36 N Y
7 C6 C5 C C sing 1.42 N Y
8 C15 C22 C C sing 1.48 N N
9 C15 C16 C C doub 1.38 N Y
10 C22 N26 C N sing 1.38 N N
11 C2 C3 C C doub 1.39 N Y
12 C5 C16 C C sing 1.4 N Y
13 C5 C4 C C doub 1.41 N Y
14 C3 C4 C C sing 1.36 N Y
15 C3 C28 C C sing 1.51 N N
16 O38 S32 O S doub 1.42 N N
17 C28 N30 C N sing 1.47 N N
18 C42 C43 C C doub 1.38 N Y
19 C42 C40 C C sing 1.39 N Y
20 O36 S32 O S doub 1.42 N N
21 N30 S32 N S sing 1.66 N N
22 N30 C40 N C sing 1.4 N N
23 S32 C34 S C sing 1.81 N N
24 C43 C44 C C sing 1.39 N Y
25 C40 C46 C C doub 1.39 N Y
26 O54 C53 O C doub 1.21 N N
27 C66 C67 C C sing 1.53 N N
28 C66 N65 C N sing 1.47 N N
29 C53 O57 C O sing 1.34 N N
30 C53 C34 C C sing 1.51 N N
31 C44 O59 C O sing 1.36 N N
32 C44 C45 C C doub 1.39 N Y
33 C46 C45 C C sing 1.38 N Y
34 C76 C74 C C sing 1.51 N N
35 O59 C61 O C sing 1.43 N N
36 C67 C61 C C sing 1.53 N N
37 N65 C74 N C sing 1.37 N N
38 N65 C64 N C sing 1.47 N N
39 C74 N82 C N doub 1.29 N N
40 C64 C63 C C sing 1.53 N N
41 C61 C63 C C sing 1.53 N N
42 C13 H1 C H sing 1.08 N N
43 C14 H2 C H sing 1.08 N N
44 C16 H3 C H sing 1.08 N N
45 C1 H4 C H sing 1.08 N N
46 C2 H5 C H sing 1.08 N N
47 C4 H6 C H sing 1.08 N N
48 C34 H7 C H sing 1.09 N N
49 C34 H8 C H sing 1.09 N N
50 O57 H9 O H sing 0.97 N N
51 C28 H10 C H sing 1.09 N N
52 C28 H11 C H sing 1.09 N N
53 N26 H12 N H sing 0.97 N N
54 N26 H13 N H sing 0.97 N N
55 N24 H14 N H sing 0.97 N N
56 C46 H15 C H sing 1.08 N N
57 C45 H16 C H sing 1.08 N N
58 C43 H17 C H sing 1.08 N N
59 C42 H18 C H sing 1.08 N N
60 C61 H19 C H sing 1.09 N N
61 C67 H20 C H sing 1.09 N N
62 C67 H21 C H sing 1.09 N N
63 C66 H22 C H sing 1.09 N N
64 C66 H23 C H sing 1.09 N N
65 C76 H24 C H sing 1.09 N N
66 C76 H25 C H sing 1.09 N N
67 C76 H26 C H sing 1.09 N N
68 N82 H27 N H sing 0.97 N N
69 C64 H28 C H sing 1.09 N N
70 C64 H29 C H sing 1.09 N N
71 C63 H30 C H sing 1.09 N N
72 C63 H31 C H sing 1.09 N N



0CB : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0CB 3uuz Open in New Window Bound ligand 2 1