Chemical Components in the PDB

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0CA : Summary

Code

0CA

One-letter code

X

Molecule name

1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-({1-[(1Z)-ethanimidoyl]piperidin-4-yl}oxy)-2-(propan-2-yl)-1H-indole-4-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-({1-[(1Z)-ethanimidoyl]piperidin-4-yl}oxy)-2-(propan-2-yl)-1H-indole-4-carboxylic acid
OpenEye OEToolkits 1.7.6 1-[(7-carbamimidoylnaphthalen-2-yl)methyl]-6-(1-ethanimidoylpiperidin-4-yl)oxy-2-propan-2-yl-indole-4-carboxylic acid

Formula

C31 H35 N5 O3

Formal charge

0

Molecular weight

525.641 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)c2cc(OC1CCN(C(=[N@H])C)CC1)cc3c2cc(n3Cc5cc4cc(C(=[N@H])N)ccc4cc5)C(C)C
SMILES CACTVS 3.370 CC(C)c1cc2c(cc(OC3CCN(CC3)C(C)=N)cc2C(O)=O)n1Cc4ccc5ccc(cc5c4)C(N)=N
SMILES OpenEye OEToolkits 1.7.6 CC(C)c1cc2c(cc(cc2n1Cc3ccc4ccc(cc4c3)C(=N)N)OC5CCN(CC5)C(=N)C)C(=O)O
Canonical SMILES CACTVS 3.370 CC(C)c1cc2c(cc(OC3CCN(CC3)C(C)=N)cc2C(O)=O)n1Cc4ccc5ccc(cc5c4)C(N)=N
Canonical SMILES OpenEye OEToolkits 1.7.6 [H]/N=C(\c1ccc2ccc(cc2c1)Cn3c4cc(cc(c4cc3C(C)C)C(=O)O)OC5CCN(CC5)C(=N)C)/N

IUPAC InChI

InChI=1S/C31H35N5O3/c1-18(2)28-16-26-27(31(37)38)14-25(39-24-8-10-35(11-9-24)19(3)32)15-29(26)36(28)17-20-4-5-21-6-7-22(30(33)34)13-23(21)12-20/h4-7,12-16,18,24,32H,8-11,17H2,1-3H3,(H3,33,34)(H,37,38)

IUPAC InChI key

WBDOXNXLJBVELO-UHFFFAOYSA-N
0CA

wwPDB Information

Atom count

74 (39 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

2012-11-16

Status

Released

Obsoleted

Not Assigned



0CA : Atoms of Molecule

Total Number of Atoms: 74
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C11 C C11 N Y N 0 1.489 0.603 -0.469
2 C12 C C12 N Y N 0 0.223 0.743 -1.011
3 C13 C C13 N Y N 0 1.186 2.604 0.839
4 C14 C C14 N Y N 0 1.974 1.523 0.449
5 C16 C C16 N Y N 0 -2.189 3.352 -0.331
6 C17 C C17 N Y N 0 -1.173 3.733 0.464
7 C18 C C18 N Y N 0 -0.105 2.752 0.291
8 C19 C C19 N Y N 0 -0.583 1.812 -0.639
9 C2 C C2 N N N 0 5.273 -2.243 0.521
10 C20 C C20 N N N 0 -2.717 1.504 -1.949
11 C21 C C21 N N N 0 -3.502 4.08 -0.467
12 C22 C C22 N Y N 0 -3.459 0.402 -1.237
13 C23 C C23 N Y N 0 -4.748 0.638 -0.762
14 C24 C C24 N Y N 0 -5.445 -0.335 -0.114
15 C25 C C25 N Y N 0 -2.86 -0.808 -1.066
16 C26 C C26 N Y N 0 -3.55 -1.838 -0.401
17 C27 C C27 N Y N 0 -4.861 -1.598 0.081
18 C28 C C28 N Y N 0 -5.557 -2.624 0.747
19 C29 C C29 N Y N 0 -4.971 -3.835 0.925
20 C3 C C3 N N N 0 3.955 -2.07 -0.24
21 C30 C C30 N Y N 0 -3.672 -4.085 0.451
22 C31 C C31 N Y N 0 -2.962 -3.097 -0.208
23 C32 C C32 N N N 0 -3.056 -5.414 0.664
24 C35 C C35 N N N 0 1.695 3.58 1.818
25 C38 C C38 N N N 0 -3.898 4.673 0.887
26 C39 C C39 N N N 0 -3.357 5.205 -1.493
27 C4 C C4 N N N 0 3.513 -0.607 -0.161
28 C5 C C5 N N N 0 4.571 0.283 -0.818
29 C6 C C6 N N N 0 5.896 0.137 -0.064
30 C7 C C7 N N N 0 7.481 -1.715 -0.446
31 C8 C C8 N N N 0 7.834 -3.178 -0.384
32 H1 H H1 N N N 0 2.964 1.401 0.863
33 H10 H H10 N N N 0 5.642 -3.26 0.387
34 H11 H H11 N N N 0 4.097 -2.351 -1.283
35 H12 H H12 N N N 0 3.191 -2.705 0.208
36 H13 H H13 N N N 0 3.395 -0.319 0.884
37 H14 H H14 N N N 0 4.707 -0.02 -1.856
38 H15 H H15 N N N 0 4.244 1.323 -0.783
39 H16 H H16 N N N 0 6.676 0.691 -0.586
40 H17 H H17 N N N 0 5.785 0.525 0.949
41 H19 H H19 N N N 0 -1.964 -3.294 -0.57
42 H2 H H2 N N N 0 -4.271 3.383 -0.798
43 H20 H H20 N N N 0 -1.446 -6.52 0.371
44 H21 H H21 N N N 0 -4.656 -6.227 1.642
45 H22 H H22 N N N 0 -3.354 -7.273 1.459
46 H23 H H23 N N N 0 -5.511 -4.618 1.438
47 H24 H H24 N N N 0 -6.556 -2.447 1.117
48 H25 H H25 N N N 0 -2.107 1.075 -2.745
49 H26 H H26 N N N 0 -3.433 2.205 -2.378
50 H27 H H27 N N N 0 -3.129 5.37 1.218
51 H28 H H28 N N N 0 -4.848 5.199 0.789
52 H29 H H29 N N N 0 -4.001 3.871 1.618
53 H3 H H3 N N N 0 -5.2 1.607 -0.911
54 H30 H H30 N N N 0 -2.534 5.858 -1.203
55 H31 H H31 N N N 0 -3.153 4.777 -2.475
56 H32 H H32 N N N 0 -4.281 5.782 -1.533
57 H33 H H33 N N N 0 -1.151 4.6 1.108
58 H34 H H34 N N N 0 3.217 4.095 2.98
59 H35 H H35 N N N 0 -0.14 0.019 -1.725
60 H37 H H37 N N N 0 8.842 -3.326 -0.772
61 H38 H H38 N N N 0 7.788 -3.52 0.65
62 H39 H H39 N N N 0 7.126 -3.749 -0.986
63 H4 H H4 N N N 0 -6.444 -0.137 0.248
64 H5 H H5 N N N 0 -1.861 -0.977 -1.439
65 H6 H H6 N N N 0 9.203 -1.166 -1.22
66 H9 H H9 N N N 0 5.112 -2.049 1.582
67 N1 N N1 N N N 0 6.255 -1.287 -0.01
68 N15 N N15 N Y N 0 -1.854 2.207 -0.997
69 N33 N N33 N N N 0 -1.849 -5.649 0.232
70 N34 N N34 N N N 0 -3.758 -6.402 1.32
71 N9 N N9 N N N 0 8.335 -0.863 -0.912
72 O10 O O10 N N N 0 2.267 -0.448 -0.842
73 O36 O O36 N N N 0 2.927 3.429 2.342
74 O37 O O37 N N N 0 1.003 4.521 2.153



0CA : Chemical Bonds

Total Number of Bonds: 78
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C13 C14 C C doub 1.39 N Y
2 C13 C18 C C sing 1.41 N Y
3 C30 C31 C C doub 1.38 N Y
4 C30 C29 C C sing 1.41 N Y
5 C14 C11 C C sing 1.39 N Y
6 C14 H1 C H sing 1.08 N N
7 C16 N15 C N sing 1.37 N Y
8 C16 C21 C C sing 1.51 N N
9 C21 C38 C C sing 1.53 N N
10 C21 H2 C H sing 1.09 N N
11 C22 C20 C C sing 1.51 N N
12 C22 C23 C C doub 1.39 N Y
13 C23 H3 C H sing 1.08 N N
14 C24 C23 C C sing 1.36 N Y
15 C24 H4 C H sing 1.08 N N
16 C25 C22 C C sing 1.36 N Y
17 C25 H5 C H sing 1.08 N N
18 C26 C25 C C doub 1.41 N Y
19 C26 C27 C C sing 1.42 N Y
20 C27 C24 C C doub 1.41 N Y
21 C11 O10 C O sing 1.36 N N
22 C11 C12 C C doub 1.38 N Y
23 C2 C3 C C sing 1.53 N N
24 C2 H9 C H sing 1.09 N N
25 C2 H10 C H sing 1.09 N N
26 C3 H11 C H sing 1.09 N N
27 C3 H12 C H sing 1.09 N N
28 C4 C3 C C sing 1.53 N N
29 C4 O10 C O sing 1.43 N N
30 C4 H13 C H sing 1.09 N N
31 C5 C4 C C sing 1.53 N N
32 C5 H14 C H sing 1.09 N N
33 C5 H15 C H sing 1.09 N N
34 C6 N1 C N sing 1.47 N N
35 C6 C5 C C sing 1.53 N N
36 C6 H16 C H sing 1.09 N N
37 C6 H17 C H sing 1.09 N N
38 C7 N9 C N doub 1.29 N N
39 C31 C26 C C sing 1.4 N Y
40 C31 H19 C H sing 1.08 N N
41 C32 C30 C C sing 1.48 N N
42 N33 C32 N C doub 1.3 N N
43 N33 H20 N H sing 0.97 N N
44 N34 C32 N C sing 1.38 N N
45 N34 H21 N H sing 0.97 N N
46 N34 H22 N H sing 0.97 N N
47 C29 C28 C C doub 1.36 N Y
48 C29 H23 C H sing 1.08 N N
49 C28 C27 C C sing 1.41 N Y
50 C28 H24 C H sing 1.08 N N
51 C20 H25 C H sing 1.09 N N
52 C20 H26 C H sing 1.09 N N
53 N15 C20 N C sing 1.46 N N
54 C38 H27 C H sing 1.09 N N
55 C38 H28 C H sing 1.09 N N
56 C38 H29 C H sing 1.09 N N
57 C39 C21 C C sing 1.53 N N
58 C39 H30 C H sing 1.09 N N
59 C39 H31 C H sing 1.09 N N
60 C39 H32 C H sing 1.09 N N
61 C17 C16 C C doub 1.35 N Y
62 C17 H33 C H sing 1.08 N N
63 C18 C17 C C sing 1.46 N Y
64 C18 C19 C C doub 1.41 N Y
65 C35 O36 C O sing 1.35 N N
66 C35 C13 C C sing 1.47 N N
67 O36 H34 O H sing 0.97 N N
68 O37 C35 O C doub 1.22 N N
69 C19 C12 C C sing 1.39 N Y
70 C19 N15 C N sing 1.38 N Y
71 C12 H35 C H sing 1.08 N N
72 N1 C7 N C sing 1.37 N N
73 N1 C2 N C sing 1.47 N N
74 C8 C7 C C sing 1.51 N N
75 C8 H37 C H sing 1.09 N N
76 C8 H38 C H sing 1.09 N N
77 C8 H39 C H sing 1.09 N N
78 N9 H6 N H sing 0.97 N N



0CA : Used in PDB Entries

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