Chemical Components in the PDB

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2CW : Summary

Code

2CW

One-letter code

X

Molecule name

4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3R)-3-hydroxy-2-methyl-1-nitroso-1-oxobutan-2-yl]benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-[4-(4-aminophenyl)buta-1,3-diyn-1-yl]-N-[(2S,3R)-3-hydroxy-2-methyl-1-nitroso-1-oxobutan-2-yl]benzamide
OpenEye OEToolkits 1.7.6 4-[4-(4-aminophenyl)buta-1,3-diynyl]-N-[(2S,3R)-2-methyl-1-nitroso-3-oxidanyl-1-oxidanylidene-butan-2-yl]benzamide

Formula

C22 H19 N3 O4

Formal charge

0

Molecular weight

389.404 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=NC(=O)C(NC(=O)c2ccc(C#CC#Cc1ccc(N)cc1)cc2)(C)C(O)C
SMILES CACTVS 3.385 C[CH](O)[C](C)(NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)N=O
SMILES OpenEye OEToolkits 1.7.6 CC(C(C)(C(=O)N=O)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)O
Canonical SMILES CACTVS 3.385 C[C@@H](O)[C@](C)(NC(=O)c1ccc(cc1)C#CC#Cc2ccc(N)cc2)C(=O)N=O
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@H]([C@@](C)(C(=O)N=O)NC(=O)c1ccc(cc1)C#CC#Cc2ccc(cc2)N)O

IUPAC InChI

InChI=1S/C22H19N3O4/c1-15(26)22(2,21(28)25-29)24-20(27)18-11-7-16(8-12-18)5-3-4-6-17-9-13-19(23)14-10-17/h7-15,26H,23H2,1-2H3,(H,24,27)/t15-,22+/m1/s1

IUPAC InChI key

TVYJPPDJMQUKRB-QRQCRPRQSA-N
2CW

wwPDB Information

Atom count

48 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-09-20

Last modified at

2013-10-18

Status

Released

Obsoleted

Not Assigned



2CW : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C02 C C02 N N N 0 -6.337 1.23 -0.4
2 C05 C C05 S N N 0 -5.682 -0.125 -0.324
3 C07 C C07 N N N 0 -3.429 -1.048 -0.222
4 C08 C C08 N Y N 0 -1.963 -0.884 -0.188
5 C09 C C09 N Y N 0 -1.136 -2.01 -0.117
6 C10 C C10 N Y N 0 0.221 -1.86 -0.086
7 C11 C C11 N Y N 0 0.784 -0.578 -0.125
8 C12 C C12 N N N 0 2.207 -0.419 -0.093
9 C13 C C13 N N N 0 3.374 -0.289 -0.066
10 C14 C C14 N N N 0 4.742 -0.137 -0.035
11 C15 C C15 N N N 0 5.908 -0.0070 -0.0090
12 C16 C C16 N Y N 0 7.331 0.152 0.023
13 C17 C C17 N Y N 0 7.896 1.432 -0.016
14 C18 C C18 N Y N 0 9.264 1.58 0.016
15 C19 C C19 N Y N 0 10.085 0.459 0.087
16 C20 C C20 N Y N 0 9.528 -0.816 0.126
17 C21 C C21 N Y N 0 8.161 -0.973 0.1
18 C23 C C23 N Y N 0 -0.045 0.549 -0.196
19 C24 C C24 N Y N 0 -1.401 0.396 -0.233
20 C26 C C26 R N N 0 -6.144 -0.845 0.945
21 C28 C C28 N N N 0 -5.751 -0.018 2.171
22 C29 C C29 N N N 0 -6.075 -0.952 -1.55
23 H10 H H10 N N N 0 11.86 1.501 0.091
24 H11 H H11 N N N 0 12.044 -0.167 0.168
25 H12 H H12 N N N 0 0.388 1.538 -0.226
26 H13 H H13 N N N 0 -2.041 1.264 -0.293
27 H14 H H14 N N N 0 -5.671 -1.825 1.0
28 H15 H H15 N N N 0 -8.052 -0.169 0.863
29 H16 H H16 N N N 0 -6.225 0.962 2.116
30 H17 H H17 N N N 0 -6.081 -0.531 3.075
31 H18 H H18 N N N 0 -4.668 0.102 2.196
32 H19 H H19 N N N 0 -5.746 -0.439 -2.454
33 H20 H H20 N N N 0 -5.601 -1.932 -1.495
34 H21 H H21 N N N 0 -7.158 -1.072 -1.575
35 H3 H H3 N N N 0 -3.836 0.925 -0.318
36 H4 H H4 N N N 0 -1.57 -2.998 -0.086
37 H5 H H5 N N N 0 0.859 -2.729 -0.03
38 H6 H H6 N N N 0 7.259 2.303 -0.071
39 H7 H H7 N N N 0 9.7 2.567 -0.015
40 H8 H H8 N N N 0 10.17 -1.683 0.18
41 H9 H H9 N N N 0 7.729 -1.962 0.135
42 N03 N N03 N N N 0 -5.791 2.279 0.245
43 N06 N N06 N N N 0 -4.226 0.037 -0.291
44 N22 N N22 N N N 0 11.47 0.613 0.119
45 O01 O O01 N N N 0 -7.354 1.374 -1.036
46 O04 O O04 N N N 0 -6.323 3.374 0.187
47 O25 O O25 N N N 0 -3.917 -2.161 -0.188
48 O27 O O27 N N N 0 -7.564 -1.003 0.912



2CW : Chemical Bonds

Total Number of Bonds: 49
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O27 C26 O C sing 1.43 N N
2 C26 C28 C C sing 1.53 N N
3 C26 C05 C C sing 1.53 N N
4 N03 O04 N O doub 1.22 N N
5 N03 C02 N C sing 1.35 N N
6 C29 C05 C C sing 1.53 N N
7 C05 C02 C C sing 1.51 N N
8 C05 N06 C N sing 1.47 N N
9 C02 O01 C O doub 1.21 N N
10 N06 C07 N C sing 1.35 N N
11 O25 C07 O C doub 1.22 N N
12 C07 C08 C C sing 1.48 N N
13 C24 C08 C C doub 1.4 N Y
14 C24 C23 C C sing 1.37 N Y
15 C08 C09 C C sing 1.4 N Y
16 C23 C11 C C doub 1.4 N Y
17 C09 C10 C C doub 1.37 N Y
18 C11 C10 C C sing 1.4 N Y
19 C11 C12 C C sing 1.43 N N
20 C12 C13 C C trip 1.17 N N
21 C13 C14 C C sing 1.38 N N
22 C14 C15 C C trip 1.17 N N
23 C15 C16 C C sing 1.43 N N
24 C16 C17 C C doub 1.4 N Y
25 C16 C21 C C sing 1.4 N Y
26 C17 C18 C C sing 1.38 N Y
27 C21 C20 C C doub 1.38 N Y
28 C18 C19 C C doub 1.39 N Y
29 C20 C19 C C sing 1.39 N Y
30 C19 N22 C N sing 1.39 N N
31 N06 H3 N H sing 0.97 N N
32 C09 H4 C H sing 1.08 N N
33 C10 H5 C H sing 1.08 N N
34 C17 H6 C H sing 1.08 N N
35 C18 H7 C H sing 1.08 N N
36 C20 H8 C H sing 1.08 N N
37 C21 H9 C H sing 1.08 N N
38 N22 H10 N H sing 0.97 N N
39 N22 H11 N H sing 0.97 N N
40 C23 H12 C H sing 1.08 N N
41 C24 H13 C H sing 1.08 N N
42 C26 H14 C H sing 1.09 N N
43 O27 H15 O H sing 0.97 N N
44 C28 H16 C H sing 1.09 N N
45 C28 H17 C H sing 1.09 N N
46 C28 H18 C H sing 1.09 N N
47 C29 H19 C H sing 1.09 N N
48 C29 H20 C H sing 1.09 N N
49 C29 H21 C H sing 1.09 N N



2CW : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
2CW 4mqy Open in New Window Bound ligand 1 1