Chemical Components in the PDB

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YWO : Summary

Code

YWO

One-letter code

X

Molecule name

O-(5-methyl-2-nitrophenyl)-D-tyrosinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 O-(5-methyl-2-nitrophenyl)-D-tyrosinamide
OpenEye OEToolkits 1.7.6 (2R)-2-azanyl-3-[4-(5-methyl-2-nitro-phenoxy)phenyl]propanamide

Formula

C16 H17 N3 O4

Formal charge

0

Molecular weight

315.324 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(N)C(N)Cc2ccc(Oc1cc(ccc1[N+]([O-])=O)C)cc2
SMILES CACTVS 3.385 Cc1ccc(c(Oc2ccc(C[CH](N)C(N)=O)cc2)c1)[N+]([O-])=O
SMILES OpenEye OEToolkits 1.7.6 Cc1ccc(c(c1)Oc2ccc(cc2)CC(C(=O)N)N)[N+](=O)[O-]
Canonical SMILES CACTVS 3.385 Cc1ccc(c(Oc2ccc(C[C@@H](N)C(N)=O)cc2)c1)[N+]([O-])=O
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1ccc(c(c1)Oc2ccc(cc2)C[C@H](C(=O)N)N)[N+](=O)[O-]

IUPAC InChI

InChI=1S/C16H17N3O4/c1-10-2-7-14(19(21)22)15(8-10)23-12-5-3-11(4-6-12)9-13(17)16(18)20/h2-8,13H,9,17H2,1H3,(H2,18,20)/t13-/m1/s1

IUPAC InChI key

YQBKHPZUMXXXFB-CYBMUJFWSA-N
YWO

wwPDB Information

Atom count

40 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-08-20

Last modified at

2014-10-03

Status

Released

Obsoleted

Not Assigned



YWO : Atoms of Molecule

Total Number of Atoms: 40
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 -4.934 0.619 -0.024
2 N1 N N1 N N N 1 -4.326 -1.78 0.116
3 O1 O O1 N N N 0 -1.646 -0.936 0.067
4 C2 C C2 N Y N 0 -3.952 -0.351 0.033
5 N2 N N2 N N N 0 4.482 -1.278 -1.13
6 O2 O O2 N N N 0 -5.501 -2.102 0.135
7 C3 C C3 N Y N 0 -2.614 0.016 0.011
8 N3 N N3 N N N 0 6.571 0.38 1.387
9 O3 O O3 N N N -1 -3.46 -2.635 0.166
10 C4 C C4 N Y N 0 -2.266 1.357 -0.068
11 O4 O O4 N N N 0 6.79 -0.007 -0.786
12 C5 C C5 N Y N 0 -3.252 2.323 -0.124
13 C6 C C6 N Y N 0 -4.584 1.955 -0.102
14 C7 C C7 N Y N 0 -0.349 -0.529 0.054
15 C8 C C8 N Y N 0 0.306 -0.258 1.247
16 C9 C C9 N Y N 0 1.624 0.155 1.232
17 C10 C C10 N Y N 0 2.29 0.299 0.03
18 C11 C C11 N Y N 0 1.64 0.031 -1.161
19 C12 C C12 N Y N 0 0.324 -0.388 -1.151
20 C13 C C13 N N N 0 -2.875 3.78 -0.21
21 C14 C C14 N N N 0 3.728 0.751 0.016
22 C15 C C15 R N N 0 4.647 -0.471 0.086
23 C16 C C16 N N N 0 6.08 -0.016 0.197
24 H1 H H1 N N N 0 -5.975 0.333 -0.011
25 HN2 H HN2 N N N 0 3.545 -1.649 -1.193
26 H4 H H4 N N N 0 -1.225 1.646 -0.085
27 HN2A H HN2A N N N 0 4.716 -0.744 -1.953
28 HN3 H HN3 N N N 0 7.493 0.672 1.459
29 HN3A H HN3A N N N 0 6.003 0.372 2.174
30 H6 H H6 N N N 0 -5.354 2.711 -0.146
31 H8 H H8 N N N 0 -0.215 -0.37 2.187
32 H9 H H9 N N N 0 2.134 0.366 2.161
33 H11 H H11 N N N 0 2.163 0.144 -2.099
34 H12 H H12 N N N 0 -0.182 -0.602 -2.081
35 H13 H H13 N N N 0 -2.785 4.071 -1.257
36 H13A H H13A N N N 0 -3.646 4.383 0.269
37 H13B H H13B N N N 0 -1.923 3.939 0.295
38 H14 H H14 N N N 0 3.927 1.303 -0.902
39 H14A H H14A N N N 0 3.915 1.395 0.875
40 H15 H H15 N N N 0 4.388 -1.071 0.959



YWO : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C doub 1.38 N Y
2 C1 C6 C C sing 1.38 N Y
3 N1 C2 N C sing 1.48 N N
4 N1 O2 N O doub 1.22 N N
5 N1 O3 N O sing 1.22 N N
6 O1 C3 O C sing 1.36 N N
7 O1 C7 O C sing 1.36 N N
8 C2 C3 C C sing 1.39 N Y
9 N2 C15 N C sing 1.47 N N
10 C3 C4 C C doub 1.39 N Y
11 N3 C16 N C sing 1.35 N N
12 C4 C5 C C sing 1.38 N Y
13 O4 C16 O C doub 1.21 N N
14 C5 C6 C C doub 1.38 N Y
15 C5 C13 C C sing 1.51 N N
16 C7 C8 C C doub 1.39 N Y
17 C7 C12 C C sing 1.39 N Y
18 C8 C9 C C sing 1.38 N Y
19 C9 C10 C C doub 1.38 N Y
20 C10 C11 C C sing 1.38 N Y
21 C10 C14 C C sing 1.51 N N
22 C11 C12 C C doub 1.38 N Y
23 C14 C15 C C sing 1.53 N N
24 C15 C16 C C sing 1.51 N N
25 C1 H1 C H sing 1.08 N N
26 N2 HN2 N H sing 1.01 N N
27 N2 HN2A N H sing 1.01 N N
28 N3 HN3 N H sing 0.97 N N
29 N3 HN3A N H sing 0.97 N N
30 C4 H4 C H sing 1.08 N N
31 C6 H6 C H sing 1.08 N N
32 C8 H8 C H sing 1.08 N N
33 C9 H9 C H sing 1.08 N N
34 C11 H11 C H sing 1.08 N N
35 C12 H12 C H sing 1.08 N N
36 C13 H13 C H sing 1.09 N N
37 C13 H13A C H sing 1.09 N N
38 C13 H13B C H sing 1.09 N N
39 C14 H14 C H sing 1.09 N N
40 C14 H14A C H sing 1.09 N N
41 C15 H15 C H sing 1.09 N N



YWO : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
YWO 4ux6 Open in New Window Bound ligand 1 1