Chemical Components in the PDB

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SUB : Summary

Code

SUB

One-letter code

X

Molecule name

3-PHENYL-2-{[4-(TOLUENE-4-SULFONYL)-THIOMORPHOLINE-3-CARBONYL]-AMINO}-PROPIONIC ACID ETHYL ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 ethyl N-({(3R)-4-[(4-methylphenyl)sulfonyl]thiomorpholin-3-yl}carbonyl)-L-phenylalaninate
OpenEye OEToolkits 1.5.0 ethyl 2-[[(3R,4R)-4-(4-methylphenyl)sulfonylthiomorpholin-3-yl]carbonylamino]-3-phenyl-propanoate

Formula

C23 H28 N2 O5 S2

Formal charge

0

Molecular weight

476.609 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=S(=O)(N2C(C(=O)NC(C(=O)OCC)Cc1ccccc1)CSCC2)c3ccc(cc3)C
SMILES CACTVS 3.341 CCOC(=O)[CH](Cc1ccccc1)NC(=O)[CH]2CSCCN2[S](=O)(=O)c3ccc(C)cc3
SMILES OpenEye OEToolkits 1.5.0 CCOC(=O)C(Cc1ccccc1)NC(=O)C2CSCCN2S(=O)(=O)c3ccc(cc3)C
Canonical SMILES CACTVS 3.341 CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]2CSCCN2[S](=O)(=O)c3ccc(C)cc3
Canonical SMILES OpenEye OEToolkits 1.5.0 CCOC(=O)C(Cc1ccccc1)NC(=O)[C@@H]2CSCC[N@]2S(=O)(=O)c3ccc(cc3)C

IUPAC InChI

InChI=1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1

IUPAC InChI key

NDDSSAGSYFVBTG-SFTDATJTSA-N
SUB

wwPDB Information

Atom count

60 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

L-PEPTIDE LINKING

Type code

ATOMP

Is modified

Yes

Standard parent

UNK

Defined at

2001-10-18

Last modified at

2021-03-13

Status

Released

Obsoleted

Not Assigned



SUB : Atoms of Molecule

Total Number of Atoms: 60
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 -0.236 0.373 0.952
2 N1 N N1 N N N 0 -1.496 -0.072 1.13
3 C2 C C2 S N N 0 -2.561 0.36 0.223
4 C3 C C3 N N N 0 -4.642 3.545 0.462
5 C4 C C4 N N N 0 -3.677 -0.686 0.211
6 C5 C C5 N Y N 0 -3.154 -1.973 -0.373
7 C6 C C6 N Y N 0 -2.585 -2.925 0.451
8 C7 C C7 N Y N 0 -2.104 -4.105 -0.085
9 C8 C C8 N Y N 0 -2.193 -4.333 -1.446
10 C9 C C9 N Y N 0 -2.763 -3.381 -2.27
11 C10 C C10 N Y N 0 -3.247 -2.202 -1.733
12 O1 O O1 N N N 0 -4.108 2.273 0.009
13 O2 O O2 N N N 0 -2.667 2.207 1.683
14 C11 C C11 N N N 0 -3.115 1.681 0.692
15 C12 C C12 N N N 0 -5.755 3.997 -0.486
16 C13 C C13 N N N 0 2.896 -1.593 1.876
17 O3 O O3 N N N 0 0.015 1.132 0.04
18 C14 C C14 N N N 0 3.854 -0.509 2.377
19 S1 S S1 N N N 0 2.961 0.606 3.496
20 C15 C C15 N N N 0 1.63 1.152 2.387
21 C16 C C16 R N N 0 0.86 -0.072 1.885
22 N2 N N2 N N N 0 1.774 -0.967 1.173
23 S2 S S2 N N N 0 1.536 -1.274 -0.437
24 C17 C C17 N Y N 0 2.262 0.054 -1.339
25 C18 C C18 N Y N 0 3.637 0.155 -1.434
26 C19 C C19 N Y N 0 4.206 1.197 -2.142
27 C20 C C20 N Y N 0 3.4 2.138 -2.755
28 C21 C C21 N Y N 0 2.024 2.036 -2.661
29 O4 O O4 N N N 0 2.326 -2.418 -0.732
30 C22 C C22 N Y N 0 1.455 0.992 -1.956
31 O5 O O5 N N N 0 0.135 -1.165 -0.648
32 C23 C C23 N N N 0 4.02 3.274 -3.526
33 HN1 H HN1 N N N 0 -1.697 -0.679 1.86
34 H2 H H2 N N Y 0 -2.158 0.473 -0.784
35 H31 H 1H3 N N N 0 -3.847 4.291 0.47
36 H32 H 2H3 N N N 0 -5.045 3.433 1.468
37 H41 H 1H4 N N N 0 -4.02 -0.863 1.231
38 H42 H 2H4 N N N 0 -4.508 -0.324 -0.394
39 H6 H H6 N N N 0 -2.515 -2.748 1.514
40 H7 H H7 N N N 0 -1.659 -4.849 0.559
41 H8 H H8 N N N 0 -1.817 -5.255 -1.865
42 H9 H H9 N N N 0 -2.832 -3.558 -3.333
43 H10 H H10 N N N 0 -3.692 -1.458 -2.377
44 H121 H 1H12 N N N 0 -5.352 4.109 -1.493
45 H122 H 2H12 N N N 0 -6.55 3.251 -0.495
46 H123 H 3H12 N N N 0 -6.156 4.952 -0.147
47 H131 H 1H13 N N N 0 3.425 -2.259 1.194
48 H132 H 2H13 N N N 0 2.519 -2.166 2.724
49 H141 H 1H14 N N N 0 4.239 0.057 1.529
50 H142 H 2H14 N N N 0 4.682 -0.975 2.911
51 H151 H 1H15 N N N 0 2.059 1.685 1.539
52 H152 H 2H15 N N N 0 0.953 1.812 2.929
53 H16 H H16 N N N 0 0.423 -0.599 2.734
54 H18 H H18 N N N 0 4.267 -0.58 -0.956
55 H19 H H19 N N N 0 5.281 1.276 -2.216
56 H21 H H21 N N N 0 1.394 2.771 -3.14
57 H22 H H22 N N N 0 0.381 0.912 -1.882
58 H231 H 1H23 N N N 0 4.153 2.977 -4.567
59 H232 H 2H23 N N N 0 3.367 4.146 -3.477
60 H233 H 3H23 N N N 0 4.989 3.522 -3.092



SUB : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 N1 C N sing 1.35 N N
2 C1 O3 C O doub 1.21 N N
3 C1 C16 C C sing 1.51 N N
4 N1 C2 N C sing 1.46 N N
5 N1 HN1 N H sing 0.97 N N
6 C2 C4 C C sing 1.53 N N
7 C2 C11 C C sing 1.51 N N
8 C2 H2 C H sing 1.09 N N
9 C3 O1 C O sing 1.45 N N
10 C3 C12 C C sing 1.53 N N
11 C3 H31 C H sing 1.09 N N
12 C3 H32 C H sing 1.09 N N
13 C4 C5 C C sing 1.51 N N
14 C4 H41 C H sing 1.09 N N
15 C4 H42 C H sing 1.09 N N
16 C5 C6 C C doub 1.38 N Y
17 C5 C10 C C sing 1.38 N Y
18 C6 C7 C C sing 1.38 N Y
19 C6 H6 C H sing 1.08 N N
20 C7 C8 C C doub 1.38 N Y
21 C7 H7 C H sing 1.08 N N
22 C8 C9 C C sing 1.38 N Y
23 C8 H8 C H sing 1.08 N N
24 C9 C10 C C doub 1.38 N Y
25 C9 H9 C H sing 1.08 N N
26 C10 H10 C H sing 1.08 N N
27 O1 C11 O C sing 1.34 N N
28 O2 C11 O C doub 1.21 N N
29 C12 H121 C H sing 1.09 N N
30 C12 H122 C H sing 1.09 N N
31 C12 H123 C H sing 1.09 N N
32 C13 C14 C C sing 1.53 N N
33 C13 N2 C N sing 1.46 N N
34 C13 H131 C H sing 1.09 N N
35 C13 H132 C H sing 1.09 N N
36 C14 S1 C S sing 1.81 N N
37 C14 H141 C H sing 1.09 N N
38 C14 H142 C H sing 1.09 N N
39 S1 C15 S C sing 1.82 N N
40 C15 C16 C C sing 1.53 N N
41 C15 H151 C H sing 1.09 N N
42 C15 H152 C H sing 1.09 N N
43 C16 N2 C N sing 1.46 N N
44 C16 H16 C H sing 1.09 N N
45 N2 S2 N S sing 1.66 N N
46 S2 C17 S C sing 1.76 N N
47 S2 O4 S O doub 1.42 N N
48 S2 O5 S O doub 1.42 N N
49 C17 C18 C C doub 1.38 N Y
50 C17 C22 C C sing 1.38 N Y
51 C18 C19 C C sing 1.38 N Y
52 C18 H18 C H sing 1.08 N N
53 C19 C20 C C doub 1.38 N Y
54 C19 H19 C H sing 1.08 N N
55 C20 C21 C C sing 1.38 N Y
56 C20 C23 C C sing 1.51 N N
57 C21 C22 C C doub 1.38 N Y
58 C21 H21 C H sing 1.08 N N
59 C22 H22 C H sing 1.08 N N
60 C23 H231 C H sing 1.09 N N
61 C23 H232 C H sing 1.09 N N
62 C23 H233 C H sing 1.09 N N



SUB : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
SUB 1j4h Open in New Window Bound ligand 1 1