Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

EXH : Summary

Code

EXH

One-letter code

X

Molecule name

(2~{R},3~{R},4~{S})-1-[(2~{S})-2-acetamido-3,3-dimethyl-butanoyl]-3-fluoranyl-~{N}-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-4-oxidanyl-pyrrolidine-2-carboxamide

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 (2~{R},3~{R},4~{S})-1-[(2~{S})-2-acetamido-3,3-dimethyl-butanoyl]-3-fluoranyl-~{N}-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-4-oxidanyl-pyrrolidine-2-carboxamide

Formula

C24 H31 F N4 O4 S

Formal charge

0

Molecular weight

490.591 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC(=O)N[CH](C(=O)N1C[CH](O)[CH](F)[CH]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C
SMILES OpenEye OEToolkits 2.0.6 Cc1c(scn1)c2ccc(cc2)CNC(=O)C3C(C(CN3C(=O)C(C(C)(C)C)NC(=O)C)O)F
Canonical SMILES CACTVS 3.385 CC(=O)N[C@H](C(=O)N1C[C@H](O)[C@H](F)[C@H]1C(=O)NCc2ccc(cc2)c3scnc3C)C(C)(C)C
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1c(scn1)c2ccc(cc2)CNC(=O)[C@@H]3[C@H]([C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)C)O)F

IUPAC InChI

InChI=1S/C24H31FN4O4S/c1-13-20(34-12-27-13)16-8-6-15(7-9-16)10-26-22(32)19-18(25)17(31)11-29(19)23(33)21(24(3,4)5)28-14(2)30/h6-9,12,17-19,21,31H,10-11H2,1-5H3,(H,26,32)(H,28,30)/t17-,18-,19-,21+/m0/s1

IUPAC InChI key

MNNVXLLCYGGFOQ-VNYTWHDVSA-N
EXH

wwPDB Information

Atom count

65 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-05-03

Last modified at

2018-07-06

Status

Released

Obsoleted

Not Assigned



EXH : Atoms of Molecule

Total Number of Atoms: 65
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAA C C1 N N N 0 7.976 2.012 -2.125
2 CAV C C2 N N N 0 7.212 1.091 -1.209
3 OAF O O1 N N N 0 7.788 0.192 -0.633
4 N N N1 N N N 0 5.888 1.267 -1.029
5 CA C C3 S N N 0 5.144 0.372 -0.138
6 CB C C4 N N N 0 5.258 0.876 1.302
7 CG1 C C5 N N N 0 4.781 2.328 1.373
8 CAE C C6 N N N 0 4.391 0.008 2.216
9 CG2 C C7 N N N 0 6.717 0.795 1.757
10 C C C8 N N N 0 3.695 0.345 -0.548
11 O O O2 N N N 0 3.176 1.341 -1.007
12 NBG N N2 N N N 0 2.974 -0.785 -0.406
13 CAQ C C9 N N N 0 3.498 -2.086 0.05
14 CBC C C10 S N N 0 2.267 -2.828 0.628
15 OAI O O3 N N N 0 2.454 -4.244 0.58
16 CBD C C11 R N N 0 1.147 -2.381 -0.349
17 FAJ F F1 N N N 0 1.15 -3.164 -1.508
18 OAG O O4 N N N 0 1.332 0.757 0.972
19 CBF C C12 R N N 0 1.535 -0.923 -0.673
20 CAW C C13 N N N 0 0.752 0.022 0.201
21 NAS N N3 N N N 0 -0.594 0.051 0.125
22 CAP C C14 N N N 0 -1.356 0.97 0.975
23 CAZ C C15 N Y N 0 -2.828 0.805 0.698
24 CAL C C16 N Y N 0 -3.567 -0.112 1.424
25 CAN C C17 N Y N 0 -4.915 -0.268 1.176
26 CAK C C18 N Y N 0 -3.436 1.576 -0.276
27 CAM C C19 N Y N 0 -4.784 1.431 -0.533
28 CBA C C20 N Y N 0 -5.533 0.503 0.191
29 CBB C C21 N Y N 0 -6.978 0.342 -0.08
30 SAU S S1 N Y N 0 -8.261 0.283 1.127
31 CAO C C22 N Y N 0 -9.427 0.093 -0.108
32 NAR N N4 N Y N 0 -8.858 0.083 -1.267
33 CAY C C23 N Y N 0 -7.551 0.219 -1.297
34 CAB C C24 N N N 0 -6.758 0.225 -2.578
35 H1 H H1 N N N 0 7.97 1.605 -3.136
36 H2 H H2 N N N 0 7.507 2.996 -2.126
37 H3 H H3 N N N 0 9.005 2.1 -1.775
38 H4 H H4 N N N 0 5.427 1.985 -1.489
39 H5 H H5 N N N 0 5.559 -0.634 -0.205
40 H6 H H6 N N N 0 3.742 2.385 1.049
41 H7 H H7 N N N 0 4.862 2.687 2.399
42 H8 H H8 N N N 0 5.399 2.946 0.722
43 H9 H H9 N N N 0 4.782 -1.009 2.23
44 H10 H H10 N N N 0 4.405 0.417 3.226
45 H11 H H11 N N N 0 3.366 -0.002 1.843
46 H12 H H12 N N N 0 7.335 1.414 1.106
47 H13 H H13 N N N 0 6.798 1.155 2.783
48 H14 H H14 N N N 0 7.057 -0.239 1.706
49 H15 H H15 N N N 0 3.917 -2.641 -0.789
50 H16 H H16 N N N 0 4.253 -1.941 0.823
51 H17 H H17 N N N 0 2.054 -2.498 1.645
52 H18 H H18 N N N 0 3.207 -4.559 1.099
53 H19 H H19 N N N 0 0.175 -2.421 0.142
54 H20 H H20 N N N 0 1.336 -0.712 -1.723
55 H21 H H21 N N N 0 -1.058 -0.537 -0.491
56 H22 H H22 N N N 0 -1.155 0.746 2.023
57 H23 H H23 N N N 0 -1.058 1.996 0.758
58 H24 H H24 N N N 0 -3.087 -0.708 2.187
59 H25 H H25 N N N 0 -5.49 -0.984 1.743
60 H26 H H26 N N N 0 -2.855 2.293 -0.836
61 H27 H H27 N N N 0 -5.258 2.033 -1.294
62 H28 H H28 N N N 0 -10.49 -0.004 0.058
63 H29 H H29 N N N 0 -6.594 1.254 -2.899
64 H30 H H30 N N N 0 -5.796 -0.261 -2.413
65 H31 H H31 N N N 0 -7.309 -0.313 -3.349



EXH : Chemical Bonds

Total Number of Bonds: 67
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 NAR CAO N C doub 1.29 N Y
2 NAR CAY N C sing 1.31 N Y
3 CAO SAU C S sing 1.71 N Y
4 CAB CAY C C sing 1.51 N N
5 CAY CBB C C doub 1.35 N Y
6 SAU CBB S C sing 1.76 N Y
7 CBB CBA C C sing 1.48 N N
8 CBA CAN C C doub 1.4 N Y
9 CBA CAM C C sing 1.4 N Y
10 CAN CAL C C sing 1.38 N Y
11 CAM CAK C C doub 1.38 N Y
12 CAL CAZ C C doub 1.38 N Y
13 CAK CAZ C C sing 1.38 N Y
14 CAZ CAP C C sing 1.51 N N
15 CAP NAS C N sing 1.47 N N
16 NAS CAW N C sing 1.35 N N
17 FAJ CBD F C sing 1.4 N N
18 CBD CBF C C sing 1.54 N N
19 CBD CBC C C sing 1.55 N N
20 CAW OAG C O doub 1.21 N N
21 CAW CBF C C sing 1.51 N N
22 CBF NBG C N sing 1.47 N N
23 CBC OAI C O sing 1.43 N N
24 CBC CAQ C C sing 1.55 N N
25 NBG CAQ N C sing 1.47 N N
26 NBG C N C sing 1.35 N N
27 O C O C doub 1.21 N N
28 C CA C C sing 1.51 N N
29 CAE CB C C sing 1.53 N N
30 CA CB C C sing 1.53 N N
31 CA N C N sing 1.47 N N
32 CG2 CB C C sing 1.53 N N
33 CB CG1 C C sing 1.53 N N
34 N CAV N C sing 1.35 N N
35 CAV OAF C O doub 1.21 N N
36 CAV CAA C C sing 1.51 N N
37 CAA H1 C H sing 1.09 N N
38 CAA H2 C H sing 1.09 N N
39 CAA H3 C H sing 1.09 N N
40 N H4 N H sing 0.97 N N
41 CA H5 C H sing 1.09 N N
42 CG1 H6 C H sing 1.09 N N
43 CG1 H7 C H sing 1.09 N N
44 CG1 H8 C H sing 1.09 N N
45 CAE H9 C H sing 1.09 N N
46 CAE H10 C H sing 1.09 N N
47 CAE H11 C H sing 1.09 N N
48 CG2 H12 C H sing 1.09 N N
49 CG2 H13 C H sing 1.09 N N
50 CG2 H14 C H sing 1.09 N N
51 CAQ H15 C H sing 1.09 N N
52 CAQ H16 C H sing 1.09 N N
53 CBC H17 C H sing 1.09 N N
54 OAI H18 O H sing 0.97 N N
55 CBD H19 C H sing 1.09 N N
56 CBF H20 C H sing 1.09 N N
57 NAS H21 N H sing 0.97 N N
58 CAP H22 C H sing 1.09 N N
59 CAP H23 C H sing 1.09 N N
60 CAL H24 C H sing 1.08 N N
61 CAN H25 C H sing 1.08 N N
62 CAK H26 C H sing 1.08 N N
63 CAM H27 C H sing 1.08 N N
64 CAO H28 C H sing 1.08 N N
65 CAB H29 C H sing 1.09 N N
66 CAB H30 C H sing 1.09 N N
67 CAB H31 C H sing 1.09 N N



EXH : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
EXH 6gfy Open in New Window Bound ligand 4 1