Chemical Components in the PDB

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TG0 : Summary

Code

TG0

One-letter code

X

Molecule name

(2S,4R)-1-(3-amino-2-methylbenzoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R)-1-(3-amino-2-methylbenzoyl)-4-hydroxy-N-[4-(4-methyl-1,3-thiazol-5-yl)benzyl]-L-prolinamide
OpenEye OEToolkits 1.9.2 (2S,4R)-1-(3-azanyl-2-methyl-phenyl)carbonyl-N-[[4-(4-methyl-1,3-thiazol-5-yl)phenyl]methyl]-4-oxidanyl-pyrrolidine-2-carboxamide

Formula

C24 H26 N4 O3 S

Formal charge

0

Molecular weight

450.553 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(c1cccc(N)c1C)N2CC(O)CC2C(=O)NCc4ccc(c3scnc3C)cc4
SMILES CACTVS 3.385 Cc1ncsc1c2ccc(CNC(=O)[CH]3C[CH](O)CN3C(=O)c4cccc(N)c4C)cc2
SMILES OpenEye OEToolkits 1.9.2 Cc1c(cccc1N)C(=O)N2CC(CC2C(=O)NCc3ccc(cc3)c4c(ncs4)C)O
Canonical SMILES CACTVS 3.385 Cc1ncsc1c2ccc(CNC(=O)[C@@H]3C[C@@H](O)CN3C(=O)c4cccc(N)c4C)cc2
Canonical SMILES OpenEye OEToolkits 1.9.2 Cc1c(cccc1N)C(=O)N2C[C@@H](C[C@H]2C(=O)NCc3ccc(cc3)c4c(ncs4)C)O

IUPAC InChI

InChI=1S/C24H26N4O3S/c1-14-19(4-3-5-20(14)25)24(31)28-12-18(29)10-21(28)23(30)26-11-16-6-8-17(9-7-16)22-15(2)27-13-32-22/h3-9,13,18,21,29H,10-12,25H2,1-2H3,(H,26,30)/t18-,21+/m1/s1

IUPAC InChI key

AFUSGLDYQSDIEU-NQIIRXRSSA-N
TG0

wwPDB Information

Atom count

58 (32 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-09-05

Last modified at

2014-09-05

Status

Released

Obsoleted

Not Assigned



TG0 : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N01 N N01 N N N 0 -7.671 3.04 -0.486
2 C02 C C02 N Y N 0 -7.129 1.87 0.052
3 C03 C C03 N Y N 0 -5.755 1.679 0.053
4 C04 C C04 N N N 0 -4.845 2.733 -0.525
5 C05 C C05 N Y N 0 -5.219 0.51 0.591
6 C06 C C06 N N N 0 -3.755 0.299 0.596
7 N07 N N07 N N N 0 -3.252 -0.936 0.402
8 C08 C C08 S N N 0 -1.833 -1.308 0.5
9 C09 C C09 N N N 0 -1.024 -0.511 -0.492
10 N10 N N10 N N N 0 0.31 -0.399 -0.338
11 C11 C C11 N N N 0 1.096 0.376 -1.302
12 C12 C C12 N Y N 0 2.549 0.344 -0.906
13 C13 C C13 N Y N 0 3.373 -0.658 -1.389
14 C14 C C14 N Y N 0 4.705 -0.693 -1.03
15 C15 C C15 N Y N 0 5.221 0.285 -0.178
16 C16 C C16 N Y N 0 6.647 0.253 0.211
17 C17 C C17 N Y N 0 7.509 1.291 0.158
18 C18 C C18 N N N 0 7.11 2.663 -0.322
19 N19 N N19 N Y N 0 8.727 1.003 0.561
20 C20 C C20 N Y N 0 8.95 -0.208 0.95
21 S21 S S21 N Y N 0 7.523 -1.143 0.833
22 C22 C C22 N Y N 0 4.385 1.293 0.305
23 C23 C C23 N Y N 0 3.056 1.319 -0.066
24 O27 O O27 N N N 0 -3.428 -4.444 -0.529
25 O24 O O24 N N N 0 -1.574 0.03 -1.428
26 C25 C C25 N N N 0 -1.73 -2.812 0.172
27 C26 C C26 R N N 0 -3.021 -3.079 -0.645
28 C28 C C28 N N N 0 -4.033 -2.139 0.061
29 O29 O O29 N N N 0 -3.007 1.239 0.777
30 C30 C C30 N Y N 0 -6.068 -0.461 1.124
31 C31 C C31 N Y N 0 -7.434 -0.262 1.118
32 C32 C C32 N Y N 0 -7.965 0.9 0.59
33 H011 H H011 N N N 0 -7.087 3.719 -0.859
34 H012 H H012 N N N 0 -8.632 3.172 -0.491
35 H32 H H32 N N N 0 -9.034 1.052 0.593
36 H041 H H041 N N N 0 -4.629 3.483 0.236
37 H042 H H042 N N N 0 -3.914 2.269 -0.852
38 H043 H H043 N N N 0 -5.333 3.208 -1.375
39 H30 H H30 N N N 0 -5.657 -1.368 1.542
40 H08 H H08 N N N 0 -1.469 -1.12 1.51
41 H281 H H281 N N N 0 -4.423 -2.606 0.965
42 H112 H H112 N N N 0 0.744 1.408 -1.311
43 H282 H H282 N N N 0 -4.848 -1.882 -0.616
44 H251 H H251 N N N 0 -0.844 -3.016 -0.43
45 H252 H H252 N N N 0 -1.721 -3.406 1.086
46 H10 H H10 N N N 0 0.75 -0.831 0.41
47 H111 H H111 N N N 0 0.98 -0.056 -2.296
48 H13 H H13 N N N 0 2.972 -1.414 -2.048
49 H23 H H23 N N N 0 2.409 2.101 0.304
50 H14 H H14 N N N 0 5.346 -1.476 -1.406
51 H22 H H22 N N N 0 4.778 2.052 0.965
52 H181 H H181 N N N 0 6.841 3.283 0.533
53 H182 H H182 N N N 0 7.945 3.119 -0.853
54 H183 H H183 N N N 0 6.255 2.579 -0.993
55 H20 H H20 N N N 0 9.901 -0.577 1.303
56 H26 H H26 N N N 0 -2.887 -2.801 -1.69
57 H27 H H27 N N N 0 -4.231 -4.659 -1.022
58 H31 H H31 N N N 0 -8.089 -1.015 1.531



TG0 : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N01 C02 N C sing 1.4 N N
2 C02 C03 C C sing 1.39 N Y
3 C02 C32 C C doub 1.39 N Y
4 C03 C04 C C sing 1.51 N N
5 C03 C05 C C doub 1.39 N Y
6 C05 C06 C C sing 1.48 N N
7 C05 C30 C C sing 1.4 N Y
8 C06 N07 C N sing 1.35 N N
9 C06 O29 C O doub 1.21 N N
10 N07 C08 N C sing 1.47 N N
11 N07 C28 N C sing 1.47 N N
12 C08 C09 C C sing 1.51 N N
13 C08 C25 C C sing 1.54 N N
14 C09 N10 C N sing 1.35 N N
15 C09 O24 C O doub 1.21 N N
16 N10 C11 N C sing 1.47 N N
17 C11 C12 C C sing 1.51 N N
18 C12 C13 C C sing 1.38 N Y
19 C12 C23 C C doub 1.38 N Y
20 C13 C14 C C doub 1.38 N Y
21 C14 C15 C C sing 1.4 N Y
22 C15 C16 C C sing 1.48 N N
23 C15 C22 C C doub 1.4 N Y
24 C16 C17 C C doub 1.35 N Y
25 C16 S21 C S sing 1.76 N Y
26 C17 C18 C C sing 1.51 N N
27 C17 N19 C N sing 1.31 N Y
28 N19 C20 N C doub 1.29 N Y
29 C20 S21 C S sing 1.71 N Y
30 C22 C23 C C sing 1.38 N Y
31 C25 C26 C C sing 1.55 N N
32 C26 O27 C O sing 1.43 N N
33 C26 C28 C C sing 1.55 N N
34 C30 C31 C C doub 1.38 N Y
35 C31 C32 C C sing 1.38 N Y
36 N01 H011 N H sing 0.97 N N
37 N01 H012 N H sing 0.97 N N
38 C32 H32 C H sing 1.08 N N
39 C04 H041 C H sing 1.09 N N
40 C04 H042 C H sing 1.09 N N
41 C04 H043 C H sing 1.09 N N
42 C30 H30 C H sing 1.08 N N
43 C08 H08 C H sing 1.09 N N
44 C28 H281 C H sing 1.09 N N
45 C28 H282 C H sing 1.09 N N
46 C25 H251 C H sing 1.09 N N
47 C25 H252 C H sing 1.09 N N
48 N10 H10 N H sing 0.97 N N
49 C11 H111 C H sing 1.09 N N
50 C11 H112 C H sing 1.09 N N
51 C13 H13 C H sing 1.08 N N
52 C23 H23 C H sing 1.08 N N
53 C14 H14 C H sing 1.08 N N
54 C22 H22 C H sing 1.08 N N
55 C18 H181 C H sing 1.09 N N
56 C18 H182 C H sing 1.09 N N
57 C18 H183 C H sing 1.09 N N
58 C20 H20 C H sing 1.08 N N
59 C26 H26 C H sing 1.09 N N
60 O27 H27 O H sing 0.97 N N
61 C31 H31 C H sing 1.08 N N



TG0 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
TG0 4b9k Open in New Window Bound ligand 4 1