Chemical Components in the PDB

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PSR : Summary

Code

PSR

One-letter code

X

Molecule name

THIOBUTYRIC ACID S-{2-[3-(2-HYDROXY-3,3-DIMETHYL-4-PHOSPHONOOXY-BUTYRYLAMINO)-PROPIONYLAMINO]-ETHYL} ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] butanethioate
OpenEye OEToolkits 1.5.0 S-[2-[3-[[(2S)-2-hydroxy-3,3-dimethyl-4-phosphonooxy-butanoyl]amino]propanoylamino]ethyl] butanethioate

Formula

C15 H29 N2 O8 P S

Formal charge

0

Molecular weight

428.438 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(=O)(O)O)CCC
SMILES CACTVS 3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[CH](O)C(C)(C)CO[P](O)(O)=O
SMILES OpenEye OEToolkits 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)O)O
Canonical SMILES CACTVS 3.341 CCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](O)C(C)(C)CO[P](O)(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 CCCC(=O)SCCNC(=O)CCNC(=O)[C@H](C(C)(C)COP(=O)(O)O)O

IUPAC InChI

InChI=1S/C15H29N2O8PS/c1-4-5-12(19)27-9-8-16-11(18)6-7-17-14(21)13(20)15(2,3)10-25-26(22,23)24/h13,20H,4-10H2,1-3H3,(H,16,18)(H,17,21)(H2,22,23,24)/t13-/m1/s1

IUPAC InChI key

PZIQDUSGQUZEBS-CYBMUJFWSA-N
PSR

wwPDB Information

Atom count

56 (27 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-02-26

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



PSR : Atoms of Molecule

Total Number of Atoms: 56
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O23 O O23 N N N 0 8.56 -0.096 -1.127
2 P24 P P24 N N N 0 7.793 -1.412 -0.584
3 O25 O O25 N N N 0 8.576 -2.262 0.374
4 O26 O O26 N N N 0 7.332 -2.161 -1.942
5 O27 O O27 N N N 0 6.399 -0.834 -0.007
6 C28 C C28 N N N 0 5.601 -0.02 -0.859
7 C29 C C29 N N N 0 4.309 0.441 -0.14
8 C32 C C32 S N N 0 3.435 1.332 -1.071
9 C30 C C30 N N N 0 3.488 -0.809 0.258
10 C31 C C31 N N N 0 4.674 1.187 1.159
11 O33 O O33 N N N 0 3.084 0.605 -2.245
12 C34 C C34 N N N 0 4.125 2.61 -1.544
13 O35 O O35 N N N 0 4.84 2.639 -2.544
14 N36 N N36 N N N 0 3.834 3.704 -0.745
15 C37 C C37 N N N 0 4.349 5.028 -1.005
16 C38 C C38 N N N 0 5.679 5.214 -0.288
17 C39 C C39 N N N 0 5.559 5.038 1.215
18 O40 O O40 N N N 0 4.499 4.776 1.778
19 N41 N N41 N N N 0 6.78 5.211 1.849
20 C42 C C42 N N N 0 6.944 5.1 3.28
21 C43 C C43 N N N 0 7.277 3.685 3.733
22 S1 S S1 N N N 0 8.802 3.058 2.964
23 C1 C C1 N N N 0 8.831 1.421 3.625
24 O1 O O1 N N N 0 7.971 0.992 4.383
25 C2 C C2 N N N 0 10.028 0.62 3.151
26 C3 C C3 N N N 0 10.05 -0.785 3.75
27 C4 C C4 N N N 0 11.235 -1.589 3.242
28 H231 H 1H23 N N N 0 9.474 -0.188 -1.472
29 H261 H 1H26 N N N 0 7.994 -2.682 -2.444
30 H281 H 1H28 N N N 0 6.211 0.839 -1.157
31 H282 H 2H28 N N N 0 5.367 -0.603 -1.756
32 H301 H 1H30 N N N 0 2.538 -0.522 0.723
33 H302 H 2H30 N N N 0 4.027 -1.436 0.977
34 H303 H 3H30 N N N 0 3.259 -1.434 -0.613
35 H311 H 1H31 N N N 0 5.163 0.523 1.88
36 H312 H 2H31 N N N 0 3.779 1.592 1.644
37 H313 H 3H31 N N N 0 5.362 2.017 0.967
38 H321 H 1H32 N N N 0 2.499 1.595 -0.562
39 H331 H 1H33 N N N 0 3.634 0.957 -2.963
40 H361 H 1H36 N N N 0 3.21 3.591 0.048
41 H371 H 1H37 N N N 0 4.472 5.162 -2.085
42 H372 H 2H37 N N N 0 3.622 5.773 -0.666
43 H381 H 1H38 N N N 0 6.077 6.217 -0.487
44 H382 H 2H38 N N N 0 6.413 4.49 -0.663
45 H411 H 1H41 N N N 0 7.596 5.426 1.282
46 H421 H 1H42 N N N 0 7.765 5.771 3.553
47 H422 H 2H42 N N N 0 6.032 5.477 3.755
48 H431 H 1H43 N N N 0 7.393 3.64 4.82
49 H432 H 2H43 N N N 0 6.463 3.01 3.451
50 HC21 H 1HC2 N N N 0 9.99 0.551 2.057
51 HC22 H 2HC2 N N N 0 10.942 1.154 3.438
52 HC31 H 1HC3 N N N 0 10.096 -0.724 4.844
53 HC32 H 2HC3 N N N 0 9.121 -1.312 3.501
54 HC41 H 1HC4 N N N 0 11.229 -2.591 3.682
55 HC42 H 2HC4 N N N 0 11.198 -1.697 2.153
56 HC43 H 3HC4 N N N 0 12.18 -1.106 3.509



PSR : Chemical Bonds

Total Number of Bonds: 55
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O23 P24 O P sing 1.62 N N
2 O23 H231 O H sing 0.98 N N
3 P24 O25 P O doub 1.5 N N
4 P24 O26 P O sing 1.62 N N
5 P24 O27 P O sing 1.62 N N
6 O26 H261 O H sing 0.98 N N
7 O27 C28 O C sing 1.42 N N
8 C28 C29 C C sing 1.55 N N
9 C28 H281 C H sing 1.09 N N
10 C28 H282 C H sing 1.1 N N
11 C29 C30 C C sing 1.55 N N
12 C29 C31 C C sing 1.54 N N
13 C29 C32 C C sing 1.56 N N
14 C30 H301 C H sing 1.1 N N
15 C30 H302 C H sing 1.1 N N
16 C30 H303 C H sing 1.1 N N
17 C31 H311 C H sing 1.1 N N
18 C31 H312 C H sing 1.1 N N
19 C31 H313 C H sing 1.1 N N
20 C32 O33 C O sing 1.42 N N
21 C32 C34 C C sing 1.53 N N
22 C32 H321 C H sing 1.1 N N
23 O33 H331 O H sing 0.97 N N
24 C34 O35 C O doub 1.23 N N
25 C34 N36 C N sing 1.39 N N
26 N36 C37 N C sing 1.44 N N
27 N36 H361 N H sing 1.02 N N
28 C37 C38 C C sing 1.52 N N
29 C37 H371 C H sing 1.1 N N
30 C37 H372 C H sing 1.09 N N
31 C38 C39 C C sing 1.52 N N
32 C38 H381 C H sing 1.1 N N
33 C38 H382 C H sing 1.1 N N
34 C39 O40 C O doub 1.23 N N
35 C39 N41 C N sing 1.39 N N
36 N41 C42 N C sing 1.44 N N
37 N41 H411 N H sing 1.02 N N
38 C42 C43 C C sing 1.52 N N
39 C42 H421 C H sing 1.09 N N
40 C42 H422 C H sing 1.1 N N
41 C43 S1 C S sing 1.82 N N
42 C43 H431 C H sing 1.09 N N
43 C43 H432 C H sing 1.09 N N
44 S1 C1 S C sing 1.77 N N
45 C1 O1 C O doub 1.22 N N
46 C1 C2 C C sing 1.52 N N
47 C2 C3 C C sing 1.53 N N
48 C2 HC21 C H sing 1.1 N N
49 C2 HC22 C H sing 1.1 N N
50 C3 C4 C C sing 1.52 N N
51 C3 HC31 C H sing 1.1 N N
52 C3 HC32 C H sing 1.1 N N
53 C4 HC41 C H sing 1.09 N N
54 C4 HC42 C H sing 1.09 N N
55 C4 HC43 C H sing 1.09 N N



PSR : Used in PDB Entries

Total Number of PDB Entries: 3
Ligand Code PDB Entry ID Type Total Distinct
PSR 1l0i Open in New Window Bound ligand 1 1
PSR 2kg9 Open in New Window Bound ligand 1 1
PSR 8jfn Open in New Window Bound ligand 1 1