Chemical Components in the PDB

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27S : Summary

Code

27S

One-letter code

X

Molecule name

(5R,9R,10S)-10-(acetylamino)-2-amino-4-oxo-9-(pentan-3-yloxy)-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (5R,9R,10S)-10-(acetylamino)-2-amino-4-oxo-9-(pentan-3-yloxy)-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid
OpenEye OEToolkits 1.7.6 (6R,9R,10S)-10-acetamido-2-azanyl-4-oxidanylidene-9-pentan-3-yloxy-1-thia-3-azaspiro[4.5]deca-2,6-diene-7-carboxylic acid

Formula

C16 H23 N3 O5 S

Formal charge

0

Molecular weight

369.436 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C2=CC1(SC(=NC1=O)N)C(NC(=O)C)C(OC(CC)CC)C2
SMILES CACTVS 3.385 CCC(CC)O[CH]1CC(=C[C]2(SC(=NC2=O)N)[CH]1NC(C)=O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 CCC(CC)OC1CC(=CC2(C1NC(=O)C)C(=O)N=C(S2)N)C(=O)O
Canonical SMILES CACTVS 3.385 CCC(CC)O[C@@H]1CC(=C[C@@]2(SC(=NC2=O)N)[C@H]1NC(C)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 CCC(CC)O[C@@H]1CC(=C[C@@]2([C@H]1NC(=O)C)C(=O)N=C(S2)N)C(=O)O

IUPAC InChI

InChI=1S/C16H23N3O5S/c1-4-10(5-2)24-11-6-9(13(21)22)7-16(12(11)18-8(3)20)14(23)19-15(17)25-16/h7,10-12H,4-6H2,1-3H3,(H,18,20)(H,21,22)(H2,17,19,23)/t11-,12+,16-/m1/s1

IUPAC InChI key

YPLGHUGDNRYXJS-BFQNTYOBSA-N
27S

wwPDB Information

Atom count

48 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-09-06

Last modified at

2014-01-10

Status

Released

Obsoleted

Not Assigned



27S : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 OAG O OAG N N N 0 -0.253 0.344 2.263
2 CAT C CAT N N N 0 0.83 0.033 1.807
3 NAM N NAM N N N 0 1.944 0.056 2.494
4 CAS C CAS N N N 0 3.095 -0.288 1.966
5 NAD N NAD N N N 0 4.297 -0.292 2.611
6 SAP S SAP N N N 0 2.835 -0.734 0.322
7 CAY C CAY R N N 0 1.041 -0.43 0.385
8 CAX C CAX S N N 0 0.662 0.673 -0.595
9 NAN N NAN N N N 0 1.218 0.369 -1.916
10 CAQ C CAQ N N N 0 1.464 1.366 -2.79
11 OAE O OAE N N N 0 1.225 2.514 -2.482
12 CAC C CAC N N N 0 2.036 1.053 -4.148
13 CAI C CAI N N N 0 0.289 -1.692 0.106
14 CAU C CAU N N N 0 -0.79 -1.741 -0.651
15 CAR C CAR N N N 0 -1.446 -3.042 -0.841
16 OAH O OAH N N N 0 -2.551 -3.133 -1.608
17 OAF O OAF N N N 0 -0.993 -4.035 -0.308
18 CAL C CAL N N N 0 -1.383 -0.54 -1.328
19 CAW C CAW R N N 0 -0.868 0.746 -0.68
20 OAO O OAO N N N 0 -1.416 0.874 0.633
21 CAV C CAV N N N 0 -2.651 1.591 0.681
22 CAK C CAK N N N 0 -3.595 0.914 1.677
23 CAB C CAB N N N 0 -3.965 -0.479 1.163
24 CAJ C CAJ N N N 0 -2.389 3.031 1.125
25 CAA C CAA N N N 0 -1.547 3.746 0.067
26 H2 H H2 N N N 0 4.349 -0.023 3.541
27 H3 H H3 N N N 0 1.056 1.627 -0.243
28 H4 H H4 N N N 0 1.41 -0.549 -2.162
29 H5 H H5 N N N 0 2.183 -0.023 -4.242
30 H6 H H6 N N N 0 1.346 1.394 -4.92
31 H7 H H7 N N N 0 2.993 1.562 -4.266
32 H8 H H8 N N N 0 0.649 -2.61 0.547
33 H9 H H9 N N N 0 -2.948 -4.01 -1.704
34 H10 H H10 N N N 0 -1.108 -0.548 -2.382
35 H11 H H11 N N N 0 -2.469 -0.576 -1.238
36 H12 H H12 N N N 0 -1.161 1.604 -1.286
37 H13 H H13 N N N 0 -3.108 1.593 -0.309
38 H14 H H14 N N N 0 -3.101 0.825 2.644
39 H15 H H15 N N N 0 -4.499 1.513 1.785
40 H16 H H16 N N N 0 -4.516 -0.387 0.227
41 H17 H H17 N N N 0 -3.056 -1.057 0.993
42 H18 H H18 N N N 0 -4.586 -0.986 1.902
43 H19 H H19 N N N 0 -3.338 3.552 1.247
44 H20 H H20 N N N 0 -1.852 3.026 2.074
45 H21 H H21 N N N 0 -0.597 3.225 -0.055
46 H22 H H22 N N N 0 -2.083 3.751 -0.882
47 H23 H H23 N N N 0 -1.36 4.772 0.383
48 H1 H H1 N N N 0 5.1 -0.562 2.138



27S : Chemical Bonds

Total Number of Bonds: 49
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 NAD CAS N C sing 1.36 N N
2 CAK CAV C C sing 1.53 N N
3 CAK CAB C C sing 1.53 N N
4 CAC CAQ C C sing 1.51 N N
5 CAJ CAV C C sing 1.53 N N
6 CAJ CAA C C sing 1.53 N N
7 CAV OAO C O sing 1.43 N N
8 SAP CAS S C sing 1.72 N N
9 SAP CAY S C sing 1.82 N N
10 CAS NAM C N doub 1.31 N N
11 NAN CAQ N C sing 1.35 N N
12 NAN CAX N C sing 1.47 N N
13 CAQ OAE C O doub 1.21 N N
14 OAO CAW O C sing 1.43 N N
15 CAW CAX C C sing 1.53 N N
16 CAW CAL C C sing 1.53 N N
17 NAM CAT N C sing 1.31 N N
18 CAX CAY C C sing 1.52 N N
19 CAY CAT C C sing 1.51 N N
20 CAY CAI C C sing 1.5 N N
21 CAL CAU C C sing 1.5 N N
22 CAT OAG C O doub 1.22 N N
23 CAI CAU C C doub 1.32 N N
24 CAU CAR C C sing 1.47 N N
25 CAR OAF C O doub 1.21 N N
26 CAR OAH C O sing 1.35 N N
27 NAD H2 N H sing 0.97 N N
28 CAX H3 C H sing 1.09 N N
29 NAN H4 N H sing 0.97 N N
30 CAC H5 C H sing 1.09 N N
31 CAC H6 C H sing 1.09 N N
32 CAC H7 C H sing 1.09 N N
33 CAI H8 C H sing 1.08 N N
34 OAH H9 O H sing 0.97 N N
35 CAL H10 C H sing 1.09 N N
36 CAL H11 C H sing 1.09 N N
37 CAW H12 C H sing 1.09 N N
38 CAV H13 C H sing 1.09 N N
39 CAK H14 C H sing 1.09 N N
40 CAK H15 C H sing 1.09 N N
41 CAB H16 C H sing 1.09 N N
42 CAB H17 C H sing 1.09 N N
43 CAB H18 C H sing 1.09 N N
44 CAJ H19 C H sing 1.09 N N
45 CAJ H20 C H sing 1.09 N N
46 CAA H21 C H sing 1.09 N N
47 CAA H22 C H sing 1.09 N N
48 CAA H23 C H sing 1.09 N N
49 NAD H1 N H sing 0.97 N N



27S : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
27S 4mju Open in New Window Bound ligand 1 1