Chemical Components in the PDB

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MEM : Summary

Code

MEM

One-letter code

X

Molecule name

(4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Synonyms

Meropenem (closed form)

Systematic names

ProgramVersionName
ACDLabs 12.01 (4R,5S,6S)-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
OpenEye OEToolkits 1.7.6 (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-4-methyl-6-[(1R)-1-oxidanylethyl]-7-oxidanylidene-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Formula

C17 H25 N3 O5 S

Formal charge

0

Molecular weight

383.463 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(N(C)C)C3NCC(SC2=C(C(=O)O)N1C(=O)C(C(O)C)C1C2C)C3
SMILES CACTVS 3.370 C[CH](O)[CH]1[CH]2[CH](C)C(=C(N2C1=O)C(O)=O)S[CH]3CN[CH](C3)C(=O)N(C)C
SMILES OpenEye OEToolkits 1.7.6 CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O
Canonical SMILES CACTVS 3.370 C[C@@H](O)[C@@H]1[C@H]2[C@@H](C)C(=C(N2C1=O)C(O)=O)S[C@@H]3CN[C@@H](C3)C(=O)N(C)C
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O

IUPAC InChI

InChI=1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1

IUPAC InChI key

DMJNNHOOLUXYBV-PQTSNVLCSA-N
MEM

wwPDB Information

Atom count

51 (26 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-04-30

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



MEM : Atoms of Molecule

Total Number of Atoms: 51
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C24 C C24 N N N 0 7.494 -0.252 0.302
2 N23 N N23 N N N 0 6.274 0.549 0.168
3 C25 C C25 N N N 0 6.208 1.889 0.756
4 C22 C C22 N N N 0 5.212 0.052 -0.497
5 O26 O O26 N N N 0 5.266 -1.057 -0.985
6 C20 C C20 S N N 0 3.957 0.876 -0.636
7 C21 C C21 N N N 0 3.118 0.774 0.656
8 N19 N N19 N N N 0 3.13 0.348 -1.736
9 C18 C C18 N N N 0 1.833 -0.094 -1.181
10 C17 C C17 S N N 0 1.662 0.725 0.123
11 S16 S S16 N N N 0 0.574 -0.132 1.289
12 C2 C C2 N N N 0 -0.952 -0.03 0.415
13 C1 C C1 R N N 0 -1.688 1.245 0.076
14 C10 C C10 N N N 0 -2.123 1.966 1.354
15 C5 C C5 S N N 0 -2.914 0.784 -0.726
16 C6 C C6 S N N 0 -4.204 0.677 0.098
17 C8 C C8 R N N 0 -5.443 1.21 -0.626
18 C9 C C9 N N N 0 -6.667 1.057 0.279
19 O13 O O13 N N N 0 -5.253 2.591 -0.941
20 C7 C C7 N N N 0 -4.038 -0.825 -0.005
21 O12 O O12 N N N 0 -4.694 -1.773 0.372
22 N4 N N4 N N N 0 -2.845 -0.691 -0.698
23 C3 C C3 N N N 0 -1.651 -1.076 -0.066
24 C11 C C11 N N N 0 -1.243 -2.423 0.08
25 O15 O O15 N N N 0 -1.869 -3.312 -0.469
26 O14 O O14 N N N 0 -0.16 -2.723 0.827
27 H1 H H1 N N N 0 7.436 -0.852 1.21
28 H2 H H2 N N N 0 7.594 -0.908 -0.562
29 H3 H H3 N N N 0 8.358 0.41 0.358
30 H4 H H4 N N N 0 6.552 2.623 0.028
31 H5 H H5 N N N 0 5.18 2.111 1.039
32 H6 H H6 N N N 0 6.845 1.929 1.64
33 H10 H H10 N N N 0 3.598 -0.41 -2.209
34 H7 H H7 N N N 0 4.216 1.916 -0.832
35 H8 H H8 N N N 0 3.36 -0.137 1.202
36 H9 H H9 N N N 0 3.272 1.651 1.285
37 H12 H H12 N N N 0 1.026 0.13 -1.878
38 H13 H H13 N N N 0 1.859 -1.161 -0.96
39 H14 H H14 N N N 0 1.29 1.727 -0.09
40 H15 H H15 N N N 0 -1.06 1.897 -0.531
41 H16 H H16 N N N 0 -1.243 2.339 1.878
42 H17 H H17 N N N 0 -2.774 2.801 1.097
43 H18 H H18 N N N 0 -2.661 1.27 1.998
44 H19 H H19 N N N 0 -3.018 1.245 -1.708
45 H20 H H20 N N N 0 -4.109 1.062 1.114
46 H21 H H21 N N N 0 -5.597 0.645 -1.545
47 H22 H H22 N N N 0 -6.513 1.622 1.198
48 H23 H H23 N N N 0 -7.549 1.436 -0.237
49 H24 H H24 N N N 0 -6.812 0.004 0.519
50 H25 H H25 N N N 0 -5.109 3.154 -0.169
51 H26 H H26 N N N 0 0.086 -3.658 0.806



MEM : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O12 C7 O C doub 1.21 N N
2 O15 C11 O C doub 1.22 N N
3 O14 C11 O C sing 1.35 N N
4 C7 N4 C N sing 1.39 N N
5 C7 C6 C C sing 1.51 N N
6 C11 C3 C C sing 1.41 N N
7 N4 C3 N C sing 1.4 N N
8 N4 C5 N C sing 1.48 N N
9 C6 C8 C C sing 1.53 N N
10 C6 C5 C C sing 1.53 N N
11 C8 O13 C O sing 1.43 N N
12 C8 C9 C C sing 1.53 N N
13 C3 C2 C C doub 1.35 N N
14 C5 C1 C C sing 1.54 N N
15 C2 S16 C S sing 1.76 N N
16 C2 C1 C C sing 1.51 N N
17 S16 C17 S C sing 1.81 N N
18 C10 C1 C C sing 1.53 N N
19 C17 C18 C C sing 1.55 N N
20 C17 C21 C C sing 1.55 N N
21 C18 N19 C N sing 1.48 N N
22 C21 C20 C C sing 1.54 N N
23 C24 N23 C N sing 1.47 N N
24 O26 C22 O C doub 1.21 N N
25 C22 N23 C N sing 1.35 N N
26 C22 C20 C C sing 1.51 N N
27 N23 C25 N C sing 1.46 N N
28 C20 N19 C N sing 1.47 N N
29 C24 H1 C H sing 1.09 N N
30 C24 H2 C H sing 1.09 N N
31 C24 H3 C H sing 1.09 N N
32 C25 H4 C H sing 1.09 N N
33 C25 H5 C H sing 1.09 N N
34 C25 H6 C H sing 1.09 N N
35 C20 H7 C H sing 1.09 N N
36 C21 H8 C H sing 1.09 N N
37 C21 H9 C H sing 1.09 N N
38 N19 H10 N H sing 1.01 N N
39 C18 H12 C H sing 1.09 N N
40 C18 H13 C H sing 1.09 N N
41 C17 H14 C H sing 1.09 N N
42 C1 H15 C H sing 1.09 N N
43 C10 H16 C H sing 1.09 N N
44 C10 H17 C H sing 1.09 N N
45 C10 H18 C H sing 1.09 N N
46 C5 H19 C H sing 1.09 N N
47 C6 H20 C H sing 1.09 N N
48 C8 H21 C H sing 1.09 N N
49 C9 H22 C H sing 1.09 N N
50 C9 H23 C H sing 1.09 N N
51 C9 H24 C H sing 1.09 N N
52 O13 H25 O H sing 0.97 N N
53 O14 H26 O H sing 0.97 N N



MEM : Used in PDB Entries

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