Chemical Components in the PDB

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MXM : Summary

Code

MXM

One-letter code

X

Molecule name

4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

Synonyms

Meloxicam

Systematic names

ProgramVersionName
ACDLabs 12.01 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
OpenEye OEToolkits 1.7.6 2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-4-oxidanyl-1,1-bis(oxidanylidene)-1$l^{6},2-benzothiazine-3-carboxamide

Formula

C14 H13 N3 O4 S2

Formal charge

0

Molecular weight

351.401 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1ncc(s1)C)C3=C(O)c2ccccc2S(=O)(=O)N3C
SMILES CACTVS 3.385 CN1C(=C(O)c2ccccc2[S]1(=O)=O)C(=O)Nc3sc(C)cn3
SMILES OpenEye OEToolkits 1.7.6 Cc1cnc(s1)NC(=O)C2=C(c3ccccc3S(=O)(=O)N2C)O
Canonical SMILES CACTVS 3.385 CN1C(=C(O)c2ccccc2[S]1(=O)=O)C(=O)Nc3sc(C)cn3
Canonical SMILES OpenEye OEToolkits 1.7.6 Cc1cnc(s1)NC(=O)C2=C(c3ccccc3S(=O)(=O)N2C)O

IUPAC InChI

InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)

IUPAC InChI key

ZRVUJXDFFKFLMG-UHFFFAOYSA-N
MXM

wwPDB Information

Atom count

36 (23 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-08-09

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



MXM : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAW C CAW N N N 0 7.116 0.068 -0.069
2 CAV C CAV N Y N 0 5.616 0.212 -0.041
3 SAT S SAT N Y N 0 4.452 -1.106 0.067
4 CAU C CAU N Y N 0 4.938 1.36 -0.088
5 NAS N NAS N Y N 0 3.625 1.224 -0.049
6 CAR C CAR N Y N 0 3.162 0.016 0.031
7 NAP N NAP N N N 0 1.816 -0.318 0.083
8 CAN C CAN N N N 0 0.879 0.651 0.048
9 OAQ O OAQ N N N 0 1.21 1.821 0.119
10 CAG C CAG N N N 0 -0.492 0.308 -0.073
11 CAC C CAC N N N 0 -1.42 1.279 0.067
12 OAH O OAH N N N 0 -0.986 2.537 0.322
13 CAA C CAA N Y N 0 -2.868 1.061 -0.04
14 CAD C CAD N Y N 0 -3.734 2.145 -0.217
15 CAI C CAI N Y N 0 -5.093 1.928 -0.317
16 CAM C CAM N Y N 0 -5.607 0.646 -0.246
17 CAF C CAF N Y N 0 -4.758 -0.436 -0.071
18 CAB C CAB N Y N 0 -3.404 -0.231 0.031
19 SAE S SAE N N N 0 -2.292 -1.585 0.259
20 OAK O OAK N N N 0 -2.723 -2.622 -0.612
21 OAL O OAL N N N 0 -2.13 -1.753 1.66
22 NAJ N NAJ N N N 0 -0.835 -1.031 -0.34
23 CAO C CAO N N N 0 0.054 -1.905 -1.109
24 H1 H H1 N N N 0 7.38 -0.988 -0.012
25 H2 H H2 N N N 0 7.504 0.49 -0.996
26 H3 H H3 N N N 0 7.547 0.597 0.78
27 H4 H H4 N N N 0 5.424 2.322 -0.153
28 H5 H H5 N N N 0 1.549 -1.248 0.146
29 H7 H H7 N N N 0 -1.697 3.187 0.412
30 H8 H H8 N N N 0 -3.341 3.149 -0.273
31 H9 H H9 N N N 0 -5.76 2.766 -0.453
32 H10 H H10 N N N 0 -6.672 0.487 -0.326
33 H11 H H11 N N N 0 -5.16 -1.437 -0.014
34 H14 H H14 N N N 0 0.946 -1.349 -1.4
35 H15 H H15 N N N 0 0.342 -2.76 -0.498
36 H16 H H16 N N N 0 -0.463 -2.254 -2.003



MXM : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAW CAV C C sing 1.51 N N
2 CAV SAT C S sing 1.76 N Y
3 CAV CAU C C doub 1.33 N Y
4 SAT CAR S C sing 1.71 N Y
5 CAU NAS C N sing 1.32 N Y
6 NAS CAR N C doub 1.3 N Y
7 CAR NAP C N sing 1.39 N N
8 NAP CAN N C sing 1.35 N N
9 CAN OAQ C O doub 1.22 N N
10 CAN CAG C C sing 1.42 N N
11 CAG CAC C C doub 1.35 N N
12 CAG NAJ C N sing 1.41 N N
13 CAC OAH C O sing 1.35 N N
14 CAC CAA C C sing 1.47 N N
15 CAA CAD C C doub 1.4 N Y
16 CAA CAB C C sing 1.4 N Y
17 CAD CAI C C sing 1.38 N Y
18 CAI CAM C C doub 1.38 N Y
19 CAM CAF C C sing 1.39 N Y
20 CAF CAB C C doub 1.37 N Y
21 CAB SAE C S sing 1.77 N N
22 SAE OAK S O doub 1.42 N N
23 SAE OAL S O doub 1.42 N N
24 SAE NAJ S N sing 1.67 N N
25 NAJ CAO N C sing 1.46 N N
26 CAW H1 C H sing 1.09 N N
27 CAW H2 C H sing 1.09 N N
28 CAW H3 C H sing 1.09 N N
29 CAU H4 C H sing 1.08 N N
30 NAP H5 N H sing 0.97 N N
31 OAH H7 O H sing 0.97 N N
32 CAD H8 C H sing 1.08 N N
33 CAI H9 C H sing 1.08 N N
34 CAM H10 C H sing 1.08 N N
35 CAF H11 C H sing 1.08 N N
36 CAO H14 C H sing 1.09 N N
37 CAO H15 C H sing 1.09 N N
38 CAO H16 C H sing 1.09 N N



MXM : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
MXM 4m11 Open in New Window Bound ligand 4 1
MXM 4o1z Open in New Window Bound ligand 2 1