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233 : Summary

Code

233

One-letter code

X

Molecule name

[5-(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YLCARBAMOYL)-PENTYL]-CARBAMIC ACID METHYL ESTER

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{6-[(methoxycarbonyl)amino]hexanoyl}-beta-D-galactopyranosylamine
OpenEye OEToolkits 1.5.0 methyl N-[6-oxo-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]hexyl]carbamate

Formula

C14 H26 N2 O8

Formal charge

0

Molecular weight

350.365 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NC1OC(C(O)C(O)C1O)CO)CCCCCNC(=O)OC
SMILES CACTVS 3.341 COC(=O)NCCCCCC(=O)N[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.5.0 COC(=O)NCCCCCC(=O)NC1C(C(C(C(O1)CO)O)O)O
Canonical SMILES CACTVS 3.341 COC(=O)NCCCCCC(=O)N[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Canonical SMILES OpenEye OEToolkits 1.5.0 COC(=O)NCCCCCC(=O)N[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O

IUPAC InChI

InChI=1S/C14H26N2O8/c1-23-14(22)15-6-4-2-3-5-9(18)16-13-12(21)11(20)10(19)8(7-17)24-13/h8,10-13,17,19-21H,2-7H2,1H3,(H,15,22)(H,16,18)/t8-,10+,11+,12-,13-/m1/s1

IUPAC InChI key

YTYAKGJMNHDUDF-UUWLPUTASA-N
233

wwPDB Information

Atom count

50 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2002-08-13

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



233 : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 R N N 0 0.359 0.16 -3.162
2 C2 C C2 R N N 0 1.461 -0.061 -4.201
3 C3 C C3 S N N 0 1.063 0.633 -5.508
4 C4 C C4 R N N 0 -0.328 0.14 -5.919
5 C5 C C5 R N N 0 -1.295 0.345 -4.751
6 C6 C C6 N N N 0 -2.695 -0.113 -5.165
7 O2 O O2 N N N 0 2.689 0.491 -3.72
8 O3 O O3 N N N 0 2.007 0.314 -6.531
9 O4 O O4 N N N 0 -0.266 -1.248 -6.251
10 O5 O O5 N N N 0 -0.861 -0.414 -3.625
11 O6 O O6 N N N 0 -3.602 0.083 -4.078
12 N1 N N1 N N N 0 0.746 -0.471 -1.899
13 O7 O O7 N N N 0 -0.385 1.03 -0.722
14 C7 C C7 N N N 0 0.319 0.043 -0.729
15 C8 C C8 N N N 0 0.718 -0.607 0.57
16 C9 C C9 N N N 0 0.104 0.168 1.738
17 C10 C C10 N N N 0 0.509 -0.491 3.057
18 C11 C C11 N N N 0 -0.104 0.284 4.225
19 C12 C C12 N N N 0 0.3 -0.375 5.544
20 N13 N N13 N N N 0 -0.287 0.367 6.662
21 C14 C C14 N N N 0 -0.064 -0.034 7.929
22 O15 O O15 N N N 0 0.623 -1.012 8.145
23 O16 O O16 N N N 0 -0.604 0.648 8.957
24 C17 C C17 N N N 0 -0.364 0.215 10.322
25 H1 H H1 N N N 0 0.22 1.229 -3.004
26 H2 H H2 N N N 0 1.587 -1.129 -4.379
27 H3 H H3 N N N 0 1.039 1.713 -5.356
28 H4 H H4 N N N 0 -0.675 0.707 -6.784
29 H5 H H5 N N N 0 -1.324 1.402 -4.486
30 H9 H H9 N N N 0 -3.028 0.466 -6.026
31 H10 H H10 N N N 0 -2.667 -1.171 -5.428
32 H6 H H6 N N N 0 2.902 0.026 -2.899
33 H7 H H7 N N N 0 2.866 0.641 -6.231
34 H8 H H8 N N N 0 0.352 -1.331 -6.989
35 H11 H H11 N N N 0 -4.469 -0.218 -4.38
36 H12 H H12 N N N 0 1.31 -1.261 -1.904
37 H13 H H13 N N N 0 1.804 -0.601 0.661
38 H14 H H14 N N N 0 0.357 -1.635 0.588
39 H15 H H15 N N N 0 -0.981 0.163 1.647
40 H16 H H16 N N N 0 0.465 1.197 1.72
41 H17 H H17 N N N 0 1.595 -0.486 3.148
42 H18 H H18 N N N 0 0.148 -1.519 3.075
43 H19 H H19 N N N 0 -1.19 0.279 4.134
44 H20 H H20 N N N 0 0.256 1.312 4.207
45 H21 H H21 N N N 0 1.386 -0.37 5.635
46 H22 H H22 N N N 0 -0.06 -1.403 5.562
47 H23 H H23 N N N 0 -0.836 1.148 6.49
48 H24 H H24 N N N 0 -0.878 0.885 11.011
49 H25 H H25 N N N 0 -0.741 -0.798 10.453
50 H26 H H26 N N N 0 0.706 0.234 10.526



233 : Chemical Bonds

Total Number of Bonds: 50
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 O5 C O sing 1.43 N N
3 C1 N1 C N sing 1.46 N N
4 C1 H1 C H sing 1.09 N N
5 C2 C3 C C sing 1.53 N N
6 C2 O2 C O sing 1.43 N N
7 C2 H2 C H sing 1.09 N N
8 C3 C4 C C sing 1.53 N N
9 C3 O3 C O sing 1.43 N N
10 C3 H3 C H sing 1.09 N N
11 C4 C5 C C sing 1.53 N N
12 C4 O4 C O sing 1.43 N N
13 C4 H4 C H sing 1.09 N N
14 C5 C6 C C sing 1.53 N N
15 C5 O5 C O sing 1.43 N N
16 C5 H5 C H sing 1.09 N N
17 C6 O6 C O sing 1.43 N N
18 C6 H9 C H sing 1.09 N N
19 C6 H10 C H sing 1.09 N N
20 O2 H6 O H sing 0.97 N N
21 O3 H7 O H sing 0.97 N N
22 O4 H8 O H sing 0.97 N N
23 O6 H11 O H sing 0.97 N N
24 N1 C7 N C sing 1.35 N N
25 N1 H12 N H sing 0.97 N N
26 O7 C7 O C doub 1.21 N N
27 C7 C8 C C sing 1.51 N N
28 C8 C9 C C sing 1.53 N N
29 C8 H13 C H sing 1.09 N N
30 C8 H14 C H sing 1.09 N N
31 C9 C10 C C sing 1.53 N N
32 C9 H15 C H sing 1.09 N N
33 C9 H16 C H sing 1.09 N N
34 C10 C11 C C sing 1.53 N N
35 C10 H17 C H sing 1.09 N N
36 C10 H18 C H sing 1.09 N N
37 C11 C12 C C sing 1.53 N N
38 C11 H19 C H sing 1.09 N N
39 C11 H20 C H sing 1.09 N N
40 C12 N13 C N sing 1.46 N N
41 C12 H21 C H sing 1.09 N N
42 C12 H22 C H sing 1.09 N N
43 N13 C14 N C sing 1.35 N N
44 N13 H23 N H sing 0.97 N N
45 C14 O15 C O doub 1.21 N N
46 C14 O16 C O sing 1.35 N N
47 O16 C17 O C sing 1.45 N N
48 C17 H24 C H sing 1.09 N N
49 C17 H25 C H sing 1.09 N N
50 C17 H26 C H sing 1.09 N N



233 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
233 1md2 Open in New Window Bound ligand 5 1