Chemical Components in the PDB

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1BW : Summary

Code

1BW

One-letter code

X

Molecule name

N-[(3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]butanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(3S,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)piperidin-3-yl]butanamide
OpenEye OEToolkits 1.7.6 N-[(3S,4R,5R,6R)-6-(hydroxymethyl)-4,5-bis(oxidanyl)piperidin-3-yl]butanamide

Formula

C10 H20 N2 O4

Formal charge

0

Molecular weight

232.277 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC1C(O)C(O)C(NC1)CO)CCC
SMILES CACTVS 3.370 CCCC(=O)N[CH]1CN[CH](CO)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.7.6 CCCC(=O)NC1CNC(C(C1O)O)CO
Canonical SMILES CACTVS 3.370 CCCC(=O)N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O
Canonical SMILES OpenEye OEToolkits 1.7.6 CCCC(=O)N[C@H]1CN[C@@H]([C@H]([C@@H]1O)O)CO

IUPAC InChI

InChI=1S/C10H20N2O4/c1-2-3-8(14)12-6-4-11-7(5-13)10(16)9(6)15/h6-7,9-11,13,15-16H,2-5H2,1H3,(H,12,14)/t6-,7+,9+,10+/m0/s1

IUPAC InChI key

VBNOVDONOYTBSV-MVHNUAHISA-N
1BW

wwPDB Information

Atom count

36 (16 without Hydrogen)

Polymer type

Saccharide

Type description

D-SACCHARIDE

Type code

ATOMS

Is modified

No

Standard parent

Not Assigned

Defined at

2012-11-29

Last modified at

2013-06-14

Status

Released

Obsoleted

Not Assigned



1BW : 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 C1 C C1 N N N 0 0.463 -1.198 -0.437
2 C10 C C10 N N N 0 -6.306 -0.299 -0.307
3 C2 C C2 S N N 0 -0.078 0.126 0.108
4 C3 C C3 R N N 0 0.886 1.257 -0.264
5 C4 C C4 R N N 0 2.274 0.94 0.299
6 C5 C C5 R N N 0 2.746 -0.408 -0.251
7 C6 C C6 N N N 0 4.125 -0.739 0.324
8 C7 C C7 N N N 0 -2.5 -0.138 0.083
9 C8 C C8 N N N 0 -3.855 0.138 -0.516
10 C9 C C9 N N N 0 -4.93 -0.578 0.302
11 H1 H H1 N N N 0 -0.214 -2.007 -0.161
12 H10 H H10 N N N 0 2.953 2.846 0.221
13 H11 H H11 N N N 0 2.81 -0.354 -1.338
14 H12 H H12 N N N 0 4.812 0.081 0.115
15 H13 H H13 N N N 0 4.044 -0.88 1.402
16 H14 H H14 N N N 0 5.489 -2.208 0.04
17 H15 H H15 N N N 0 2.129 -2.368 -0.137
18 H17 H H17 N N N 0 -4.74 -1.651 0.292
19 H18 H H18 N N N 0 -4.907 -0.215 1.33
20 H19 H H19 N N N 0 -6.496 0.775 -0.297
21 H2 H H2 N N N 0 0.537 -1.14 -1.523
22 H20 H H20 N N N 0 -6.329 -0.662 -1.334
23 H21 H H21 N N N 0 -7.072 -0.809 0.277
24 H3 H H3 N N N 0 -0.166 0.065 1.193
25 H4 H H4 N N N 0 -1.471 0.954 -1.263
26 H5 H H5 N N N 0 -4.045 1.211 -0.507
27 H6 H H6 N N N 0 -3.878 -0.226 -1.544
28 H7 H H7 N N N 0 0.943 1.344 -1.349
29 H8 H H8 N N N 0 0.978 3.248 0.093
30 H9 H H9 N N N 0 2.223 0.891 1.387
31 N2 N N2 N N N 0 -1.395 0.394 -0.475
32 N5 N N5 N N N 0 1.792 -1.456 0.132
33 O3 O O3 N N N 0 0.414 2.487 0.29
34 O4 O O4 N N N 0 3.192 1.963 -0.091
35 O6 O O6 N N N 0 4.617 -1.938 -0.278
36 O7 O O7 N N N 0 -2.404 -0.838 1.069



1BW : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O4 C4 O C sing 1.43 N N
2 O6 C6 O C sing 1.43 N N
3 O3 C3 O C sing 1.43 N N
4 C4 C3 C C sing 1.53 N N
5 C4 C5 C C sing 1.53 N N
6 C6 C5 C C sing 1.53 N N
7 C3 C2 C C sing 1.53 N N
8 C5 N5 C N sing 1.47 N N
9 O7 C7 O C doub 1.21 N N
10 C2 N2 C N sing 1.46 N N
11 C2 C1 C C sing 1.53 N N
12 N5 C1 N C sing 1.47 N N
13 C7 N2 C N sing 1.35 N N
14 C7 C8 C C sing 1.51 N N
15 C8 C9 C C sing 1.53 N N
16 C9 C10 C C sing 1.53 N N
17 C1 H1 C H sing 1.09 N N
18 C1 H2 C H sing 1.09 N N
19 C2 H3 C H sing 1.09 N N
20 N2 H4 N H sing 0.97 N N
21 C8 H5 C H sing 1.09 N N
22 C8 H6 C H sing 1.09 N N
23 C3 H7 C H sing 1.09 N N
24 O3 H8 O H sing 0.97 N N
25 C4 H9 C H sing 1.09 N N
26 O4 H10 O H sing 0.97 N N
27 C5 H11 C H sing 1.09 N N
28 C6 H12 C H sing 1.09 N N
29 C6 H13 C H sing 1.09 N N
30 O6 H14 O H sing 0.97 N N
31 N5 H15 N H sing 1.01 N N
32 C9 H17 C H sing 1.09 N N
33 C9 H18 C H sing 1.09 N N
34 C10 H19 C H sing 1.09 N N
35 C10 H20 C H sing 1.09 N N
36 C10 H21 C H sing 1.09 N N



1BW : Used in PDB Entries

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