Chemical Components in the PDB

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12N : Summary

Code

12N

One-letter code

X

Molecule name

(2R,3S)-3-amino-4-cyclobutyl-2-hydroxybutanoic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (2R,3S)-3-amino-4-cyclobutyl-2-hydroxybutanoic acid
OpenEye OEToolkits 1.7.6 (2R,3S)-3-azanyl-4-cyclobutyl-2-oxidanyl-butanoic acid

Formula

C8 H15 N O3

Formal charge

0

Molecular weight

173.21 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(O)C(N)CC1CCC1
SMILES CACTVS 3.370 N[CH](CC1CCC1)[CH](O)C(O)=O
SMILES OpenEye OEToolkits 1.7.6 C1CC(C1)CC(C(C(=O)O)O)N
Canonical SMILES CACTVS 3.370 N[C@@H](CC1CCC1)[C@@H](O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.7.6 C1CC(C1)C[C@@H]([C@H](C(=O)O)O)N

IUPAC InChI

InChI=1S/C8H15NO3/c9-6(7(10)8(11)12)4-5-2-1-3-5/h5-7,10H,1-4,9H2,(H,11,12)/t6-,7+/m0/s1

IUPAC InChI key

GKGGRKROASKKFG-NKWVEPMBSA-N

Is part of

MCX , U5G
12N

wwPDB Information

Atom count

27 (12 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-10-01

Last modified at

2012-10-01

Status

Released

Obsoleted

Not Assigned



12N : Atoms of Molecule

Total Number of Atoms: 27
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N29 N N29 N N N 0 -0.207 -0.489 -1.233
2 C30 C C30 S N N 0 -0.252 -0.285 0.221
3 C31 C C31 N N N 0 0.998 0.475 0.669
4 C32 C C32 N N N 0 2.236 -0.387 0.419
5 C33 C C33 N N N 0 3.543 0.254 0.914
6 C34 C C34 N N N 0 2.801 -0.256 -1.005
7 C35 C C35 N N N 0 4.201 -0.286 -0.366
8 O36 O O36 N N N 0 -1.452 1.791 -0.073
9 C37 C C37 R N N 0 -1.499 0.523 0.584
10 O38 O O38 N N N 0 -3.441 0.234 -0.718
11 C40 C C40 N N N 0 -2.73 -0.226 0.143
12 H37 H H37 N N N 0 -0.989 -1.045 -1.545
13 H38 H H38 N N N 0 -0.288 -1.253 0.722
14 H39 H H39 N N N 0 1.08 1.403 0.103
15 H40 H H40 N N N 0 0.922 0.704 1.732
16 H41 H H41 N N N 0 2.106 -1.42 0.744
17 H42 H H42 N N N 0 3.506 1.342 0.96
18 H43 H H43 N N N 0 3.931 -0.195 1.829
19 H44 H H44 N N N 0 2.591 -1.118 -1.639
20 H45 H H45 N N N 0 2.559 0.692 -1.486
21 H46 H H46 N N N 0 4.905 0.41 -0.822
22 H47 H H47 N N N 0 4.609 -1.291 -0.257
23 H48 H H48 N N N 0 -1.421 1.734 -1.037
24 H49 H H49 N N N 0 -1.533 0.674 1.663
25 H2 H H2 N N Y 0 -0.174 0.394 -1.721
26 OXT O OXT N N Y 0 -3.036 -1.405 0.708
27 HXT H HXT N N Y 0 -3.836 -1.848 0.392



12N : Chemical Bonds

Total Number of Bonds: 27
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C35 C33 C C sing 1.54 N N
2 C35 C34 C C sing 1.54 N N
3 C33 C32 C C sing 1.54 N N
4 C34 C32 C C sing 1.54 N N
5 C32 C31 C C sing 1.53 N N
6 C31 C30 C C sing 1.53 N N
7 C30 N29 C N sing 1.47 N N
8 C30 C37 C C sing 1.53 N N
9 O38 C40 O C doub 1.21 N N
10 C40 C37 C C sing 1.51 N N
11 C37 O36 C O sing 1.43 N N
12 N29 H37 N H sing 1.01 N N
13 C30 H38 C H sing 1.09 N N
14 C31 H39 C H sing 1.09 N N
15 C31 H40 C H sing 1.09 N N
16 C32 H41 C H sing 1.09 N N
17 C33 H42 C H sing 1.09 N N
18 C33 H43 C H sing 1.09 N N
19 C34 H44 C H sing 1.09 N N
20 C34 H45 C H sing 1.09 N N
21 C35 H46 C H sing 1.09 N N
22 C35 H47 C H sing 1.09 N N
23 O36 H48 O H sing 0.97 N N
24 C37 H49 C H sing 1.09 N N
25 N29 H2 N H sing 1.01 N N
26 C40 OXT C O sing 1.34 N N
27 OXT HXT O H sing 0.97 N N



12N : Used in PDB Entries

Total Number of PDB Entries: 0
Ligand Code PDB Entry ID Type Total Distinct
12N 3lox Open in New Window Sub-component 1 1
12N 2oc8 Open in New Window Sub-component 1 1
12N 6wnp Open in New Window Sub-component 1 1
12N 6xqu Open in New Window Sub-component 1 1
12N 6zru Open in New Window Sub-component 1 1
12N 7brp Open in New Window Sub-component 2 1
12N 7c6s Open in New Window Sub-component 1 1
12N 7com Open in New Window Sub-component 2 1
12N 7k40 Open in New Window Sub-component 1 1
12N 7nbr Open in New Window Sub-component 1 1