Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

W18 : Summary

Code

W18

One-letter code

X

Molecule name

4-amino-N-[(2R)-1-hydroxybutan-2-yl]benzamide

Systematic names

ProgramVersionName
ACDLabs 12.01 4-amino-N-[(2R)-1-hydroxybutan-2-yl]benzamide
OpenEye OEToolkits 2.0.7 4-azanyl-~{N}-[(2~{R})-1-oxidanylbutan-2-yl]benzamide

Formula

C11 H16 N2 O2

Formal charge

0

Molecular weight

208.257 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(CC)CO)c1ccc(N)cc1
SMILES CACTVS 3.385 CC[CH](CO)NC(=O)c1ccc(N)cc1
SMILES OpenEye OEToolkits 2.0.7 CCC(CO)NC(=O)c1ccc(cc1)N
Canonical SMILES CACTVS 3.385 CC[C@H](CO)NC(=O)c1ccc(N)cc1
Canonical SMILES OpenEye OEToolkits 2.0.7 CC[C@H](CO)NC(=O)c1ccc(cc1)N

IUPAC InChI

InChI=1S/C11H16N2O2/c1-2-10(7-14)13-11(15)8-3-5-9(12)6-4-8/h3-6,10,14H,2,7,12H2,1H3,(H,13,15)/t10-/m1/s1

IUPAC InChI key

GAMWLCYIWNUQSS-SNVBAGLBSA-N
W18

wwPDB Information

Atom count

31 (15 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-09-02

Last modified at

2022-10-28

Status

Released

Obsoleted

Not Assigned



W18 : Atoms of Molecule

Total Number of Atoms: 31
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 5.073 -0.638 -0.491
2 C7 C C1 N Y N 0 3.418 0.828 0.466
3 C8 C C2 N Y N 0 3.741 -0.324 -0.245
4 C9 C C3 N Y N 0 2.733 -1.163 -0.711
5 O1 O O1 N N N 0 -0.611 1.64 1.125
6 C1 C C4 N N N 0 -3.548 -1.121 0.269
7 C5 C C5 N Y N 0 1.086 0.303 0.239
8 C6 C C6 N Y N 0 2.101 1.141 0.711
9 C4 C C7 N N N 0 -0.328 0.636 0.5
10 C3 C C8 N N N 0 -3.211 1.126 -0.771
11 C2 C C9 R N N 0 -2.709 0.158 0.303
12 N N N2 N N N 0 -1.305 -0.172 0.044
13 O O O2 N N N 0 -3.204 0.473 -2.042
14 C C C10 N N N 0 -3.129 -2.036 1.421
15 C10 C C11 N Y N 0 1.413 -0.856 -0.47
16 H1 H H1 N N N 0 5.777 -0.054 -0.167
17 H2 H H2 N N N 0 5.299 -1.442 -0.983
18 H3 H H3 N N N 0 4.203 1.475 0.83
19 H4 H H4 N N N 0 2.986 -2.057 -1.263
20 H5 H H5 N N N 0 -4.603 -0.866 0.373
21 H6 H H6 N N N 0 -3.39 -1.634 -0.679
22 H7 H H7 N N N 0 1.851 2.033 1.267
23 H8 H H8 N N N 0 -4.226 1.441 -0.529
24 H9 H H9 N N N 0 -2.559 1.998 -0.807
25 H10 H H10 N N N 0 -2.797 0.625 1.284
26 H11 H H11 N N N 0 -1.079 -0.973 -0.455
27 H12 H H12 N N N 0 -3.511 1.029 -2.771
28 H13 H H13 N N N 0 -2.074 -2.291 1.318
29 H14 H H14 N N N 0 -3.287 -1.523 2.37
30 H15 H H15 N N N 0 -3.727 -2.947 1.398
31 H16 H H16 N N N 0 0.632 -1.507 -0.832



W18 : Chemical Bonds

Total Number of Bonds: 31
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C8 N C sing 1.39 N N
2 C8 C7 C C doub 1.39 N Y
3 C8 C9 C C sing 1.39 N Y
4 C7 C6 C C sing 1.38 N Y
5 C9 C10 C C doub 1.38 N Y
6 C6 C5 C C doub 1.4 N Y
7 C10 C5 C C sing 1.4 N Y
8 C5 C4 C C sing 1.48 N N
9 C4 O1 C O doub 1.22 N N
10 C4 N C N sing 1.35 N N
11 N C2 N C sing 1.47 N N
12 O C3 O C sing 1.43 N N
13 C3 C2 C C sing 1.53 N N
14 C2 C1 C C sing 1.53 N N
15 C1 C C C sing 1.53 N N
16 N1 H1 N H sing 0.97 N N
17 N1 H2 N H sing 0.97 N N
18 C7 H3 C H sing 1.08 N N
19 C9 H4 C H sing 1.08 N N
20 C1 H5 C H sing 1.09 N N
21 C1 H6 C H sing 1.09 N N
22 C6 H7 C H sing 1.08 N N
23 C3 H8 C H sing 1.09 N N
24 C3 H9 C H sing 1.09 N N
25 C2 H10 C H sing 1.09 N N
26 N H11 N H sing 0.97 N N
27 O H12 O H sing 0.97 N N
28 C H13 C H sing 1.09 N N
29 C H14 C H sing 1.09 N N
30 C H15 C H sing 1.09 N N
31 C10 H16 C H sing 1.08 N N



W18 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
W18 7fnh Open in New Window Bound ligand 1 1