Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

O1I : Summary

Code

O1I

One-letter code

X

Molecule name

(2S)-2-(3-chlorophenyl)-3-hydroxy-N-(4-methylpyridin-3-yl)propanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-2-(3-chlorophenyl)-3-hydroxy-N-(4-methylpyridin-3-yl)propanamide
OpenEye OEToolkits 2.0.7 (2~{S})-2-(3-chlorophenyl)-~{N}-(4-methylpyridin-3-yl)-3-oxidanyl-propanamide

Formula

C15 H15 Cl N2 O2

Formal charge

0

Molecular weight

290.745 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1cnccc1C)C(CO)c1cccc(Cl)c1
SMILES CACTVS 3.385 Cc1ccncc1NC(=O)[CH](CO)c2cccc(Cl)c2
SMILES OpenEye OEToolkits 2.0.7 Cc1ccncc1NC(=O)C(CO)c2cccc(c2)Cl
Canonical SMILES CACTVS 3.385 Cc1ccncc1NC(=O)[C@H](CO)c2cccc(Cl)c2
Canonical SMILES OpenEye OEToolkits 2.0.7 Cc1ccncc1NC(=O)[C@H](CO)c2cccc(c2)Cl

IUPAC InChI

InChI=1S/C15H15ClN2O2/c1-10-5-6-17-8-14(10)18-15(20)13(9-19)11-3-2-4-12(16)7-11/h2-8,13,19H,9H2,1H3,(H,18,20)/t13-/m1/s1

IUPAC InChI key

YUJIYWCEKJSKBQ-CYBMUJFWSA-N
O1I

wwPDB Information

Atom count

35 (20 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-08-16

Last modified at

2023-11-03

Status

Released

Obsoleted

Not Assigned



O1I : Atoms of Molecule

Total Number of Atoms: 35
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 1.824 0.751 -0.149
2 C4 C C1 N Y N 0 2.919 -1.303 0.514
3 C5 C C2 N Y N 0 2.945 -0.086 -0.154
4 C6 C C3 N N N 0 0.595 0.231 0.042
5 C7 C C4 S N N 0 -0.597 1.143 0.176
6 C8 C C5 N N N 0 -0.398 2.07 1.376
7 C10 C C6 N Y N 0 -1.941 -0.524 1.472
8 C13 C C7 N Y N 0 -4.02 -0.364 -0.343
9 CL CL CL1 N N N 0 -5.325 -0.265 -1.484
10 C12 C C8 N Y N 0 -4.121 -1.203 0.752
11 C11 C C9 N Y N 0 -3.082 -1.282 1.66
12 C14 C C10 N Y N 0 -2.883 0.402 -0.525
13 C9 C C11 N Y N 0 -1.841 0.317 0.38
14 O1 O O1 N N N 0 0.714 2.934 1.131
15 O O O2 N N N 0 0.449 -0.971 0.106
16 C1 C C12 N Y N 0 4.104 0.289 -0.83
17 C C C13 N N N 0 4.177 1.601 -1.568
18 N N N2 N Y N 0 3.974 -2.092 0.515
19 C3 C C14 N Y N 0 5.088 -1.764 -0.111
20 C2 C C15 N Y N 0 5.187 -0.573 -0.807
21 H1 H H1 N N N 0 1.931 1.707 -0.279
22 H2 H H2 N N N 0 2.026 -1.604 1.041
23 H3 H H3 N N N 0 -0.702 1.74 -0.731
24 H4 H H4 N N N 0 -1.297 2.668 1.526
25 H5 H H5 N N N 0 -0.205 1.474 2.268
26 H6 H H6 N N N 0 -1.128 -0.586 2.181
27 H7 H H7 N N N 0 -5.008 -1.802 0.895
28 H8 H H8 N N N 0 -3.16 -1.936 2.516
29 H9 H H9 N N N 0 -2.803 1.056 -1.381
30 H10 H H10 N N N 0 0.899 3.551 1.853
31 H11 H H11 N N N 0 4.542 2.377 -0.894
32 H12 H H12 N N N 0 4.857 1.505 -2.414
33 H13 H H13 N N N 0 3.184 1.871 -1.928
34 H14 H H14 N N N 0 5.931 -2.438 -0.086
35 H15 H H15 N N N 0 6.103 -0.313 -1.316



O1I : 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 N C3 N C doub 1.32 N Y
2 N C4 N C sing 1.32 N Y
3 C3 C2 C C sing 1.38 N Y
4 C4 C5 C C doub 1.39 N Y
5 C2 C1 C C doub 1.38 N Y
6 C5 C1 C C sing 1.39 N Y
7 C5 N1 C N sing 1.4 N N
8 C1 C C C sing 1.51 N N
9 N1 C6 N C sing 1.35 N N
10 CL C13 CL C sing 1.74 N N
11 O C6 O C doub 1.21 N N
12 C6 C7 C C sing 1.51 N N
13 C14 C13 C C doub 1.38 N Y
14 C14 C9 C C sing 1.38 N Y
15 C13 C12 C C sing 1.38 N Y
16 C7 C9 C C sing 1.51 N N
17 C7 C8 C C sing 1.53 N N
18 C9 C10 C C doub 1.38 N Y
19 C12 C11 C C doub 1.38 N Y
20 O1 C8 O C sing 1.43 N N
21 C10 C11 C C sing 1.38 N Y
22 N1 H1 N H sing 0.97 N N
23 C4 H2 C H sing 1.08 N N
24 C7 H3 C H sing 1.09 N N
25 C8 H4 C H sing 1.09 N N
26 C8 H5 C H sing 1.09 N N
27 C10 H6 C H sing 1.08 N N
28 C12 H7 C H sing 1.08 N N
29 C11 H8 C H sing 1.08 N N
30 C14 H9 C H sing 1.08 N N
31 O1 H10 O H sing 0.97 N N
32 C H11 C H sing 1.09 N N
33 C H12 C H sing 1.09 N N
34 C H13 C H sing 1.09 N N
35 C3 H14 C H sing 1.08 N N
36 C2 H15 C H sing 1.08 N N



O1I : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
O1I 7gf3 Open in New Window Bound ligand 1 1