Chemical Components in the PDB

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82A : Summary

Code

82A

One-letter code

X

Molecule name

(S)-N-(1-(3-CHLORO-4-FLUOROPHENYL)-2-HYDROXYETHYL)-4-(4-(3-CHLOROPHENYL)-1H-PYRAZOL-3-YL)-1H-PYRROLE-2-CARBOXAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-[(1S)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide
OpenEye OEToolkits 1.5.0 N-[(1S)-1-(3-chloro-4-fluoro-phenyl)-2-hydroxy-ethyl]-4-[4-(3-chlorophenyl)-1H-pyrazol-3-yl]-1H-pyrrole-2-carboxamide

Formula

C22 H17 Cl2 F N4 O2

Formal charge

0

Molecular weight

459.3 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Fc1ccc(cc1Cl)C(NC(=O)c4cc(c3nncc3c2cc(Cl)ccc2)cn4)CO
SMILES CACTVS 3.341 OC[CH](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4
SMILES OpenEye OEToolkits 1.5.0 c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)NC(CO)c4ccc(c(c4)Cl)F
Canonical SMILES CACTVS 3.341 OC[C@@H](NC(=O)c1[nH]cc(c1)c2n[nH]cc2c3cccc(Cl)c3)c4ccc(F)c(Cl)c4
Canonical SMILES OpenEye OEToolkits 1.5.0 c1cc(cc(c1)Cl)c2c[nH]nc2c3cc([nH]c3)C(=O)N[C@H](CO)c4ccc(c(c4)Cl)F

IUPAC InChI

InChI=1S/C22H17Cl2FN4O2/c23-15-3-1-2-12(6-15)16-10-27-29-21(16)14-8-19(26-9-14)22(31)28-20(11-30)13-4-5-18(25)17(24)7-13/h1-10,20,26,30H,11H2,(H,27,29)(H,28,31)/t20-/m1/s1

IUPAC InChI key

YMUYGRBBEDYUOP-HXUWFJFHSA-N
82A

wwPDB Information

Atom count

48 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2007-01-15

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



82A : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C11 C C11 N Y N 0 5.545 -1.679 2.668
2 C14 C C14 N Y N 0 5.405 -2.268 0.208
3 N16 N N16 N Y N 0 4.85 -2.597 -1.789
4 C18 C C18 N Y N 0 4.223 -3.589 -1.094
5 C19 C C19 N Y N 0 4.569 -3.398 0.219
6 C20 C C20 N Y N 0 4.108 -4.24 1.287
7 C21 C C21 N Y N 0 4.846 -5.365 1.655
8 C22 C C22 N Y N 0 4.398 -6.185 2.691
9 C23 C C23 N Y N 0 3.212 -5.879 3.359
10 C24 C C24 N Y N 0 2.474 -4.755 2.991
11 C26 C C26 N Y N 0 2.922 -3.935 1.955
12 C27 C C27 N Y N 0 11.931 0.262 3.056
13 C29 C C29 N Y N 0 13.393 -0.602 4.748
14 C30 C C30 N Y N 0 13.929 -1.495 3.82
15 O1 O O1 N N N 0 10.217 3.047 1.192
16 C2 C C2 N N N 0 11.279 2.152 1.505
17 C3 C C3 R N N 0 10.839 1.223 2.639
18 N5 N N5 N N N 0 9.637 0.507 2.276
19 C6 C C6 N N N 0 8.624 0.134 3.184
20 O7 O O7 N N N 0 8.722 0.419 4.404
21 C8 C C8 N Y N 0 7.504 -0.593 2.675
22 C9 C C9 N Y N 0 7.262 -0.996 1.38
23 C10 C C10 N Y N 0 6.025 -1.682 1.379
24 N12 N N12 N Y N 0 6.453 -1.013 3.449
25 N15 N N15 N Y N 0 5.581 -1.773 -1.02
26 CL25 CL CL25 N N N 0 1.011 -4.379 3.815
27 C28 C C28 N Y N 0 12.386 0.283 4.363
28 F31 F F31 N N N 0 14.896 -2.34 4.205
29 CL33 CL CL33 N N N 0 14.115 -2.602 1.357
30 C32 C C32 N Y N 0 13.458 -1.503 2.507
31 C34 C C34 N Y N 0 12.451 -0.617 2.122
32 H11 H H11 N N N 0 4.644 -2.087 3.104
33 HN16 H HN16 N N N 0 4.824 -2.425 -2.787
34 H18 H H18 N N N 0 3.602 -4.32 -1.593
35 H21 H H21 N N N 0 5.772 -5.617 1.144
36 H22 H H22 N N N 0 4.972 -7.061 2.978
37 H23 H H23 N N N 0 2.874 -6.526 4.165
38 H26 H H26 N N N 0 2.345 -3.058 1.668
39 H29 H H29 N N N 0 13.76 -0.596 5.77
40 HO1 H HO1 N N N 0 10.283 3.235 0.243
41 H21A H 1H2 N N N 0 12.143 2.754 1.805
42 H22A H 2H2 N N N 0 11.538 1.596 0.597
43 H3 H H3 N N N 0 10.549 1.841 3.499
44 HN5 H HN5 N N N 0 9.554 0.205 1.31
45 H34 H H34 N N N 0 12.08 -0.619 1.1
46 H9 H H9 N N N 0 7.91 -0.813 0.534
47 HN12 H HN12 N N N 0 6.36 -0.858 4.443
48 H28 H H28 N N N 0 11.975 0.976 5.093



82A : Chemical Bonds

Total Number of Bonds: 51
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C11 N12 C N sing 1.37 N Y
2 C11 C10 C C doub 1.38 N Y
3 C11 H11 C H sing 1.08 N N
4 C14 C10 C C sing 1.45 N Y
5 C14 N15 C N doub 1.34 N Y
6 C14 C19 C C sing 1.41 N Y
7 N16 N15 N N sing 1.34 N Y
8 N16 C18 N C sing 1.36 N Y
9 N16 HN16 N H sing 1.01 N N
10 C18 C19 C C doub 1.37 N Y
11 C18 H18 C H sing 1.08 N N
12 C19 C20 C C sing 1.44 N Y
13 C20 C26 C C sing 1.39 N Y
14 C20 C21 C C doub 1.39 N Y
15 C21 C22 C C sing 1.4 N Y
16 C21 H21 C H sing 1.09 N N
17 C22 C23 C C doub 1.4 N Y
18 C22 H22 C H sing 1.09 N N
19 C23 C24 C C sing 1.39 N Y
20 C23 H23 C H sing 1.09 N N
21 C24 CL25 C CL sing 1.72 N N
22 C24 C26 C C doub 1.4 N Y
23 C26 H26 C H sing 1.09 N N
24 C27 C34 C C doub 1.38 N Y
25 C27 C28 C C sing 1.38 N Y
26 C27 C3 C C sing 1.51 N N
27 C29 C30 C C sing 1.39 N Y
28 C29 C28 C C doub 1.39 N Y
29 C29 H29 C H sing 1.09 N N
30 C30 F31 C F sing 1.34 N N
31 C30 C32 C C doub 1.39 N Y
32 O1 C2 O C sing 1.42 N N
33 O1 HO1 O H sing 0.97 N N
34 C2 C3 C C sing 1.53 N N
35 C2 H21A C H sing 1.09 N N
36 C2 H22A C H sing 1.1 N N
37 C3 N5 C N sing 1.45 N N
38 C3 H3 C H sing 1.1 N N
39 N5 C6 N C sing 1.41 N N
40 N5 HN5 N H sing 1.02 N N
41 C6 O7 C O doub 1.26 N N
42 C6 C8 C C sing 1.43 N N
43 C8 N12 C N sing 1.37 N Y
44 C8 C9 C C doub 1.38 N Y
45 C9 C10 C C sing 1.41 N Y
46 C9 H9 C H sing 1.08 N N
47 N12 HN12 N H sing 1.01 N N
48 C28 H28 C H sing 1.09 N N
49 C32 CL33 C CL sing 1.72 N N
50 C32 C34 C C sing 1.4 N Y
51 C34 H34 C H sing 1.09 N N



82A : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
82A 2ojj Open in New Window Bound ligand 1 1