Chemical Components in the PDB

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QR6 : Summary

Code

QR6

One-letter code

X

Molecule name

(1S,2S)-1-[2-chloro-4-(cyclopropylcarbamamido)benzamido]-4-hydroxy-2,3-dihydro-1H-indene-2-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (1S,2S)-1-[2-chloro-4-(cyclopropylcarbamamido)benzamido]-4-hydroxy-2,3-dihydro-1H-indene-2-carboxylic acid
OpenEye OEToolkits 2.0.7 (1~{S},2~{S})-1-[[2-chloranyl-4-(cyclopropylcarbamoylamino)phenyl]carbonylamino]-4-oxidanyl-2,3-dihydro-1~{H}-indene-2-carboxylic acid

Formula

C21 H20 Cl N3 O5

Formal charge

0

Molecular weight

429.854 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC1CC1)Nc1ccc(c(Cl)c1)C(=O)NC1c2cccc(O)c2CC1C(=O)O
SMILES CACTVS 3.385 OC(=O)[CH]1Cc2c(O)cccc2[CH]1NC(=O)c3ccc(NC(=O)NC4CC4)cc3Cl
SMILES OpenEye OEToolkits 2.0.7 c1cc2c(c(c1)O)CC(C2NC(=O)c3ccc(cc3Cl)NC(=O)NC4CC4)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)[C@H]1Cc2c(O)cccc2[C@H]1NC(=O)c3ccc(NC(=O)NC4CC4)cc3Cl
Canonical SMILES OpenEye OEToolkits 2.0.7 c1cc2c(c(c1)O)C[C@@H]([C@@H]2NC(=O)c3ccc(cc3Cl)NC(=O)NC4CC4)C(=O)O

IUPAC InChI

InChI=1S/C21H20ClN3O5/c22-16-8-11(24-21(30)23-10-4-5-10)6-7-13(16)19(27)25-18-12-2-1-3-17(26)14(12)9-15(18)20(28)29/h1-3,6-8,10,15,18,26H,4-5,9H2,(H,25,27)(H,28,29)(H2,23,24,30)/t15-,18+/m0/s1

IUPAC InChI key

DCWUYIIPJAIWML-MAUKXSAKSA-N
QR6

wwPDB Information

Atom count

50 (30 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2022-06-14

Last modified at

2022-07-01

Status

Released

Obsoleted

Not Assigned



QR6 : Atoms of Molecule

Total Number of Atoms: 50
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C18 C C1 N Y N 0 2.898 0.324 -0.863
2 C16 C C2 N Y N 0 1.607 0.706 -1.158
3 C15 C C3 N Y N 0 0.534 -0.099 -0.758
4 C14 C C4 N N N 0 -0.85 0.305 -1.072
5 C12 C C5 S N N 0 -3.256 -0.07 -0.998
6 C11 C C6 N Y N 0 -3.833 0.75 0.136
7 C10 C C7 N Y N 0 -3.272 1.777 0.876
8 C19 C C8 N Y N 0 3.135 -0.86 -0.175
9 C02 C C9 N N N 0 -3.634 -2.441 -0.26
10 C03 C C10 S N N 0 -4.167 -1.312 -1.103
11 C04 C C11 N N N 0 -5.505 -0.789 -0.536
12 C05 C C12 N Y N 0 -5.125 0.337 0.401
13 C06 C C13 N Y N 0 -5.855 0.954 1.409
14 C08 C C14 N Y N 0 -5.288 1.982 2.148
15 C09 C C15 N Y N 0 -3.997 2.391 1.88
16 C21 C C16 N N N 0 5.367 -0.309 0.421
17 C23 C C17 N N N 0 7.611 0.333 1.12
18 C24 C C18 N N N 0 9.024 0.129 0.57
19 C25 C C19 N N N 0 8.747 -0.073 2.061
20 C27 C C20 N Y N 0 2.07 -1.666 0.219
21 C28 C C21 N Y N 0 0.777 -1.286 -0.062
22 N13 N N1 N N N 0 -1.882 -0.471 -0.686
23 N20 N N2 N N N 0 4.442 -1.243 0.122
24 N22 N N3 N N N 0 6.606 -0.683 0.795
25 CL17 CL CL1 N N N 0 1.312 2.182 -2.022
26 O01 O O1 N N N 0 -4.043 -2.602 0.865
27 O07 O O2 N N N 0 -7.125 0.55 1.672
28 O26 O O3 N N N 0 5.082 0.871 0.353
29 O29 O O4 N N N 0 -1.059 1.338 -1.678
30 O30 O O5 N N N 0 -2.703 -3.269 -0.76
31 H181 H H1 N N N 0 3.727 0.944 -1.171
32 H121 H H2 N N N 0 -3.282 0.498 -1.928
33 H101 H H3 N N N 0 -2.262 2.1 0.669
34 H031 H H4 N N N 0 -4.279 -1.624 -2.141
35 H042 H H5 N N N 0 -6.136 -0.414 -1.342
36 H041 H H6 N N N 0 -6.019 -1.58 0.01
37 H081 H H7 N N N 0 -5.856 2.462 2.931
38 H091 H H8 N N N 0 -3.553 3.191 2.454
39 H231 H H9 N N N 0 7.24 1.355 1.19
40 H241 H H10 N N N 0 9.207 -0.76 -0.033
41 H242 H H11 N N N 0 9.583 1.018 0.278
42 H252 H H12 N N N 0 9.123 0.682 2.751
43 H131 H H16 N N N 0 -1.715 -1.295 -0.203
44 H251 H H13 N N N 0 8.746 -1.096 2.439
45 H271 H H14 N N N 0 2.258 -2.586 0.752
46 H281 H H15 N N N 0 -0.049 -1.91 0.248
47 H201 H H17 N N N 0 4.687 -2.182 0.113
48 H221 H H18 N N N 0 6.833 -1.625 0.848
49 H071 H H19 N N N 0 -7.186 -0.155 2.33
50 H1 H H20 N N N 0 -2.391 -3.979 -0.181



QR6 : Chemical Bonds

Total Number of Bonds: 53
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C02 O01 C O doub 1.21 N N
2 C04 C03 C C sing 1.54 N N
3 C05 C04 C C sing 1.51 N N
4 C06 C05 C C doub 1.39 N Y
5 O07 C06 O C sing 1.36 N N
6 C08 C06 C C sing 1.39 N Y
7 C09 C08 C C doub 1.38 N Y
8 C10 C09 C C sing 1.38 N Y
9 C11 C10 C C doub 1.38 N Y
10 C12 C11 C C sing 1.51 N N
11 N13 C12 N C sing 1.46 N N
12 C14 N13 C N sing 1.35 N N
13 C16 C15 C C doub 1.4 N Y
14 CL17 C16 CL C sing 1.74 N N
15 C18 C16 C C sing 1.38 N Y
16 C19 C18 C C doub 1.39 N Y
17 C21 N20 C N sing 1.35 N N
18 C23 N22 C N sing 1.47 N N
19 C24 C23 C C sing 1.53 N N
20 C25 C24 C C sing 1.53 N N
21 N22 C21 N C sing 1.35 N N
22 O26 C21 O C doub 1.22 N N
23 N20 C19 N C sing 1.39 N N
24 C27 C19 C C sing 1.39 N Y
25 C28 C27 C C doub 1.38 N Y
26 C15 C14 C C sing 1.48 N N
27 O29 C14 O C doub 1.22 N N
28 C03 C02 C C sing 1.51 N N
29 O30 C02 O C sing 1.34 N N
30 C03 C12 C C sing 1.54 N N
31 C05 C11 C C sing 1.38 N Y
32 C15 C28 C C sing 1.4 N Y
33 C23 C25 C C sing 1.53 N N
34 C18 H181 C H sing 1.08 N N
35 C12 H121 C H sing 1.09 N N
36 C10 H101 C H sing 1.08 N N
37 C03 H031 C H sing 1.09 N N
38 C04 H042 C H sing 1.09 N N
39 C04 H041 C H sing 1.09 N N
40 C08 H081 C H sing 1.08 N N
41 C09 H091 C H sing 1.08 N N
42 C23 H231 C H sing 1.09 N N
43 C24 H241 C H sing 1.09 N N
44 C24 H242 C H sing 1.09 N N
45 C25 H252 C H sing 1.09 N N
46 C25 H251 C H sing 1.09 N N
47 C27 H271 C H sing 1.08 N N
48 C28 H281 C H sing 1.08 N N
49 N13 H131 N H sing 0.97 N N
50 N20 H201 N H sing 0.97 N N
51 N22 H221 N H sing 0.97 N N
52 O07 H071 O H sing 0.97 N N
53 O30 H1 O H sing 0.97 N N



QR6 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
QR6 5sqh Open in New Window Bound ligand 1 1