Chemical Components in the PDB

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5X9 : Summary

Code

5X9

One-letter code

X

Molecule name

1-[3-[3-(dimethylcarbamoyl)phenyl]phenyl]-5-[(1~{R},2~{R})-2-(1-methyl-1,2,3-triazol-4-yl)cyclopropyl]pyrazole-4-carboxylic acid

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.7 1-[3-[3-(dimethylcarbamoyl)phenyl]phenyl]-5-[(1~{R},2~{R})-2-(1-methyl-1,2,3-triazol-4-yl)cyclopropyl]pyrazole-4-carboxylic acid

Formula

C25 H24 N6 O3

Formal charge

0

Molecular weight

456.496 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CN(C)C(=O)c1cccc(c1)c2cccc(c2)n3ncc(C(O)=O)c3[CH]4C[CH]4c5cn(C)nn5
SMILES OpenEye OEToolkits 2.0.7 Cn1cc(nn1)C2CC2c3c(cnn3c4cccc(c4)c5cccc(c5)C(=O)N(C)C)C(=O)O
Canonical SMILES CACTVS 3.385 CN(C)C(=O)c1cccc(c1)c2cccc(c2)n3ncc(C(O)=O)c3[C@@H]4C[C@H]4c5cn(C)nn5
Canonical SMILES OpenEye OEToolkits 2.0.7 Cn1cc(nn1)[C@@H]2C[C@H]2c3c(cnn3c4cccc(c4)c5cccc(c5)C(=O)N(C)C)C(=O)O

IUPAC InChI

InChI=1S/C25H24N6O3/c1-29(2)24(32)17-8-4-6-15(10-17)16-7-5-9-18(11-16)31-23(21(13-26-31)25(33)34)20-12-19(20)22-14-30(3)28-27-22/h4-11,13-14,19-20H,12H2,1-3H3,(H,33,34)/t19-,20-/m1/s1

IUPAC InChI key

RSPIKPFHLPIDKV-WOJBJXKFSA-N
5X9

wwPDB Information

Atom count

58 (34 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-07-14

Last modified at

2021-11-12

Status

Released

Obsoleted

Not Assigned



5X9 : Atoms of Molecule

Total Number of Atoms: 58
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N N N 0 9.264 -1.769 0.088
2 C3 C C2 N N N 0 8.419 0.623 0.058
3 C6 C C3 N Y N 0 5.791 -0.304 -0.388
4 C7 C C4 N Y N 0 6.016 0.867 -1.115
5 C8 C C5 N Y N 0 4.985 1.76 -1.324
6 C10 C C6 N Y N 0 3.489 0.338 -0.089
7 C11 C C7 N Y N 0 4.523 -0.568 0.126
8 C12 C C8 N Y N 0 2.136 0.063 0.455
9 C13 C C9 N Y N 0 1.898 -1.102 1.182
10 C14 C C10 N Y N 0 0.638 -1.355 1.687
11 C15 C C11 N Y N 0 -0.39 -0.456 1.475
12 C16 C C12 N Y N 0 -0.161 0.708 0.752
13 N18 N N1 N Y N 0 -1.205 1.62 0.544
14 C21 C C13 N Y N 0 -3.191 2.488 0.186
15 C22 C C14 N N N 0 -4.637 2.627 -0.056
16 C25 C C15 N Y N 0 -2.498 1.304 0.349
17 C26 C C16 R N N 0 -3.082 -0.085 0.314
18 C27 C C17 N N N 0 -2.594 -1.029 -0.787
19 C28 C C18 R N N 0 -4.002 -0.435 -0.857
20 N2 N N2 N N N 0 8.156 -0.816 -0.012
21 C4 C C19 N N N 0 6.894 -1.264 -0.169
22 O5 O O1 N N N 0 6.663 -2.457 -0.13
23 C9 C C20 N Y N 0 3.727 1.503 -0.816
24 C17 C C21 N Y N 0 1.102 0.972 0.246
25 N19 N N3 N Y N 0 -1.079 3.013 0.509
26 C20 C C22 N Y N 0 -2.253 3.539 0.295
27 O23 O O2 N N N 0 -5.164 3.842 -0.305
28 O24 O O3 N N N 0 -5.355 1.647 -0.033
29 C29 C C23 N Y N 0 -5.161 -1.357 -0.579
30 C30 C C24 N Y N 0 -5.134 -2.711 -0.568
31 N31 N N4 N Y N 0 -6.392 -3.11 -0.268
32 C32 C C25 N N N 0 -6.845 -4.498 -0.143
33 N33 N N5 N Y N 0 -7.121 -2.062 -0.11
34 N34 N N6 N Y N 0 -6.417 -1.0 -0.289
35 H38 H H1 N N N 0 9.423 -2.034 1.133
36 H39 H H2 N N N 0 9.024 -2.667 -0.482
37 H37 H H3 N N N 0 10.171 -1.316 -0.314
38 H41 H H4 N N N 0 8.666 0.996 -0.936
39 H42 H H5 N N N 0 7.532 1.137 0.429
40 H40 H H6 N N N 0 9.255 0.807 0.733
41 H43 H H7 N N N 0 6.998 1.074 -1.514
42 H44 H H8 N N N 0 5.163 2.665 -1.887
43 H46 H H9 N N N 0 4.344 -1.472 0.689
44 H47 H H10 N N N 0 2.699 -1.806 1.35
45 H48 H H11 N N N 0 0.456 -2.259 2.25
46 H49 H H12 N N N 0 -1.373 -0.659 1.872
47 H35 H H13 N N N 0 -3.313 -0.522 1.286
48 H52 H H14 N N N 0 -1.851 -0.645 -1.486
49 H53 H H15 N N N 0 -2.505 -2.087 -0.54
50 H36 H H16 N N N 0 -4.186 0.339 -1.602
51 H45 H H17 N N N 0 2.924 2.206 -0.983
52 H50 H H18 N N N 0 1.282 1.877 -0.316
53 H51 H H19 N N N 0 -2.47 4.594 0.215
54 H1 H H20 N N N 0 -6.118 3.884 -0.458
55 H54 H H21 N N N 0 -4.281 -3.344 -0.761
56 H56 H H22 N N N 0 -6.723 -4.829 0.888
57 H57 H H23 N N N 0 -7.896 -4.563 -0.424
58 H55 H H24 N N N 0 -6.253 -5.134 -0.802



5X9 : Chemical Bonds

Total Number of Bonds: 62
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C32 N31 C N sing 1.47 N N
2 O24 C22 O C doub 1.22 N N
3 O23 C22 O C sing 1.35 N N
4 N31 C30 N C sing 1.35 N Y
5 N31 N33 N N sing 1.29 N Y
6 C22 C21 C C sing 1.47 N N
7 C30 C29 C C doub 1.35 N Y
8 N33 N34 N N doub 1.29 N Y
9 C29 N34 C N sing 1.34 N Y
10 C29 C28 C C sing 1.51 N N
11 C21 C20 C C sing 1.41 N Y
12 C21 C25 C C doub 1.38 N Y
13 C28 C26 C C sing 1.53 N N
14 C28 C27 C C sing 1.53 N N
15 C20 N19 C N doub 1.3 N Y
16 C25 C26 C C sing 1.51 N N
17 C25 N18 C N sing 1.35 N Y
18 C26 C27 C C sing 1.53 N N
19 N19 N18 N N sing 1.4 N Y
20 N18 C16 N C sing 1.4 N N
21 C1 N2 C N sing 1.46 N N
22 C3 N2 C N sing 1.46 N N
23 N2 C4 N C sing 1.35 N N
24 C16 C17 C C doub 1.39 N Y
25 C16 C15 C C sing 1.39 N Y
26 C17 C12 C C sing 1.39 N Y
27 C4 O5 C O doub 1.22 N N
28 C4 C6 C C sing 1.48 N N
29 C15 C14 C C doub 1.38 N Y
30 C11 C6 C C doub 1.39 N Y
31 C11 C10 C C sing 1.39 N Y
32 C6 C7 C C sing 1.4 N Y
33 C12 C10 C C sing 1.48 N N
34 C12 C13 C C doub 1.39 N Y
35 C10 C9 C C doub 1.39 N Y
36 C7 C8 C C doub 1.38 N Y
37 C14 C13 C C sing 1.38 N Y
38 C9 C8 C C sing 1.38 N Y
39 C1 H38 C H sing 1.09 N N
40 C1 H39 C H sing 1.09 N N
41 C1 H37 C H sing 1.09 N N
42 C3 H41 C H sing 1.09 N N
43 C3 H42 C H sing 1.09 N N
44 C3 H40 C H sing 1.09 N N
45 C7 H43 C H sing 1.08 N N
46 C8 H44 C H sing 1.08 N N
47 C11 H46 C H sing 1.08 N N
48 C13 H47 C H sing 1.08 N N
49 C14 H48 C H sing 1.08 N N
50 C15 H49 C H sing 1.08 N N
51 C26 H35 C H sing 1.09 N N
52 C27 H52 C H sing 1.09 N N
53 C27 H53 C H sing 1.09 N N
54 C28 H36 C H sing 1.09 N N
55 C9 H45 C H sing 1.08 N N
56 C17 H50 C H sing 1.08 N N
57 C20 H51 C H sing 1.08 N N
58 O23 H1 O H sing 0.97 N N
59 C30 H54 C H sing 1.08 N N
60 C32 H56 C H sing 1.09 N N
61 C32 H57 C H sing 1.09 N N
62 C32 H55 C H sing 1.09 N N



5X9 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
5X9 7p5i Open in New Window Bound ligand 1 1