Chemical Components in the PDB

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8AO : Summary

Code

8AO

One-letter code

X

Molecule name

(4~{S})-6-azanyl-3-methyl-4-[3-[4-(phenylmethyl)sulfonylphenyl]-5-(trifluoromethyl)phenyl]-4-propan-2-yl-2~{H}-pyrano[2 ,3-c]pyrazole-5-carbonitrile

Systematic names

ProgramVersionName
OpenEye OEToolkits 2.0.6 (4~{S})-6-azanyl-3-methyl-4-[3-[4-(phenylmethyl)sulfonylphenyl]-5-(trifluoromethyl)phenyl]-4-propan-2-yl-2~{H}-pyrano[2,3-c]pyrazole-5-carbonitrile

Formula

C31 H27 F3 N4 O3 S

Formal charge

0

Molecular weight

592.631 Da

SMILES

TypeProgramVersionDescriptor
SMILES CACTVS 3.385 CC(C)[C]1(c2cc(cc(c2)C(F)(F)F)c3ccc(cc3)[S](=O)(=O)Cc4ccccc4)C(=C(N)Oc5n[nH]c(C)c15)C#N
SMILES OpenEye OEToolkits 2.0.6 Cc1c2c(n[nH]1)OC(=C(C2(c3cc(cc(c3)C(F)(F)F)c4ccc(cc4)S(=O)(=O)Cc5ccccc5)C(C)C)C#N)N
Canonical SMILES CACTVS 3.385 CC(C)[C@]1(c2cc(cc(c2)C(F)(F)F)c3ccc(cc3)[S](=O)(=O)Cc4ccccc4)C(=C(N)Oc5n[nH]c(C)c15)C#N
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1c2c(n[nH]1)OC(=C([C@@]2(c3cc(cc(c3)C(F)(F)F)c4ccc(cc4)S(=O)(=O)Cc5ccccc5)C(C)C)C#N)N

IUPAC InChI

InChI=1S/C31H27F3N4O3S/c1-18(2)30(26(16-35)28(36)41-29-27(30)19(3)37-38-29)23-13-22(14-24(15-23)31(32,33)34)21-9-11-25(12-10-21)42(39,40)17-20-7-5-4-6-8-20/h4-15,18H,17,36H2,1-3H3,(H,37,38)/t30-/m0/s1

IUPAC InChI key

PGTUNNBRJSLXTJ-PMERELPUSA-N
8AO

wwPDB Information

Atom count

69 (42 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2017-05-25

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned



8AO : Atoms of Molecule

Total Number of Atoms: 69
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C2 C C1 N N N 0 2.885 3.09 -1.05
2 C3 C C2 N N N 0 3.409 1.881 -1.338
3 C4 C C3 S N N 0 3.899 0.924 -0.28
4 C5 C C4 N Y N 0 3.973 1.668 1.028
5 C6 C C5 N Y N 0 3.397 2.946 1.202
6 C8 C C6 N N N 0 3.506 1.488 -2.712
7 C10 C C7 N Y N 0 4.545 1.307 2.187
8 C12 C C8 N N N 0 5.278 0.018 2.454
9 C13 C C9 N N N 0 5.286 0.402 -0.658
10 C14 C C10 N N N 0 5.215 -0.301 -2.015
11 C15 C C11 N Y N 0 2.938 -0.23 -0.155
12 C16 C C12 N Y N 0 3.409 -1.53 -0.209
13 C17 C C13 N Y N 0 2.533 -2.594 -0.095
14 C18 C C14 N Y N 0 1.182 -2.364 0.073
15 C19 C C15 N Y N 0 0.702 -1.057 0.128
16 C20 C C16 N Y N 0 1.59 0.011 0.018
17 O52 O O1 N N N 0 -5.238 1.253 1.466
18 S44 S S1 N N N 0 -5.179 -0.031 0.86
19 O51 O O2 N N N 0 -5.654 -1.184 1.54
20 C56 C C17 N N N 0 -5.84 0.031 -0.828
21 C57 C C18 N Y N 0 -7.325 0.287 -0.776
22 C62 C C19 N Y N 0 -7.804 1.583 -0.789
23 C61 C C20 N Y N 0 -9.165 1.817 -0.742
24 C60 C C21 N Y N 0 -10.048 0.754 -0.682
25 C59 C C22 N Y N 0 -9.568 -0.542 -0.67
26 C58 C C23 N Y N 0 -8.207 -0.776 -0.723
27 C41 C C24 N Y N 0 -3.456 -0.331 0.646
28 C40 C C25 N Y N 0 -2.985 -1.631 0.591
29 C39 C C26 N Y N 0 -1.636 -1.872 0.423
30 C42 C C27 N Y N 0 -2.58 0.733 0.527
31 C43 C C28 N Y N 0 -1.23 0.503 0.359
32 C32 C C29 N Y N 0 -0.749 -0.804 0.308
33 C33 C C30 N N N 0 3.053 -4.007 -0.155
34 F49 F F1 N N N 0 3.379 -4.439 1.135
35 F48 F F2 N N N 0 2.07 -4.844 -0.693
36 F47 F F3 N N N 0 4.195 -4.049 -0.963
37 C34 C C31 N N N 0 6.267 1.574 -0.742
38 N9 N N1 N N N 0 3.582 1.176 -3.801
39 N7 N N2 N N N 0 2.469 3.872 -2.099
40 N54 N N3 N Y N 0 4.345 2.31 3.073
41 N11 N N4 N Y N 0 3.621 3.325 2.427
42 O1 O O3 N N N 0 2.736 3.582 0.196
43 H1 H H1 N N N 0 6.335 0.146 2.22
44 H2 H H2 N N N 0 5.168 -0.252 3.504
45 H3 H H3 N N N 0 4.861 -0.773 1.83
46 H4 H H4 N N N 0 5.628 -0.304 0.099
47 H5 H H5 N N N 0 6.044 -1.002 -2.106
48 H6 H H6 N N N 0 4.272 -0.842 -2.095
49 H7 H H7 N N N 0 5.277 0.44 -2.812
50 H8 H H8 N N N 0 4.465 -1.714 -0.342
51 H9 H H9 N N N 0 0.499 -3.196 0.161
52 H10 H H10 N N N 0 1.223 1.026 0.06
53 H11 H H11 N N N 0 -5.352 0.835 -1.38
54 H12 H H12 N N N 0 -5.652 -0.919 -1.327
55 H13 H H13 N N N 0 -7.115 2.413 -0.835
56 H14 H H14 N N N 0 -9.54 2.83 -0.751
57 H15 H H15 N N N 0 -11.111 0.937 -0.645
58 H18 H H18 N N N 0 -3.673 -2.458 0.681
59 H16 H H16 N N N 0 -10.258 -1.372 -0.624
60 H17 H H17 N N N 0 -7.833 -1.789 -0.718
61 H19 H H19 N N N 0 -1.269 -2.887 0.381
62 H20 H H20 N N N 0 -2.954 1.745 0.567
63 H21 H H21 N N N 0 -0.547 1.335 0.266
64 H22 H H22 N N N 0 6.318 2.074 0.225
65 H23 H H23 N N N 0 7.255 1.202 -1.011
66 H24 H H24 N N N 0 5.925 2.279 -1.499
67 H25 H H25 N N N 0 2.557 3.549 -3.009
68 H26 H H26 N N N 0 2.087 4.747 -1.929
69 H27 H H27 N N N 0 4.648 2.326 3.994



8AO : Chemical Bonds

Total Number of Bonds: 73
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O51 S44 O S doub 1.42 N N
2 C56 S44 C S sing 1.81 N N
3 C56 C57 C C sing 1.51 N N
4 S44 O52 S O doub 1.42 N N
5 S44 C41 S C sing 1.76 N N
6 C58 C57 C C doub 1.38 N Y
7 C58 C59 C C sing 1.38 N Y
8 C57 C62 C C sing 1.38 N Y
9 C40 C41 C C doub 1.38 N Y
10 C40 C39 C C sing 1.38 N Y
11 C41 C42 C C sing 1.38 N Y
12 N54 N11 N N sing 1.4 N Y
13 N54 C10 N C sing 1.35 N Y
14 C59 C60 C C doub 1.38 N Y
15 N11 C6 N C doub 1.3 N Y
16 C62 C61 C C doub 1.38 N Y
17 C39 C32 C C doub 1.39 N Y
18 C12 C10 C C sing 1.51 N N
19 C10 C5 C C doub 1.34 N Y
20 C60 C61 C C sing 1.38 N Y
21 C42 C43 C C doub 1.38 N Y
22 C6 C5 C C sing 1.41 N Y
23 C6 O1 C O sing 1.36 N N
24 C32 C43 C C sing 1.39 N Y
25 C32 C19 C C sing 1.48 N N
26 C5 C4 C C sing 1.51 N N
27 O1 C2 O C sing 1.35 N N
28 C20 C19 C C doub 1.39 N Y
29 C20 C15 C C sing 1.38 N Y
30 C19 C18 C C sing 1.39 N Y
31 C4 C15 C C sing 1.51 N N
32 C4 C13 C C sing 1.53 N N
33 C4 C3 C C sing 1.51 N N
34 C14 C13 C C sing 1.53 N N
35 C15 C16 C C doub 1.38 N Y
36 C34 C13 C C sing 1.53 N N
37 C2 C3 C C doub 1.35 N N
38 C2 N7 C N sing 1.37 N N
39 C18 C17 C C doub 1.38 N Y
40 C3 C8 C C sing 1.43 N N
41 C16 C17 C C sing 1.38 N Y
42 C17 C33 C C sing 1.51 N N
43 C8 N9 C N trip 1.14 N N
44 F47 C33 F C sing 1.4 N N
45 C33 F49 C F sing 1.4 N N
46 C33 F48 C F sing 1.4 N N
47 C12 H1 C H sing 1.09 N N
48 C12 H2 C H sing 1.09 N N
49 C12 H3 C H sing 1.09 N N
50 C13 H4 C H sing 1.09 N N
51 C14 H5 C H sing 1.09 N N
52 C14 H6 C H sing 1.09 N N
53 C14 H7 C H sing 1.09 N N
54 C16 H8 C H sing 1.08 N N
55 C18 H9 C H sing 1.08 N N
56 C20 H10 C H sing 1.08 N N
57 C56 H11 C H sing 1.09 N N
58 C56 H12 C H sing 1.09 N N
59 C62 H13 C H sing 1.08 N N
60 C61 H14 C H sing 1.08 N N
61 C60 H15 C H sing 1.08 N N
62 C59 H16 C H sing 1.08 N N
63 C58 H17 C H sing 1.08 N N
64 C40 H18 C H sing 1.08 N N
65 C39 H19 C H sing 1.08 N N
66 C42 H20 C H sing 1.08 N N
67 C43 H21 C H sing 1.08 N N
68 C34 H22 C H sing 1.09 N N
69 C34 H23 C H sing 1.09 N N
70 C34 H24 C H sing 1.09 N N
71 N7 H25 N H sing 0.97 N N
72 N7 H26 N H sing 0.97 N N
73 N54 H27 N H sing 0.97 N N



8AO : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
8AO 5xmr Open in New Window Bound ligand 3 1