Chemical Components in the PDB

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1AQ : Summary

Code

1AQ

One-letter code

X

Molecule name

(3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-ethoxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (3S,7R,8aR)-2-{(2S)-2-(4,4-difluorocyclohexyl)-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-ethoxyoctahydropyrrolo[1,2-a]pyrazine-3-carboxamide
OpenEye OEToolkits 1.7.6 (3S,7R,8aR)-2-[(2S)-2-[4,4-bis(fluoranyl)cyclohexyl]-2-[[(2S)-2-(methylamino)propanoyl]amino]ethanoyl]-N-[(4R)-3,4-dihydro-2H-chromen-4-yl]-7-ethoxy-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[1,2-a]pyrazine-3-carboxamide

Formula

C31 H45 F2 N5 O5

Formal charge

0

Molecular weight

605.716 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 FC1(F)CCC(CC1)C(NC(=O)C(NC)C)C(=O)N2CC5N(CC2C(=O)NC3c4c(OCC3)cccc4)CC(OCC)C5
SMILES CACTVS 3.385 CCO[CH]1C[CH]2CN([CH](CN2C1)C(=O)N[CH]3CCOc4ccccc34)C(=O)[CH](NC(=O)[CH](C)NC)C5CCC(F)(F)CC5
SMILES OpenEye OEToolkits 1.7.6 CCOC1CC2CN(C(CN2C1)C(=O)NC3CCOc4c3cccc4)C(=O)C(C5CCC(CC5)(F)F)NC(=O)C(C)NC
Canonical SMILES CACTVS 3.385 CCO[C@@H]1C[C@@H]2CN([C@@H](CN2C1)C(=O)N[C@@H]3CCOc4ccccc34)C(=O)[C@@H](NC(=O)[C@H](C)NC)C5CCC(F)(F)CC5
Canonical SMILES OpenEye OEToolkits 1.7.6 CCO[C@@H]1C[C@@H]2CN([C@@H](CN2C1)C(=O)N[C@@H]3CCOc4c3cccc4)C(=O)[C@H](C5CCC(CC5)(F)F)NC(=O)[C@H](C)NC

IUPAC InChI

InChI=1S/C31H45F2N5O5/c1-4-42-22-15-21-16-38(30(41)27(36-28(39)19(2)34-3)20-9-12-31(32,33)13-10-20)25(18-37(21)17-22)29(40)35-24-11-14-43-26-8-6-5-7-23(24)26/h5-8,19-22,24-25,27,34H,4,9-18H2,1-3H3,(H,35,40)(H,36,39)/t19-,21+,22+,24+,25-,27-/m0/s1

IUPAC InChI key

WQLHYSFOEZZZDD-QAPMSZJWSA-N

Has sub-components

MAA , 1Y2 , 1Y3 , 1XY
1AQ

wwPDB Information

Atom count

88 (43 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-11-16

Last modified at

2013-07-30

Status

Released

Obsoleted

Not Assigned



1AQ : Atoms of Molecule

Total Number of Atoms: 88
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 5.134 -6.451 -2.266
2 C11 C C11 S N N 0 1.286 -0.595 1.517
3 C13 C C13 N N N 0 2.049 -1.883 1.867
4 C15 C C15 N N N 0 2.97 -3.896 0.731
5 C16 C C16 N N N 0 2.14 0.268 0.625
6 C19 C C19 R N N 0 4.173 1.539 0.188
7 C2 C C2 N N N 0 4.161 -6.269 -1.099
8 C21 C C21 N N N 0 5.643 1.38 0.583
9 C22 C C22 N N N 0 6.453 2.473 -0.126
10 C24 C C24 N Y N 0 4.698 3.995 0.419
11 C25 C C25 N Y N 0 4.277 5.315 0.553
12 C26 C C26 N Y N 0 2.931 5.612 0.608
13 C27 C C27 N Y N 0 1.995 4.596 0.531
14 C28 C C28 N Y N 0 2.41 3.285 0.397
15 C29 C C29 N Y N 0 3.76 2.981 0.339
16 C30 C C30 N N N 0 -1.123 -0.351 1.191
17 C32 C C32 S N N 0 -2.38 -0.609 0.401
18 C35 C C35 N N N 0 -4.746 -0.771 0.957
19 C37 C C37 S N N 0 -5.945 -0.358 1.771
20 C39 C C39 N N N 0 -5.683 -0.649 3.25
21 C4 C C4 R N N 0 2.377 -4.876 -0.31
22 C41 C C41 N N N 0 -8.362 -0.38 1.625
23 C42 C C42 N N N 0 -2.341 0.199 -0.898
24 C43 C C43 N N N 0 -3.546 -0.171 -1.765
25 C44 C C44 N N N 0 -3.508 0.637 -3.063
26 C45 C C45 N N N 0 -3.556 2.131 -2.736
27 C48 C C48 N N N 0 -2.351 2.501 -1.868
28 C49 C C49 N N N 0 -2.389 1.693 -0.57
29 C6 C C6 N N N 0 1.135 -4.144 -0.888
30 C7 C C7 R N N 0 0.805 -3.136 0.228
31 C9 C C9 N N N 0 0.059 -1.907 -0.286
32 F46 F F46 N N N 0 -3.521 2.87 -3.923
33 F47 F F47 N N N 0 -4.736 2.418 -2.042
34 H1 H H1 N N N 0 5.753 -5.559 -2.364
35 H10 H H10 N N N 0 0.582 -1.485 -1.144
36 H11 H H11 N N N 0 -0.959 -2.178 -0.565
37 H12 H H12 N N N 0 1.055 -0.051 2.434
38 H13 H H13 N N N 0 3.045 -1.634 2.233
39 H14 H H14 N N N 0 1.504 -2.44 2.629
40 H16 H H16 N N N 0 2.907 -4.327 1.73
41 H17 H H17 N N N 0 4.007 -3.669 0.485
42 H18 H H18 N N N 0 3.656 0.457 1.941
43 H19 H H19 N N N 0 4.04 1.231 -0.849
44 H2 H H2 N N N 0 5.769 -7.316 -2.078
45 H20 H H20 N N N 0 5.748 1.487 1.662
46 H21 H H21 N N N 0 6.002 0.398 0.274
47 H22 H H22 N N N 0 7.515 2.332 0.076
48 H23 H H23 N N N 0 6.274 2.424 -1.2
49 H24 H H24 N N N 0 5.006 6.109 0.615
50 H25 H H25 N N N 0 2.607 6.637 0.711
51 H26 H H26 N N N 0 0.942 4.827 0.576
52 H27 H H27 N N N 0 1.677 2.494 0.337
53 H28 H H28 N N N 0 -2.449 -1.671 0.166
54 H29 H H29 N N N 0 -3.452 0.465 1.885
55 H3 H H3 N N N 0 4.571 -6.606 -3.187
56 H30 H H30 N N N 0 -6.125 0.709 1.638
57 H31 H H31 N N N 0 -4.808 -0.09 3.581
58 H32 H H32 N N N 0 -6.55 -0.35 3.839
59 H33 H H33 N N N 0 -5.503 -1.716 3.384
60 H34 H H34 N N N 0 -7.141 -2.033 1.736
61 H36 H H36 N N N 0 -8.348 0.582 1.112
62 H37 H H37 N N N 0 -9.219 -0.961 1.284
63 H38 H H38 N N N 0 -8.437 -0.218 2.7
64 H39 H H39 N N N 0 -1.422 -0.025 -1.438
65 H4 H H4 N N N 0 3.541 -7.161 -1.0
66 H40 H H40 N N N 0 -3.512 -1.235 -1.998
67 H41 H H41 N N N 0 -4.466 0.053 -1.224
68 H42 H H42 N N N 0 -2.588 0.413 -3.604
69 H43 H H43 N N N 0 -4.366 0.373 -3.681
70 H44 H H44 N N N 0 -1.431 2.277 -2.409
71 H45 H H45 N N N 0 -2.385 3.566 -1.635
72 H46 H H46 N N N 0 -3.309 1.917 -0.029
73 H47 H H47 N N N 0 -1.531 1.957 0.048
74 H5 H H5 N N N 0 4.723 -6.114 -0.178
75 H6 H H6 N N N 0 2.08 -5.807 0.173
76 H7 H H7 N N N 0 1.385 -3.63 -1.816
77 H8 H H8 N N N 0 0.311 -4.841 -1.042
78 H9 H H9 N N N 0 0.272 -3.616 1.048
79 N10 N N10 N N N 0 0.037 -0.93 0.821
80 N14 N N14 N N N 0 2.156 -2.682 0.654
81 N18 N N18 N N N 0 3.342 0.701 1.056
82 N34 N N34 N N N 0 -3.545 -0.207 1.192
83 N40 N N40 N N N 0 -7.124 -1.112 1.325
84 O17 O O17 N N N 0 1.747 0.572 -0.481
85 O23 O O23 N N N 0 6.032 3.742 0.375
86 O3 O O3 N N N 0 3.328 -5.135 -1.345
87 O31 O O31 N N N 0 -1.154 0.379 2.159
88 O36 O O36 N N N 0 -4.863 -1.612 0.091



1AQ : Chemical Bonds

Total Number of Bonds: 92
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N40 C41 N C sing 1.47 N N
2 N40 C37 N C sing 1.47 N N
3 C39 C37 C C sing 1.53 N N
4 O36 C35 O C doub 1.21 N N
5 C37 C35 C C sing 1.51 N N
6 C35 N34 C N sing 1.35 N N
7 N34 C32 N C sing 1.46 N N
8 C49 C48 C C sing 1.53 N N
9 C49 C42 C C sing 1.53 N N
10 C32 C42 C C sing 1.53 N N
11 C32 C30 C C sing 1.51 N N
12 C48 C45 C C sing 1.53 N N
13 C9 C7 C C sing 1.53 N N
14 C9 N10 C N sing 1.48 N N
15 C7 C6 C C sing 1.54 N N
16 C7 N14 C N sing 1.49 N N
17 C42 C43 C C sing 1.53 N N
18 C30 N10 C N sing 1.35 N N
19 C30 O31 C O doub 1.21 N N
20 C6 C4 C C sing 1.55 N N
21 N10 C11 N C sing 1.47 N N
22 C4 C15 C C sing 1.55 N N
23 C4 O3 C O sing 1.43 N N
24 F47 C45 F C sing 1.4 N N
25 C13 C11 C C sing 1.54 N N
26 C13 N14 C N sing 1.46 N N
27 C45 F46 C F sing 1.4 N N
28 C45 C44 C C sing 1.53 N N
29 C11 C16 C C sing 1.51 N N
30 N14 C15 N C sing 1.46 N N
31 C43 C44 C C sing 1.53 N N
32 C2 C1 C C sing 1.53 N N
33 C2 O3 C O sing 1.43 N N
34 C16 O17 C O doub 1.21 N N
35 C16 N18 C N sing 1.35 N N
36 N18 C19 N C sing 1.47 N N
37 C28 C27 C C doub 1.38 N Y
38 C28 C29 C C sing 1.39 N Y
39 C19 C29 C C sing 1.51 N N
40 C19 C21 C C sing 1.53 N N
41 C27 C26 C C sing 1.38 N Y
42 C29 C24 C C doub 1.38 N Y
43 C21 C22 C C sing 1.53 N N
44 C26 C25 C C doub 1.38 N Y
45 C24 C25 C C sing 1.39 N Y
46 C24 O23 C O sing 1.36 N N
47 C22 O23 C O sing 1.43 N N
48 C1 H1 C H sing 1.09 N N
49 C1 H2 C H sing 1.09 N N
50 C1 H3 C H sing 1.09 N N
51 C2 H4 C H sing 1.09 N N
52 C2 H5 C H sing 1.09 N N
53 C4 H6 C H sing 1.09 N N
54 C6 H7 C H sing 1.09 N N
55 C6 H8 C H sing 1.09 N N
56 C7 H9 C H sing 1.09 N N
57 C9 H10 C H sing 1.09 N N
58 C9 H11 C H sing 1.09 N N
59 C11 H12 C H sing 1.09 N N
60 C13 H13 C H sing 1.09 N N
61 C13 H14 C H sing 1.09 N N
62 C15 H16 C H sing 1.09 N N
63 C15 H17 C H sing 1.09 N N
64 N18 H18 N H sing 0.97 N N
65 C19 H19 C H sing 1.09 N N
66 C21 H20 C H sing 1.09 N N
67 C21 H21 C H sing 1.09 N N
68 C22 H22 C H sing 1.09 N N
69 C22 H23 C H sing 1.09 N N
70 C25 H24 C H sing 1.08 N N
71 C26 H25 C H sing 1.08 N N
72 C27 H26 C H sing 1.08 N N
73 C28 H27 C H sing 1.08 N N
74 C32 H28 C H sing 1.09 N N
75 N34 H29 N H sing 0.97 N N
76 C37 H30 C H sing 1.09 N N
77 C39 H31 C H sing 1.09 N N
78 C39 H32 C H sing 1.09 N N
79 C39 H33 C H sing 1.09 N N
80 N40 H34 N H sing 1.01 N N
81 C41 H36 C H sing 1.09 N N
82 C41 H37 C H sing 1.09 N N
83 C41 H38 C H sing 1.09 N N
84 C42 H39 C H sing 1.09 N N
85 C43 H40 C H sing 1.09 N N
86 C43 H41 C H sing 1.09 N N
87 C44 H42 C H sing 1.09 N N
88 C44 H43 C H sing 1.09 N N
89 C48 H44 C H sing 1.09 N N
90 C48 H45 C H sing 1.09 N N
91 C49 H46 C H sing 1.09 N N
92 C49 H47 C H sing 1.09 N N



1AQ : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
1AQ 4hy0 Open in New Window Bound ligand 8 1
1AQ 4hy5 Open in New Window Bound ligand 2 1