Chemical Components in the PDB

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1BG : Summary

Code

1BG

One-letter code

X

Molecule name

(3S,8aR)-2-{(2S)-2-cyclohexyl-2-[(N-methyl-L-alanyl)amino]acetyl}-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]octahydropyrrolo[1,2-a]pyrazine-3-carboxamide

Systematic names

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

Formula

C30 H45 N5 O3

Formal charge

0

Molecular weight

523.71 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(NC(C(=O)N2CC1N(CCC1)CC2C(=O)NC4c3ccccc3CCC4)C5CCCCC5)C(NC)C
SMILES CACTVS 3.385 CN[CH](C)C(=O)N[CH](C1CCCCC1)C(=O)N2C[CH]3CCCN3C[CH]2C(=O)N[CH]4CCCc5ccccc45
SMILES OpenEye OEToolkits 1.7.6 CC(C(=O)NC(C1CCCCC1)C(=O)N2CC3CCCN3CC2C(=O)NC4CCCc5c4cccc5)NC
Canonical SMILES CACTVS 3.385 CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCCc5ccccc45
Canonical SMILES OpenEye OEToolkits 1.7.6 C[C@@H](C(=O)N[C@@H](C1CCCCC1)C(=O)N2C[C@H]3CCCN3C[C@H]2C(=O)N[C@@H]4CCCc5c4cccc5)NC

IUPAC InChI

InChI=1S/C30H45N5O3/c1-20(31-2)28(36)33-27(22-11-4-3-5-12-22)30(38)35-18-23-14-9-17-34(23)19-26(35)29(37)32-25-16-8-13-21-10-6-7-15-24(21)25/h6-7,10,15,20,22-23,25-27,31H,3-5,8-9,11-14,16-19H2,1-2H3,(H,32,37)(H,33,36)/t20-,23+,25+,26-,27-/m0/s1

IUPAC InChI key

STMKHYWFPMLFAV-PWZZVKMOSA-N

Has sub-components

MAA , CHG , 1Y4 , 1Y5
1BG

wwPDB Information

Atom count

83 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-11-26

Last modified at

2013-07-31

Status

Released

Obsoleted

Not Assigned



1BG : Atoms of Molecule

Total Number of Atoms: 83
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N2 N N2 N N N 0 7.118 -0.499 1.176
2 C1 C C1 N N N 0 8.122 -1.512 1.527
3 C3 C C3 S N N 0 5.768 -0.946 1.544
4 C5 C C5 N N N 0 5.502 -0.606 3.012
5 C6 C C6 N N N 0 4.754 -0.248 0.675
6 O7 O O7 N N N 0 5.119 0.543 -0.168
7 N8 N N8 N N N 0 3.44 -0.503 0.835
8 C9 C C9 S N N 0 2.454 0.175 -0.0090
9 C17 C C17 N N N 0 1.129 0.226 0.707
10 O18 O O18 N N N 0 0.901 -0.544 1.616
11 C11 C C11 N N N 0 2.293 -0.593 -1.323
12 C16 C C16 N N N 0 1.949 -2.053 -1.022
13 C15 C C15 N N N 0 1.788 -2.821 -2.335
14 C14 C C14 N N N 0 3.097 -2.759 -3.125
15 C13 C C13 N N N 0 3.442 -1.299 -3.427
16 C12 C C12 N N N 0 3.602 -0.531 -2.113
17 N19 N N19 N N N 0 0.198 1.129 0.339
18 C20 C C20 N N N 0 0.425 1.992 -0.837
19 C21 C C21 R N N 0 0.147 3.425 -0.389
20 C23 C C23 N N N 0 0.114 4.422 -1.562
21 C24 C C24 N N N 0 -0.793 5.553 -1.003
22 C25 C C25 N N N 0 -1.624 4.883 0.117
23 N26 N N26 N N N 0 -1.25 3.461 0.12
24 C27 C C27 N N N 0 -1.359 2.756 1.389
25 C28 C C28 S N N 0 -1.051 1.255 1.101
26 C30 C C30 N N N 0 -2.167 0.663 0.281
27 O31 O O31 N N N 0 -1.934 0.197 -0.815
28 N32 N N32 N N N 0 -3.425 0.65 0.765
29 C33 C C33 R N N 0 -4.511 0.074 -0.032
30 C34 C C34 N N N 0 -5.833 0.723 0.374
31 C35 C C35 N N N 0 -6.975 -0.04 -0.308
32 C36 C C36 N N N 0 -7.084 -1.42 0.336
33 C37 C C37 N Y N 0 -5.741 -2.101 0.361
34 C38 C C38 N Y N 0 -5.716 -3.475 0.561
35 C39 C C39 N Y N 0 -4.517 -4.156 0.599
36 C40 C C40 N Y N 0 -3.33 -3.466 0.438
37 C41 C C41 N Y N 0 -3.353 -2.102 0.237
38 C42 C C42 N Y N 0 -4.559 -1.414 0.196
39 H4 H H4 N N N 0 7.167 -0.266 0.195
40 H1 H H1 N N N 0 7.904 -2.439 0.997
41 H2 H H2 N N N 0 9.113 -1.156 1.243
42 H3 H H3 N N N 0 8.095 -1.694 2.602
43 H6 H H6 N N N 0 5.69 -2.023 1.401
44 H7 H H7 N N N 0 6.235 -1.111 3.641
45 H8 H H8 N N N 0 5.58 0.471 3.156
46 H9 H H9 N N N 0 4.5 -0.938 3.286
47 H10 H H10 N N N 0 3.148 -1.136 1.51
48 H11 H H11 N N N 0 2.793 1.189 -0.221
49 H12 H H12 N N N 0 1.492 -0.145 -1.911
50 H21 H H21 N N N 0 2.75 -2.502 -0.434
51 H22 H H22 N N N 0 1.016 -2.097 -0.458
52 H19 H H19 N N N 0 1.543 -3.861 -2.12
53 H20 H H20 N N N 0 0.987 -2.372 -2.923
54 H17 H H17 N N N 0 3.898 -3.207 -2.538
55 H18 H H18 N N N 0 2.983 -3.306 -4.061
56 H15 H H15 N N N 0 4.374 -1.254 -3.99
57 H16 H H16 N N N 0 2.641 -0.85 -4.015
58 H13 H H13 N N N 0 3.848 0.509 -2.328
59 H14 H H14 N N N 0 4.403 -0.979 -1.526
60 H23 H H23 N N N 0 1.458 1.9 -1.174
61 H24 H H24 N N N 0 -0.255 1.713 -1.642
62 H25 H H25 N N N 0 0.856 3.741 0.376
63 H26 H H26 N N N 0 1.113 4.798 -1.781
64 H27 H H27 N N N 0 -0.33 3.966 -2.447
65 H28 H H28 N N N 0 -0.192 6.366 -0.595
66 H29 H H29 N N N 0 -1.448 5.924 -1.792
67 H30 H H30 N N N 0 -1.377 5.324 1.082
68 H31 H H31 N N N 0 -2.689 4.997 -0.087
69 H33 H H33 N N N 0 -0.633 3.155 2.097
70 H34 H H34 N N N 0 -2.367 2.871 1.789
71 H35 H H35 N N N 0 -0.967 0.715 2.044
72 H36 H H36 N N N 0 -3.612 1.022 1.641
73 H37 H H37 N N N 0 -4.325 0.27 -1.088
74 H38 H H38 N N N 0 -5.951 0.669 1.456
75 H39 H H39 N N N 0 -5.844 1.765 0.054
76 H40 H H40 N N N 0 -7.911 0.503 -0.174
77 H41 H H41 N N N 0 -6.762 -0.147 -1.372
78 H42 H H42 N N N 0 -7.452 -1.313 1.356
79 H43 H H43 N N N 0 -7.785 -2.029 -0.236
80 H44 H H44 N N N 0 -6.642 -4.015 0.687
81 H45 H H45 N N N 0 -4.505 -5.225 0.755
82 H46 H H46 N N N 0 -2.388 -3.993 0.469
83 H47 H H47 N N N 0 -2.425 -1.563 0.111



1BG : Chemical Bonds

Total Number of Bonds: 87
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C24 C25 C C sing 1.5472107 N N
2 C24 C23 C C sing 1.5537989 N N
3 C25 N26 C N sing 1.4703636 N N
4 C23 C21 C C sing 1.539814 N N
5 N26 C21 N C sing 1.4872746 N N
6 N26 C27 N C sing 1.4557703 N N
7 C21 C20 C C sing 1.5269175 N N
8 C35 C34 C C sing 1.5334461 N N
9 C35 C36 C C sing 1.5267669 N N
10 C27 C28 C C sing 1.5591052 N N
11 C34 C33 C C sing 1.5276521 N N
12 C36 C37 C C sing 1.5059997 N N
13 C20 N19 C N sing 1.4762365 N N
14 C28 C30 C C sing 1.5060943 N N
15 C28 N19 C N sing 1.4685098 N N
16 C30 N32 C N sing 1.3479574 N N
17 C30 O31 C O doub 1.2135324 N N
18 N32 C33 N C sing 1.4650532 N N
19 N19 C17 N C sing 1.3481817 N N
20 C33 C42 C C sing 1.5061314 N N
21 C37 C42 C C doub 1.3770686 N Y
22 C37 C38 C C sing 1.3887048 N Y
23 C42 C41 C C sing 1.3890504 N Y
24 C38 C39 C C doub 1.3794223 N Y
25 C17 C9 C C sing 1.5069445 N N
26 C17 O18 C O doub 1.2129159 N N
27 C9 C11 C C sing 1.5304708 N N
28 C9 N8 C N sing 1.4643142 N N
29 C11 C12 C C sing 1.5301715 N N
30 C11 C16 C C sing 1.5298814 N N
31 C41 C40 C C doub 1.378922 N Y
32 C39 C40 C C sing 1.3823856 N Y
33 C12 C13 C C sing 1.530366 N N
34 C13 C14 C C sing 1.5303036 N N
35 C16 C15 C C sing 1.5296124 N N
36 C15 C14 C C sing 1.5301715 N N
37 O7 C6 O C doub 1.212252 N N
38 N8 C6 N C sing 1.3480434 N N
39 C6 C3 C C sing 1.5068381 N N
40 C3 C5 C C sing 1.5301569 N N
41 C3 N2 C N sing 1.4689224 N N
42 N2 C1 N C sing 1.4688042 N N
43 C1 H1 C H sing 1.0898408 N N
44 C1 H2 C H sing 1.0906296 N N
45 C1 H3 C H sing 1.090632 N N
46 N2 H4 N H sing 1.0094806 N N
47 C3 H6 C H sing 1.0892484 N N
48 C5 H7 C H sing 1.0899335 N N
49 C5 H8 C H sing 1.0893801 N N
50 C5 H9 C H sing 1.0905522 N N
51 N8 H10 N H sing 0.97034943 N N
52 C9 H11 C H sing 1.0899822 N N
53 C11 H12 C H sing 1.0899765 N N
54 C12 H13 C H sing 1.0901105 N N
55 C12 H14 C H sing 1.0894375 N N
56 C13 H15 C H sing 1.0897789 N N
57 C13 H16 C H sing 1.0903881 N N
58 C14 H17 C H sing 1.0894375 N N
59 C14 H18 C H sing 1.0900922 N N
60 C15 H19 C H sing 1.0898854 N N
61 C15 H20 C H sing 1.0903881 N N
62 C16 H21 C H sing 1.0903881 N N
63 C16 H22 C H sing 1.09111 N N
64 C20 H23 C H sing 1.0904688 N N
65 C20 H24 C H sing 1.0900761 N N
66 C21 H25 C H sing 1.089845 N N
67 C23 H26 C H sing 1.0896504 N N
68 C23 H27 C H sing 1.0900904 N N
69 C24 H28 C H sing 1.0902449 N N
70 C24 H29 C H sing 1.0904986 N N
71 C25 H30 C H sing 1.0893645 N N
72 C25 H31 C H sing 1.090338 N N
73 C27 H33 C H sing 1.0897435 N N
74 C27 H34 C H sing 1.0905453 N N
75 C28 H35 C H sing 1.0899105 N N
76 N32 H36 N H sing 0.9699119 N N
77 C33 H37 C H sing 1.090022 N N
78 C34 H38 C H sing 1.0897541 N N
79 C34 H39 C H sing 1.0900849 N N
80 C35 H40 C H sing 1.0903673 N N
81 C35 H41 C H sing 1.0903733 N N
82 C36 H42 C H sing 1.0896206 N N
83 C36 H43 C H sing 1.0906265 N N
84 C38 H44 C H sing 1.0793294 N N
85 C39 H45 C H sing 1.0803893 N N
86 C40 H46 C H sing 1.0798398 N N
87 C41 H47 C H sing 1.0805466 N N



1BG : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1BG 4hy4 Open in New Window Bound ligand 2 1