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348 : Summary

Code

348

One-letter code

X

Molecule name

4-[(1R,3AS,4R,8AS,8BR)-1-ISOPROPYL-2-(4-METHOXYBENZYL)-3-OXODECAHYDROPYRROLO[3,4-A]PYRROLIZIN-4-YL]BENZENECARBOXIMIDAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 4-[(1R,3aS,4R,8aS,8bR)-2-(4-methoxybenzyl)-1-(1-methylethyl)-3-oxodecahydropyrrolo[3,4-a]pyrrolizin-4-yl]benzenecarboximidamide
OpenEye OEToolkits 1.5.0 4-[(1R,3aS,4R,5S,8aS,8bR)-2-[(4-methoxyphenyl)methyl]-3-oxo-1-propan-2-yl-1,3a,4,6,7,8,8a,8b-octahydropyrrolo[4,3-a]pyrrolizin-4-yl]benzenecarboximidamide

Formula

C27 H34 N4 O2

Formal charge

0

Molecular weight

446.584 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C3N(C(C4C1N(CCC1)C(c2ccc(C(=[N@H])N)cc2)C34)C(C)C)Cc5ccc(OC)cc5
SMILES CACTVS 3.341 COc1ccc(CN2[CH](C(C)C)[CH]3[CH]4CCCN4[CH]([CH]3C2=O)c5ccc(cc5)C(N)=N)cc1
SMILES OpenEye OEToolkits 1.5.0 [H]N=C(c1ccc(cc1)C2C3C(C4N2CCC4)C(N(C3=O)Cc5ccc(cc5)OC)C(C)C)N
Canonical SMILES CACTVS 3.341 COc1ccc(CN2[C@H](C(C)C)[C@H]3[C@@H]4CCCN4[C@H]([C@H]3C2=O)c5ccc(cc5)C(N)=N)cc1
Canonical SMILES OpenEye OEToolkits 1.5.0 [H]/N=C(\c1ccc(cc1)[C@H]2[C@@H]3[C@H]([C@H]4[N@@]2CCC4)[C@H](N(C3=O)Cc5ccc(cc5)OC)C(C)C)/N

IUPAC InChI

InChI=1S/C27H34N4O2/c1-16(2)24-22-21-5-4-14-30(21)25(18-8-10-19(11-9-18)26(28)29)23(22)27(32)31(24)15-17-6-12-20(33-3)13-7-17/h6-13,16,21-25H,4-5,14-15H2,1-3H3,(H3,28,29)/t21-,22-,23-,24+,25-/m0/s1

IUPAC InChI key

XETNTDPUFDNJKX-BDUWWWMKSA-N
348

wwPDB Information

Atom count

67 (33 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-02-17

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



348 : Atoms of Molecule

Total Number of Atoms: 67
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -5.456 0.393 0.385
2 C3 C C3 N N N 0 -4.871 1.613 0.64
3 N2 N N2 N N N 0 -5.58 2.584 1.139
4 C4 C C4 N Y N 0 -3.434 1.821 0.347
5 C9 C C9 N Y N 0 -2.839 3.056 0.604
6 C8 C C8 N Y N 0 -1.499 3.243 0.328
7 C7 C C7 N Y N 0 -0.748 2.21 -0.201
8 C10 C C10 R N N 0 0.714 2.421 -0.5
9 C6 C C6 N Y N 0 -1.334 0.985 -0.464
10 C5 C C5 N Y N 0 -2.671 0.783 -0.188
11 N11 N N11 N N N 0 1.071 1.733 -1.75
12 C12 C C12 N N N 0 1.708 2.792 -2.616
13 C13 C C13 N N N 0 2.676 1.995 -3.525
14 C14 C C14 N N N 0 3.216 0.9 -2.577
15 C15 C C15 S N N 0 2.148 0.759 -1.48
16 C16 C C16 R N N 0 2.749 1.119 -0.114
17 C17 C C17 R N N 0 2.915 -0.17 0.719
18 N19 N N19 N N N 0 1.614 -0.398 1.359
19 C20 C C20 N N N 0 0.856 0.71 1.331
20 O21 O O21 N N N 0 -0.267 0.793 1.784
21 C22 C C22 S N N 0 1.594 1.835 0.644
22 C23 C C23 N N N 0 1.195 -1.673 1.946
23 C24 C C24 N Y N 0 0.385 -2.448 0.939
24 C32 C C32 N Y N 0 1.021 -3.27 0.027
25 C31 C C31 N Y N 0 0.28 -3.981 -0.897
26 C30 C C30 N Y N 0 -1.102 -3.87 -0.91
27 O29 O O29 N N N 0 -1.833 -4.569 -1.818
28 C28 C C28 N N N 0 -3.205 -4.248 -1.58
29 C26 C C26 N Y N 0 -1.738 -3.04 0.002
30 C25 C C25 N Y N 0 -0.993 -2.335 0.928
31 C18 C C18 N N N 0 4.0 0.02 1.781
32 C41 C C41 N N N 0 4.047 -1.212 2.688
33 C42 C C42 N N N 0 5.357 0.201 1.097
34 H1N1 H 1H1N N N N 0 -4.927 -0.331 0.013
35 H1N2 H 2H1N N N N 0 -6.397 0.256 0.577
36 H2N H H2N N N N 0 -6.521 2.448 1.332
37 H9 H H9 N N N 0 -3.424 3.863 1.017
38 H8 H H8 N N N 0 -1.037 4.199 0.527
39 H6 H H6 N N N 0 -0.743 0.182 -0.878
40 H5 H H5 N N N 0 -3.127 -0.175 -0.389
41 H10 H H10 N N N 0 0.92 3.488 -0.595
42 H121 H 1H12 N N N 0 2.258 3.509 -2.006
43 H122 H 2H12 N N N 0 0.951 3.298 -3.214
44 H131 H 1H13 N N N 0 3.486 2.633 -3.878
45 H132 H 2H13 N N N 0 2.14 1.551 -4.363
46 H141 H 1H14 N N N 0 4.167 1.209 -2.142
47 H142 H 2H14 N N N 0 3.333 -0.042 -3.114
48 H15 H H15 N N N 0 1.75 -0.255 -1.465
49 H16 H H16 N N N 0 3.662 1.711 -0.184
50 H17 H H17 N N N 0 3.167 -1.008 0.069
51 H22 H H22 N N N 0 1.945 2.602 1.334
52 H231 H 1H23 N N N 0 0.588 -1.482 2.831
53 H232 H 2H23 N N N 0 2.075 -2.251 2.227
54 H32 H H32 N N N 0 2.097 -3.356 0.038
55 H31 H H31 N N N 0 0.778 -4.624 -1.609
56 H281 H 1H28 N N N 0 -3.354 -3.175 -1.706
57 H282 H 2H28 N N N 0 -3.833 -4.788 -2.289
58 H283 H 3H28 N N N 0 -3.474 -4.535 -0.564
59 H26 H H26 N N N 0 -2.814 -2.951 -0.006
60 H25 H H25 N N N 0 -1.488 -1.692 1.641
61 H18 H H18 N N N 0 3.773 0.903 2.378
62 H411 H 1H41 N N N 0 4.156 -2.108 2.078
63 H412 H 2H41 N N N 0 4.895 -1.13 3.368
64 H413 H 3H41 N N N 0 3.124 -1.274 3.264
65 H421 H 1H42 N N N 0 6.13 0.337 1.853
66 H422 H 2H42 N N N 0 5.583 -0.682 0.499
67 H423 H 3H42 N N N 0 5.323 1.078 0.451



348 : Chemical Bonds

Total Number of Bonds: 71
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 C3 N C sing 1.38 N N
2 N1 H1N1 N H sing 0.97 N N
3 N1 H1N2 N H sing 0.97 N N
4 C3 N2 C N doub 1.3 E N
5 C3 C4 C C sing 1.48 N N
6 N2 H2N N H sing 0.97 N N
7 C4 C9 C C doub 1.39 N Y
8 C4 C5 C C sing 1.39 N Y
9 C9 C8 C C sing 1.38 N Y
10 C9 H9 C H sing 1.08 N N
11 C8 C7 C C doub 1.38 N Y
12 C8 H8 C H sing 1.08 N N
13 C7 C6 C C sing 1.38 N Y
14 C7 C10 C C sing 1.51 N N
15 C6 C5 C C doub 1.38 N Y
16 C6 H6 C H sing 1.08 N N
17 C5 H5 C H sing 1.08 N N
18 C10 N11 C N sing 1.47 N N
19 C10 C22 C C sing 1.56 N N
20 C10 H10 C H sing 1.09 N N
21 N11 C12 N C sing 1.51 N N
22 N11 C15 N C sing 1.48 N N
23 C12 C13 C C sing 1.55 N N
24 C12 H121 C H sing 1.09 N N
25 C12 H122 C H sing 1.09 N N
26 C13 C14 C C sing 1.55 N N
27 C13 H131 C H sing 1.09 N N
28 C13 H132 C H sing 1.09 N N
29 C14 C15 C C sing 1.54 N N
30 C14 H141 C H sing 1.09 N N
31 C14 H142 C H sing 1.09 N N
32 C15 C16 C C sing 1.54 N N
33 C15 H15 C H sing 1.09 N N
34 C16 C17 C C sing 1.54 N N
35 C16 C22 C C sing 1.56 N N
36 C16 H16 C H sing 1.09 N N
37 C17 N19 C N sing 1.47 N N
38 C17 C18 C C sing 1.53 N N
39 C17 H17 C H sing 1.09 N N
40 N19 C20 N C sing 1.34 N N
41 N19 C23 N C sing 1.46 N N
42 C20 O21 C O doub 1.21 N N
43 C20 C22 C C sing 1.51 N N
44 C22 H22 C H sing 1.09 N N
45 C23 C24 C C sing 1.51 N N
46 C23 H231 C H sing 1.09 N N
47 C23 H232 C H sing 1.09 N N
48 C24 C32 C C doub 1.38 N Y
49 C24 C25 C C sing 1.38 N Y
50 C32 C31 C C sing 1.38 N Y
51 C32 H32 C H sing 1.08 N N
52 C31 C30 C C doub 1.39 N Y
53 C31 H31 C H sing 1.08 N N
54 C30 O29 C O sing 1.36 N N
55 C30 C26 C C sing 1.39 N Y
56 O29 C28 O C sing 1.43 N N
57 C28 H281 C H sing 1.09 N N
58 C28 H282 C H sing 1.09 N N
59 C28 H283 C H sing 1.09 N N
60 C26 C25 C C doub 1.38 N Y
61 C26 H26 C H sing 1.08 N N
62 C25 H25 C H sing 1.08 N N
63 C18 C41 C C sing 1.53 N N
64 C18 C42 C C sing 1.53 N N
65 C18 H18 C H sing 1.09 N N
66 C41 H411 C H sing 1.09 N N
67 C41 H412 C H sing 1.09 N N
68 C41 H413 C H sing 1.09 N N
69 C42 H421 C H sing 1.09 N N
70 C42 H422 C H sing 1.09 N N
71 C42 H423 C H sing 1.09 N N



348 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
348 2cf9 Open in New Window Bound ligand 1 1