Chemical Components in the PDB

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FHJ : Summary

Code

FHJ

One-letter code

X

Molecule name

dimethyl (1S,2S,3R,4R)-1-[(1S)-2-(4-methylphenyl)-1-(phenylamino)ethyl]-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Systematic names

ProgramVersionName
ACDLabs 12.01 dimethyl (1S,2S,3R,4R)-1-[(1S)-2-(4-methylphenyl)-1-(phenylamino)ethyl]-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
OpenEye OEToolkits 2.0.6 dimethyl (1~{S},2~{S},3~{R},4~{R})-1-[(1~{S})-2-(4-methylphenyl)-1-phenylazanyl-ethyl]-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

Formula

C25 H27 N O5

Formal charge

0

Molecular weight

421.486 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 c1cc(ccc1)NC(C32C(C(=O)OC)C(C(O2)C=C3)C(=O)OC)Cc4ccc(cc4)C
SMILES CACTVS 3.385 COC(=O)[CH]1[CH]2O[C](C=C2)([CH](Cc3ccc(C)cc3)Nc4ccccc4)[CH]1C(=O)OC
SMILES OpenEye OEToolkits 2.0.6 Cc1ccc(cc1)CC(C23C=CC(O2)C(C3C(=O)OC)C(=O)OC)Nc4ccccc4
Canonical SMILES CACTVS 3.385 COC(=O)[C@H]1[C@@H]2O[C@](C=C2)([C@H](Cc3ccc(C)cc3)Nc4ccccc4)[C@H]1C(=O)OC
Canonical SMILES OpenEye OEToolkits 2.0.6 Cc1ccc(cc1)C[C@@H]([C@@]23C=C[C@@H](O2)[C@@H]([C@@H]3C(=O)OC)C(=O)OC)Nc4ccccc4

IUPAC InChI

InChI=1S/C25H27NO5/c1-16-9-11-17(12-10-16)15-20(26-18-7-5-4-6-8-18)25-14-13-19(31-25)21(23(27)29-2)22(25)24(28)30-3/h4-14,19-22,26H,15H2,1-3H3/t19-,20+,21+,22-,25-/m1/s1

IUPAC InChI key

AOCBOTNEIQNHIY-OAKYZLIPSA-N
FHJ

wwPDB Information

Atom count

58 (31 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-04-02

Last modified at

2019-01-11

Status

Released

Obsoleted

Not Assigned



FHJ : 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 C13 C C1 N Y N 0 -2.763 3.431 -1.627
2 C15 C C2 N Y N 0 -2.141 3.123 0.668
3 C04 C C10 N Y N 0 -5.492 -1.012 0.748
4 C20 C C3 S N N 0 1.843 0.159 -0.562
5 C21 C C4 S N N 0 0.868 -1.053 -0.435
6 C22 C C5 N N N 0 1.505 -1.969 0.613
7 C28 C C6 N N N 0 3.338 2.227 2.237
8 C01 C C7 N Y N 0 -2.871 -1.641 0.133
9 C02 C C8 N Y N 0 -3.29 -1.637 1.45
10 C03 C C9 N Y N 0 -4.6 -1.322 1.758
11 C05 C C11 N Y N 0 -5.073 -1.016 -0.569
12 C06 C C12 N Y N 0 -3.763 -1.332 -0.877
13 C07 C C13 N N N 0 -6.921 -0.669 1.083
14 C08 C C14 N N N 0 -1.441 -1.978 -0.202
15 C09 C C15 S N N 0 -0.602 -0.699 -0.201
16 C11 C C16 N Y N 0 -1.624 1.431 -0.951
17 C12 C C17 N Y N 0 -2.211 2.205 -1.944
18 C14 C C18 N Y N 0 -2.726 3.89 -0.323
19 C16 C C19 N Y N 0 -1.593 1.893 0.358
20 C18 C C20 R N N 0 2.61 -1.976 -1.393
21 C19 C C21 R N N 0 3.077 -0.495 -1.24
22 C23 C C22 N N N 0 2.556 -2.526 0.035
23 C25 C C23 N N N 0 2.202 0.707 0.795
24 C29 C C24 N N N 0 4.292 -0.401 -0.354
25 C32 C C25 N N N 0 6.31 0.635 0.377
26 N10 N N1 N N N 0 -1.066 0.19 -1.269
27 O24 O O1 N N N 0 1.179 -1.792 -1.664
28 O26 O O2 N N N 0 1.737 0.206 1.791
29 O27 O O3 N N N 0 3.038 1.752 0.898
30 O30 O O4 N N N 0 4.483 -1.235 0.499
31 H3 H H3 N N N 0 1.417 0.938 -1.195
32 O31 O O5 N N N 0 5.162 0.609 -0.512
33 H1 H H1 N N N 0 -3.219 4.033 -2.398
34 H2 H H2 N N N 0 -2.114 3.485 1.685
35 H4 H H4 N N N 0 1.164 -2.128 1.625
36 H6 H H6 N N N 0 4.023 3.073 2.177
37 H7 H H7 N N N 0 2.417 2.54 2.727
38 H8 H H8 N N N 0 3.801 1.425 2.811
39 H9 H H9 N N N 0 -2.593 -1.879 2.239
40 H10 H H10 N N N 0 -4.928 -1.319 2.787
41 H11 H H11 N N N 0 -5.77 -0.774 -1.358
42 H12 H H12 N N N 0 -3.436 -1.336 -1.906
43 H13 H H13 N N N 0 -7.009 0.405 1.242
44 H14 H H14 N N N 0 -7.569 -0.969 0.26
45 H15 H H15 N N N 0 -7.218 -1.197 1.99
46 H16 H H16 N N N 0 -1.047 -2.671 0.542
47 H17 H H17 N N N 0 -1.398 -2.441 -1.188
48 H18 H H18 N N N 0 -0.706 -0.197 0.761
49 H19 H H19 N N N 0 -2.237 1.848 -2.963
50 H20 H H20 N N N 0 -3.154 4.851 -0.078
51 H21 H H21 N N N 0 -1.137 1.295 1.133
52 H22 H H22 N N N 0 3.159 -2.583 -2.113
53 H23 H H23 N N N 0 3.271 -0.045 -2.214
54 H24 H H24 N N N 0 3.242 -3.23 0.482
55 H26 H H26 N N N 0 6.931 1.5 0.143
56 H27 H H27 N N N 0 5.968 0.702 1.41
57 H28 H H28 N N N 0 6.892 -0.276 0.245
58 H29 H H29 N N N 0 -0.987 -0.083 -2.196



FHJ : Chemical Bonds

Total Number of Bonds: 61
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O30 C29 O C doub 1.21 N N
2 O31 C29 O C sing 1.34 N N
3 O31 C32 O C sing 1.45 N N
4 C29 C19 C C sing 1.51 N N
5 C19 C18 C C sing 1.56 N N
6 C19 C20 C C sing 1.55 N N
7 C18 O24 C O sing 1.47 N N
8 C18 C23 C C sing 1.53 N N
9 O27 C28 O C sing 1.45 N N
10 O27 C25 O C sing 1.34 N N
11 C20 C25 C C sing 1.51 N N
12 C20 C21 C C sing 1.56 N N
13 O24 C21 O C sing 1.47 N N
14 C23 C22 C C doub 1.32 N N
15 C25 O26 C O doub 1.21 N N
16 C21 C22 C C sing 1.53 N N
17 C21 C09 C C sing 1.53 N N
18 C16 C15 C C doub 1.38 N Y
19 C16 C11 C C sing 1.39 N Y
20 C15 C14 C C sing 1.38 N Y
21 N10 C11 N C sing 1.4 N N
22 N10 C09 N C sing 1.47 N N
23 C11 C12 C C doub 1.39 N Y
24 C14 C13 C C doub 1.38 N Y
25 C09 C08 C C sing 1.53 N N
26 C12 C13 C C sing 1.38 N Y
27 C08 C01 C C sing 1.51 N N
28 C01 C06 C C doub 1.38 N Y
29 C01 C02 C C sing 1.38 N Y
30 C06 C05 C C sing 1.38 N Y
31 C02 C03 C C doub 1.38 N Y
32 C05 C04 C C doub 1.38 N Y
33 C03 C04 C C sing 1.38 N Y
34 C04 C07 C C sing 1.51 N N
35 C13 H1 C H sing 1.08 N N
36 C15 H2 C H sing 1.08 N N
37 C20 H3 C H sing 1.09 N N
38 C22 H4 C H sing 1.08 N N
39 C28 H6 C H sing 1.09 N N
40 C28 H7 C H sing 1.09 N N
41 C28 H8 C H sing 1.09 N N
42 C02 H9 C H sing 1.08 N N
43 C03 H10 C H sing 1.08 N N
44 C05 H11 C H sing 1.08 N N
45 C06 H12 C H sing 1.08 N N
46 C07 H13 C H sing 1.09 N N
47 C07 H14 C H sing 1.09 N N
48 C07 H15 C H sing 1.09 N N
49 C08 H16 C H sing 1.09 N N
50 C08 H17 C H sing 1.09 N N
51 C09 H18 C H sing 1.09 N N
52 C12 H19 C H sing 1.08 N N
53 C14 H20 C H sing 1.08 N N
54 C16 H21 C H sing 1.08 N N
55 C18 H22 C H sing 1.09 N N
56 C19 H23 C H sing 1.09 N N
57 C23 H24 C H sing 1.08 N N
58 C32 H26 C H sing 1.09 N N
59 C32 H27 C H sing 1.09 N N
60 C32 H28 C H sing 1.09 N N
61 N10 H29 N H sing 0.97 N N



FHJ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FHJ 6cwy Open in New Window Bound ligand 1 1