Chemical Components in the PDB

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WH3 : Summary

Code

WH3

One-letter code

X

Molecule name

(3aR,6S,7R,7aS)-1-oxo-2-(2-phenylethyl)-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 (3aR,6S,7R,7aS)-1-oxo-2-(2-phenylethyl)-1,2,3,6,7,7a-hexahydro-3a,6-epoxyisoindole-7-carboxylic acid
OpenEye OEToolkits 2.0.7 (1~{R},5~{S},6~{R},7~{S})-4-oxidanylidene-3-(2-phenylethyl)-10-oxa-3-azatricyclo[5.2.1.0^{1,5}]dec-8-ene-6-carboxylic acid

Formula

C17 H17 N O4

Formal charge

0

Molecular weight

299.321 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C1C2C(=O)N(CC32C=CC1O3)CCc1ccccc1
SMILES CACTVS 3.385 OC(=O)[CH]1[CH]2O[C]3(CN(CCc4ccccc4)C(=O)[CH]13)C=C2
SMILES OpenEye OEToolkits 2.0.7 c1ccc(cc1)CCN2CC34C=CC(O3)C(C4C2=O)C(=O)O
Canonical SMILES CACTVS 3.385 OC(=O)[C@H]1[C@H]2O[C@]3(CN(CCc4ccccc4)C(=O)[C@@H]13)C=C2
Canonical SMILES OpenEye OEToolkits 2.0.7 c1ccc(cc1)CCN2C[C@]34C=C[C@H](O3)[C@@H]([C@@H]4C2=O)C(=O)O

IUPAC InChI

InChI=1S/C17H17NO4/c19-15-14-13(16(20)21)12-6-8-17(14,22-12)10-18(15)9-7-11-4-2-1-3-5-11/h1-6,8,12-14H,7,9-10H2,(H,20,21)/t12-,13-,14+,17-/m0/s1

IUPAC InChI key

MPBLVPMGVIUHFH-ZJOBFFGXSA-N
WH3

wwPDB Information

Atom count

39 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2023-05-12

Last modified at

2023-06-09

Status

Released

Obsoleted

Not Assigned



WH3 : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C01 C C1 S N N 0 -2.075 -0.202 0.936
2 C02 C C2 R N N 0 -2.083 -1.497 0.042
3 C04 C C3 R N N 0 -3.364 0.484 0.447
4 C06 C C4 S N N 0 -3.92 -0.567 -0.568
5 C10 C C5 N N N 0 -3.052 1.787 -0.243
6 C11 C C6 N N N 0 -4.275 -1.821 0.239
7 O12 O O1 N N N 0 -0.56 1.637 0.538
8 C13 C C7 N N N 0 1.423 -0.251 -0.421
9 C16 C C8 N N N 0 2.362 -0.438 0.773
10 O14 O O2 N N N 0 -2.793 1.799 -1.423
11 C17 C C9 N Y N 0 3.782 -0.181 0.339
12 C18 C C10 N Y N 0 4.31 1.094 0.419
13 C19 C C11 N Y N 0 4.559 -1.222 -0.133
14 C20 C C12 N Y N 0 5.862 -0.987 -0.53
15 C21 C C13 N Y N 0 5.613 1.329 0.022
16 C22 C C14 N Y N 0 6.388 0.289 -0.456
17 C03 C C15 N N N 0 -0.8 0.45 0.482
18 N05 N N1 N N N 0 0.042 -0.5 0.001
19 O07 O O3 N N N 0 -2.661 -1.004 -1.196
20 C08 C C16 N N N 0 -0.625 -1.823 -0.041
21 C09 C C17 N N N 0 -3.123 -2.406 0.592
22 O15 O O4 N N N 0 -3.062 2.934 0.454
23 H23 H H1 N N N 0 -2.081 -0.416 2.005
24 H24 H H2 N N N 0 -4.06 0.637 1.271
25 H25 H H3 N N N 0 -4.691 -0.201 -1.246
26 H29 H H4 N N N 0 -5.269 -2.168 0.479
27 H31 H H5 N N N 0 1.51 0.769 -0.795
28 H30 H H6 N N N 0 1.694 -0.952 -1.21
29 H34 H H7 N N N 0 2.091 0.264 1.562
30 H33 H H8 N N N 0 2.275 -1.458 1.147
31 H35 H H9 N N N 0 3.704 1.906 0.792
32 H36 H H10 N N N 0 4.148 -2.22 -0.191
33 H37 H H11 N N N 0 6.47 -1.801 -0.899
34 H38 H H12 N N N 0 6.025 2.325 0.084
35 H39 H H13 N N N 0 7.406 0.472 -0.766
36 H27 H H14 N N N 0 -0.32 -2.432 0.81
37 H26 H H15 N N N 0 -0.401 -2.335 -0.977
38 H28 H H16 N N N 0 -2.983 -3.322 1.146
39 H1 H H17 N N N 0 -2.856 3.745 -0.032



WH3 : Chemical Bonds

Total Number of Bonds: 42
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C01 C02 C C sing 1.57 N N
2 C01 C03 C C sing 1.5 N N
3 C01 C04 C C sing 1.54 N N
4 C02 O07 C O sing 1.45 N N
5 C02 C08 C C sing 1.5 N N
6 C02 C09 C C sing 1.49 N N
7 C03 N05 C N sing 1.36 N N
8 C03 O12 C O doub 1.21 N N
9 C04 C06 C C sing 1.56 N N
10 C04 C10 C C sing 1.51 N N
11 N05 C08 N C sing 1.48 N N
12 N05 C13 N C sing 1.47 N N
13 C06 O07 C O sing 1.47 N N
14 C06 C11 C C sing 1.53 N N
15 C09 C11 C C doub 1.34 N N
16 C10 O14 C O doub 1.21 N N
17 C10 O15 C O sing 1.34 N N
18 C13 C16 C C sing 1.53 N N
19 C16 C17 C C sing 1.51 N N
20 C17 C18 C C doub 1.38 N Y
21 C17 C19 C C sing 1.38 N Y
22 C18 C21 C C sing 1.38 N Y
23 C19 C20 C C doub 1.38 N Y
24 C20 C22 C C sing 1.38 N Y
25 C21 C22 C C doub 1.38 N Y
26 C01 H23 C H sing 1.09 N N
27 C04 H24 C H sing 1.09 N N
28 C06 H25 C H sing 1.09 N N
29 C11 H29 C H sing 1.08 N N
30 C13 H31 C H sing 1.09 N N
31 C13 H30 C H sing 1.09 N N
32 C16 H34 C H sing 1.09 N N
33 C16 H33 C H sing 1.09 N N
34 C18 H35 C H sing 1.08 N N
35 C19 H36 C H sing 1.08 N N
36 C20 H37 C H sing 1.08 N N
37 C21 H38 C H sing 1.08 N N
38 C22 H39 C H sing 1.08 N N
39 C08 H27 C H sing 1.09 N N
40 C08 H26 C H sing 1.09 N N
41 C09 H28 C H sing 1.08 N N
42 O15 H1 O H sing 0.97 N N



WH3 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
WH3 7fzo Open in New Window Bound ligand 1 1