Chemical Components in the PDB

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IU5 : Summary

Code

IU5

One-letter code

X

Molecule name

ISO-URSODEOXYCHOLIC ACID

Systematic names

ProgramVersionName
ACDLabs 10.04 (3beta,5beta,7alpha,14beta,17alpha)-3,7-dihydroxycholan-24-oic acid
OpenEye OEToolkits 1.5.0 (4R)-4-[(3S,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

Formula

C24 H40 O4

Formal charge

0

Molecular weight

392.572 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(O)CCC(C4C3(C(C1C(C2(C(CC1O)CC(O)CC2)C)CC3)CC4)C)C
SMILES CACTVS 3.341 C[CH](CCC(O)=O)[CH]1CC[CH]2[CH]3[CH](O)C[CH]4C[CH](O)CC[C]4(C)[CH]3CC[C]12C
SMILES OpenEye OEToolkits 1.5.0 CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
Canonical SMILES CACTVS 3.341 C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Canonical SMILES OpenEye OEToolkits 1.5.0 C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@H](C[C@H]4[C@@]3(CC[C@@H](C4)O)C)O)C

IUPAC InChI

InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1

IUPAC InChI key

RUDATBOHQWOJDD-DNMBCGTGSA-N
IU5

wwPDB Information

Atom count

68 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-11-10

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



IU5 : Atoms of Molecule

Total Number of Atoms: 68
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 1.897 0.387 -4.084
2 C10 C C10 S N N 0 0.599 0.76 -3.366
3 C11 C C11 N N N 0 1.705 0.227 -1.185
4 C12 C C12 N N N 0 1.58 -0.485 0.171
5 C13 C C13 R N N 0 0.283 -0.061 0.827
6 C14 C C14 S N N 0 -0.897 -0.493 -0.086
7 C15 C C15 N N N 0 -2.105 -0.223 0.816
8 C16 C C16 N N N 0 -1.624 -0.732 2.203
9 C17 C C17 R N N 0 -0.076 -0.676 2.176
10 C18 C C18 N N N 0 0.224 1.464 0.921
11 C19 C C19 N N N 0 0.613 2.252 -3.027
12 C2 C C2 N N N 0 1.884 -1.105 -4.419
13 C20 C C20 R N N 0 0.441 0.204 3.315
14 C21 C C21 N N N 0 1.965 0.302 3.231
15 C22 C C22 N N N 0 0.042 -0.411 4.658
16 C23 C C23 N N N 0 0.56 0.469 5.796
17 C24 C C24 N N N 0 0.167 -0.137 7.119
18 C3 C C3 S N N 0 0.692 -1.413 -5.327
19 C4 C C4 N N N 0 -0.606 -1.039 -4.61
20 C5 C C5 S N N 0 -0.592 0.453 -4.276
21 C6 C C6 N N N 0 -1.891 0.827 -3.559
22 C7 C C7 S N N 0 -2.013 0.019 -2.265
23 C8 C C8 R N N 0 -0.822 0.332 -1.356
24 C9 C C9 S N N 0 0.488 -0.038 -2.066
25 H111 H 1H11 N N N 0 2.599 -0.129 -1.695
26 H112 H 2H11 N N N 0 1.796 1.3 -1.017
27 H121 H 1H12 N N N 0 1.533 -1.563 0.021
28 H122 H 2H12 N N N 0 2.434 -0.234 0.801
29 H141 H 1H14 N N N 0 -0.828 -1.556 -0.319
30 H151 H 1H15 N N N 0 -2.974 -0.787 0.478
31 H152 H 2H15 N N N 0 -2.327 0.843 0.854
32 H161 H 1H16 N N N 0 -1.958 -1.758 2.36
33 H162 H 2H16 N N N 0 -2.009 -0.087 2.992
34 H171 H 1H17 N N N 0 0.339 -1.68 2.257
35 H181 H 1H18 N N N 0 0.391 1.895 -0.065
36 H182 H 2H18 N N N 0 -0.754 1.768 1.29
37 H183 H 3H18 N N N 0 0.996 1.816 1.606
38 H191 H 1H19 N N N 0 0.699 2.833 -3.946
39 H192 H 2H19 N N N 0 -0.311 2.518 -2.515
40 H193 H 3H19 N N N 0 1.462 2.47 -2.379
41 H201 H 1H20 N N N 0 0.0070 1.2 3.229
42 H211 H 1H21 N N N 0 2.398 -0.694 3.317
43 H212 H 2H21 N N N 0 2.249 0.74 2.275
44 H213 H 3H21 N N N 0 2.334 0.929 4.043
45 H221 H 1H22 N N N 0 -1.043 -0.481 4.717
46 H222 H 2H22 N N N 0 0.475 -1.408 4.743
47 H231 H 1H23 N N N 0 1.646 0.538 5.737
48 H232 H 2H23 N N N 0 0.127 1.465 5.711
49 HC11 H 1HC1 N N N 0 2.746 0.607 -3.438
50 HC12 H 2HC1 N N N 0 1.982 0.965 -5.005
51 HC21 H 1HC2 N N N 0 1.798 -1.683 -3.499
52 HC22 H 2HC2 N N N 0 2.809 -1.371 -4.931
53 HC31 H 1HC3 N N N 0 0.682 -2.477 -5.565
54 HC41 H 1HC4 N N N 0 -0.692 -1.617 -3.69
55 HC42 H 2HC4 N N N 0 -1.455 -1.258 -5.258
56 HC51 H 1HC5 N N N 0 -0.506 1.031 -5.196
57 HC61 H 1HC6 N N N 0 -2.74 0.605 -4.206
58 HC62 H 2HC6 N N N 0 -1.883 1.891 -3.323
59 HC71 H 1HC7 N N N 0 -2.021 -1.044 -2.5
60 HC81 H 1HC8 N N N 0 -0.819 1.392 -1.106
61 HC91 H 1HC9 N N N 0 0.453 -1.1 -2.307
62 HOA1 H 1HOA N N N 0 -3.95 0.157 -2.202
63 HOA4 H 4HOA N N N 0 0.265 0.077 9.114
64 HOB1 H 1HOB N N N 0 1.634 -0.922 -6.954
65 O1A O O1A N N N 0 -3.226 0.369 -1.597
66 O1B O O1B N N N 0 0.804 -0.657 -6.534
67 O4 O O4 N N N 0 -0.461 -1.168 7.147
68 O4A O O4A N N N 0 0.517 0.467 8.265



IU5 : 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 C1 C10 C C sing 1.53 N N
2 C1 C2 C C sing 1.53 N N
3 C1 HC11 C H sing 1.09 N N
4 C1 HC12 C H sing 1.09 N N
5 C10 C19 C C sing 1.53 N N
6 C10 C5 C C sing 1.53 N N
7 C10 C9 C C sing 1.53 N N
8 C11 C12 C C sing 1.54 N N
9 C11 C9 C C sing 1.53 N N
10 C11 H111 C H sing 1.09 N N
11 C11 H112 C H sing 1.09 N N
12 C12 C13 C C sing 1.51 N N
13 C12 H121 C H sing 1.09 N N
14 C12 H122 C H sing 1.09 N N
15 C13 C14 C C sing 1.55 N N
16 C13 C17 C C sing 1.53 N N
17 C13 C18 C C sing 1.53 N N
18 C14 C15 C C sing 1.53 N N
19 C14 C8 C C sing 1.52 N N
20 C14 H141 C H sing 1.09 N N
21 C15 C16 C C sing 1.55 N N
22 C15 H151 C H sing 1.09 N N
23 C15 H152 C H sing 1.09 N N
24 C16 C17 C C sing 1.55 N N
25 C16 H161 C H sing 1.09 N N
26 C16 H162 C H sing 1.09 N N
27 C17 C20 C C sing 1.53 N N
28 C17 H171 C H sing 1.09 N N
29 C18 H181 C H sing 1.09 N N
30 C18 H182 C H sing 1.09 N N
31 C18 H183 C H sing 1.09 N N
32 C19 H191 C H sing 1.09 N N
33 C19 H192 C H sing 1.09 N N
34 C19 H193 C H sing 1.09 N N
35 O1A C7 O C sing 1.43 N N
36 O1A HOA1 O H sing 0.97 N N
37 O1B C3 O C sing 1.43 N N
38 O1B HOB1 O H sing 0.97 N N
39 C2 C3 C C sing 1.53 N N
40 C2 HC21 C H sing 1.09 N N
41 C2 HC22 C H sing 1.09 N N
42 C20 C21 C C sing 1.53 N N
43 C20 C22 C C sing 1.53 N N
44 C20 H201 C H sing 1.09 N N
45 C21 H211 C H sing 1.09 N N
46 C21 H212 C H sing 1.09 N N
47 C21 H213 C H sing 1.09 N N
48 C22 C23 C C sing 1.53 N N
49 C22 H221 C H sing 1.09 N N
50 C22 H222 C H sing 1.09 N N
51 C23 C24 C C sing 1.51 N N
52 C23 H231 C H sing 1.09 N N
53 C23 H232 C H sing 1.09 N N
54 C24 O4 C O doub 1.21 N N
55 C24 O4A C O sing 1.34 N N
56 C3 C4 C C sing 1.53 N N
57 C3 HC31 C H sing 1.09 N N
58 C4 C5 C C sing 1.53 N N
59 C4 HC41 C H sing 1.09 N N
60 C4 HC42 C H sing 1.09 N N
61 O4A HOA4 O H sing 0.97 N N
62 C5 C6 C C sing 1.53 N N
63 C5 HC51 C H sing 1.09 N N
64 C6 C7 C C sing 1.53 N N
65 C6 HC61 C H sing 1.09 N N
66 C6 HC62 C H sing 1.09 N N
67 C7 C8 C C sing 1.53 N N
68 C7 HC71 C H sing 1.09 N N
69 C8 C9 C C sing 1.54 N N
70 C8 HC81 C H sing 1.09 N N
71 C9 HC91 C H sing 1.09 N N



IU5 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
IU5 1ihi Open in New Window Bound ligand 2 1
IU5 1ot7 Open in New Window Bound ligand 1 1