Chemical Components in the PDB

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LIP : Summary

Code

LIP

One-letter code

X

Molecule name

L-MYO-INOSITOL-1-PHOSPHATE

Systematic names

ProgramVersionName
ACDLabs 12.01 (1R,2S,3R,4R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl phosphate
OpenEye OEToolkits 1.7.6 [(2S,3R,5S,6S)-2,3,4,5,6-pentakis(oxidanyl)cyclohexyl] phosphate

Formula

C6 H11 O9 P

Formal charge

-2

Molecular weight

258.12 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=P([O-])([O-])OC1C(O)C(O)C(O)C(O)C1O
SMILES CACTVS 3.370 O[CH]1[CH](O)[CH](O)[CH](O[P]([O-])([O-])=O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.7.6 C1(C(C(C(C(C1O)O)OP(=O)([O-])[O-])O)O)O
Canonical SMILES CACTVS 3.370 O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O[P]([O-])([O-])=O)[C@@H](O)[C@H]1O
Canonical SMILES OpenEye OEToolkits 1.7.6 [C@H]1([C@@H](C([C@H]([C@@H](C1O)O)O)OP(=O)([O-])[O-])O)O

IUPAC InChI

InChI=1S/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/p-2/t1-,2-,3+,4-,5-,6-/m0/s1

IUPAC InChI key

INAPMGSXUVUWAF-PTQMNWPWSA-L
LIP

wwPDB Information

Atom count

27 (16 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2013-03-12

Status

Released

Obsoleted

Not Assigned



LIP : Atoms of Molecule

Total Number of Atoms: 27
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 -0.196 0.069 -0.062
2 C2 C C2 S N N 0 0.566 -1.148 0.466
3 C3 C C3 R N N 0 1.911 -1.26 -0.255
4 C4 C C4 N N N 0 2.732 0.006 -0.002
5 C5 C C5 S N N 0 1.97 1.223 -0.529
6 C6 C C6 S N N 0 0.625 1.335 0.192
7 P1 P P1 N N N 0 -2.866 0.122 -0.156
8 O1 O O1 N N N 0 -1.452 0.173 0.612
9 O2 O O2 N N N 0 -0.201 -2.33 0.229
10 O3 O O3 N N N 0 2.623 -2.396 0.238
11 O4 O O4 N N N 0 3.988 -0.098 -0.675
12 O5 O O5 N N N 0 2.737 2.405 -0.292
13 O6 O O6 N N N 0 0.848 1.484 1.595
14 O7 O O7 N N N 0 -2.892 1.217 -1.277
15 O8 O O8 N N N -1 -3.058 -1.292 -0.803
16 O9 O O9 N N N -1 -4.024 0.392 0.863
17 H1 H H1 N N N 0 -0.366 -0.045 -1.132
18 H2 H H2 N N N 0 0.736 -1.034 1.537
19 H3 H H3 N N N 0 1.74 -1.374 -1.326
20 H4 H H4 N N N 0 2.902 0.12 1.069
21 H5 H H5 N N N 0 1.799 1.109 -1.6
22 H6 H H6 N N N 0 0.082 2.202 -0.184
23 HO2 H HO2 N N N 0 0.222 -3.142 0.539
24 HO3 H HO3 N N N 0 3.487 -2.529 -0.176
25 HO4 H HO4 N N N 0 4.562 0.671 -0.558
26 HO5 H HO5 N N N 0 3.604 2.404 -0.721
27 HO6 H HO6 N N N 0 1.364 2.268 1.83



LIP : Chemical Bonds

Total Number of Bonds: 27
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 C6 C C sing 1.53 N N
3 C1 O1 C O sing 1.43 N N
4 C1 H1 C H sing 1.09 N N
5 C2 C3 C C sing 1.53 N N
6 C2 O2 C O sing 1.43 N N
7 C2 H2 C H sing 1.09 N N
8 C3 C4 C C sing 1.53 N N
9 C3 O3 C O sing 1.43 N N
10 C3 H3 C H sing 1.09 N N
11 C4 C5 C C sing 1.53 N N
12 C4 O4 C O sing 1.43 N N
13 C4 H4 C H sing 1.09 N N
14 C5 C6 C C sing 1.53 N N
15 C5 O5 C O sing 1.43 N N
16 C5 H5 C H sing 1.09 N N
17 C6 O6 C O sing 1.43 N N
18 C6 H6 C H sing 1.09 N N
19 P1 O1 P O sing 1.61 N N
20 P1 O7 P O doub 1.57 N N
21 P1 O8 P O sing 1.57 N N
22 P1 O9 P O sing 1.57 N N
23 O2 HO2 O H sing 0.97 N N
24 O3 HO3 O H sing 0.97 N N
25 O4 HO4 O H sing 0.97 N N
26 O5 HO5 O H sing 0.97 N N
27 O6 HO6 O H sing 0.97 N N



LIP : Used in PDB Entries

Total Number of PDB Entries: 4
Ligand Code PDB Entry ID Type Total Distinct
LIP 1imb Open in New Window Bound ligand 2 1
LIP 3c4v Open in New Window Bound ligand 1 1
LIP 4xf6 Open in New Window Bound ligand 2 1
LIP 6wmv Open in New Window Bound ligand 1 1