Chemical Components in the PDB

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MOI : Summary

Code

MOI

One-letter code

X

Molecule name

(7R,7AS,12BS)-3-METHYL-2,3,4,4A,7,7A-HEXAHYDRO-1H-4,12-METHANO[1]BENZOFURO[3,2-E]ISOQUINOLINE-7,9-DIOL

Synonyms

MORPHINE
(5A,6A)-7,8-DIDEHYDRO-4,5-EPOXY-17-METHYLMORPHINIAN-3,6-DIOL
MORPHIUM
MORPHIA
DOLCONTIN
DUROMORPH
MORPHINA
NEPENTHE

Systematic names

ProgramVersionName
ACDLabs 10.04 (5alpha,6beta)-17-methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol

Formula

C17 H19 N O3

Formal charge

0

Molecular weight

285.338 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 OC2C=CC5C4N(CCC51c3c(OC12)c(O)ccc3C4)C
SMILES CACTVS 3.341 CN1CC[C]23[CH]4Oc5c(O)ccc(C[CH]1[CH]2C=C[CH]4O)c35
SMILES OpenEye OEToolkits 1.5.0 CN1CCC23c4c5ccc(c4OC2C(C=CC3C1C5)O)O
Canonical SMILES CACTVS 3.341 CN1CC[C@]23[C@H]4Oc5c(O)ccc(C[C@@H]1[C@@H]2C=C[C@@H]4O)c35
Canonical SMILES OpenEye OEToolkits 1.5.0 C[N@]1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3[C@H]1C5)O)O

IUPAC InChI

InChI=1S/C17H19NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-/m0/s1

IUPAC InChI key

BQJCRHHNABKAKU-KBQPJGBKSA-N
MOI

wwPDB Information

Atom count

40 (21 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAD

Is modified

No

Standard parent

Not Assigned

Defined at

2003-07-29

Last modified at

2020-05-27

Status

Released

Obsoleted

Not Assigned



MOI : Atoms of Molecule

Total Number of Atoms: 40
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 2.226 1.347 0.486
2 C2 C C2 N N N 0 0.894 1.389 -1.697
3 C3 C C3 N Y N 0 1.192 0.901 -0.317
4 C4 C C4 N Y N 0 0.379 -0.056 0.238
5 C5 C C5 S N N 0 -0.792 -0.742 -0.417
6 C6 C C6 R N N 0 -1.371 0.21 -1.436
7 C7 C C7 N N N 0 -0.27 -1.98 -1.152
8 C8 C C8 N N N 0 0.799 -1.49 -2.14
9 C9 C C9 N N N 0 1.361 -0.069 -3.928
10 C10 C C10 N Y N 0 2.37 0.852 1.773
11 C11 C C11 N Y N 0 1.503 -0.08 2.339
12 C12 C C12 N Y N 0 0.451 -0.536 1.539
13 C13 C C13 R N N 0 -1.636 -1.073 0.806
14 C14 C C14 S N N 0 -2.281 0.194 1.38
15 C15 C C15 N N N 0 -2.533 1.265 0.421
16 C16 C C16 N N N 0 -2.135 1.317 -0.81
17 C17 C C17 R N N 0 -0.251 0.65 -2.366
18 N1 N N1 N N N 0 0.244 -0.527 -3.091
19 O1 O O1 N N N 0 1.673 -0.526 3.613
20 O2 O O2 N N N 0 -1.375 0.68 2.372
21 O3 O O3 N N N 0 -0.566 -1.398 1.768
22 H1 H H1 N N N 0 2.923 2.082 0.11
23 H21 H 1H2 N N N 0 0.645 2.449 -1.646
24 H22 H 2H2 N N N 0 1.788 1.272 -2.31
25 H6 H H6 N N N 0 -2.076 -0.363 -2.039
26 H71 H 1H7 N N N 0 -1.084 -2.463 -1.694
27 H72 H 2H7 N N N 0 0.17 -2.678 -0.441
28 H81 H 1H8 N N N 0 1.197 -2.344 -2.688
29 H82 H 2H8 N N N 0 1.608 -1.016 -1.584
30 H91 H 1H9 N N N 0 2.226 0.139 -3.297
31 H92 H 2H9 N N N 0 1.617 -0.844 -4.65
32 H93 H 3H9 N N N 0 1.07 0.838 -4.457
33 H10 H H10 N N N 0 3.197 1.209 2.368
34 H13 H H13 N N N 0 -2.346 -1.884 0.641
35 H14 H H14 N N N 0 -3.222 -0.056 1.87
36 H15 H H15 N N N 0 -3.13 2.094 0.773
37 H16 H H16 N N N 0 -2.366 2.192 -1.399
38 H17 H H17 N N N 0 -0.696 1.323 -3.099
39 HO1 H HO1 N N N 0 2.244 -1.305 3.562
40 HO2 H HO2 N N N 0 -1.803 1.437 2.795



MOI : Chemical Bonds

Total Number of Bonds: 44
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C3 C C sing 1.38 N Y
2 C1 C10 C C doub 1.39 N Y
3 C1 H1 C H sing 1.08 N N
4 C2 C3 C C sing 1.49 N N
5 C2 C17 C C sing 1.52 N N
6 C2 H21 C H sing 1.09 N N
7 C2 H22 C H sing 1.09 N N
8 C3 C4 C C doub 1.37 N Y
9 C4 C5 C C sing 1.51 N N
10 C4 C12 C C sing 1.39 N Y
11 C5 C6 C C sing 1.51 N N
12 C5 C7 C C sing 1.53 N N
13 C5 C13 C C sing 1.52 N N
14 C6 C16 C C sing 1.48 N N
15 C6 C17 C C sing 1.52 N N
16 C6 H6 C H sing 1.09 N N
17 C7 C8 C C sing 1.54 N N
18 C7 H71 C H sing 1.09 N N
19 C7 H72 C H sing 1.09 N N
20 C8 N1 C N sing 1.46 N N
21 C8 H81 C H sing 1.09 N N
22 C8 H82 C H sing 1.09 N N
23 C9 N1 C N sing 1.47 N N
24 C9 H91 C H sing 1.09 N N
25 C9 H92 C H sing 1.09 N N
26 C9 H93 C H sing 1.09 N N
27 C10 C11 C C sing 1.39 N Y
28 C10 H10 C H sing 1.08 N N
29 C11 C12 C C doub 1.4 N Y
30 C11 O1 C O sing 1.36 N N
31 C12 O3 C O sing 1.35 N N
32 C13 C14 C C sing 1.53 N N
33 C13 O3 C O sing 1.48 N N
34 C13 H13 C H sing 1.09 N N
35 C14 C15 C C sing 1.46 N N
36 C14 O2 C O sing 1.43 N N
37 C14 H14 C H sing 1.09 N N
38 C15 C16 C C doub 1.29 N N
39 C15 H15 C H sing 1.08 N N
40 C16 H16 C H sing 1.08 N N
41 C17 N1 C N sing 1.47 N N
42 C17 H17 C H sing 1.09 N N
43 O1 HO1 O H sing 0.97 N N
44 O2 HO2 O H sing 0.97 N N



MOI : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
MOI 1q0y Open in New Window Bound ligand 1 1