Chemical Components in the PDB

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377 : Summary

Code

377

One-letter code

X

Molecule name

Memantine

Systematic names

ProgramVersionName
ACDLabs 12.01 (1r,3R,5S,7r)-3,5-dimethyltricyclo[3.3.1.1~3,7~]decan-1-amine
OpenEye OEToolkits 1.9.2 (3S,5R)-3,5-dimethyladamantan-1-amine

Formula

C12 H21 N

Formal charge

0

Molecular weight

179.302 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 NC12CC3(CC(C1)(CC(C2)C3)C)C
SMILES CACTVS 3.385 C[C]12CC3C[C](C)(C1)CC(N)(C3)C2
SMILES OpenEye OEToolkits 1.9.2 CC12CC3CC(C1)(CC(C3)(C2)N)C
Canonical SMILES CACTVS 3.385 C[C@@]12CC3C[C@@](C)(C1)CC(N)(C3)C2
Canonical SMILES OpenEye OEToolkits 1.9.2 C[C@@]12CC3C[C@@](C1)(CC(C3)(C2)N)C

IUPAC InChI

InChI=1S/C12H21N/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10/h9H,3-8,13H2,1-2H3/t9-,10+,11-,12-

IUPAC InChI key

BUGYDGFZZOZRHP-CDECOKDKSA-N
377

wwPDB Information

Atom count

34 (13 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-07-01

Last modified at

2014-09-19

Status

Released

Obsoleted

Not Assigned



377 : Atoms of Molecule

Total Number of Atoms: 34
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C10 C C1 N N N 0 0.675 -1.27 -1.277
2 C11 C C2 N N N 0 -1.449 0.045 -1.247
3 N01 N N1 N N N 0 -2.805 0.086 0.792
4 C02 C C3 R N N 0 0.774 1.226 0.254
5 C03 C C4 S N N 0 0.696 -1.271 0.253
6 C04 C C5 N N N 0 -1.428 0.044 0.283
7 C05 C C6 N N N 0 -0.014 0.001 -1.776
8 C06 C C7 N N N 0 1.463 -0.045 0.753
9 C07 C C8 N N N 0 -0.661 1.27 0.784
10 C08 C C9 N N N 0 -0.738 -1.227 0.783
11 C09 C C10 N N N 0 0.752 1.227 -1.276
12 C12 C C11 N N N 0 1.54 2.452 0.754
13 C13 C C12 N N N 0 1.386 -2.543 0.752
14 H1 H H1 N N N 0 1.697 -1.301 -1.654
15 H8 H H8 N N N 0 -0.029 0.002 -2.866
16 H2 H H2 N N N 0 0.129 -2.143 -1.633
17 H3 H H3 N N N 0 -1.995 -0.828 -1.603
18 H4 H H4 N N N 0 -1.94 0.951 -1.602
19 H5 H H5 N N N 0 -3.282 0.918 0.476
20 H6 H H6 N N N 0 -3.313 -0.744 0.529
21 H9 H H9 N N N 0 2.485 -0.077 0.376
22 H10 H H10 N N N 0 1.478 -0.046 1.843
23 H11 H H11 N N N 0 -0.646 1.269 1.874
24 H12 H H12 N N N 0 -1.152 2.176 0.428
25 H13 H H13 N N N 0 -1.284 -2.101 0.426
26 H14 H H14 N N N 0 -0.723 -1.228 1.873
27 H15 H H15 N N N 0 0.262 2.133 -1.632
28 H16 H H16 N N N 0 1.775 1.196 -1.653
29 H17 H H17 N N N 0 1.555 2.451 1.844
30 H18 H H18 N N N 0 2.562 2.421 0.377
31 H19 H H19 N N N 0 1.049 3.358 0.399
32 H20 H H20 N N N 0 2.408 -2.574 0.375
33 H21 H H21 N N N 0 1.401 -2.543 1.842
34 H22 H H22 N N N 0 0.84 -3.416 0.396



377 : Chemical Bonds

Total Number of Bonds: 36
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C12 C02 C C sing 1.53 N N
2 C09 C02 C C sing 1.53 N N
3 C09 C05 C C sing 1.53 N N
4 C02 C07 C C sing 1.53 N N
5 C02 C06 C C sing 1.53 N N
6 C05 C11 C C sing 1.53 N N
7 C05 C10 C C sing 1.53 N N
8 C07 C04 C C sing 1.53 N N
9 C11 C04 C C sing 1.53 N N
10 C06 C03 C C sing 1.53 N N
11 C10 C03 C C sing 1.53 N N
12 C04 N01 C N sing 1.47 N N
13 C04 C08 C C sing 1.53 N N
14 C03 C08 C C sing 1.53 N N
15 C03 C13 C C sing 1.53 N N
16 C10 H1 C H sing 1.09 N N
17 C10 H2 C H sing 1.09 N N
18 C11 H3 C H sing 1.09 N N
19 C11 H4 C H sing 1.09 N N
20 N01 H5 N H sing 1.01 N N
21 N01 H6 N H sing 1.01 N N
22 C05 H8 C H sing 1.09 N N
23 C06 H9 C H sing 1.09 N N
24 C06 H10 C H sing 1.09 N N
25 C07 H11 C H sing 1.09 N N
26 C07 H12 C H sing 1.09 N N
27 C08 H13 C H sing 1.09 N N
28 C08 H14 C H sing 1.09 N N
29 C09 H15 C H sing 1.09 N N
30 C09 H16 C H sing 1.09 N N
31 C12 H17 C H sing 1.09 N N
32 C12 H18 C H sing 1.09 N N
33 C12 H19 C H sing 1.09 N N
34 C13 H20 C H sing 1.09 N N
35 C13 H21 C H sing 1.09 N N
36 C13 H22 C H sing 1.09 N N



377 : Used in PDB Entries

Total Number of PDB Entries: 2
Ligand Code PDB Entry ID Type Total Distinct
377 4twd Open in New Window Bound ligand 12 1
377 7sad Open in New Window Bound ligand 1 1