Chemical Components in the PDB

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D66 : Summary

Code

D66

One-letter code

X

Molecule name

N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine

Synonyms

Bestatin-derivative 7c

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(2S,3R)-3-amino-2-hydroxy-4-(4-methoxyphenyl)butanoyl]-L-leucine
OpenEye OEToolkits 1.7.0 (2S)-2-[[(2S,3R)-3-azanyl-2-hydroxy-4-(4-methoxyphenyl)butanoyl]amino]-4-methyl-pentanoic acid

Formula

C17 H26 N2 O5

Formal charge

0

Molecular weight

338.399 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(O)C(NC(=O)C(O)C(N)Cc1ccc(OC)cc1)CC(C)C
SMILES CACTVS 3.370 COc1ccc(C[CH](N)[CH](O)C(=O)N[CH](CC(C)C)C(O)=O)cc1
SMILES OpenEye OEToolkits 1.7.0 CC(C)CC(C(=O)O)NC(=O)C(C(Cc1ccc(cc1)OC)N)O
Canonical SMILES CACTVS 3.370 COc1ccc(C[C@@H](N)[C@H](O)C(=O)N[C@@H](CC(C)C)C(O)=O)cc1
Canonical SMILES OpenEye OEToolkits 1.7.0 CC(C)C[C@@H](C(=O)O)NC(=O)[C@H]([C@@H](Cc1ccc(cc1)OC)N)O

IUPAC InChI

InChI=1S/C17H26N2O5/c1-10(2)8-14(17(22)23)19-16(21)15(20)13(18)9-11-4-6-12(24-3)7-5-11/h4-7,10,13-15,20H,8-9,18H2,1-3H3,(H,19,21)(H,22,23)/t13-,14+,15+/m1/s1

IUPAC InChI key

CIXFVWODUHVKQG-ILXRZTDVSA-N
D66

wwPDB Information

Atom count

50 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2011-01-11

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



D66 : Atoms of Molecule

Total Number of Atoms: 50
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 7.079 -1.73 0.56
2 N1 N N1 N N N 0 0.811 0.61 1.36
3 O1 O O1 N N N 0 6.299 -1.626 -0.633
4 C2 C C2 N Y N 0 5.227 -0.792 -0.598
5 N2 N N2 N N N 0 -2.278 0.133 -0.148
6 O2 O O2 N N N 0 -0.374 3.153 0.643
7 C3 C C3 N Y N 0 4.426 -0.643 -1.721
8 O3 O O3 N N N 0 -2.339 1.649 1.471
9 C4 C C4 N Y N 0 3.336 0.206 -1.683
10 O4 O O4 N N N 0 -1.806 -1.621 1.742
11 C5 C C5 N Y N 0 3.044 0.906 -0.528
12 O5 O O5 N N N 0 -3.878 -2.289 2.122
13 C6 C C6 N N N 0 1.855 1.831 -0.489
14 C7 C C7 R N N 0 0.619 1.055 -0.027
15 C8 C C8 S N N 0 -0.611 1.96 -0.107
16 C9 C C9 N N N 0 -1.804 1.237 0.463
17 C10 C C10 S N N 0 -3.438 -0.57 0.406
18 C11 C C11 N N N 0 -4.146 -1.343 -0.709
19 C12 C C12 N N N 0 -4.683 -0.359 -1.75
20 C13 C C13 N N N 0 -5.262 -1.136 -2.935
21 C14 C C14 N N N 0 -5.78 0.502 -1.12
22 C15 C C15 N N N 0 -2.981 -1.531 1.472
23 C16 C C16 N Y N 0 3.84 0.759 0.593
24 C17 C C17 N Y N 0 4.928 -0.093 0.562
25 H1 H H1 N N N 0 6.451 -2.094 1.374
26 H1A H H1A N N N 0 7.902 -2.426 0.397
27 H1B H H1B N N N 0 7.478 -0.75 0.82
28 HN1 H HN1 N N N 0 0.948 1.397 1.976
29 HN1A H HN1A N N N 0 0.037 0.041 1.667
30 HN2 H HN2 N N N 0 -1.851 -0.196 -0.954
31 HO2 H HO2 N N N 0 -0.194 2.999 1.58
32 H3 H H3 N N N 0 4.654 -1.189 -2.624
33 H4 H H4 N N N 0 2.713 0.322 -2.557
34 HO5 H HO5 N N N 0 -3.537 -2.891 2.798
35 H6 H H6 N N N 0 2.052 2.647 0.206
36 H6A H H6A N N N 0 1.677 2.236 -1.485
37 H7 H H7 N N N 0 0.474 0.186 -0.67
38 H8 H H8 N N N 0 -0.806 2.218 -1.148
39 H10 H H10 N N N 0 -4.128 0.154 0.84
40 H11 H H11 N N N 0 -3.44 -2.024 -1.183
41 H11A H H11A N N N 0 -4.973 -1.913 -0.287
42 H12 H H12 N N N 0 -3.873 0.282 -2.097
43 H13 H H13 N N N 0 -6.039 -1.813 -2.58
44 H13A H H13A N N N 0 -5.689 -0.437 -3.654
45 H13B H H13B N N N 0 -4.47 -1.711 -3.414
46 H14 H H14 N N N 0 -5.368 1.055 -0.276
47 H14A H H14A N N N 0 -6.163 1.202 -1.862
48 H14B H H14B N N N 0 -6.591 -0.14 -0.773
49 H16 H H16 N N N 0 3.609 1.307 1.495
50 H17 H H17 N N N 0 5.549 -0.207 1.438



D66 : Chemical Bonds

Total Number of Bonds: 50
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O1 C1 O C sing 1.43 N N
2 C1 H1 C H sing 1.09 N N
3 C1 H1A C H sing 1.09 N N
4 C1 H1B C H sing 1.09 N N
5 N1 C7 N C sing 1.47 N N
6 N1 HN1 N H sing 1.01 N N
7 N1 HN1A N H sing 1.01 N N
8 C2 O1 C O sing 1.36 N N
9 C17 C2 C C doub 1.39 N Y
10 C3 C2 C C sing 1.39 N Y
11 N2 C10 N C sing 1.47 N N
12 N2 C9 N C sing 1.35 N N
13 N2 HN2 N H sing 0.97 N N
14 O2 C8 O C sing 1.43 N N
15 O2 HO2 O H sing 0.97 N N
16 C4 C3 C C doub 1.38 N Y
17 C3 H3 C H sing 1.08 N N
18 C9 O3 C O doub 1.21 N N
19 C5 C4 C C sing 1.38 N Y
20 C4 H4 C H sing 1.08 N N
21 C15 O4 C O doub 1.21 N N
22 C6 C5 C C sing 1.51 N N
23 C5 C16 C C doub 1.38 N Y
24 C15 O5 C O sing 1.34 N N
25 O5 HO5 O H sing 0.97 N N
26 C7 C6 C C sing 1.53 N N
27 C6 H6 C H sing 1.09 N N
28 C6 H6A C H sing 1.09 N N
29 C8 C7 C C sing 1.53 N N
30 C7 H7 C H sing 1.09 N N
31 C8 C9 C C sing 1.51 N N
32 C8 H8 C H sing 1.09 N N
33 C11 C10 C C sing 1.53 N N
34 C10 C15 C C sing 1.51 N N
35 C10 H10 C H sing 1.09 N N
36 C12 C11 C C sing 1.53 N N
37 C11 H11 C H sing 1.09 N N
38 C11 H11A C H sing 1.09 N N
39 C14 C12 C C sing 1.53 N N
40 C12 C13 C C sing 1.53 N N
41 C12 H12 C H sing 1.09 N N
42 C13 H13 C H sing 1.09 N N
43 C13 H13A C H sing 1.09 N N
44 C13 H13B C H sing 1.09 N N
45 C14 H14 C H sing 1.09 N N
46 C14 H14A C H sing 1.09 N N
47 C14 H14B C H sing 1.09 N N
48 C16 C17 C C sing 1.38 N Y
49 C16 H16 C H sing 1.08 N N
50 C17 H17 C H sing 1.08 N N



D66 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
D66 3q43 Open in New Window Bound ligand 1 1