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A88 : Summary

Code

A88

One-letter code

X

Molecule name

(5R,6R)-2,4-BIS-(4-HYDROXY-3-METHOXYBENZYL)-1,5-DIBENZYL-3-OXO-6-HYDROXY-1,2,4-TRIAZACYCLOHEPTANE

Systematic names

ProgramVersionName
ACDLabs 10.04 (5R,6R)-1,5-dibenzyl-6-hydroxy-2,4-bis(4-hydroxy-3-methoxybenzyl)-1,2,4-triazepan-3-one
OpenEye OEToolkits 1.5.0 (1R,5R,6R)-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-1,5-bis(phenylmethyl)-1,2,4-triazepan-3-one

Formula

C34 H37 N3 O6

Formal charge

0

Molecular weight

583.674 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1N(C(C(O)CN(N1Cc2ccc(O)c(OC)c2)Cc3ccccc3)Cc4ccccc4)Cc5ccc(O)c(OC)c5
SMILES CACTVS 3.341 COc1cc(CN2[CH](Cc3ccccc3)[CH](O)CN(Cc4ccccc4)N(Cc5ccc(O)c(OC)c5)C2=O)ccc1O
SMILES OpenEye OEToolkits 1.5.0 COc1cc(ccc1O)CN2C(C(CN(N(C2=O)Cc3ccc(c(c3)OC)O)Cc4ccccc4)O)Cc5ccccc5
Canonical SMILES CACTVS 3.341 COc1cc(CN2[C@H](Cc3ccccc3)[C@H](O)CN(Cc4ccccc4)N(Cc5ccc(O)c(OC)c5)C2=O)ccc1O
Canonical SMILES OpenEye OEToolkits 1.5.0 COc1cc(ccc1O)CN2[C@@H]([C@@H](C[N@](N(C2=O)Cc3ccc(c(c3)OC)O)Cc4ccccc4)O)Cc5ccccc5

IUPAC InChI

InChI=1S/C34H37N3O6/c1-42-32-18-26(13-15-29(32)38)21-36-28(17-24-9-5-3-6-10-24)31(40)23-35(20-25-11-7-4-8-12-25)37(34(36)41)22-27-14-16-30(39)33(19-27)43-2/h3-16,18-19,28,31,38-40H,17,20-23H2,1-2H3/t28-,31-/m1/s1

IUPAC InChI key

PMBZSBGCSQGJAQ-GRKNLSHJSA-N
A88

wwPDB Information

Atom count

80 (43 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-07

Last modified at

2021-03-01

Status

Released

Obsoleted

Not Assigned



A88 : Atoms of Molecule

Total Number of Atoms: 80
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N N N 0 -0.325 0.806 0.618
2 N2 N N2 N N N 0 1.031 0.707 0.639
3 C3 C C3 N N N 0 1.693 -0.089 -0.219
4 O3 O O3 N N N 0 2.875 0.134 -0.396
5 N4 N N4 N N N 0 1.151 -1.095 -0.896
6 C5 C C5 R N N 0 -0.199 -1.594 -0.631
7 C6 C C6 R N N 0 -0.428 -1.66 0.885
8 O6 O O6 N N N 0 -1.433 -2.634 1.174
9 C7 C C7 N N N 0 -0.882 -0.299 1.377
10 C8 C C8 N N N 0 -0.669 2.034 1.348
11 C9 C C9 N Y N 0 -2.133 2.338 1.157
12 C10 C C10 N Y N 0 -3.055 1.914 2.095
13 C11 C C11 N Y N 0 -4.398 2.193 1.92
14 C12 C C12 N Y N 0 -4.818 2.896 0.807
15 C13 C C13 N Y N 0 -3.896 3.321 -0.13
16 C14 C C14 N Y N 0 -2.553 3.046 0.046
17 C15 C C15 N N N 0 -1.225 -0.65 -1.263
18 C16 C C16 N Y N 0 -2.57 -1.327 -1.306
19 C17 C C17 N Y N 0 -3.513 -1.053 -0.333
20 C18 C C18 N Y N 0 -4.748 -1.674 -0.372
21 C19 C C19 N Y N 0 -5.039 -2.569 -1.384
22 C20 C C20 N Y N 0 -4.097 -2.843 -2.357
23 C21 C C21 N Y N 0 -2.864 -2.219 -2.321
24 C22 C C22 N N N 0 1.941 -1.737 -1.95
25 C23 C C23 N Y N 0 1.737 -1.001 -3.249
26 C24 C C24 N Y N 0 2.512 0.103 -3.545
27 C25 C C25 N Y N 0 2.325 0.781 -4.739
28 C26 C C26 N Y N 0 1.352 0.349 -5.636
29 C27 C C27 N Y N 0 0.583 -0.763 -5.336
30 C28 C C28 N Y N 0 0.774 -1.434 -4.142
31 O29 O O29 N N N 0 1.165 1.011 -6.809
32 O30 O O30 N N N 0 3.087 1.869 -5.032
33 C31 C C31 N N N 0 3.975 2.06 -3.929
34 C32 C C32 N N N 0 1.791 1.482 1.622
35 C33 C C33 N Y N 0 2.129 0.605 2.8
36 C34 C C34 N Y N 0 3.245 -0.209 2.756
37 C35 C C35 N Y N 0 3.56 -1.015 3.834
38 C36 C C36 N Y N 0 2.756 -1.007 4.962
39 C37 C C37 N Y N 0 1.633 -0.186 5.008
40 C38 C C38 N Y N 0 1.327 0.622 3.926
41 O39 O O39 N N N 0 3.064 -1.799 6.024
42 O40 O O40 N N N 0 0.842 -0.175 6.113
43 C41 C C41 N N N 0 -0.212 0.754 5.857
44 H5 H H5 N N N 0 -0.309 -2.59 -1.06
45 H6 H H6 N N N 0 0.501 -1.936 1.382
46 HO6 H HO6 N N N 0 -1.545 -2.643 2.135
47 H71 H 1H7 N N N 0 -1.97 -0.251 1.317
48 H72 H 2H7 N N N 0 -0.588 -0.189 2.421
49 H81 H 1H8 N N N 0 -0.462 1.897 2.409
50 H82 H 2H8 N N N 0 -0.073 2.863 0.965
51 H10 H H10 N N N 0 -2.727 1.364 2.965
52 H11 H H11 N N N 0 -5.118 1.861 2.653
53 H12 H H12 N N N 0 -5.867 3.113 0.67
54 H13 H H13 N N N 0 -4.225 3.871 -1.0
55 H14 H H14 N N N 0 -1.833 3.378 -0.686
56 H151 H 1H15 N N N 0 -1.295 0.26 -0.668
57 H152 H 2H15 N N N 0 -0.912 -0.399 -2.276
58 H17 H H17 N N N 0 -3.286 -0.353 0.457
59 H18 H H18 N N N 0 -5.484 -1.459 0.387
60 H19 H H19 N N N 0 -6.003 -3.055 -1.414
61 H20 H H20 N N N 0 -4.324 -3.543 -3.148
62 H21 H H21 N N N 0 -2.127 -2.433 -3.081
63 H221 H 1H22 N N N 0 1.62 -2.772 -2.064
64 H222 H 2H22 N N N 0 2.996 -1.711 -1.679
65 H24 H H24 N N N 0 3.263 0.439 -2.846
66 H27 H H27 N N N 0 -0.169 -1.102 -6.032
67 H28 H H28 N N N 0 0.171 -2.298 -3.908
68 HO9 H HO9 N N N 0 0.499 1.691 -6.643
69 H311 H 1H31 N N N 0 4.61 2.925 -4.119
70 H312 H 2H31 N N N 0 3.396 2.226 -3.021
71 H313 H 3H31 N N N 0 4.597 1.173 -3.806
72 H321 H 1H32 N N N 0 2.711 1.847 1.165
73 H322 H 2H32 N N N 0 1.192 2.328 1.959
74 H34 H H34 N N N 0 3.872 -0.216 1.876
75 H35 H H35 N N N 0 4.431 -1.652 3.796
76 H38 H H38 N N N 0 0.456 1.26 3.958
77 HO3 H HO3 N N N 0 3.64 -1.281 6.602
78 H411 H 1H41 N N N 0 -0.876 0.797 6.72
79 H412 H 2H41 N N N 0 0.21 1.741 5.673
80 H413 H 3H41 N N N 0 -0.775 0.431 4.981



A88 : Chemical Bonds

Total Number of Bonds: 84
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 N1 N2 N N sing 1.36 N N
2 N1 C7 N C sing 1.45 N N
3 N1 C8 N C sing 1.47 N N
4 N2 C3 N C sing 1.34 N N
5 N2 C32 N C sing 1.46 N N
6 C3 O3 C O doub 1.22 N N
7 C3 N4 C N sing 1.33 N N
8 N4 C5 N C sing 1.46 N N
9 N4 C22 N C sing 1.47 N N
10 C5 C6 C C sing 1.53 N N
11 C5 C15 C C sing 1.53 N N
12 C5 H5 C H sing 1.09 N N
13 C6 O6 C O sing 1.43 N N
14 C6 C7 C C sing 1.52 N N
15 C6 H6 C H sing 1.09 N N
16 O6 HO6 O H sing 0.97 N N
17 C7 H71 C H sing 1.09 N N
18 C7 H72 C H sing 1.09 N N
19 C8 C9 C C sing 1.51 N N
20 C8 H81 C H sing 1.09 N N
21 C8 H82 C H sing 1.09 N N
22 C9 C10 C C doub 1.38 N Y
23 C9 C14 C C sing 1.38 N Y
24 C10 C11 C C sing 1.38 N Y
25 C10 H10 C H sing 1.08 N N
26 C11 C12 C C doub 1.38 N Y
27 C11 H11 C H sing 1.08 N N
28 C12 C13 C C sing 1.38 N Y
29 C12 H12 C H sing 1.08 N N
30 C13 C14 C C doub 1.38 N Y
31 C13 H13 C H sing 1.08 N N
32 C14 H14 C H sing 1.08 N N
33 C15 C16 C C sing 1.51 N N
34 C15 H151 C H sing 1.09 N N
35 C15 H152 C H sing 1.09 N N
36 C16 C17 C C doub 1.38 N Y
37 C16 C21 C C sing 1.38 N Y
38 C17 C18 C C sing 1.38 N Y
39 C17 H17 C H sing 1.08 N N
40 C18 C19 C C doub 1.38 N Y
41 C18 H18 C H sing 1.08 N N
42 C19 C20 C C sing 1.38 N Y
43 C19 H19 C H sing 1.08 N N
44 C20 C21 C C doub 1.38 N Y
45 C20 H20 C H sing 1.08 N N
46 C21 H21 C H sing 1.08 N N
47 C22 C23 C C sing 1.51 N N
48 C22 H221 C H sing 1.09 N N
49 C22 H222 C H sing 1.09 N N
50 C23 C24 C C doub 1.38 N Y
51 C23 C28 C C sing 1.38 N Y
52 C24 C25 C C sing 1.39 N Y
53 C24 H24 C H sing 1.08 N N
54 C25 C26 C C doub 1.39 N Y
55 C25 O30 C O sing 1.36 N N
56 C26 C27 C C sing 1.38 N Y
57 C26 O29 C O sing 1.36 N N
58 C27 C28 C C doub 1.38 N Y
59 C27 H27 C H sing 1.08 N N
60 C28 H28 C H sing 1.08 N N
61 O29 HO9 O H sing 0.97 N N
62 O30 C31 O C sing 1.43 N N
63 C31 H311 C H sing 1.09 N N
64 C31 H312 C H sing 1.09 N N
65 C31 H313 C H sing 1.09 N N
66 C32 C33 C C sing 1.51 N N
67 C32 H321 C H sing 1.09 N N
68 C32 H322 C H sing 1.09 N N
69 C33 C34 C C doub 1.38 N Y
70 C33 C38 C C sing 1.38 N Y
71 C34 C35 C C sing 1.38 N Y
72 C34 H34 C H sing 1.08 N N
73 C35 C36 C C doub 1.39 N Y
74 C35 H35 C H sing 1.08 N N
75 C36 C37 C C sing 1.39 N Y
76 C36 O39 C O sing 1.36 N N
77 C37 C38 C C doub 1.38 N Y
78 C37 O40 C O sing 1.36 N N
79 C38 H38 C H sing 1.08 N N
80 O39 HO3 O H sing 0.97 N N
81 O40 C41 O C sing 1.43 N N
82 C41 H411 C H sing 1.09 N N
83 C41 H412 C H sing 1.09 N N
84 C41 H413 C H sing 1.09 N N



A88 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
A88 1pro Open in New Window Bound ligand 1 1