Chemical Components in the PDB

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7US : Summary

Code

7US

One-letter code

X

Molecule name

(3aM,9S,10bP,14S,15R,16S,17R,18R,19R,20S,21S,25R)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1'-[2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl]-5,10,26-trioxo-3,5,9,10-tetrahydrospiro[9,4-(epoxypentadecanoimino)furo[2',3':7,8]naphtho[1,2-d]imidazole-2,4'-piperidin]-16-yl acetate

Systematic names

ProgramVersionName
ACDLabs 12.01 (3aM,9S,10bP,14S,15R,16S,17R,18R,19R,20S,21S,25R)-6,18,20-trihydroxy-14-methoxy-7,9,15,17,19,21,25-heptamethyl-1'-[2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl]-5,10,26-trioxo-3,5,9,10-tetrahydrospiro[9,4-(epoxypentadecanoimino)furo[2',3':7,8]naphtho[1,2-d]imidazole-2,4'-piperidin]-16-yl acetate

Formula

C48 H67 N7 O13

Formal charge

0

Molecular weight

950.085 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 [O-][N+](=O)c1cnc(C)n1CCN1CCC2(CC1)NC=1C(=N2)c2c3C(=O)C4(C)Oc3c(C)c(O)c2C(=O)C=1NC(=O)C(C)CCCC(C)C(O)C(C)C(O)C(C)C(OC(C)=O)C(C)C(OC)CCO4
SMILES CACTVS 3.385 CO[CH]1CCO[C]2(C)Oc3c(C)c(O)c4C(=O)C(=C5NC6(CCN(CCn7c(C)ncc7[N+]([O-])=O)CC6)N=C5c4c3C2=O)NC(=O)[CH](C)CCC[CH](C)[CH](O)[CH](C)[CH](O)[CH](C)[CH](OC(C)=O)[CH]1C
SMILES OpenEye OEToolkits 2.0.7 Cc1c(c2c3c4c1OC(C4=O)(OCCC(C(C(C(C(C(C(C(CCCC(C(=O)NC(=C5C3=NC6(N5)CCN(CC6)CCn7c(ncc7[N+](=O)[O-])C)C2=O)C)C)O)C)O)C)OC(=O)C)C)OC)C)O
Canonical SMILES CACTVS 3.385 CO[C@H]1CCO[C@@]2(C)Oc3c(C)c(O)c4C(=O)C(=C5NC6(CCN(CCn7c(C)ncc7[N+]([O-])=O)CC6)N=C5c4c3C2=O)NC(=O)[C@H](C)CCC[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C
Canonical SMILES OpenEye OEToolkits 2.0.7 Cc1c(c2c3c4c1O[C@@](C4=O)(OCC[C@@H]([C@H]([C@H]([C@@H]([C@@H]([C@@H]([C@H]([C@H](CCC[C@H](C(=O)NC(=C5C3=NC6(N5)CCN(CC6)CCn7c(ncc7[N+](=O)[O-])C)C2=O)C)C)O)C)O)C)OC(=O)C)C)OC)C)O

IUPAC InChI

InChI=1S/C48H67N7O13/c1-23-12-11-13-24(2)46(62)50-38-37-36(51-48(52-37)15-17-53(18-16-48)19-20-54-29(7)49-22-32(54)55(63)64)33-34(42(38)60)41(59)28(6)44-35(33)45(61)47(9,68-44)66-21-14-31(65-10)25(3)43(67-30(8)56)27(5)40(58)26(4)39(23)57/h22-27,31,39-40,43,52,57-59H,11-21H2,1-10H3,(H,50,62)/t23-,24+,25+,26+,27+,31-,39-,40+,43+,47-/m0/s1

IUPAC InChI key

YCJZZHMRIASIJJ-XTGRINFNSA-N
7US

wwPDB Information

Atom count

135 (68 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2021-08-20

Last modified at

2022-02-25

Status

Released

Obsoleted

Not Assigned



7US : Atoms of Molecule

Total Number of Atoms: 135
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 2.407 -3.264 2.71
2 C2 C C1 N N N 0 1.808 -1.975 2.688
3 C3 C C2 N N N 0 2.466 -0.925 2.125
4 C4 C C3 N N N 0 1.831 0.413 2.054
5 C5 C C4 N Y N 0 -0.176 1.885 2.538
6 C6 C C5 N Y N 0 -1.425 2.07 3.172
7 C7 C C6 N Y N 0 -2.006 1.003 3.845
8 C8 C C7 N Y N 0 -1.388 -0.233 3.896
9 C9 C C8 N Y N 0 -0.145 -0.435 3.282
10 C11 C C9 N N N 0 0.148 3.166 1.882
11 C12 C C10 S N N 0 -1.148 3.986 1.974
12 C13 C C11 N N N 0 -0.821 5.426 2.342
13 C14 C C12 N N N 0 -3.332 1.191 4.537
14 C15 C C13 N N N 0 1.495 -4.273 2.734
15 C16 C C14 R N N 0 0.929 -4.863 1.47
16 C17 C C15 N N N 0 -0.38 -4.149 1.112
17 C18 C C16 N N N 0 -0.941 -4.642 -0.22
18 C19 C C17 N N N 0 -2.461 -4.505 -0.216
19 C1 C C18 N N N 0 0.493 -1.768 3.313
20 C10 C C19 N Y N 0 0.476 0.639 2.625
21 C20 C C20 S N N 0 -2.919 -3.421 -1.196
22 C21 C C21 S N N 0 -4.429 -3.518 -1.41
23 C22 C C22 R N N 0 -4.855 -2.638 -2.587
24 C23 C C23 R N N 0 -5.763 -1.493 -2.141
25 C24 C C24 R N N 0 -5.345 -0.198 -2.858
26 C25 C C25 S N N 0 -5.988 1.012 -2.183
27 C26 C C26 R N N 0 -5.101 2.252 -2.167
28 C27 C C27 S N N 0 -4.282 2.318 -0.877
29 C28 C C28 N N N 0 -3.818 3.755 -0.637
30 C29 C C29 N N N 0 -3.254 3.891 0.783
31 C30 C C30 N N N 0 1.938 -4.696 0.331
32 C31 C C31 N N N 0 -2.57 -2.047 -0.619
33 C32 C C32 N N N 0 -5.607 -3.529 -3.59
34 C33 C C33 N N N 0 -5.805 -0.273 -4.319
35 C34 C C34 N N N 0 -4.179 2.348 -3.377
36 C35 C C35 N N N 0 -8.208 1.898 -2.118
37 C36 C C36 N N N 0 -9.527 2.262 -2.75
38 C37 C C37 N N N 0 -2.696 0.921 0.252
39 C38 C C38 N N N 0 3.855 0.54 1.055
40 C39 C C39 N N N 0 5.076 1.217 1.664
41 C40 C C40 N N N 0 5.294 2.584 1.043
42 C41 C C41 N N N 0 4.217 1.911 -1.012
43 C42 C C42 N N N 0 3.969 0.512 -0.474
44 C43 C C43 N N N 0 6.603 1.652 -0.749
45 C44 C C44 N N N 0 6.931 1.767 -2.238
46 C45 C C45 N Y N 0 9.379 1.265 -2.513
47 C46 C C46 N N N 0 9.907 2.624 -2.134
48 C47 C C47 N Y N 0 9.299 -0.801 -3.131
49 C48 C C48 N Y N 0 8.027 -0.402 -2.943
50 N2 N N2 N N N 0 2.635 1.241 1.449
51 N3 N N3 N N N 0 3.721 -0.837 1.538
52 N4 N N4 N N N 0 5.44 2.523 -0.429
53 N5 N N5 N Y N 0 8.076 0.909 -2.553
54 N6 N N6 N Y N 0 10.104 0.238 -2.863
55 N7 N N7 N N N 1 6.808 -1.223 -3.124
56 O1 O O1 N N N 0 -0.08 -2.69 3.866
57 O10 O O2 N N N 0 -4.75 -4.881 -1.738
58 O11 O O3 N N N 0 1.135 -4.732 3.805
59 O12 O O4 N N N 0 6.904 -2.385 -3.476
60 O13 O O5 N N N -1 5.71 -0.737 -2.92
61 O2 O O6 N N N 0 -1.998 -1.246 4.557
62 O3 O O7 N N N 0 -1.896 3.338 3.016
63 O4 O O8 N N N 0 1.198 3.494 1.372
64 O5 O O9 N N N 0 -1.834 3.901 0.735
65 O6 O O10 N N N 0 -3.137 1.472 -0.99
66 O7 O O11 N N N 0 -7.241 1.338 -2.862
67 O8 O O12 N N N 0 -8.021 2.111 -0.944
68 O9 O O13 N N N 0 -5.67 -1.297 -0.731
69 H1 H H1 N N N 0 3.372 -3.37 2.728
70 H2 H H2 N N N 0 -0.174 5.858 1.578
71 H3 H H3 N N N 0 -1.743 6.004 2.406
72 H4 H H4 N N N 0 -0.31 5.448 3.305
73 H5 H H5 N N N 0 -4.14 0.96 3.843
74 H6 H H6 N N N 0 -3.39 0.524 5.397
75 H7 H H7 N N N 0 -3.424 2.224 4.871
76 H8 H H8 N N N 0 0.733 -5.925 1.623
77 H9 H H9 N N N 0 -1.111 -4.327 1.899
78 H10 H H10 N N N 0 -0.187 -3.077 1.037
79 H11 H H11 N N N 0 -0.519 -4.057 -1.036
80 H12 H H12 N N N 0 -0.677 -5.694 -0.359
81 H13 H H13 N N N 0 -2.912 -5.459 -0.486
82 H14 H H14 N N N 0 -2.792 -4.23 0.789
83 H15 H H15 N N N 0 -2.412 -3.554 -2.15
84 H16 H H16 N N N 0 -4.952 -3.259 -0.5
85 H17 H H17 N N N 0 -3.969 -2.234 -3.081
86 H18 H H18 N N N 0 -6.798 -1.729 -2.404
87 H19 H H19 N N N 0 -4.259 -0.134 -2.816
88 H20 H H20 N N N 0 -6.239 0.757 -1.145
89 H21 H H21 N N N 0 -5.762 3.14 -2.181
90 H22 H H22 N N N 0 -4.894 1.994 -0.039
91 H23 H H23 N N N 0 -3.039 4.008 -1.355
92 H24 H H24 N N N 0 -4.66 4.438 -0.762
93 H25 H H25 N N N 0 -3.613 4.82 1.226
94 H26 H H26 N N N 0 -3.592 3.047 1.388
95 H27 H H27 N N N 0 2.864 -5.208 0.588
96 H28 H H28 N N N 0 1.527 -5.123 -0.583
97 H29 H H29 N N N 0 2.139 -3.635 0.178
98 H30 H H30 N N N 0 -1.492 -1.978 -0.472
99 H31 H H31 N N N 0 -2.893 -1.27 -1.311
100 H32 H H32 N N N 0 -3.076 -1.916 0.338
101 H33 H H33 N N N 0 -6.482 -3.963 -3.106
102 H34 H H34 N N N 0 -5.924 -2.928 -4.443
103 H35 H H35 N N N 0 -4.948 -4.327 -3.933
104 H36 H H36 N N N 0 -6.889 -0.382 -4.354
105 H37 H H37 N N N 0 -5.514 0.64 -4.839
106 H38 H H38 N N N 0 -5.339 -1.132 -4.804
107 H39 H H39 N N N 0 -4.777 2.384 -4.287
108 H40 H H40 N N N 0 -3.575 3.252 -3.303
109 H41 H H41 N N N 0 -3.525 1.476 -3.406
110 H42 H H42 N N N 0 -9.509 1.998 -3.807
111 H43 H H43 N N N 0 -10.33 1.718 -2.252
112 H44 H H44 N N N 0 -9.696 3.334 -2.646
113 H45 H H45 N N N 0 -2.433 1.729 0.935
114 H46 H H46 N N N 0 -3.496 0.322 0.689
115 H47 H H47 N N N 0 -1.823 0.291 0.081
116 H48 H H48 N N N 0 4.901 1.339 2.741
117 H49 H H49 N N N 0 5.949 0.58 1.541
118 H50 H H50 N N N 0 4.448 3.235 1.274
119 H51 H H51 N N N 0 6.203 3.031 1.452
120 H52 H H52 N N N 0 4.337 1.875 -2.098
121 H53 H H53 N N N 0 3.368 2.556 -0.775
122 H54 H H54 N N N 0 4.752 -0.178 -0.775
123 H55 H H55 N N N 0 3.02 0.14 -0.883
124 H56 H H56 N N N 0 6.358 0.617 -0.509
125 H57 H H57 N N N 0 7.465 1.967 -0.161
126 H58 H H58 N N N 0 6.069 1.452 -2.826
127 H59 H H59 N N N 0 7.175 2.802 -2.478
128 H60 H H60 N N N 0 10.084 2.658 -1.059
129 H61 H H61 N N N 0 10.842 2.811 -2.662
130 H62 H H62 N N N 0 9.177 3.387 -2.406
131 H63 H H63 N N N 0 9.616 -1.785 -3.444
132 H64 H H64 N N N 0 4.377 -1.55 1.465
133 H66 H H66 N N N 0 -4.506 -5.518 -1.052
134 H67 H H67 N N N 0 -2.588 -1.777 4.004
135 H68 H H68 N N N 0 -4.804 -0.989 -0.433



7US : Chemical Bonds

Total Number of Bonds: 141
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O3 C12 O C sing 1.44 N N
2 O3 C6 O C sing 1.36 N N
3 C13 C12 C C sing 1.52 N N
4 C14 C7 C C sing 1.51 N N
5 C37 O6 C O sing 1.43 N N
6 O5 C29 O C sing 1.42 N N
7 O5 C12 O C sing 1.42 N N
8 C29 C28 C C sing 1.53 N N
9 C12 C11 C C sing 1.54 N N
10 C6 C7 C C doub 1.39 N Y
11 C6 C5 C C sing 1.41 N Y
12 O6 C27 O C sing 1.43 N N
13 C7 C8 C C sing 1.38 N Y
14 C28 C27 C C sing 1.53 N N
15 C11 C5 C C sing 1.48 N N
16 C11 O4 C O doub 1.21 N N
17 C27 C26 C C sing 1.53 N N
18 C5 C10 C C doub 1.41 N Y
19 C8 O2 C O sing 1.35 N N
20 C8 C9 C C doub 1.4 N Y
21 C36 C35 C C sing 1.51 N N
22 O8 C35 O C doub 1.21 N N
23 C35 O7 C O sing 1.34 N N
24 C26 C34 C C sing 1.52 N N
25 C26 C25 C C sing 1.52 N N
26 C10 C9 C C sing 1.4 N Y
27 C10 C4 C C sing 1.49 N N
28 C9 C1 C C sing 1.48 N N
29 O7 C25 O C sing 1.46 N N
30 C25 C24 C C sing 1.53 N N
31 C4 N2 C N doub 1.3 N N
32 C4 C3 C C sing 1.48 N N
33 O9 C23 O C sing 1.43 N N
34 N2 C38 N C sing 1.46 N N
35 C1 O1 C O doub 1.22 N N
36 C1 C2 C C sing 1.47 N N
37 C24 C23 C C sing 1.54 N N
38 C24 C33 C C sing 1.53 N N
39 C23 C22 C C sing 1.53 N N
40 O13 N7 O N sing 1.22 N N
41 C3 C2 C C doub 1.36 N N
42 C3 N3 C N sing 1.39 N N
43 C2 N1 C N sing 1.42 N N
44 O12 N7 O N doub 1.22 N N
45 C38 C42 C C sing 1.53 N N
46 C38 N3 C N sing 1.47 N N
47 C38 C39 C C sing 1.52 N N
48 N7 C48 N C sing 1.48 N N
49 O10 C21 O C sing 1.44 N N
50 C42 C41 C C sing 1.52 N N
51 C22 C21 C C sing 1.53 N N
52 C22 C32 C C sing 1.54 N N
53 C39 C40 C C sing 1.52 N N
54 C40 N4 C N sing 1.48 N N
55 C21 C20 C C sing 1.53 N N
56 N1 C15 N C sing 1.36 N N
57 N4 C41 N C sing 1.49 N N
58 N4 C43 N C sing 1.49 N N
59 C48 C47 C C doub 1.35 N Y
60 C48 N5 C N sing 1.37 N Y
61 O11 C15 O C doub 1.22 N N
62 C44 N5 C N sing 1.47 N N
63 C44 C43 C C sing 1.53 N N
64 C15 C16 C C sing 1.51 N N
65 C47 N6 C N sing 1.34 N Y
66 N5 C45 N C sing 1.35 N Y
67 C20 C19 C C sing 1.53 N N
68 C20 C31 C C sing 1.53 N N
69 C19 C18 C C sing 1.53 N N
70 C18 C17 C C sing 1.53 N N
71 C16 C17 C C sing 1.53 N N
72 C16 C30 C C sing 1.53 N N
73 N6 C45 N C doub 1.3 N Y
74 C45 C46 C C sing 1.51 N N
75 N1 H1 N H sing 0.97 N N
76 C13 H2 C H sing 1.09 N N
77 C13 H3 C H sing 1.09 N N
78 C13 H4 C H sing 1.09 N N
79 C14 H5 C H sing 1.09 N N
80 C14 H6 C H sing 1.09 N N
81 C14 H7 C H sing 1.09 N N
82 C16 H8 C H sing 1.09 N N
83 C17 H9 C H sing 1.09 N N
84 C17 H10 C H sing 1.09 N N
85 C18 H11 C H sing 1.09 N N
86 C18 H12 C H sing 1.09 N N
87 C19 H13 C H sing 1.09 N N
88 C19 H14 C H sing 1.09 N N
89 C20 H15 C H sing 1.09 N N
90 C21 H16 C H sing 1.08 N N
91 C22 H17 C H sing 1.09 N N
92 C23 H18 C H sing 1.09 N N
93 C24 H19 C H sing 1.09 N N
94 C25 H20 C H sing 1.1 N N
95 C26 H21 C H sing 1.11 N N
96 C27 H22 C H sing 1.09 N N
97 C28 H23 C H sing 1.09 N N
98 C28 H24 C H sing 1.09 N N
99 C29 H25 C H sing 1.09 N N
100 C29 H26 C H sing 1.09 N N
101 C30 H27 C H sing 1.09 N N
102 C30 H28 C H sing 1.09 N N
103 C30 H29 C H sing 1.09 N N
104 C31 H30 C H sing 1.09 N N
105 C31 H31 C H sing 1.09 N N
106 C31 H32 C H sing 1.09 N N
107 C32 H33 C H sing 1.09 N N
108 C32 H34 C H sing 1.09 N N
109 C32 H35 C H sing 1.09 N N
110 C33 H36 C H sing 1.09 N N
111 C33 H37 C H sing 1.09 N N
112 C33 H38 C H sing 1.09 N N
113 C34 H39 C H sing 1.09 N N
114 C34 H40 C H sing 1.09 N N
115 C34 H41 C H sing 1.09 N N
116 C36 H42 C H sing 1.09 N N
117 C36 H43 C H sing 1.09 N N
118 C36 H44 C H sing 1.09 N N
119 C37 H45 C H sing 1.09 N N
120 C37 H46 C H sing 1.09 N N
121 C37 H47 C H sing 1.09 N N
122 C39 H48 C H sing 1.1 N N
123 C39 H49 C H sing 1.09 N N
124 C40 H50 C H sing 1.09 N N
125 C40 H51 C H sing 1.09 N N
126 C41 H52 C H sing 1.09 N N
127 C41 H53 C H sing 1.09 N N
128 C42 H54 C H sing 1.09 N N
129 C42 H55 C H sing 1.1 N N
130 C43 H56 C H sing 1.09 N N
131 C43 H57 C H sing 1.09 N N
132 C44 H58 C H sing 1.09 N N
133 C44 H59 C H sing 1.09 N N
134 C46 H60 C H sing 1.09 N N
135 C46 H61 C H sing 1.09 N N
136 C46 H62 C H sing 1.09 N N
137 C47 H63 C H sing 1.08 N N
138 N3 H64 N H sing 0.97 N N
139 O10 H66 O H sing 0.97 N N
140 O2 H67 O H sing 0.97 N N
141 O9 H68 O H sing 0.97 N N



7US : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
7US 7rwi Open in New Window Bound ligand 1 1