Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

FH4 : Summary

Code

FH4

One-letter code

X

Molecule name

N-[(cyclopentyloxy)carbonyl]-3-methyl-L-valyl-(4R)-N-[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]-4-{[7-methoxy-3-(propan-2-yl)quinoxalin-2-yl]oxy}-L-prolinamide

Systematic names

ProgramVersionName
ACDLabs 12.01 N-[(cyclopentyloxy)carbonyl]-3-methyl-L-valyl-(4R)-N-[(1R,2S)-2-ethenyl-1-{[(1-methylcyclopropyl)sulfonyl]carbamoyl}cyclopropyl]-4-{[7-methoxy-3-(propan-2-yl)quinoxalin-2-yl]oxy}-L-prolinamide
OpenEye OEToolkits 2.0.6 cyclopentyl ~{N}-[(2~{S})-1-[(2~{S},4~{R})-2-[[(1~{R},2~{S})-2-ethenyl-1-[(1-methylcyclopropyl)sulfonylcarbamoyl]cyclopropyl]carbamoyl]-4-(7-methoxy-3-propan-2-yl-quinoxalin-2-yl)oxy-pyrrolidin-1-yl]-3,3-dimethyl-1-oxidanylidene-butan-2-yl]carbamate

Formula

C39 H54 N6 O9 S

Formal charge

0

Molecular weight

782.946 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 C5(C(NC1(C(/C=C)C1)C(=O)NS(C2(CC2)C)(=O)=O)=O)CC(Oc4c(nc3ccc(cc3n4)OC)C(C)C)CN5C(=O)C(C(C)(C)C)NC(OC6CCCC6)=O
SMILES CACTVS 3.385 COc1ccc2nc(C(C)C)c(O[CH]3C[CH](N(C3)C(=O)[CH](NC(=O)OC4CCCC4)C(C)(C)C)C(=O)N[C]5(C[CH]5C=C)C(=O)N[S](=O)(=O)C6(C)CC6)nc2c1
SMILES OpenEye OEToolkits 2.0.6 CC(C)c1c(nc2cc(ccc2n1)OC)OC3CC(N(C3)C(=O)C(C(C)(C)C)NC(=O)OC4CCCC4)C(=O)NC5(CC5C=C)C(=O)NS(=O)(=O)C6(CC6)C
Canonical SMILES CACTVS 3.385 COc1ccc2nc(C(C)C)c(O[C@@H]3C[C@H](N(C3)C(=O)[C@@H](NC(=O)OC4CCCC4)C(C)(C)C)C(=O)N[C@@]5(C[C@H]5C=C)C(=O)N[S](=O)(=O)C6(C)CC6)nc2c1
Canonical SMILES OpenEye OEToolkits 2.0.6 CC(C)c1c(nc2cc(ccc2n1)OC)O[C@@H]3C[C@H](N(C3)C(=O)[C@H](C(C)(C)C)NC(=O)OC4CCCC4)C(=O)N[C@@]5(C[C@H]5C=C)C(=O)NS(=O)(=O)C6(CC6)C

IUPAC InChI

InChI=1S/C39H54N6O9S/c1-9-23-20-39(23,35(48)44-55(50,51)38(7)16-17-38)43-32(46)29-19-26(53-33-30(22(2)3)40-27-15-14-25(52-8)18-28(27)41-33)21-45(29)34(47)31(37(4,5)6)42-36(49)54-24-12-10-11-13-24/h9,14-15,18,22-24,26,29,31H,1,10-13,16-17,19-21H2,2-8H3,(H,42,49)(H,43,46)(H,44,48)/t23-,26-,29+,31-,39-/m1/s1

IUPAC InChI key

SXDJYVUXIXGZPI-GQBWDAOWSA-N
FH4

wwPDB Information

Atom count

109 (55 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2018-03-30

Last modified at

2018-08-03

Status

Released

Obsoleted

Not Assigned



FH4 : Atoms of Molecule

Total Number of Atoms: 109
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C13 C C1 S N N 0 0.42 1.454 -2.249
2 C21 C C2 N N N 0 8.089 -0.131 0.62
3 C22 C C3 N N N 0 9.275 0.632 1.247
4 C24 C C4 N N N 0 2.822 0.615 1.559
5 C26 C C5 N N N 0 2.867 2.063 2.05
6 C01 C C6 N N N 0 2.447 1.361 -0.777
7 C02 C C7 R N N 0 -0.377 -0.779 -1.757
8 C03 C C8 N N N 0 -0.558 0.38 -2.772
9 C04 C C9 N N N 0 1.141 -0.679 -1.438
10 C05 C C10 N N N 0 -0.659 5.762 1.815
11 C06 C C11 N N N 0 -1.475 5.873 0.796
12 C07 C C12 S N N 0 -1.075 5.33 -0.552
13 C08 C C13 N N N 0 -1.974 5.665 -1.744
14 C09 C C14 R N N 0 -1.962 4.247 -1.169
15 C11 C C15 N N N 0 -0.324 2.459 -1.409
16 C16 C C16 S N N 0 3.343 0.548 0.122
17 C18 C C17 N N N 0 5.755 0.289 0.352
18 C23 C C18 N N N 0 8.675 -0.745 -0.676
19 C25 C C19 N N N 0 3.697 -0.257 2.46
20 C27 C C20 N N N 0 1.38 0.107 1.602
21 C29 C C21 N Y N 0 -1.186 -3.001 -1.538
22 C30 C C22 N Y N 0 -1.517 -4.258 -2.065
23 C31 C C23 N N N 0 -1.329 -4.524 -3.536
24 C33 C C24 N Y N 0 -2.158 -4.974 0.018
25 C34 C C25 N Y N 0 -2.661 -5.972 0.871
26 C35 C C26 N Y N 0 -2.823 -5.712 2.195
27 C36 C C27 N Y N 0 -2.495 -4.46 2.726
28 C37 C C28 N Y N 0 -2.004 -3.467 1.926
29 C38 C C29 N Y N 0 -1.825 -3.704 0.554
30 C41 C C30 N N N 0 -3.186 -5.304 4.838
31 C42 C C31 N N N 0 -3.17 3.805 -0.382
32 C48 C C32 N N N 0 -5.332 1.432 0.002
33 C49 C C33 N N N 0 -5.437 -0.093 0.06
34 C50 C C34 N N N 0 -6.657 0.771 0.387
35 C51 C C35 N N N 0 10.556 -0.02 0.697
36 C52 C C36 N N N 0 10.104 -1.156 -0.244
37 C53 C C37 N N N 0 -0.349 -5.684 -3.723
38 C54 C C38 N N N 0 -5.243 2.083 -1.379
39 C55 C C39 N N N 0 -2.675 -4.886 -4.165
40 N10 N N1 N N N 0 -1.305 3.202 -1.958
41 N14 N N2 N N N 0 1.429 0.767 -1.43
42 N17 N N3 N N N 0 4.705 1.086 0.07
43 N32 N N4 N Y N 0 -1.989 -5.206 -1.289
44 N39 N N5 N Y N 0 -1.344 -2.75 -0.253
45 N44 N N6 N N N 0 -3.048 2.848 0.558
46 O12 O O1 N N N 0 -0.041 2.599 -0.238
47 O15 O O2 N N N 0 2.643 2.55 -0.912
48 O19 O O3 N N N 0 5.573 -0.875 0.648
49 O20 O O4 N N N 0 7.007 0.784 0.305
50 O28 O O5 N N N 0 -0.695 -2.037 -2.355
51 O40 O O6 N N N 0 -2.668 -4.228 4.053
52 O43 O O7 N N N 0 -4.251 4.312 -0.596
53 O46 O O8 N N N 0 -5.082 3.418 1.766
54 O47 O O9 N N N 0 -3.888 1.304 2.242
55 S45 S S1 N N N 0 -4.395 2.257 1.318
56 H131 H H1 N N N 0 0.902 1.956 -3.088
57 H211 H H2 N N N 0 7.743 -0.916 1.292
58 H222 H H3 N N N 0 9.238 1.682 0.959
59 H221 H H4 N N N 0 9.246 0.54 2.332
60 H262 H H5 N N N 0 2.244 2.685 1.407
61 H261 H H6 N N N 0 2.496 2.112 3.073
62 H263 H H7 N N N 0 3.895 2.425 2.019
63 H021 H H8 N N N 0 -0.976 -0.612 -0.862
64 H032 H H9 N N N 0 -1.583 0.751 -2.755
65 H031 H H10 N N N 0 -0.279 0.061 -3.776
66 H041 H H11 N N N 0 1.353 -1.115 -0.462
67 H042 H H12 N N N 0 1.725 -1.177 -2.212
68 H052 H H13 N N N 0 -0.946 6.151 2.781
69 H051 H H14 N N N 0 0.3 5.281 1.689
70 H061 H H15 N N N 0 -2.434 6.354 0.921
71 H071 H H16 N N N 0 -0.002 5.265 -0.733
72 H082 H H17 N N N 0 -2.854 6.278 -1.553
73 H081 H H18 N N N 0 -1.492 5.821 -2.709
74 H161 H H19 N N N 0 3.35 -0.489 -0.214
75 H231 H H20 N N N 0 8.099 -1.617 -0.984
76 H232 H H21 N N N 0 8.71 -0.002 -1.473
77 H251 H H22 N N N 0 4.725 0.105 2.429
78 H253 H H23 N N N 0 3.326 -0.209 3.484
79 H252 H H24 N N N 0 3.665 -1.289 2.11
80 H271 H H25 N N N 0 1.36 -0.952 1.346
81 H272 H H26 N N N 0 0.975 0.246 2.605
82 H273 H H27 N N N 0 0.776 0.665 0.886
83 H311 H H28 N N N 0 -0.931 -3.631 -4.018
84 H341 H H29 N N N 0 -2.919 -6.943 0.474
85 H351 H H30 N N N 0 -3.211 -6.481 2.846
86 H371 H H31 N N N 0 -1.755 -2.504 2.347
87 H412 H H32 N N N 0 -4.168 -5.589 4.46
88 H411 H H33 N N N 0 -2.51 -6.157 4.775
89 H413 H H34 N N N 0 -3.274 -4.986 5.877
90 H491 H H35 N N N 0 -5.442 -0.633 -0.887
91 H492 H H36 N N N 0 -4.943 -0.601 0.888
92 H502 H H37 N N N 0 -6.966 0.831 1.431
93 H501 H H38 N N N 0 -7.465 0.799 -0.344
94 H512 H H39 N N N 0 11.14 0.714 0.143
95 H511 H H40 N N N 0 11.149 -0.428 1.517
96 H521 H H41 N N N 0 10.083 -2.107 0.288
97 H522 H H42 N N N 0 10.762 -1.217 -1.111
98 H533 H H43 N N N 0 -0.747 -6.577 -3.241
99 H532 H H44 N N N 0 -0.213 -5.876 -4.788
100 H531 H H45 N N N 0 0.61 -5.426 -3.275
101 H541 H H46 N N N 0 -5.992 2.871 -1.459
102 H543 H H47 N N N 0 -4.25 2.511 -1.515
103 H542 H H48 N N N 0 -5.423 1.331 -2.148
104 H553 H H49 N N N 0 -3.073 -5.779 -3.683
105 H552 H H50 N N N 0 -3.373 -4.06 -4.032
106 H551 H H51 N N N 0 -2.539 -5.078 -5.23
107 H101 H H52 N N N 0 -1.576 3.046 -2.876
108 H171 H H53 N N N 0 4.851 2.015 -0.166
109 H441 H H54 N N N 0 -2.171 2.504 0.79



FH4 : Chemical Bonds

Total Number of Bonds: 114
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C41 O40 C O sing 1.43 N N
2 C54 C48 C C sing 1.53 N N
3 C26 C24 C C sing 1.53 N N
4 O40 C36 O C sing 1.36 N N
5 C49 C48 C C sing 1.53 N N
6 C49 C50 C C sing 1.53 N N
7 C25 C24 C C sing 1.53 N N
8 C48 C50 C C sing 1.53 N N
9 C48 S45 C S sing 1.81 N N
10 C37 C36 C C doub 1.37 N Y
11 C37 C38 C C sing 1.4 N Y
12 C04 C02 C C sing 1.55 N N
13 C04 N14 C N sing 1.47 N N
14 C36 C35 C C sing 1.4 N Y
15 C02 C03 C C sing 1.55 N N
16 C02 O28 C O sing 1.43 N N
17 O47 S45 O S doub 1.42 N N
18 C24 C16 C C sing 1.53 N N
19 C24 C27 C C sing 1.53 N N
20 N39 C38 N C doub 1.34 N Y
21 N39 C29 N C sing 1.32 N Y
22 C03 C13 C C sing 1.54 N N
23 O12 C11 O C doub 1.21 N N
24 C38 C33 C C sing 1.42 N Y
25 C16 C01 C C sing 1.51 N N
26 C16 N17 C N sing 1.47 N N
27 S45 N44 S N sing 1.66 N N
28 S45 O46 S O doub 1.42 N N
29 N14 C13 N C sing 1.47 N N
30 N14 C01 N C sing 1.35 N N
31 O28 C29 O C sing 1.36 N N
32 C35 C34 C C doub 1.36 N Y
33 C29 C30 C C doub 1.4 N Y
34 C13 C11 C C sing 1.51 N N
35 C01 O15 C O doub 1.21 N N
36 C11 N10 C N sing 1.35 N N
37 N44 C42 N C sing 1.35 N N
38 O19 C18 O C doub 1.21 N N
39 N17 C18 N C sing 1.35 N N
40 C33 C34 C C sing 1.41 N Y
41 C33 N32 C N doub 1.34 N Y
42 C05 C06 C C doub 1.31 N N
43 C18 O20 C O sing 1.35 N N
44 C42 O43 C O doub 1.21 N N
45 C42 C09 C C sing 1.51 N N
46 C30 N32 C N sing 1.31 N Y
47 C30 C31 C C sing 1.51 N N
48 N10 C09 N C sing 1.46 N N
49 C06 C07 C C sing 1.51 N N
50 C09 C07 C C sing 1.53 N N
51 C09 C08 C C sing 1.53 N N
52 C55 C31 C C sing 1.53 N N
53 O20 C21 O C sing 1.45 N N
54 C07 C08 C C sing 1.53 N N
55 C31 C53 C C sing 1.53 N N
56 C21 C22 C C sing 1.54 N N
57 C21 C23 C C sing 1.55 N N
58 C22 C51 C C sing 1.54 N N
59 C23 C52 C C sing 1.55 N N
60 C51 C52 C C sing 1.54 N N
61 C13 H131 C H sing 1.09 N N
62 C21 H211 C H sing 1.09 N N
63 C22 H222 C H sing 1.09 N N
64 C22 H221 C H sing 1.09 N N
65 C26 H262 C H sing 1.09 N N
66 C26 H261 C H sing 1.09 N N
67 C26 H263 C H sing 1.09 N N
68 C02 H021 C H sing 1.09 N N
69 C03 H032 C H sing 1.09 N N
70 C03 H031 C H sing 1.09 N N
71 C04 H041 C H sing 1.09 N N
72 C04 H042 C H sing 1.09 N N
73 C05 H052 C H sing 1.08 N N
74 C05 H051 C H sing 1.08 N N
75 C06 H061 C H sing 1.08 N N
76 C07 H071 C H sing 1.09 N N
77 C08 H082 C H sing 1.09 N N
78 C08 H081 C H sing 1.09 N N
79 C16 H161 C H sing 1.09 N N
80 C23 H231 C H sing 1.09 N N
81 C23 H232 C H sing 1.09 N N
82 C25 H251 C H sing 1.09 N N
83 C25 H253 C H sing 1.09 N N
84 C25 H252 C H sing 1.09 N N
85 C27 H271 C H sing 1.09 N N
86 C27 H272 C H sing 1.09 N N
87 C27 H273 C H sing 1.09 N N
88 C31 H311 C H sing 1.09 N N
89 C34 H341 C H sing 1.08 N N
90 C35 H351 C H sing 1.08 N N
91 C37 H371 C H sing 1.08 N N
92 C41 H412 C H sing 1.09 N N
93 C41 H411 C H sing 1.09 N N
94 C41 H413 C H sing 1.09 N N
95 C49 H491 C H sing 1.09 N N
96 C49 H492 C H sing 1.09 N N
97 C50 H502 C H sing 1.09 N N
98 C50 H501 C H sing 1.09 N N
99 C51 H512 C H sing 1.09 N N
100 C51 H511 C H sing 1.09 N N
101 C52 H521 C H sing 1.09 N N
102 C52 H522 C H sing 1.09 N N
103 C53 H533 C H sing 1.09 N N
104 C53 H532 C H sing 1.09 N N
105 C53 H531 C H sing 1.09 N N
106 C54 H541 C H sing 1.09 N N
107 C54 H543 C H sing 1.09 N N
108 C54 H542 C H sing 1.09 N N
109 C55 H553 C H sing 1.09 N N
110 C55 H552 C H sing 1.09 N N
111 C55 H551 C H sing 1.09 N N
112 N10 H101 N H sing 0.97 N N
113 N17 H171 N H sing 0.97 N N
114 N44 H441 N H sing 0.97 N N



FH4 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
FH4 6cvx Open in New Window Bound ligand 1 1