Chemical Components in the PDB

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H8H : Summary

Code

H8H

One-letter code

X

Molecule name

N-(5-CHLORO-1,3-BENZODIOXOL-4-YL)-7-[2-(4-METHYLPIPERAZIN-1-YL)ETHOXY]-5-(TETRAHYDRO-2H-PYRAN-4-YLOXY)QUINAZOLIN-4-AMINE

Synonyms

SARACATINIB

Systematic names

ProgramVersionName
ACDLabs 10.04 N-(5-chloro-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(tetrahydro-2H-pyran-4-yloxy)quinazolin-4-amine
OpenEye OEToolkits 1.7.6 N-(5-chloranyl-1,3-benzodioxol-4-yl)-7-[2-(4-methylpiperazin-1-yl)ethoxy]-5-(oxan-4-yloxy)quinazolin-4-amine

Formula

C27 H32 Cl N5 O5

Formal charge

0

Molecular weight

542.026 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 Clc2ccc1OCOc1c2Nc6ncnc5c6c(OC3CCOCC3)cc(OCCN4CCN(C)CC4)c5
SMILES CACTVS 3.385 CN1CCN(CCOc2cc(OC3CCOCC3)c4c(Nc5c(Cl)ccc6OCOc56)ncnc4c2)CC1
SMILES OpenEye OEToolkits 1.7.6 CN1CCN(CC1)CCOc2cc3c(c(c2)OC4CCOCC4)c(ncn3)Nc5c(ccc6c5OCO6)Cl
Canonical SMILES CACTVS 3.385 CN1CCN(CCOc2cc(OC3CCOCC3)c4c(Nc5c(Cl)ccc6OCOc56)ncnc4c2)CC1
Canonical SMILES OpenEye OEToolkits 1.7.6 CN1CCN(CC1)CCOc2cc3c(c(c2)OC4CCOCC4)c(ncn3)Nc5c(ccc6c5OCO6)Cl

IUPAC InChI

InChI=1S/C27H32ClN5O5/c1-32-6-8-33(9-7-32)10-13-35-19-14-21-24(23(15-19)38-18-4-11-34-12-5-18)27(30-16-29-21)31-25-20(28)2-3-22-26(25)37-17-36-22/h2-3,14-16,18H,4-13,17H2,1H3,(H,29,30,31)

IUPAC InChI key

OUKYUETWWIPKQR-UHFFFAOYSA-N
H8H

wwPDB Information

Atom count

70 (38 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-06-14

Last modified at

2015-06-24

Status

Released

Obsoleted

Not Assigned



H8H : Atoms of Molecule

Total Number of Atoms: 70
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 8.804 -0.614 -2.397
2 N2 N N2 N N N 0 8.19 0.221 -1.356
3 C3 C C3 N N N 0 6.974 0.877 -1.856
4 C4 C C4 N N N 0 6.411 1.797 -0.771
5 N5 N N5 N N N 0 6.122 1.008 0.435
6 C6 C C6 N N N 0 5.508 1.843 1.476
7 C7 C C7 N N N 0 4.044 2.108 1.12
8 O8 O O8 N N N 0 3.315 0.879 1.157
9 C9 C C9 N Y N 0 1.991 0.939 0.864
10 C10 C C10 N Y N 0 1.227 -0.229 0.884
11 C11 C C11 N Y N 0 -0.119 -0.194 0.59
12 O12 O O12 N N N 0 -0.854 -1.334 0.612
13 C13 C C13 N N N 0 -0.187 -2.528 1.027
14 C14 C C14 N N N 0 -1.215 -3.529 1.563
15 C15 C C15 N N N 0 -0.502 -4.833 1.931
16 O16 O O16 N N N 0 0.179 -5.343 0.783
17 C17 C C17 N N N 0 1.185 -4.469 0.267
18 C18 C C18 N N N 0 0.54 -3.151 -0.169
19 C19 C C19 N Y N 0 -0.724 1.033 0.267
20 C20 C C20 N Y N 0 -2.099 1.13 -0.043
21 N21 N N21 N N N 0 -2.906 0.011 -0.04
22 C22 C C22 N Y N 0 -4.235 0.106 -0.471
23 C23 C C23 N Y N 0 -5.152 0.86 0.255
24 O24 O O24 N N N 0 -5.016 1.592 1.4
25 C25 C C25 N N N 0 -6.356 1.796 1.886
26 O26 O O26 N N N 0 -7.163 1.738 0.695
27 C27 C C27 N Y N 0 -6.47 0.95 -0.178
28 C28 C C28 N Y N 0 -6.866 0.288 -1.331
29 C29 C C29 N Y N 0 -5.953 -0.46 -2.05
30 C30 C C30 N Y N 0 -4.639 -0.549 -1.628
31 CL3 CL CL3 N N N 0 -3.496 -1.484 -2.54
32 N32 N N32 N Y N 0 -2.593 2.327 -0.338
33 C33 C C33 N Y N 0 -1.831 3.407 -0.344
34 N34 N N34 N Y N 0 -0.549 3.377 -0.065
35 C35 C C35 N Y N 0 0.053 2.218 0.247
36 C36 C C36 N Y N 0 1.416 2.154 0.554
37 C37 C C37 N N N 0 7.338 0.352 0.935
38 C38 C C38 N N N 0 7.902 -0.568 -0.15
39 H11 H H11 N N N 0 9.069 0.0080 -3.252
40 H12 H H12 N N N 0 9.702 -1.088 -2.0
41 H13A H H13A N N N 0 8.097 -1.382 -2.711
42 H31 H H31 N N N 0 7.216 1.465 -2.742
43 H32 H H32 N N N 0 6.233 0.121 -2.113
44 H41 H H41 N N N 0 7.142 2.57 -0.533
45 H42 H H42 N N N 0 5.493 2.262 -1.129
46 H61 H H61 N N N 0 5.561 1.327 2.434
47 H62 H H62 N N N 0 6.043 2.791 1.544
48 H71 H H71 N N N 0 3.616 2.806 1.839
49 H72 H H72 N N N 0 3.985 2.535 0.119
50 H10 H H10 N N N 0 1.695 -1.17 1.133
51 H13 H H13 N N N 0 0.533 -2.29 1.81
52 H141 H H141 N N N 0 -1.699 -3.116 2.448
53 H142 H H142 N N N 0 -1.964 -3.728 0.796
54 H151 H H151 N N N 0 0.218 -4.641 2.726
55 H152 H H152 N N N 0 -1.235 -5.564 2.273
56 H171 H H171 N N N 0 1.928 -4.272 1.04
57 H172 H H172 N N N 0 1.668 -4.938 -0.591
58 H181 H H181 N N N 0 -0.173 -3.342 -0.97
59 H182 H H182 N N N 0 1.312 -2.467 -0.522
60 HN21 H HN21 N N N 0 -2.553 -0.84 0.261
61 H251 H H251 N N N 0 -6.637 1.003 2.578
62 H252 H H252 N N N 0 -6.446 2.772 2.363
63 H28 H H28 N N N 0 -7.89 0.358 -1.667
64 H29 H H29 N N N 0 -6.266 -0.974 -2.947
65 H33 H H33 N N N 0 -2.283 4.357 -0.59
66 H36 H H36 N N N 0 2.016 3.052 0.546
67 H371 H H371 N N N 0 8.08 1.108 1.192
68 H372 H H372 N N N 0 7.096 -0.236 1.821
69 H381 H H381 N N N 0 7.17 -1.341 -0.388
70 H382 H H382 N N N 0 8.82 -1.034 0.208



H8H : Chemical Bonds

Total Number of Bonds: 75
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 N2 C N sing 1.47 N N
2 C1 H11 C H sing 1.09 N N
3 C1 H12 C H sing 1.09 N N
4 C1 H13A C H sing 1.09 N N
5 N2 C3 N C sing 1.47 N N
6 N2 C38 N C sing 1.47 N N
7 C3 C4 C C sing 1.53 N N
8 C3 H31 C H sing 1.09 N N
9 C3 H32 C H sing 1.09 N N
10 C4 N5 C N sing 1.47 N N
11 C4 H41 C H sing 1.09 N N
12 C4 H42 C H sing 1.09 N N
13 N5 C6 N C sing 1.47 N N
14 N5 C37 N C sing 1.47 N N
15 C6 C7 C C sing 1.53 N N
16 C6 H61 C H sing 1.09 N N
17 C6 H62 C H sing 1.09 N N
18 C7 O8 C O sing 1.43 N N
19 C7 H71 C H sing 1.09 N N
20 C7 H72 C H sing 1.09 N N
21 O8 C9 O C sing 1.36 N N
22 C9 C10 C C sing 1.4 N Y
23 C9 C36 C C doub 1.38 N Y
24 C10 C11 C C doub 1.38 N Y
25 C10 H10 C H sing 1.08 N N
26 C11 O12 C O sing 1.36 N N
27 C11 C19 C C sing 1.41 N Y
28 O12 C13 O C sing 1.43 N N
29 C13 C14 C C sing 1.53 N N
30 C13 C18 C C sing 1.53 N N
31 C13 H13 C H sing 1.09 N N
32 C14 C15 C C sing 1.53 N N
33 C14 H141 C H sing 1.09 N N
34 C14 H142 C H sing 1.09 N N
35 C15 O16 C O sing 1.43 N N
36 C15 H151 C H sing 1.09 N N
37 C15 H152 C H sing 1.09 N N
38 O16 C17 O C sing 1.43 N N
39 C17 C18 C C sing 1.53 N N
40 C17 H171 C H sing 1.09 N N
41 C17 H172 C H sing 1.09 N N
42 C18 H181 C H sing 1.09 N N
43 C18 H182 C H sing 1.09 N N
44 C19 C20 C C doub 1.41 N Y
45 C19 C35 C C sing 1.42 N Y
46 C20 N21 C N sing 1.38 N N
47 C20 N32 C N sing 1.33 N Y
48 N21 C22 N C sing 1.4 N N
49 N21 HN21 N H sing 0.97 N N
50 C22 C23 C C sing 1.39 N Y
51 C22 C30 C C doub 1.39 N Y
52 C23 O24 C O sing 1.37 N N
53 C23 C27 C C doub 1.39 N Y
54 O24 C25 O C sing 1.44 N N
55 C25 O26 C O sing 1.44 N N
56 C25 H251 C H sing 1.09 N N
57 C25 H252 C H sing 1.09 N N
58 O26 C27 O C sing 1.37 N N
59 C27 C28 C C sing 1.39 N Y
60 C28 C29 C C doub 1.38 N Y
61 C28 H28 C H sing 1.08 N N
62 C29 C30 C C sing 1.38 N Y
63 C29 H29 C H sing 1.08 N N
64 C30 CL3 C CL sing 1.74 N N
65 N32 C33 N C doub 1.32 N Y
66 C33 N34 C N sing 1.31 N Y
67 C33 H33 C H sing 1.08 N N
68 N34 C35 N C doub 1.34 N Y
69 C35 C36 C C sing 1.4 N Y
70 C36 H36 C H sing 1.08 N N
71 C37 C38 C C sing 1.53 N N
72 C37 H371 C H sing 1.09 N N
73 C37 H372 C H sing 1.09 N N
74 C38 H381 C H sing 1.09 N N
75 C38 H382 C H sing 1.09 N N



H8H : Used in PDB Entries

Total Number of PDB Entries: 5
Ligand Code PDB Entry ID Type Total Distinct
H8H 2h8h Open in New Window Bound ligand 1 1
H8H 4qmx Open in New Window Bound ligand 1 1
H8H 5vcx Open in New Window Bound ligand 1 1
H8H 5vd3 Open in New Window Bound ligand 1 1
H8H 6zgc Open in New Window Bound ligand 4 1