Chemical Components in the PDB

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3IG : Summary

Code

3IG

One-letter code

X

Molecule name

N-{2-[6-(2,4-DIAMINO-6-ETHYLPYRIMIDIN-5-YL)-2,2-DIMETHYL-3-OXO-2,3-DIHYDRO-4H-1,4-BENZOXAZIN-4-YL]ETHYL}ACETAMIDE

Systematic names

ProgramVersionName
ACDLabs 10.04 N-{2-[6-(2,4-diamino-6-ethylpyrimidin-5-yl)-2,2-dimethyl-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl]ethyl}acetamide
OpenEye OEToolkits 1.5.0 N-[2-[6-(2,4-diamino-6-ethyl-pyrimidin-5-yl)-2,2-dimethyl-3-oxo-1,4-benzoxazin-4-yl]ethyl]ethanamide

Formula

C20 H26 N6 O3

Formal charge

0

Molecular weight

398.459 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C(NCCN1c3c(OC(C1=O)(C)C)ccc(c2c(nc(nc2N)N)CC)c3)C
SMILES CACTVS 3.341 CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCNC(C)=O)c3c2
SMILES OpenEye OEToolkits 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)CCNC(=O)C
Canonical SMILES CACTVS 3.341 CCc1nc(N)nc(N)c1c2ccc3OC(C)(C)C(=O)N(CCNC(C)=O)c3c2
Canonical SMILES OpenEye OEToolkits 1.5.0 CCc1c(c(nc(n1)N)N)c2ccc3c(c2)N(C(=O)C(O3)(C)C)CCNC(=O)C

IUPAC InChI

InChI=1S/C20H26N6O3/c1-5-13-16(17(21)25-19(22)24-13)12-6-7-15-14(10-12)26(9-8-23-11(2)27)18(28)20(3,4)29-15/h6-7,10H,5,8-9H2,1-4H3,(H,23,27)(H4,21,22,24,25)

IUPAC InChI key

GBXSOZDYCSBLQX-UHFFFAOYSA-N
3IG

wwPDB Information

Atom count

55 (29 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2006-02-21

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



3IG : Atoms of Molecule

Total Number of Atoms: 55
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 N Y N 0 -3.122 -0.043 1.374
2 N1 N N1 N Y N 0 -4.355 0.44 1.276
3 C2 C C2 N Y N 0 -5.055 0.291 0.162
4 N2 N N2 N Y N 0 -4.564 -0.34 -0.895
5 C3 C C3 N Y N 0 -3.343 -0.851 -0.879
6 C4 C C4 N Y N 0 -2.57 -0.724 0.273
7 N3 N N3 N N N 0 -2.395 0.115 2.54
8 N4 N N4 N N N 0 -6.337 0.808 0.099
9 C5 C C5 N N N 0 -2.799 -1.566 -2.089
10 C6 C C6 N N N 0 -2.087 -0.561 -2.997
11 C7 C C7 N Y N 0 -0.999 -2.66 0.267
12 C8 C C8 N Y N 0 0.277 -3.182 0.328
13 C9 C C9 N Y N 0 1.373 -2.338 0.453
14 C10 C C10 N Y N 0 1.175 -0.96 0.512
15 C11 C C11 N Y N 0 -0.1 -0.43 0.45
16 C12 C C12 N Y N 0 -1.198 -1.282 0.333
17 O3 O O3 N N N 0 2.619 -2.866 0.525
18 C14 C C14 N N N 0 3.518 -2.063 -0.23
19 C15 C C15 N N N 0 3.489 -0.637 0.261
20 N5 N N5 N N N 0 2.292 -0.113 0.626
21 C16 C C16 N N N 0 2.17 1.263 1.114
22 C17 C C17 N N N 0 1.916 2.202 -0.067
23 N6 N N6 N N N 0 1.794 3.578 0.421
24 C13 C C13 N N N 0 1.567 4.583 -0.447
25 C19 C C19 N N N 0 1.442 5.999 0.055
26 C21 C C21 N N N 0 4.936 -2.619 -0.086
27 C20 C C20 N N N 0 3.109 -2.096 -1.704
28 O4 O O4 N N N 0 4.505 0.021 0.326
29 O1 O O1 N N N 0 1.465 4.349 -1.633
30 HN31 H 1HN3 N N N 0 -2.785 0.582 3.295
31 HN32 H 2HN3 N N N 0 -1.495 -0.241 2.602
32 HN41 H 1HN4 N N N 0 -6.862 0.706 -0.71
33 HN42 H 2HN4 N N N 0 -6.711 1.272 0.864
34 H51 H 1H5 N N N 0 -3.619 -2.032 -2.635
35 H52 H 2H5 N N N 0 -2.092 -2.332 -1.771
36 H61 H 1H6 N N N 0 -1.693 -1.078 -3.872
37 H62 H 2H6 N N N 0 -2.793 0.206 -3.315
38 H63 H 3H6 N N N 0 -1.267 -0.095 -2.451
39 H7 H H7 N N N 0 -1.847 -3.322 0.169
40 H8 H H8 N N N 0 0.423 -4.251 0.278
41 H11 H H11 N N N 0 -0.246 0.639 0.497
42 H161 H 1H16 N N N 0 1.337 1.327 1.815
43 H162 H 2H16 N N N 0 3.092 1.553 1.618
44 H171 H 1H17 N N N 0 2.749 2.138 -0.767
45 H172 H 2H17 N N N 0 0.994 1.912 -0.571
46 HN6 H HN6 N N N 0 1.876 3.765 1.369
47 H191 H 1H19 N N N 0 2.364 6.289 0.559
48 H192 H 2H19 N N N 0 1.261 6.668 -0.786
49 H193 H 3H19 N N N 0 0.609 6.063 0.756
50 H211 H 1H21 N N N 0 4.964 -3.644 -0.456
51 H212 H 2H21 N N N 0 5.627 -2.005 -0.663
52 H213 H 3H21 N N N 0 5.227 -2.604 0.964
53 H201 H 1H20 N N N 0 2.096 -1.707 -1.808
54 H203 H 3H20 N N N 0 3.143 -3.122 -2.068
55 H202 H 2H20 N N N 0 3.796 -1.481 -2.285



3IG : Chemical Bonds

Total Number of Bonds: 57
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 N1 C N sing 1.33 N Y
2 C1 C4 C C doub 1.41 N Y
3 C1 N3 C N sing 1.38 N N
4 N1 C2 N C doub 1.32 N Y
5 C2 N2 C N sing 1.33 N Y
6 C2 N4 C N sing 1.38 N N
7 N2 C3 N C doub 1.32 N Y
8 C3 C4 C C sing 1.39 N Y
9 C3 C5 C C sing 1.51 N N
10 C4 C12 C C sing 1.48 N Y
11 N3 HN31 N H sing 0.97 N N
12 N3 HN32 N H sing 0.97 N N
13 N4 HN41 N H sing 0.97 N N
14 N4 HN42 N H sing 0.97 N N
15 C5 C6 C C sing 1.53 N N
16 C5 H51 C H sing 1.09 N N
17 C5 H52 C H sing 1.09 N N
18 C6 H61 C H sing 1.09 N N
19 C6 H62 C H sing 1.09 N N
20 C6 H63 C H sing 1.09 N N
21 C7 C8 C C doub 1.38 N Y
22 C7 C12 C C sing 1.39 N Y
23 C7 H7 C H sing 1.08 N N
24 C8 C9 C C sing 1.39 N Y
25 C8 H8 C H sing 1.08 N N
26 C9 C10 C C doub 1.39 N Y
27 C9 O3 C O sing 1.36 N N
28 C10 C11 C C sing 1.38 N Y
29 C10 N5 C N sing 1.41 N N
30 C11 C12 C C doub 1.39 N Y
31 C11 H11 C H sing 1.08 N N
32 O3 C14 O C sing 1.42 N N
33 C14 C15 C C sing 1.51 N N
34 C14 C21 C C sing 1.53 N N
35 C14 C20 C C sing 1.53 N N
36 C15 N5 C N sing 1.36 N N
37 C15 O4 C O doub 1.21 N N
38 N5 C16 N C sing 1.47 N N
39 C16 C17 C C sing 1.53 N N
40 C16 H161 C H sing 1.09 N N
41 C16 H162 C H sing 1.09 N N
42 C17 N6 C N sing 1.47 N N
43 C17 H171 C H sing 1.09 N N
44 C17 H172 C H sing 1.09 N N
45 N6 C13 N C sing 1.35 N N
46 N6 HN6 N H sing 0.97 N N
47 C13 C19 C C sing 1.51 N N
48 C13 O1 C O doub 1.21 N N
49 C19 H191 C H sing 1.09 N N
50 C19 H192 C H sing 1.09 N N
51 C19 H193 C H sing 1.09 N N
52 C21 H211 C H sing 1.09 N N
53 C21 H212 C H sing 1.09 N N
54 C21 H213 C H sing 1.09 N N
55 C20 H201 C H sing 1.09 N N
56 C20 H202 C H sing 1.09 N N
57 C20 H203 C H sing 1.09 N N



3IG : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
3IG 2g1r Open in New Window Bound ligand 2 1