Chemical Components in the PDB

pdbe.org/chem
spacer

1G0 : Summary

Code

1G0

One-letter code

X

Molecule name

cis-3-[8-amino-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl]cyclobutanol

Systematic names

ProgramVersionName
ACDLabs 12.01 cis-3-[8-amino-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl]cyclobutanol
OpenEye OEToolkits 1.7.6 3-[8-azanyl-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl]cyclobutan-1-ol

Formula

C22 H20 N4 O2

Formal charge

0

Molecular weight

372.42 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 n1ccn2c(c1N)c(nc2C3CC(O)C3)c5ccc(Oc4ccccc4)cc5
SMILES CACTVS 3.370 Nc1nccn2c(nc(c3ccc(Oc4ccccc4)cc3)c12)[CH]5C[CH](O)C5
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)Oc2ccc(cc2)c3c4c(nccn4c(n3)C5CC(C5)O)N
Canonical SMILES CACTVS 3.370 Nc1nccn2c(nc(c3ccc(Oc4ccccc4)cc3)c12)[C@@H]5C[C@H](O)C5
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)Oc2ccc(cc2)c3c4c(nccn4c(n3)C5CC(C5)O)N

IUPAC InChI

InChI=1S/C22H20N4O2/c23-21-20-19(25-22(15-12-16(27)13-15)26(20)11-10-24-21)14-6-8-18(9-7-14)28-17-4-2-1-3-5-17/h1-11,15-16,27H,12-13H2,(H2,23,24)/t15-,16+

IUPAC InChI key

SAFIVUCEBPHLEO-IYBDPMFKSA-N
1G0

wwPDB Information

Atom count

48 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-01-22

Last modified at

2013-01-25

Status

Released

Obsoleted

Not Assigned



1G0 : Atoms of Molecule

Total Number of Atoms: 48
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 -4.227 4.637 -0.022
2 C2 C C2 N N N 0 -4.855 3.354 -0.027
3 C4 C C4 N N N 0 -4.265 2.384 -1.065
4 C5 C C5 N N N 0 -4.406 1.283 0.0
5 C7 C C7 N N N 0 -4.317 2.4 1.053
6 C8 C C8 N Y N 0 -3.242 0.326 0.036
7 N9 N N9 N Y N 0 -2.0 0.659 0.278
8 C10 C C10 N Y N 0 -1.22 -0.432 0.235
9 C11 C C11 N Y N 0 -2.045 -1.512 -0.055
10 C12 C C12 N Y N 0 -1.84 -2.896 -0.232
11 N13 N N13 N N N 0 -0.57 -3.434 -0.116
12 N14 N N14 N Y N 0 -2.87 -3.674 -0.508
13 C15 C C15 N Y N 0 -4.108 -3.174 -0.624
14 C16 C C16 N Y N 0 -4.357 -1.862 -0.466
15 N17 N N17 N Y N 0 -3.324 -1.0 -0.17
16 C18 C C18 N Y N 0 0.243 -0.477 0.454
17 C19 C C19 N Y N 0 0.815 0.233 1.51
18 C20 C C20 N Y N 0 2.178 0.189 1.712
19 C21 C C21 N Y N 0 2.982 -0.562 0.864
20 O22 O O22 N N N 0 4.326 -0.603 1.065
21 C23 C C23 N Y N 0 5.114 0.163 0.267
22 C24 C C24 N Y N 0 4.545 0.945 -0.729
23 C25 C C25 N Y N 0 5.348 1.723 -1.538
24 C26 C C26 N Y N 0 6.719 1.724 -1.358
25 C27 C C27 N Y N 0 7.289 0.947 -0.367
26 C28 C C28 N Y N 0 6.49 0.171 0.449
27 C29 C C29 N Y N 0 2.417 -1.27 -0.189
28 C30 C C30 N Y N 0 1.054 -1.235 -0.392
29 H1 H H1 N N N 0 -4.561 5.241 -0.699
30 H2 H H2 N N N 0 -5.943 3.415 -0.053
31 H3 H H3 N N N 0 -4.904 2.234 -1.935
32 H4 H H4 N N N 0 -3.231 2.605 -1.331
33 H5 H H5 N N N 0 -5.37 0.776 -0.021
34 H6 H H6 N N N 0 -3.298 2.626 1.366
35 H7 H H7 N N N 0 -4.998 2.264 1.893
36 H8 H H8 N N N 0 0.125 -2.942 0.349
37 H9 H H9 N N N 0 -0.375 -4.304 -0.499
38 H10 H H10 N N N 0 -4.926 -3.842 -0.851
39 H11 H H11 N N N 0 -5.364 -1.486 -0.566
40 H12 H H12 N N N 0 0.19 0.817 2.17
41 H13 H H13 N N N 0 2.621 0.738 2.529
42 H14 H H14 N N N 0 3.474 0.944 -0.871
43 H15 H H15 N N N 0 4.906 2.332 -2.313
44 H16 H H16 N N N 0 7.346 2.333 -1.993
45 H17 H H17 N N N 0 8.36 0.949 -0.228
46 H18 H H18 N N N 0 6.935 -0.433 1.226
47 H19 H H19 N N N 0 3.046 -1.852 -0.846
48 H20 H H20 N N N 0 0.615 -1.79 -1.208



1G0 : Chemical Bonds

Total Number of Bonds: 52
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O1 C2 O C sing 1.43 N N
2 C2 C7 C C sing 1.54 N N
3 C2 C4 C C sing 1.54 N N
4 C7 C5 C C sing 1.54 N N
5 C4 C5 C C sing 1.54 N N
6 C5 C8 C C sing 1.51 N N
7 C16 C15 C C doub 1.34 N Y
8 C16 N17 C N sing 1.38 N Y
9 C8 N17 C N sing 1.34 N Y
10 C8 N9 C N doub 1.31 N Y
11 C15 N14 C N sing 1.34 N Y
12 N17 C11 N C sing 1.38 N Y
13 N9 C10 N C sing 1.34 N Y
14 N14 C12 N C doub 1.32 N Y
15 C11 C10 C C doub 1.39 N Y
16 C11 C12 C C sing 1.41 N Y
17 C10 C18 C C sing 1.48 N N
18 C12 N13 C N sing 1.38 N N
19 C19 C18 C C doub 1.4 N Y
20 C19 C20 C C sing 1.38 N Y
21 C18 C30 C C sing 1.4 N Y
22 C20 C21 C C doub 1.39 N Y
23 C30 C29 C C doub 1.38 N Y
24 C21 C29 C C sing 1.39 N Y
25 C21 O22 C O sing 1.36 N N
26 O22 C23 O C sing 1.36 N N
27 C28 C23 C C doub 1.39 N Y
28 C28 C27 C C sing 1.38 N Y
29 C23 C24 C C sing 1.39 N Y
30 C27 C26 C C doub 1.38 N Y
31 C24 C25 C C doub 1.38 N Y
32 C26 C25 C C sing 1.38 N Y
33 O1 H1 O H sing 0.97 N N
34 C2 H2 C H sing 1.09 N N
35 C4 H3 C H sing 1.09 N N
36 C4 H4 C H sing 1.09 N N
37 C5 H5 C H sing 1.09 N N
38 C7 H6 C H sing 1.09 N N
39 C7 H7 C H sing 1.09 N N
40 N13 H8 N H sing 0.97 N N
41 N13 H9 N H sing 0.97 N N
42 C15 H10 C H sing 1.08 N N
43 C16 H11 C H sing 1.08 N N
44 C19 H12 C H sing 1.08 N N
45 C20 H13 C H sing 1.08 N N
46 C24 H14 C H sing 1.08 N N
47 C25 H15 C H sing 1.08 N N
48 C26 H16 C H sing 1.08 N N
49 C27 H17 C H sing 1.08 N N
50 C28 H18 C H sing 1.08 N N
51 C29 H19 C H sing 1.08 N N
52 C30 H20 C H sing 1.08 N N



1G0 : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
1G0 4id7 Open in New Window Bound ligand 1 1