Chemical Components in the PDB

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0TO : Summary

Code

0TO

One-letter code

X

Molecule name

N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine

Systematic names

ProgramVersionName
ACDLabs 12.01 N-(3-chlorophenyl)-6,7-dimethoxyquinazolin-4-amine
OpenEye OEToolkits 1.7.6 N-(3-chlorophenyl)-6,7-dimethoxy-quinazolin-4-amine

Formula

C16 H14 Cl N3 O2

Formal charge

0

Molecular weight

315.754 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Clc1cccc(c1)Nc3ncnc2c3cc(OC)c(OC)c2
SMILES CACTVS 3.370 COc1cc2ncnc(Nc3cccc(Cl)c3)c2cc1OC
SMILES OpenEye OEToolkits 1.7.6 COc1cc2c(cc1OC)ncnc2Nc3cccc(c3)Cl
Canonical SMILES CACTVS 3.370 COc1cc2ncnc(Nc3cccc(Cl)c3)c2cc1OC
Canonical SMILES OpenEye OEToolkits 1.7.6 COc1cc2c(cc1OC)ncnc2Nc3cccc(c3)Cl

IUPAC InChI

InChI=1S/C16H14ClN3O2/c1-21-14-7-12-13(8-15(14)22-2)18-9-19-16(12)20-11-5-3-4-10(17)6-11/h3-9H,1-2H3,(H,18,19,20)

IUPAC InChI key

GFNNBHLJANVSQV-UHFFFAOYSA-N
0TO

wwPDB Information

Atom count

36 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2012-06-08

Last modified at

2012-06-15

Status

Released

Obsoleted

Not Assigned



0TO : Atoms of Molecule

Total Number of Atoms: 36
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C21 C C21 N Y N 0 5.064 1.021 0.293
2 C20 C C20 N Y N 0 4.374 -0.043 -0.264
3 CL CL CL N N N 0 5.246 -1.392 -0.923
4 C18 C C18 N Y N 0 2.993 -0.031 -0.294
5 C19 C C19 N Y N 0 4.374 2.097 0.819
6 C17 C C17 N Y N 0 2.993 2.117 0.785
7 C7 C C7 N Y N 0 2.297 1.049 0.234
8 N6 N N6 N N N 0 0.9 1.064 0.204
9 C4 C C4 N Y N 0 0.194 -0.118 0.312
10 N5 N N5 N Y N 0 0.817 -1.263 0.56
11 C8 C C8 N Y N 0 0.153 -2.402 0.667
12 N9 N N9 N Y N 0 -1.15 -2.483 0.537
13 C2 C C2 N Y N 0 -1.213 -0.139 0.168
14 C1 C C1 N Y N 0 -1.878 -1.385 0.285
15 C3 C C3 N Y N 0 -1.949 1.024 -0.089
16 C10 C C10 N Y N 0 -3.306 0.951 -0.22
17 O11 O O11 N N N 0 -4.02 2.081 -0.469
18 C14 C C14 N N N 0 -3.285 3.301 -0.581
19 C12 C C12 N Y N 0 -3.972 -0.278 -0.1
20 C15 C C15 N Y N 0 -3.27 -1.438 0.141
21 O13 O O13 N N N 0 -5.323 -0.325 -0.234
22 C16 C C16 N N N 0 -5.944 -1.606 -0.101
23 H1 H H1 N N N 0 6.144 1.008 0.32
24 H2 H H2 N N N 0 2.455 -0.861 -0.728
25 H3 H H3 N N N 0 4.915 2.923 1.257
26 H4 H H4 N N N 0 2.454 2.958 1.196
27 H5 H H5 N N N 0 0.426 1.905 0.107
28 H6 H H6 N N N 0 0.709 -3.306 0.869
29 H7 H H7 N N N 0 -1.446 1.975 -0.183
30 H8 H H8 N N N 0 -3.973 4.123 -0.78
31 H9 H H9 N N N 0 -2.752 3.491 0.35
32 H10 H H10 N N N 0 -2.569 3.22 -1.399
33 H11 H H11 N N N 0 -3.791 -2.38 0.231
34 H12 H H12 N N N 0 -7.021 -1.503 -0.229
35 H13 H H13 N N N 0 -5.55 -2.281 -0.861
36 H14 H H14 N N N 0 -5.733 -2.011 0.889



0TO : Chemical Bonds

Total Number of Bonds: 38
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CL C20 CL C sing 1.74 N N
2 C20 C18 C C doub 1.38 N Y
3 C20 C21 C C sing 1.39 N Y
4 C8 N5 C N doub 1.32 N Y
5 C8 N9 C N sing 1.31 N Y
6 C18 C7 C C sing 1.39 N Y
7 C21 C19 C C doub 1.38 N Y
8 N5 C4 N C sing 1.33 N Y
9 N9 C1 N C doub 1.34 N Y
10 C7 N6 C N sing 1.4 N N
11 C7 C17 C C doub 1.39 N Y
12 C19 C17 C C sing 1.38 N Y
13 C4 N6 C N sing 1.38 N N
14 C4 C2 C C doub 1.41 N Y
15 C1 C2 C C sing 1.42 N Y
16 C1 C15 C C sing 1.4 N Y
17 C2 C3 C C sing 1.4 N Y
18 C15 C12 C C doub 1.38 N Y
19 C3 C10 C C doub 1.37 N Y
20 C12 C10 C C sing 1.4 N Y
21 C12 O13 C O sing 1.36 N N
22 C10 O11 C O sing 1.36 N N
23 C16 O13 C O sing 1.43 N N
24 C14 O11 C O sing 1.43 N N
25 C21 H1 C H sing 1.08 N N
26 C18 H2 C H sing 1.08 N N
27 C19 H3 C H sing 1.08 N N
28 C17 H4 C H sing 1.08 N N
29 N6 H5 N H sing 0.97 N N
30 C8 H6 C H sing 1.08 N N
31 C3 H7 C H sing 1.08 N N
32 C14 H8 C H sing 1.09 N N
33 C14 H9 C H sing 1.09 N N
34 C14 H10 C H sing 1.09 N N
35 C15 H11 C H sing 1.08 N N
36 C16 H12 C H sing 1.09 N N
37 C16 H13 C H sing 1.09 N N
38 C16 H14 C H sing 1.09 N N



0TO : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
0TO 4fex Open in New Window Bound ligand 4 1