Chemical Components in the PDB

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1FW : Summary

Code

1FW

One-letter code

X

Molecule name

(2S)-3-cyclohexyl-2-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-N-(1,3-thiazol-2-yl)propanamide

Systematic names

ProgramVersionName
ACDLabs 12.01 (2S)-3-cyclohexyl-2-(6-fluoro-4-oxoquinazolin-3(4H)-yl)-N-(1,3-thiazol-2-yl)propanamide
OpenEye OEToolkits 1.7.6 (2S)-3-cyclohexyl-2-(6-fluoranyl-4-oxidanylidene-quinazolin-3-yl)-N-(1,3-thiazol-2-yl)propanamide

Formula

C20 H21 F N4 O2 S

Formal charge

0

Molecular weight

400.47 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C(Nc1nccs1)C(N3C=Nc2ccc(F)cc2C3=O)CC4CCCCC4
SMILES CACTVS 3.370 Fc1ccc2N=CN([CH](CC3CCCCC3)C(=O)Nc4sccn4)C(=O)c2c1
SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1F)C(=O)N(C=N2)C(CC3CCCCC3)C(=O)Nc4nccs4
Canonical SMILES CACTVS 3.370 Fc1ccc2N=CN([C@@H](CC3CCCCC3)C(=O)Nc4sccn4)C(=O)c2c1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1cc2c(cc1F)C(=O)N(C=N2)[C@@H](CC3CCCCC3)C(=O)Nc4nccs4

IUPAC InChI

InChI=1S/C20H21FN4O2S/c21-14-6-7-16-15(11-14)19(27)25(12-23-16)17(10-13-4-2-1-3-5-13)18(26)24-20-22-8-9-28-20/h6-9,11-13,17H,1-5,10H2,(H,22,24,26)/t17-/m0/s1

IUPAC InChI key

HETBALZVBPDEQB-KRWDZBQOSA-N
1FW

wwPDB Information

Atom count

49 (28 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2013-01-18

Last modified at

2013-03-15

Status

Released

Obsoleted

Not Assigned



1FW : Atoms of Molecule

Total Number of Atoms: 49
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O26 O O26 N N N 0 1.415 -0.185 1.879
2 C25 C C25 N N N 0 1.544 -0.502 0.711
3 C27 C C27 N Y N 0 2.739 -1.219 0.241
4 C28 C C28 N Y N 0 3.775 -1.568 1.105
5 C5 C C5 N Y N 0 2.817 -1.553 -1.129
6 N6 N N6 N N N 0 1.796 -1.202 -1.95
7 C4 C C4 N Y N 0 3.939 -2.234 -1.605
8 C3 C C3 N Y N 0 4.952 -2.571 -0.737
9 C2 C C2 N Y N 0 4.874 -2.241 0.612
10 F1 F F1 N N N 0 5.881 -2.582 1.445
11 N8 N N8 N N N 0 0.591 -0.214 -0.206
12 C7 C C7 N N N 0 0.752 -0.569 -1.508
13 C9 C C9 S N N 0 -0.624 0.494 0.208
14 C17 C C17 N N N 0 -1.815 -0.413 0.04
15 N19 N N19 N N N 0 -3.048 0.028 0.36
16 C20 C C20 N Y N 0 -4.147 -0.809 0.205
17 N21 N N21 N Y N 0 -4.097 -2.028 -0.233
18 C22 C C22 N Y N 0 -5.241 -2.68 -0.317
19 C23 C C23 N Y N 0 -6.309 -1.979 0.068
20 S24 S S24 N Y N 0 -5.762 -0.382 0.571
21 O18 O O18 N N N 0 -1.665 -1.539 -0.384
22 C10 C C10 N N N 0 -0.806 1.742 -0.658
23 C11 C C11 N N N 0 0.352 2.71 -0.408
24 C12 C C12 N N N 0 0.249 3.89 -1.377
25 C13 C C13 N N N 0 1.407 4.858 -1.127
26 C14 C C14 N N N 0 1.34 5.373 0.312
27 C15 C C15 N N N 0 1.443 4.193 1.281
28 C16 C C16 N N N 0 0.285 3.225 1.031
29 H1 H H1 N N N 0 3.718 -1.314 2.153
30 H2 H H2 N N N 0 4.011 -2.495 -2.651
31 H3 H H3 N N N 0 5.819 -3.098 -1.108
32 H4 H H4 N N N 0 -0.03 -0.317 -2.209
33 H5 H H5 N N N 0 -0.535 0.787 1.254
34 H6 H H6 N N N 0 -3.168 0.929 0.699
35 H7 H H7 N N N 0 -5.307 -3.699 -0.67
36 H8 H H8 N N N 0 -7.33 -2.331 0.074
37 H9 H H9 N N N 0 -0.821 1.456 -1.709
38 H10 H H10 N N N 0 -1.748 2.228 -0.4
39 H11 H H11 N N N 0 1.298 2.193 -0.564
40 H12 H H12 N N N 0 0.297 3.523 -2.402
41 H13 H H13 N N N 0 -0.697 4.407 -1.22
42 H14 H H14 N N N 0 2.354 4.34 -1.284
43 H15 H H15 N N N 0 1.334 5.698 -1.817
44 H16 H H16 N N N 0 2.165 6.062 0.49
45 H17 H H17 N N N 0 0.394 5.89 0.469
46 H18 H H18 N N N 0 2.389 3.676 1.125
47 H19 H H19 N N N 0 1.395 4.56 2.307
48 H20 H H20 N N N 0 -0.662 3.743 1.188
49 H21 H H21 N N N 0 0.358 2.385 1.722



1FW : 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 C13 C14 C C sing 1.53 N N
2 C13 C12 C C sing 1.53 N N
3 C14 C15 C C sing 1.53 N N
4 C12 C11 C C sing 1.53 N N
5 C15 C16 C C sing 1.53 N N
6 C4 C3 C C doub 1.38 N Y
7 C4 C5 C C sing 1.4 N Y
8 C3 C2 C C sing 1.39 N Y
9 C11 C16 C C sing 1.53 N N
10 C11 C10 C C sing 1.53 N N
11 N6 C5 N C sing 1.36 N N
12 N6 C7 N C doub 1.3 N N
13 C5 C27 C C doub 1.41 N Y
14 C2 F1 C F sing 1.35 N N
15 C2 C28 C C doub 1.38 N Y
16 C7 N8 C N sing 1.36 N N
17 C10 C9 C C sing 1.53 N N
18 C27 C28 C C sing 1.39 N Y
19 C27 C25 C C sing 1.47 N N
20 N8 C25 N C sing 1.35 N N
21 N8 C9 N C sing 1.47 N N
22 C25 O26 C O doub 1.22 N N
23 C9 C17 C C sing 1.51 N N
24 O18 C17 O C doub 1.21 N N
25 C17 N19 C N sing 1.35 N N
26 N19 C20 N C sing 1.39 N N
27 C20 S24 C S sing 1.71 N Y
28 C20 N21 C N doub 1.3 N Y
29 S24 C23 S C sing 1.76 N Y
30 N21 C22 N C sing 1.32 N Y
31 C23 C22 C C doub 1.33 N Y
32 C28 H1 C H sing 1.08 N N
33 C4 H2 C H sing 1.08 N N
34 C3 H3 C H sing 1.08 N N
35 C7 H4 C H sing 1.08 N N
36 C9 H5 C H sing 1.09 N N
37 N19 H6 N H sing 0.97 N N
38 C22 H7 C H sing 1.08 N N
39 C23 H8 C H sing 1.08 N N
40 C10 H9 C H sing 1.09 N N
41 C10 H10 C H sing 1.09 N N
42 C11 H11 C H sing 1.09 N N
43 C12 H12 C H sing 1.09 N N
44 C12 H13 C H sing 1.09 N N
45 C13 H14 C H sing 1.09 N N
46 C13 H15 C H sing 1.09 N N
47 C14 H16 C H sing 1.09 N N
48 C14 H17 C H sing 1.09 N N
49 C15 H18 C H sing 1.09 N N
50 C15 H19 C H sing 1.09 N N
51 C16 H20 C H sing 1.09 N N
52 C16 H21 C H sing 1.09 N N



1FW : Used in PDB Entries

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