Chemical Components in the PDB

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FQW : Summary

Code

FQW

One-letter code

X

Molecule name

2-amino-5-phenethyl-6-phenyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one

Systematic names

ProgramVersionName
ACDLabs 12.01 2-amino-6-phenyl-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
OpenEye OEToolkits 1.9.2 2-azanyl-6-phenyl-5-(2-phenylethyl)-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one

Formula

C20 H18 N4 O

Formal charge

0

Molecular weight

330.383 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O=C1c2c(c(nc2N=C(N)N1)c3ccccc3)CCc4ccccc4
SMILES CACTVS 3.385 NC1=Nc2[nH]c(c(CCc3ccccc3)c2C(=O)N1)c4ccccc4
SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)CCc2c3c([nH]c2c4ccccc4)N=C(NC3=O)N
Canonical SMILES CACTVS 3.385 NC1=Nc2[nH]c(c(CCc3ccccc3)c2C(=O)N1)c4ccccc4
Canonical SMILES OpenEye OEToolkits 1.9.2 c1ccc(cc1)CCc2c3c([nH]c2c4ccccc4)N=C(NC3=O)N

IUPAC InChI

InChI=1S/C20H18N4O/c21-20-23-18-16(19(25)24-20)15(12-11-13-7-3-1-4-8-13)17(22-18)14-9-5-2-6-10-14/h1-10H,11-12H2,(H4,21,22,23,24,25)

IUPAC InChI key

YBOPRCBPMVVKCJ-UHFFFAOYSA-N
FQW

wwPDB Information

Atom count

43 (25 without Hydrogen)

Polymer type

Bound ligand

Type description

non-polymer

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2014-01-16

Last modified at

2015-01-16

Status

Released

Obsoleted

Not Assigned



FQW : Atoms of Molecule

Total Number of Atoms: 43
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 CAI C CAI N Y N 0 -2.688 -2.973 0.272
2 CAE C CAE N Y N 0 -3.895 -3.595 0.011
3 CAC C CAC N Y N 0 -5.057 -2.85 -0.056
4 CAF C CAF N Y N 0 -5.012 -1.482 0.139
5 CAJ C CAJ N Y N 0 -3.806 -0.86 0.4
6 CAR C CAR N Y N 0 -2.644 -1.605 0.465
7 CAM C CAM N N N 0 -1.329 -0.927 0.75
8 CAN C CAN N N N 0 -0.677 -0.504 -0.568
9 CAU C CAU N Y N 0 0.638 0.175 -0.283
10 CAY C CAY N Y N 0 1.901 -0.456 -0.186
11 CAW C CAW N N N 0 2.343 -1.795 -0.305
12 OAB O OAB N N N 0 1.556 -2.695 -0.543
13 NAP N NAP N N N 0 3.662 -2.05 -0.149
14 CAS C CAS N N N 0 4.531 -1.034 0.116
15 NAA N NAA N N N 0 5.863 -1.323 0.269
16 NAO N NAO N N N 0 4.134 0.213 0.229
17 CAT C CAT N Y N 0 -0.229 2.534 -0.1
18 CAX C CAX N Y N 0 2.844 0.547 0.088
19 NAQ N NAQ N Y N 0 2.17 1.734 0.152
20 CAV C CAV N Y N 0 0.829 1.502 -0.08
21 CAK C CAK N Y N 0 -0.272 3.514 0.894
22 CAG C CAG N Y N 0 -1.262 4.474 0.869
23 CAD C CAD N Y N 0 -2.211 4.468 -0.137
24 HAE H HAE N N N 0 -3.93 -4.664 -0.14
25 CAH C CAH N Y N 0 -2.174 3.5 -1.125
26 CAL C CAL N Y N 0 -1.187 2.537 -1.115
27 HAI H HAI N N N 0 -1.781 -3.556 0.329
28 HAC H HAC N N N 0 -5.999 -3.336 -0.26
29 HAF H HAF N N N 0 -5.92 -0.899 0.086
30 HAJ H HAJ N N N 0 -3.771 0.209 0.551
31 HAM1 H HAM1 N N N 0 -1.5 -0.047 1.37
32 HAM2 H HAM2 N N N 0 -0.67 -1.618 1.276
33 HAN1 H HAN1 N N N 0 -0.506 -1.384 -1.188
34 HAN2 H HAN2 N N N 0 -1.336 0.188 -1.094
35 HAP H HAP N N N 0 3.99 -2.959 -0.226
36 HAA1 H HAA1 N N N 0 6.174 -2.238 0.189
37 HAA2 H HAA2 N N N 0 6.495 -0.611 0.458
38 HAQ H HAQ N N N 0 2.57 2.599 0.329
39 HAL H HAL N N N 0 -1.157 1.784 -1.889
40 HAK H HAK N N N 0 0.468 3.52 1.681
41 HAH H HAH N N N 0 -2.918 3.501 -1.908
42 HAG H HAG N N N 0 -1.296 5.233 1.638
43 HAD H HAD N N N 0 -2.984 5.222 -0.152



FQW : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 CAI CAE C C sing 1.38 N Y
2 CAI CAR C C doub 1.38 N Y
3 CAE CAC C C doub 1.38 N Y
4 CAC CAF C C sing 1.38 N Y
5 CAF CAJ C C doub 1.38 N Y
6 CAJ CAR C C sing 1.38 N Y
7 CAR CAM C C sing 1.51 N N
8 CAM CAN C C sing 1.53 N N
9 CAN CAU C C sing 1.51 N N
10 CAU CAY C C sing 1.42 N Y
11 CAU CAV C C doub 1.36 N Y
12 CAY CAW C C sing 1.42 N N
13 CAY CAX C C doub 1.4 N Y
14 CAW OAB C O doub 1.22 N N
15 CAW NAP C N sing 1.35 N N
16 NAP CAS N C sing 1.36 N N
17 CAS NAA C N sing 1.37 N N
18 CAS NAO C N doub 1.31 N N
19 NAO CAX N C sing 1.34 N N
20 CAX NAQ C N sing 1.37 N Y
21 NAQ CAV N C sing 1.38 N Y
22 CAV CAT C C sing 1.48 N N
23 CAT CAK C C sing 1.4 N Y
24 CAT CAL C C doub 1.4 N Y
25 CAK CAG C C doub 1.38 N Y
26 CAG CAD C C sing 1.38 N Y
27 CAD CAH C C doub 1.38 N Y
28 CAH CAL C C sing 1.38 N Y
29 CAI HAI C H sing 1.08 N N
30 CAE HAE C H sing 1.08 N N
31 CAC HAC C H sing 1.08 N N
32 CAF HAF C H sing 1.08 N N
33 CAJ HAJ C H sing 1.08 N N
34 CAM HAM1 C H sing 1.09 N N
35 CAM HAM2 C H sing 1.09 N N
36 CAN HAN1 C H sing 1.09 N N
37 CAN HAN2 C H sing 1.09 N N
38 NAP HAP N H sing 0.97 N N
39 NAA HAA1 N H sing 0.97 N N
40 NAA HAA2 N H sing 0.97 N N
41 NAQ HAQ N H sing 0.97 N N
42 CAK HAK C H sing 1.08 N N
43 CAL HAL C H sing 1.08 N N
44 CAG HAG C H sing 1.08 N N
45 CAD HAD C H sing 1.08 N N
46 CAH HAH C H sing 1.08 N N



FQW : Used in PDB Entries

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