Chemical Components in the PDB

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BPG : Summary

Code

BPG

One-letter code

X

Molecule name

9-(4-HYDROXYBUTYL)-N2-PHENYLGUANINE

Systematic names

ProgramVersionName
ACDLabs 10.04 9-(4-hydroxybutyl)-2-(phenylamino)-1,9-dihydro-6H-purin-6-one
OpenEye OEToolkits 1.5.0 9-(4-hydroxybutyl)-2-phenylazanyl-1H-purin-6-one

Formula

C15 H17 N5 O2

Formal charge

0

Molecular weight

299.328 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C1c3ncn(c3N=C(N1)Nc2ccccc2)CCCCO
SMILES CACTVS 3.341 OCCCCn1cnc2C(=O)NC(=Nc12)Nc3ccccc3
SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)NC2=Nc3c(ncn3CCCCO)C(=O)N2
Canonical SMILES CACTVS 3.341 OCCCCn1cnc2C(=O)NC(=Nc12)Nc3ccccc3
Canonical SMILES OpenEye OEToolkits 1.5.0 c1ccc(cc1)NC2=Nc3c(ncn3CCCCO)C(=O)N2

IUPAC InChI

InChI=1S/C15H17N5O2/c21-9-5-4-8-20-10-16-12-13(20)18-15(19-14(12)22)17-11-6-2-1-3-7-11/h1-3,6-7,10,21H,4-5,8-9H2,(H2,17,18,19,22)

IUPAC InChI key

JHBXNPBKSPYOFT-UHFFFAOYSA-N
BPG

wwPDB Information

Atom count

39 (22 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

1999-07-08

Last modified at

2011-06-04

Status

Released

Obsoleted

Not Assigned



BPG : Atoms of Molecule

Total Number of Atoms: 39
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C3' C C3* N N N 0 0.69 1.078 4.838
2 O3' O O3* N N N 0 0.136 0.721 6.106
3 C2' C C2* N N N 0 0.792 -0.168 3.958
4 C12 C C12 N N N 0 1.386 0.213 2.6
5 C1' C C1* N N N 0 1.488 -1.033 1.719
6 N9 N N9 N Y N 0 2.056 -0.668 0.419
7 C4 C C4 N Y N 0 1.355 -0.279 -0.689
8 N3 N N3 N N N 0 0.057 -0.099 -0.956
9 C2 C C2 N N N 0 -0.344 0.297 -2.143
10 N2 N N2 N N N 0 -1.688 0.461 -2.372
11 N1 N N1 N N N 0 0.535 0.55 -3.153
12 C6 C C6 N N N 0 1.863 0.397 -2.956
13 O6 O O6 N N N 0 2.658 0.621 -3.853
14 C5 C C5 N Y N 0 2.309 -0.029 -1.683
15 N7 N N7 N Y N 0 3.526 -0.282 -1.145
16 C8 C C8 N Y N 0 3.381 -0.658 0.092
17 C04 C C04 N Y N 0 -4.448 -0.627 0.551
18 C05 C C05 N Y N 0 -4.705 0.454 -0.271
19 C06 C C06 N Y N 0 -3.792 0.818 -1.241
20 C01 C C01 N Y N 0 -2.615 0.096 -1.391
21 C02 C C02 N Y N 0 -2.363 -0.993 -0.567
22 C03 C C03 N Y N 0 -3.277 -1.348 0.404
23 H3'1 H 1H3* N N N 0 0.046 1.812 4.354
24 H3'2 H 2H3* N N N 0 1.683 1.503 4.983
25 H3' H H3* N N N 0 0.088 1.533 6.629
26 H2'1 H 1H2* N N N 0 1.436 -0.903 4.442
27 H2'2 H 2H2* N N N 0 -0.2 -0.594 3.813
28 H121 H 1H12 N N N 0 0.742 0.947 2.116
29 H122 H 2H12 N N N 0 2.379 0.638 2.744
30 H1'1 H 1H1* N N N 0 2.132 -1.768 2.203
31 H1'2 H 2H1* N N N 0 0.495 -1.459 1.575
32 HN21 H 1HN2 N N N 0 -1.995 0.831 -3.215
33 HN1 H HN1 N N N 0 0.206 0.843 -4.017
34 H8 H H8 N N N 0 4.188 -0.921 0.759
35 H041 H 1H04 N N N 0 -5.163 -0.909 1.309
36 H051 H 1H05 N N N 0 -5.62 1.015 -0.154
37 H061 H 1H06 N N N 0 -3.993 1.663 -1.882
38 H021 H 1H02 N N N 0 -1.449 -1.557 -0.681
39 H031 H 1H03 N N N 0 -3.08 -2.193 1.048



BPG : Chemical Bonds

Total Number of Bonds: 41
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C3' O3' C O sing 1.43 N N
2 C3' C2' C C sing 1.53 N N
3 C3' H3'1 C H sing 1.09 N N
4 C3' H3'2 C H sing 1.09 N N
5 O3' H3' O H sing 0.97 N N
6 C2' C12 C C sing 1.53 N N
7 C2' H2'1 C H sing 1.09 N N
8 C2' H2'2 C H sing 1.09 N N
9 C12 C1' C C sing 1.53 N N
10 C12 H121 C H sing 1.09 N N
11 C12 H122 C H sing 1.09 N N
12 C1' N9 C N sing 1.46 N N
13 C1' H1'1 C H sing 1.09 N N
14 C1' H1'2 C H sing 1.09 N N
15 N9 C4 N C sing 1.37 N Y
16 N9 C8 N C sing 1.36 N Y
17 C4 N3 C N sing 1.34 N N
18 C4 C5 C C doub 1.4 N Y
19 N3 C2 N C doub 1.31 N N
20 C2 N2 C N sing 1.37 N N
21 C2 N1 C N sing 1.36 N N
22 N2 C01 N C sing 1.4 N N
23 N2 HN21 N H sing 0.97 N N
24 N1 C6 N C sing 1.35 N N
25 N1 HN1 N H sing 0.97 N N
26 C6 O6 C O doub 1.22 N N
27 C6 C5 C C sing 1.41 N N
28 C5 N7 C N sing 1.35 N Y
29 N7 C8 N C doub 1.3 N Y
30 C8 H8 C H sing 1.08 N N
31 C04 C05 C C doub 1.38 N Y
32 C04 C03 C C sing 1.38 N Y
33 C04 H041 C H sing 1.08 N N
34 C05 C06 C C sing 1.38 N Y
35 C05 H051 C H sing 1.08 N N
36 C06 C01 C C doub 1.39 N Y
37 C06 H061 C H sing 1.08 N N
38 C01 C02 C C sing 1.39 N Y
39 C02 C03 C C doub 1.38 N Y
40 C02 H021 C H sing 1.08 N N
41 C03 H031 C H sing 1.08 N N



BPG : Used in PDB Entries

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