Chemical Components in the PDB

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UIH : Summary

Code

UIH

One-letter code

X

Molecule name

6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Systematic names

ProgramVersionName
ACDLabs 12.01 6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
OpenEye OEToolkits 1.7.6 6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

Formula

C18 H14 Br N5

Formal charge

0

Molecular weight

380.241 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 Brc4ccc(c2c(c1c(nc(nc1n2)N)N)c3ccccc3)cc4
SMILES CACTVS 3.385 Nc1nc(N)c2c([nH]c(c3ccc(Br)cc3)c2c4ccccc4)n1
SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)c2c3c(nc(nc3[nH]c2c4ccc(cc4)Br)N)N
Canonical SMILES CACTVS 3.385 Nc1nc(N)c2c([nH]c(c3ccc(Br)cc3)c2c4ccccc4)n1
Canonical SMILES OpenEye OEToolkits 1.7.6 c1ccc(cc1)c2c3c(nc(nc3[nH]c2c4ccc(cc4)Br)N)N

IUPAC InChI

InChI=1S/C18H14BrN5/c19-12-8-6-11(7-9-12)15-13(10-4-2-1-3-5-10)14-16(20)23-18(21)24-17(14)22-15/h1-9H,(H5,20,21,22,23,24)

IUPAC InChI key

BIHWLSDQBFEANX-UHFFFAOYSA-N
UIH

wwPDB Information

Atom count

38 (24 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



UIH : Atoms of Molecule

Total Number of Atoms: 38
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 N1 N N1 N Y N 0 -5.276 -0.53 -0.013
2 C2 C C2 N Y N 0 -5.118 -1.846 0.047
3 N3 N N3 N Y N 0 -3.926 -2.418 0.081
4 C4 C C4 N Y N 0 -2.816 -1.68 0.056
5 C5 C C5 N Y N 0 -2.941 -0.28 -0.008
6 C6 C C6 N Y N 0 -4.225 0.284 -0.042
7 NAA N NAA N N N 0 -6.244 -2.651 0.075
8 NAB N NAB N N N 0 -4.394 1.655 -0.105
9 BR BR BR N N N 0 5.402 -0.566 0.061
10 CAD C CAD N Y N 0 -0.458 4.354 -0.196
11 CAE C CAE N Y N 0 -1.137 3.872 0.909
12 CAF C CAF N Y N 0 -0.142 3.509 -1.244
13 CAG C CAG N Y N 0 2.865 -1.562 -0.76
14 CAH C CAH N Y N 0 2.782 0.21 0.859
15 CAI C CAI N Y N 0 -1.503 2.543 0.971
16 CAJ C CAJ N Y N 0 -0.502 2.178 -1.194
17 CAK C CAK N Y N 0 1.488 -1.626 -0.771
18 CAL C CAL N Y N 0 1.404 0.156 0.858
19 NAO N NAO N Y N 0 -1.481 -1.982 0.079
20 CAP C CAP N Y N 0 3.512 -0.647 0.053
21 CAS C CAS N Y N 0 0.745 -0.765 0.04
22 CAT C CAT N Y N 0 -1.187 1.686 -0.083
23 CAU C CAU N Y N 0 -0.729 -0.828 0.033
24 CAV C CAV N Y N 0 -1.577 0.259 -0.022
25 HNAA H HNAA N N N 0 -7.127 -2.251 0.051
26 HNAB H HNAB N N N 0 -6.149 -3.616 0.118
27 HNAC H HNAC N N N 0 -5.287 2.033 -0.129
28 HNAD H HNAD N N N 0 -3.619 2.239 -0.126
29 HAD H HAD N N N 0 -0.177 5.396 -0.242
30 HAE H HAE N N N 0 -1.38 4.537 1.724
31 HAF H HAF N N N 0 0.388 3.892 -2.104
32 HAG H HAG N N N 0 3.441 -2.23 -1.383
33 HAH H HAH N N N 0 3.293 0.922 1.491
34 HAI H HAI N N N 0 -2.033 2.168 1.834
35 HAJ H HAJ N N N 0 -0.255 1.519 -2.014
36 HAK H HAK N N N 0 0.985 -2.341 -1.406
37 HAL H HAL N N N 0 0.836 0.824 1.487
38 HNAO H HNAO N N N 0 -1.116 -2.88 0.123



UIH : 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 N1 C2 N C doub 1.33 N Y
2 N1 C6 N C sing 1.33 N Y
3 C2 N3 C N sing 1.32 N Y
4 C2 NAA C N sing 1.38 N N
5 N3 C4 N C doub 1.33 N Y
6 C4 C5 C C sing 1.41 N Y
7 C4 NAO C N sing 1.37 N Y
8 C5 C6 C C doub 1.4 N Y
9 C5 CAV C C sing 1.47 N Y
10 C6 NAB C N sing 1.38 N N
11 BR CAP BR C sing 1.89 N N
12 CAD CAE C C doub 1.38 N Y
13 CAD CAF C C sing 1.38 N Y
14 CAE CAI C C sing 1.38 N Y
15 CAF CAJ C C doub 1.38 N Y
16 CAG CAK C C doub 1.38 N Y
17 CAG CAP C C sing 1.38 N Y
18 CAH CAL C C sing 1.38 N Y
19 CAH CAP C C doub 1.38 N Y
20 CAI CAT C C doub 1.39 N Y
21 CAJ CAT C C sing 1.39 N Y
22 CAK CAS C C sing 1.4 N Y
23 CAL CAS C C doub 1.4 N Y
24 NAO CAU N C sing 1.38 N Y
25 CAS CAU C C sing 1.48 N N
26 CAT CAV C C sing 1.48 N N
27 CAU CAV C C doub 1.38 N Y
28 NAA HNAA N H sing 0.97 N N
29 NAA HNAB N H sing 0.97 N N
30 NAB HNAC N H sing 0.97 N N
31 NAB HNAD N H sing 0.97 N N
32 CAD HAD C H sing 1.08 N N
33 CAE HAE C H sing 1.08 N N
34 CAF HAF C H sing 1.08 N N
35 CAG HAG C H sing 1.08 N N
36 CAH HAH C H sing 1.08 N N
37 CAI HAI C H sing 1.08 N N
38 CAJ HAJ C H sing 1.08 N N
39 CAK HAK C H sing 1.08 N N
40 CAL HAL C H sing 1.08 N N
41 NAO HNAO N H sing 0.97 N N



UIH : Used in PDB Entries

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