Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1-Benzyl-2-(1H-indol-3-yl)-5-oxo-pyrrolidine-2-carbonitrile.

ABSTRACT: In the title compound, C(20)H(17)N(3)O, a potential anti-human immunodeficiency virus type 1 (HIV-1) non-nucleoside reverse-transcriptase inhibitor, the pyrrolidine ring has an envelope conformation. In the crystal structure, adjacent mol-ecules are connected into infinite chains via an N-H?O hydrogen bond.

SUBMITTER: Tamazyan R

PROVIDER: S-EPMC2960201 | biostudies-literature | 2008 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1-Benzyl-2-(1H-indol-3-yl)-5-oxo-pyrrolidine-2-carbonitrile.

Tamazyan Rafael R Armen Ayvazyan A Ashot Martirosyan M Sahak Gasparyan G Schinazi Raymond R

Acta crystallographica. Section E, Structure reports online 20080104 Pt 2

In the title compound, C(20)H(17)N(3)O, a potential anti-human immunodeficiency virus type 1 (HIV-1) non-nucleoside reverse-transcriptase inhibitor, the pyrrolidine ring has an envelope conformation. In the crystal structure, adjacent mol-ecules are connected into infinite chains via an N-H⋯O hydrogen bond. ...[more]

PMID: 21201400

Similar Datasets

4'-(1H-Imidazol-2-yl)-3'-[(1H-indol-3-yl)carbon-yl]-1'-methyl-2-oxo-spiro-[indoline-3,2'-pyrrolidine]-3'-carbo-nitrile 0.15-hydrate.

Project description:In the title compound, C25H20N6O2·0.15H2O, the dihedral angles between the least-squares planes of the indole and pyrrolidine rings and between the oxindole and imidazole rings are 77.66?(7) and 45.31?(7)°, respectively. The pyrrolidine ring and the fused five-membered pyrrolidine ring of the oxindole moiety exhibit twisted conformations. The amide N atom is involved in both intra- and inter-molecular hydrogen bonding, having a bifurcated character. The mol-ecular structure is characterized by an intra-molecular N-H?O hydrogen bond, which generates an S(7) ring motif while an inter-molecular N-H?O hydrogen bond links the organic and solvent water mol-ecules. In the crystal, N-H?N hydrogen bonds generate a zigzag chain running parallel to c-axis direction. The H atoms of the solvent water mol-ecule were not located.

| S-EPMC3884395 | biostudies-literature

3'-[(1H-Indol-3-yl)carbon-yl]-1'-methyl-2-oxo-4'-(thio-phen-2-yl)-spiro-[indoline-3,2'-pyrrolidine]-3'-carbo-nitrile.

Project description:In the title compound, C26H20N4O2S, the central pyrrolidine ring adopts a twist conformation on the C-C bond involving the spiro C atom. Its mean plane makes dihedral angles of 78.83?(14), 65.91?(15) and 44.49?(18)° with the mean planes of the adjacent oxindole ring system, the indole system and the thio-phene ring, respectively. The indole and indoline units are essentially planar, with maximum deviations of 0.019?(3) and 0.090?(3)?Å, respectively. In the oxindole fused-ring system, the pyrrole ring adopts an envelope conformation with the spiro C atom as the flap. In the crystal, pairs of N-H?O hydrogen bonds link the mol-ecules, forming inversion dimers with an R (2) 2(8) ring motif. The dimers are linked by further N-H?O hydrogen bonds, forming a two-dimensional network lying parallel to (100).

| S-EPMC3790442 | biostudies-literature

4-(4-Bromo-phen-yl)-6-(1H-indol-3-yl)-2,2'-bipyridine-5-carbonitrile.

Project description:In the title compound, C(25)H(15)BrN(4), the two pyridine rings lie in a common plane [r.m.s. deviation = 0.023?(2)?Å], whereas the bromo-phenyl and indole rings are twisted away from this plane by 52.82?(12) and 28.02?(10)°, respectively. The crystal structure is stabilized by inter-molecular N-H?N inter-actions.

| S-EPMC2968551 | biostudies-literature

4-(2,4-Dichloro-phen-yl)-6-(1H-indol-3-yl)-2,2'-bipyridine-5-carbonitrile.

Project description:The title compound, C(25)H(14)Cl(2)N(4), crystallizes with two independent mol-ecules in the asymmetric unit. The two pyridine rings are almost coplanar, making dihedral angles of 3.2?(1) and 8.6?(1)° in the two independent mol-ecules. The dichloro-phenyl and indole rings are twisted away from the bipyridine ring by 64.32?(5) and 18.46?(4)°, respectively in the first molecule and by 51.0?(1) and 27.99?(5)°, respectively in the second molecule. The crystal packing is stabilized by C-H?N, C-H?Cl, N-H?N and C-H?? inter-actions.

| S-EPMC2977688 | biostudies-literature

Benzyl N-[2-(1H-indol-3-yl)eth-yl]dithio-carbamate.

Project description:The indole and phenyl ring systems in the title compound, C(18)H(18)N(2)S(2), are nearly coplanar, the indole and phenyl planes forming a dihedral angle of 6.5?(1)°. Supra-molecular aggregation is effected by N-H?S, C-H?S, N-H?? and C-H?? inter-actions. The crystal studied exhibited inversion twinning.

| S-EPMC2915340 | biostudies-literature

6-(1H-Indol-3-yl)-4-phenyl-2,2'-bi-pyridine-5-carbonitrile.

Project description:In the mol-ecule of the title compound, C(25)H(16)N(4), the pyridine rings are oriented at a dihedral angle of 0.92?(3)°, while the dihedral angle between the benzene ring and the adjacent pyridine ring is 56.51?(3)°. In the crystal structure, inter-molecular N-H?N hydrogen bonds link the mol-ecules into centrosymmetric dimers, forming R(2) (2)(16) ring motifs. ?-? contacts between the pyridine ring and the indole ring system and between the pyridine rings [centroid-centroid distances = 3.923?(2) and 3.724?(2)?Å] may further stabilize the structure. Two weak C-H?? inter-actions are also present.

| S-EPMC2969709 | biostudies-literature

3-Oxo-5-(piperidin-1-yl)-2,3-dihydro-1H-pyrazole-4-carbonitrile.

Project description:In the title compound, C(9)H(12)N(4)O, the piperidine ring adopts a chair conformation and makes a dihedral angle of 42.49 (11)° with the approximately planar pyrazole moiety [maximum deviation = 0.038 (2) Å]. In the crystal, N-H⋯O and N-H⋯N hydrogen bonds and a weak C-H⋯O inter-action link the mol-ecules into sheets lying parallel to (110).

| S-EPMC3238968 | biostudies-literature

3'-[Hy-droxy(4-oxo-4H-chromen-3-yl)meth-yl]-2-oxospiro-[indoline-3,2'-pyrrolidine]-3'-carbonitrile.

Project description:In the title compound, C(23)H(19)N(3)O(4), the pyran ring adopts a half-chair conformation, while the pyrrolidine (with a C atom as the flap atom) and the five-membered ring in the indoline (with a C atom as the flap atom) ring system adopt slight envelope conformations. The pyrrolidine ring makes dihedral angles of 83.3?(1) and 60.4?(1)° with the mean plane through all non-H atoms of the indoline and chromene ring systems, respectively. In the crystal, mol-ecules are connected by two unique N-H?O and O-H?O hydrogen-bonding inter-actions, which form centrosymmetric patterns described by graph-set motifs R(2) (2)(18) and R(2) (2)(14). These two motifs combine to form a hydrogen-bonded chain which propagates in the a-axis direction. The crystal structure is also stablized by C-H?O inter-actions and by aromatic ?-? stacking inter-actions between the pyran and benzene rings of neighbouring mol-ecules [centroid-centroid distance = 3.755?(1)?Å and slippage = 1.371?(2)?Å].

| S-EPMC3254481 | biostudies-literature

Diethyl 2-oxo-3-(2-oxo-2,3-dihydro-1H-indol-3-yl-idene)butane-dioate.

Project description:The title compound, C(16)H(15)NO(6), crystallizes with two symmetry-independent mol-ecules in the asymmetric unit. The crystal structure is stabilized by inter-molecular C-H⋯O and N-H⋯O hydrogen bonds, and intra-molecular C-H⋯O hydrogen bonds. In addition, the crystal structure exhibits two inter-molecular C-H⋯π inter-actions.

| S-EPMC2980112 | biostudies-literature

5-Benzoyl-2-(1H-indol-3-yl)-4-(4-methyl-phen-yl)-4,5-dihydro-furan-3-carbonitrile.

Project description:The furan ring in the title compound, C(27)H(20)N(2)O(2), adopts a twisted conformation about the sp(3)-sp(3) bond. The mol-ecular structure is stabilized by an intra-molecular C-H?O inter-action which generates an S(6) ring motif. The crystal packing is stabilized by N-H?O and C-H?O inter-actions generating centrosymmetric R(2) (2)(18) and C(6) chain motifs, respectively. A weak C-H?? inter-action is also observed.

| S-EPMC3344070 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data