Mononuclear Tricoordinate Copper(I) and Silver(I) Halide Complexes of a Sterically Bulky Thiourea Ligand and a Computational Insight of Their Interaction with Human Insulin
Abstract
:1. Introduction
2. Experimental Section
2.1. Materials and Methods
2.2. Synthesis of Compounds 1a–c and 2a–c
2.3. Molecular Docking
3. Results and Discussion
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Compound | L | 1a | 1b | 1c | 2a | 2c |
---|---|---|---|---|---|---|
Empirical formula | C21H28N2S | C46H62ClCuN6S2 | C46H62BrCuN6S2 | C42H56CuIN4S2 | C42H56AgClN4S2 | C42H56AgIN4S2 |
Formula weight | 340.51 | 862.176 | 906.58 | 871.46 | 824.34 | 915.79 |
Crystal system | monoclinic | monoclinic | monoclinic | Triclinic | Orthorhombic | Orthorhombic |
Space group | P21/c1 | P21/n | P21/n | P-1 | P b c a | P b c a |
a (Å) | 18.370(4) | 8.1700(16) | 8.1490(6) | 13.0940(6) | 18.532(4) | 18.8900(6) |
b (Å) | 27.610(6) | 31.440(6) | 31.597(2) | 15.2930(7) | 15.377(3) | 15.5390(4) |
c (Å) | 23.010(5) | 17.850(4) | 17.9060(12) | 22.5210(11) | 28.753(6) | 28.7440(8) |
α (deg) | 80.430(4) | |||||
β (deg) | 93.30(3) | 90.50(3) | 90.282(5) | 80.507(4) | ||
γ (deg) | 72.124(4) | |||||
V (Å3) | 11,651(4) | 4584.9(16) | 4610.5(6) | 4201.0(4) | 8193(3) | 8437.3(4) |
Crystal size (mm3) | 0.80 × 0.71 × 0.51 | 0.21 × 0.08 × 0.06 | 0.77 × 0.56 × 0.25 | 0.25 × 0.18 × 0.14 | 0.26 × 0.24 × 0.15 | 0.16 × 0.12 × 0.08 |
ρcalcd (g cm−3) | 1.165 | 1.249 | 1.306 | 1.378 | 1.337 | 1.442 |
µ (mm−1) (Mo Kα) | 0.171 | 0.664 | 1.469 | 1.387 | 0.693 | 1.342 |
T (K) | 133(2) | 293(2) | 133(2) | 133(2) | 133(2) | 133(2) |
2θ range (deg) | 4.33–59.07 | 4.56–55.13 | 2.57–53.28 | 2.82–51.17 | 2.20–53.37 | 3.67–57.39 |
No. of reflections unique | 29,725 | 10,751 | 9242 | 16,774 | 8220 | 10,515 |
No. of reflections obs. (I > 2σ (I)) | 16,193 | 5400 | 7002 | 7906 | 4862 | 7605 |
No. of parameters | 1321 | 523 | 531 | 949 | 459 | 475 |
wR2 (all data) | 0.2338 | 0.0961 | 0.0995 | 0.1310 | 0.1043 | 0.1613 |
R value (I > 2σ (I)) | 0.0727 | 0.0480 | 0.0385 | 0.0487 | 0.0403 | 0.0561 |
Compound | Ligand | Receptor | Interaction | Distance | E (kcal/mol) | Docking Score |
---|---|---|---|---|---|---|
1a | Cl S34 | N PHE 1 N PHE 1 | H-acceptor H-acceptor | 3.42 3.34 | −10.7 −4.5 | −5.60408545 |
1b | S34 6-ring | N PHE 1 5-ring HIS 10 | H-acceptor pi-pi | 3.79 3.50 | −4.9 −0.0 | −5.06169271 |
1c | C 6 6-ring | NE2 GLN 4 5-ring HIS 10 | H-acceptor pi-pi | 3.43 3.77 | −0.5 −0.0 | −4.67316198 |
2a | Cl 5 S34 6-ring 6-ring | NE2 GLN 4 N PHE 1 N PHE 1 5-ring HIS 10 | H-acceptor H-acceptor pi-cation pi-pi | 3.74 3.38 3.33 3.75 | −1.6 −5.8 −2.7 −0.0 | −6.59288883 |
2b | N 38 6-ring | OE2 GLU 13 5-ring HIS 10 | H-donor pi-pi | 3.16 3.45 | −0.7 −0.0 | −5.93951702 |
2c | I 5 6-ring | N PHE 1 5-ring HIS 10 | H-acceptor pi-pi | 4.19 3.93 | −7.1 −0.0 | −5.07392883 |
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Noor, A.; Qayyum, S.; Jabeen, F.; Rehman, A.U. Mononuclear Tricoordinate Copper(I) and Silver(I) Halide Complexes of a Sterically Bulky Thiourea Ligand and a Computational Insight of Their Interaction with Human Insulin. Molecules 2022, 27, 4231. https://doi.org/10.3390/molecules27134231
Noor A, Qayyum S, Jabeen F, Rehman AU. Mononuclear Tricoordinate Copper(I) and Silver(I) Halide Complexes of a Sterically Bulky Thiourea Ligand and a Computational Insight of Their Interaction with Human Insulin. Molecules. 2022; 27(13):4231. https://doi.org/10.3390/molecules27134231
Chicago/Turabian StyleNoor, Awal, Sadaf Qayyum, Farukh Jabeen, and Ashfaq Ur Rehman. 2022. "Mononuclear Tricoordinate Copper(I) and Silver(I) Halide Complexes of a Sterically Bulky Thiourea Ligand and a Computational Insight of Their Interaction with Human Insulin" Molecules 27, no. 13: 4231. https://doi.org/10.3390/molecules27134231