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PMC:7784829 / 19234-26386 JSONTXT

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LitCovid-sentences

Id Subject Object Predicate Lexical cue
T199 0-63 Sentence denotes In-silico drug-likeness and pharmacokinetic property prediction
T200 64-201 Sentence denotes All the structures used for docking were analysed for in silico drug-likeness based on the Lipinski’s rules using pkCSM server (Table 4).
T201 202-358 Sentence denotes The lipophilicity (expressed as LogP) predicted for all the compounds were found to be well above the traditionally cut-off value of 5 used for drug design.
T202 359-512 Sentence denotes Curcumin and its derivatives, used in this study, show suitable MW values (MW < 500) essential for a successful penetration through biological membranes.
T203 513-639 Sentence denotes The surface area (SA) for all the compounds was observed to be in the range 115.89 − 240.65 Å2 which is well within the limit.
T204 640-897 Sentence denotes All compounds, except 5-di-tert-butyl-4-hydroxybenzaldehyde curcumin (BHBC), 4-methoxy-1-naphthaldehyde curcumin (MNC), Syringaldehyde curcumin (SYC) and compound-16, fall into the appropriate range indicating good bioavailability of the candidate molecule.
T205 898-1042 Sentence denotes The number of hydrogen bond acceptors (HBA, ≤10) and donors (HBD, ≤5) for all the compounds were in accordance with the Lipinski’s rule of five.
T206 1043-1051 Sentence denotes Table 4.
T207 1053-1119 Sentence denotes In-silico prediction of drug-likeness for curcumin derivatives[a].
T208 1120-1182 Sentence denotes Compound MW LogP SA HBA HBD nviolations Rotatable bonds
T209 1183-1220 Sentence denotes BHBC 534.78 8.93 236.0 4 3 1 6
T210 1221-1259 Sentence denotes MNC 538.59 6.14 232.11 7 2 1 11
T211 1260-1298 Sentence denotes BDMC 308.33 3.83 133.51 4 3   5
T212 1299-1335 Sentence denotes 1 270.353 4.21 115.89 3 1   4
T213 1336-1372 Sentence denotes 2 332.739 3.79 136.57 5 4   4
T214 1373-1409 Sentence denotes 3 314.337 3.77 133.64 5 4   4
T215 1410-1445 Sentence denotes 4 322.36 4.36 139.56 3 3   4
T216 1446-1482 Sentence denotes 5 364.441 4.93 159.62 4 0   5
T217 1483-1519 Sentence denotes 6 320.388 4.95 141.45 4 3   1
T218 1520-1555 Sentence denotes 7 325.32 3.60 138.02 5 1   6
T219 1556-1592 Sentence denotes 8 329.193 4.45 125.75 2 1   4
T220 1593-1629 Sentence denotes 9 462.181 5.24 164.71 7 2   0
T221 1630-1667 Sentence denotes 10 351.358 4.13 149.74 4 5   1
T222 1668-1705 Sentence denotes 11 360.375 5.07 149.89 2 1   3
T223 1706-1743 Sentence denotes 12 419.565 6.24 185.40 9 4   1
T224 1744-1781 Sentence denotes 13 389.495 5.22 171.67 4 4   1
T225 1782-1819 Sentence denotes 14 342.778 3.81 143.82 4 2   2
T226 1820-1857 Sentence denotes 15 469.629 4.38 208.20 6 5   1
T227 1858-1896 Sentence denotes 16 486.564 6.19 211.58 11 6 1 0
T228 1897-1935 Sentence denotes DMC 342.391 3.20 146.43 5 2   9
T229 1936-1974 Sentence denotes FAC 550.604 4.7 232.81 9 2   15
T230 1975-2014 Sentence denotes IBC 556.655 5.24 240.62 7 1   15
T231 2015-2054 Sentence denotes IVC 504.535 4.69 214.22 8 3   11
T232 2055-2094 Sentence denotes SYC 430.453 3.77 180.12 10 8 1 3
T233 2095-2310 Sentence denotes [a]  MW = Molecular weight, LogP = octanol-water partition coefficient, SA = Surface Area, HBA = Number of hydrogen bond acceptor, HBD = Number of hydrogen bond donor, nviolations = violations from Lipinski’s rule.
T234 2311-2316 Sentence denotes BHBC:
T235 2317-2371 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T236 2372-2414 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T237 2415-2443 Sentence denotes Bis-demethoxy curcumin, DMC:
T238 2444-2468 Sentence denotes Demethoxy curcumin, FAC:
T239 2469-2496 Sentence denotes Ferulic-acid curcumin, IBC:
T240 2497-2521 Sentence denotes Ibuprofen curcumin, IVC:
T241 2522-2548 Sentence denotes Isovanillin curcumin, SYC:
T242 2549-2573 Sentence denotes Syringaldehyde curcumin.
T243 2574-2729 Sentence denotes Additionally, a variety of key ADMET (Absorption, Distribution, Metabolism and Excretion) properties have also been calculated with the aid of pkCSMserver.
T244 2730-2764 Sentence denotes The results are listed in Table 5.
T245 2765-3067 Sentence denotes All curcumin derivatives showed moderate to high water solubility ranging from −2.91 log mol/L (BHBC) to −6.99 log mol/L (compound-12), in addition to high Caco-2 permeability (permeation > 0.90) except compound BHBC and MNC (permeation = 0.67 and 0.43 respectively) which showed moderate permeability.
T246 3068-3191 Sentence denotes Intestinal absorption (IA) has been found to be greater than 85% indicating good permeation across the intestinal membrane.
T247 3192-3280 Sentence denotes Further, all curcumin compounds showed good permeation through skin (permeation > −2.5).
T248 3281-3515 Sentence denotes Additionally, all curcumin compounds showed no inhibition towards P-glycoprotein I and P-glycoprotein II, except compounds BHBC, MNC, compound-13 and Ferrulic acid curcumin (FAC) which demonstrated inhibition towards P-glycoprotein I.
T249 3516-3653 Sentence denotes Furthermore, all curcumin compounds showed poor BBB permeability and moderate CNS permeability except Isovanillin curcumin (IVC) and SYC.
T250 3654-3827 Sentence denotes All showed inhibition towards the metabolizing enzyme CYP3A4 except BHBC, compounds-8, -11, -14, -15 and -16, while except compound-15, all showed inhibition towards CYP2C9.
T251 3828-3980 Sentence denotes All curcumin derivatives were found to show the total clearance in the range 0.10 log mL/min/kg (compound-1 and -4) to 1.01 log mL/min/kg (compound-15).
T252 3981-4189 Sentence denotes Further, all curcumin derivatives except compound 15 were found to act as OCT2 substrate, thus indicating that these compounds will not have any adverse interactions and no negative effect on renal clearance.
T253 4190-4198 Sentence denotes Table 5.
T254 4200-4254 Sentence denotes In-silico ADME prediction for curcumin derivatives[a].
T255 4255-4308 Sentence denotes Comp Absorption Distribution Metabolism Excretion
T256 4309-4376 Sentence denotes   WS CP IA SP PI-1 PI-2 VD FU BBB CNS CI-1 CI-2 TC RS
T257 4377-4464 Sentence denotes BHBC –2.91 0.67 88.62 –2.73 Yes Yes –0.39 0.31 –0.67 –0.85 No Yes 0.15 No
T258 4465-4550 Sentence denotes MNC –3.64 0.43 100 –2.73 Yes Yes –1.45 0.33 –0.39 –2.73 Yes Yes 0.26 No
T259 4551-4637 Sentence denotes BDMC –4.43 1.01 95.92 –2.99 No No –0.22 0.08 –0.72 –2.11 Yes Yes 0.12 No
T260 4638-4719 Sentence denotes 1 –4.66 1.25 91.80 –2.51 No No 0.18 0.06 0.01 –1.45 Yes Yes 0.10 No
T261 4720-4803 Sentence denotes 2 –3.23 0.93 89.16 –2.76 No No –0.07 0.12 –1.07 –2.29 Yes Yes 0.05 No
T262 4804-4887 Sentence denotes 3 –3.19 0.94 89.70 –2.76 No No –0.02 0.13 –1.06 –2.27 Yes Yes 0.06 No
T263 4888-4967 Sentence denotes 4 –4.11 0.92 87.64 –3.07 No No 0.09 0 –0.74 –1.85 Yes Yes 0.10 No
T264 4968-5047 Sentence denotes 5 –6.39 1.06 94.85 –2.49 No No 0.25 0 –0.03 –1.30 Yes Yes 0.22 No
T265 5048-5127 Sentence denotes 6 –5.42 1.43 90.49 –2.73 No No 0.05 0 –0.33 –1.29 Yes Yes 0.23 No
T266 5128-5207 Sentence denotes 7 –4.54 1.04 91.97 –2.73 No No –0.37 0 0.28 –2.20 Yes Yes 0.13 No
T267 5208-5285 Sentence denotes 8 –5.09 1.66 90.44 –2.29 No No 0.27 0 0.16 –1.47 No Yes 0.14 No
T268 5286-5364 Sentence denotes 9 –7.03 1.13 93.34 –2.51 No No 0.37 0 0.46 –1.26 Yes Yes 0.26 No
T269 5365-5446 Sentence denotes 10 –4.89 0.94 91.50 –2.74 No No –0.04 0 –0.24 –1.93 Yes Yes 0.11 No
T270 5447-5525 Sentence denotes 11 –5.93 1.28 89.16 –2.59 No No 0.36 0 0.66 –1.40 No Yes 0.13 No
T271 5526-5606 Sentence denotes 12 –6.99 1.02 91.30 –2.75 No No 0.66 0 –0.32 –1.85 Yes Yes 1.04 No
T272 5607-5689 Sentence denotes 13 –5.42 1.27 92.76 –2.80 Yes Yes 0.54 0 –0.02 –1.58 Yes Yes 0.26 No
T273 5690-5773 Sentence denotes 14 –4.20 1.12 90.31 –2.92 No No –0.04 0.01 –0.31 –1.33 No Yes 0.08 No
T274 5774-5856 Sentence denotes 15 –3.76 0.97 88.86 –2.79 No No 1.90 0.16 –0.20 –1.26 No No 1.01 Yes
T275 5857-5940 Sentence denotes 16 –6.92 0.90 94.67 –2.73 No No –0.59 0.07 –0.72 –2.62 No Yes 0.41 No
T276 5941-6026 Sentence denotes DMC –3.95 0.99 92.03 –2.74 No No –0.06 0.12 –0.23 –2.66 Yes Yes 0.32 No
T277 6027-6114 Sentence denotes FAC –4.02 1.41 83.68 –2.76 Yes Yes –0.58 0.24 –0.91 –3.26 Yes Yes 0.55 No
T278 6115-6200 Sentence denotes IBC –4.36 0.91 91.72 –2.73 No No –0.88 0.18 –0.53 –2.77 Yes Yes 0.62 No
T279 6201-6286 Sentence denotes IVC –3.95 0.96 89.31 –2.73 No No –0.60 0.24 –1.37 –3.02 Yes Yes 0.16 No
T280 6287-6371 Sentence denotes SYC –3.89 1.01 89.15 –2.73 No No 0.28 0.17 –1.47 –3.14 Yes Yes 0.23 No
T281 6372-6889 Sentence denotes [a]  Abbreviations: WS—Water solubility (log mol/L), CP—Caco2 permeability (log Papp in 10-6 cm/s), IA—Human intestinal absorption (% Absorbed), SP—Skin permeability (log Kp),PI-1—P-glycoprotein I inhibitor, PI-2—P-glycoprotein II inhibitor, VD—Human volume ofdistribution (log L/kg), FU—Fraction unbound (human) (Fu), BBB—BBB permeability (logBB), CNS—CNS permeability (log PS), CI-1—CYP3A4 inhibitor, CI-2—CYP2C9 inhibitor,TC—Total clearance (log mL/min/kg), RS—Renal OCT2 (organic cation transporter 2) substrate.
T282 6890-6895 Sentence denotes BHBC:
T283 6896-6950 Sentence denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde curcumin, MNC:
T284 6951-6993 Sentence denotes 4-methoxy-1-naphthaldehyde curcumin, BDMC:
T285 6994-7022 Sentence denotes Bis-demethoxy curcumin, DMC:
T286 7023-7047 Sentence denotes Demethoxy curcumin, FAC:
T287 7048-7075 Sentence denotes Ferulic-acid curcumin, IBC:
T288 7076-7100 Sentence denotes Ibuprofen curcumin, IVC:
T289 7101-7127 Sentence denotes Isovanillin curcumin, SYC:
T290 7128-7152 Sentence denotes Syringaldehyde curcumin.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
543 359-367 Chemical denotes Curcumin MESH:D003474
544 662-708 Chemical denotes 5-di-tert-butyl-4-hydroxybenzaldehyde curcumin
545 710-714 Chemical denotes BHBC
546 717-743 Chemical denotes 4-methoxy-1-naphthaldehyde
547 744-752 Chemical denotes curcumin MESH:D003474
548 754-757 Chemical denotes MNC
549 760-783 Chemical denotes Syringaldehyde curcumin
550 912-920 Chemical denotes hydrogen MESH:D006859
551 959-962 Disease denotes HBD MESH:C564145
553 1095-1103 Chemical denotes curcumin MESH:D003474
557 1183-1187 Chemical denotes BHBC
558 1260-1264 Chemical denotes BDMC
559 1149-1152 Disease denotes HBD MESH:C564145
581 2131-2138 Chemical denotes octanol MESH:D000442
582 2139-2144 Chemical denotes water MESH:D014867
583 2203-2211 Chemical denotes hydrogen MESH:D006859
584 2243-2251 Chemical denotes hydrogen MESH:D006859
585 2311-2315 Chemical denotes BHBC
586 2317-2356 Chemical denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde MESH:C513957
587 2357-2365 Chemical denotes curcumin MESH:D003474
588 2367-2370 Chemical denotes MNC
589 2372-2398 Chemical denotes 4-methoxy-1-naphthaldehyde
590 2399-2407 Chemical denotes curcumin MESH:D003474
591 2409-2413 Chemical denotes BDMC
592 2415-2437 Chemical denotes Bis-demethoxy curcumin MESH:C034786
593 2444-2462 Chemical denotes Demethoxy curcumin MESH:C050229
594 2469-2481 Chemical denotes Ferulic-acid MESH:C004999
595 2482-2490 Chemical denotes curcumin MESH:D003474
596 2492-2495 Chemical denotes IBC MESH:D002015
597 2497-2515 Chemical denotes Ibuprofen curcumin
598 2522-2542 Chemical denotes Isovanillin curcumin
599 2549-2563 Chemical denotes Syringaldehyde MESH:C069665
600 2564-2572 Chemical denotes curcumin MESH:D003474
601 2227-2230 Disease denotes HBD MESH:C564145
625 3347-3361 Gene denotes P-glycoprotein Gene:5243
626 3368-3382 Gene denotes P-glycoprotein Gene:5243
627 3708-3714 Gene denotes CYP3A4 Gene:1576
628 3728-3762 Gene denotes compounds-8, -11, -14, -15 and -16
629 3820-3826 Gene denotes CYP2C9 Gene:1559
630 3924-3942 Gene denotes (compound-1 and -4
631 4055-4059 Gene denotes OCT2 Gene:6582
632 2605-2610 Chemical denotes ADMET
633 2769-2777 Chemical denotes curcumin MESH:D003474
634 2814-2819 Chemical denotes water MESH:D014867
635 2861-2865 Chemical denotes BHBC
636 2921-2927 Chemical denotes Caco-2
637 2977-2981 Chemical denotes BHBC
638 3205-3213 Chemical denotes curcumin MESH:D003474
639 3299-3307 Chemical denotes curcumin MESH:D003474
640 3404-3408 Chemical denotes BHBC
641 3431-3453 Chemical denotes Ferrulic acid curcumin
642 3533-3541 Chemical denotes curcumin MESH:D003474
643 3618-3638 Chemical denotes Isovanillin curcumin
644 3640-3643 Chemical denotes IVC
645 3722-3726 Chemical denotes BHBC
646 3832-3840 Chemical denotes curcumin MESH:D003474
647 3994-4002 Chemical denotes curcumin MESH:D003474
649 4230-4238 Chemical denotes curcumin MESH:D003474
653 4377-4381 Chemical denotes BHBC
654 4551-4555 Chemical denotes BDMC
655 4287-4322 Disease denotes Metabolism Excretion   WS CP IA MESH:D018980
683 6553-6567 Gene denotes P-glycoprotein Gene:5243
684 6758-6764 Gene denotes CYP3A4 Gene:1576
685 6781-6787 Gene denotes CYP2C9 Gene:1559
686 6843-6847 Gene denotes OCT2 Gene:6582
687 6849-6877 Gene denotes organic cation transporter 2 Gene:6582
688 6476-6481 Species denotes Human Tax:9606
689 6581-6585 Species denotes PI-2 Tax:1214577
690 6618-6623 Species denotes Human Tax:9606
691 6679-6684 Species denotes human Tax:9606
692 6586-6600 Gene denotes P-glycoprotein Gene:5243
693 6396-6401 Chemical denotes Water MESH:D014867
694 6890-6894 Chemical denotes BHBC
695 6896-6935 Chemical denotes 3-5-di-tert-butyl-4-hydroxybenzaldehyde MESH:C513957
696 6936-6944 Chemical denotes curcumin MESH:D003474
697 6946-6949 Chemical denotes MNC
698 6951-6977 Chemical denotes 4-methoxy-1-naphthaldehyde
699 6978-6986 Chemical denotes curcumin MESH:D003474
700 6988-6992 Chemical denotes BDMC
701 6994-7016 Chemical denotes Bis-demethoxy curcumin MESH:C034786
702 7023-7041 Chemical denotes Demethoxy curcumin MESH:C050229
703 7048-7060 Chemical denotes Ferulic-acid MESH:C004999
704 7061-7069 Chemical denotes curcumin MESH:D003474
705 7071-7074 Chemical denotes IBC MESH:D002015
706 7076-7094 Chemical denotes Ibuprofen curcumin
707 7101-7121 Chemical denotes Isovanillin curcumin
708 7128-7142 Chemical denotes Syringaldehyde MESH:C069665
709 7143-7151 Chemical denotes curcumin MESH:D003474