Pharmacophore study, molecular docking and molecular dynamic simulation of virgin coconut oil derivatives as anti-inflammatory agent against COX-2

Chemical and Biological Technologies in Agriculture

Table 8 Molinspiration calculation of MCM, MCFA and reference drug

Compound	Molinspiration Calculation								Drug score
Compound	MW	clogP	TPSA	ON	OHNH	RO5	Robust	Volume	GPLP/L	ICM	KI	NRL	PI	EI
Monolaurin	274.40	4.07	66.76	4	2	0	14	291.65	0.08	0.05	− 0.19	− 0.00	− 0.02	0.27
Monocaprin	246.35	3.06	66.76	4	2	0	12	258.05	− 0.03	0.04	− 0.34	− 0.14	− 0.15	0.24
Monocaprylin	218.29	2.05	66.76	4	2	0	10	224.44	− 0.17	− 0.01	− 0.53	− 0.32	− 0.31	0.18
Monocaproin	190.24	1.04	66.76	4	2	0	8	190.84	− 0.35	− 0.10	− 0.78	− 0.54	− 0.51	0.10
Monomyristin	302.45	5.08	66.76	4	2	1	16	325.25	0.14	0.04	−0.09	0.08	0.07	0.26
Caproic acid	116.16	2.01	37.30	2	1	0	4	123.40	− 2.65	− 2.46	− 3.49	− 2.56	− 2.67	− 2.31
Caprylic acid	243.35	3.17	66.40	4	2	0	11	255.60	0.06	0.01	− 0.55	− 0.21	0.06	0.17
Capric acid	172.27	4.03	37.30	2	1	0	8	190.61	− 0.46	− 0.14	− 1.03	− 0.45	− 0.56	− 0.07
Lauric acid	200.32	5.04	37.30	2	1	1	10	224.22	− 0.27	− 0.04	− 0.75	− 0.24	− 0.36	0.04
Myristic acid	228.38	6.05	37.30	2	1	1	12	257.82	− 0.11	0.03	− 0.51	− 0.06	− 0.19	0.13
Reference molecule
Aspirin	180.16	1.43	63.60	4	1	0	3	155.57	− 0.76	− 0.32	− 1.06	− 0.44	− 0.82	− 0.28
Ibuprofen	206.28	3.46	37.30	2	1	0	4	211.19	− 0.17	− 0.01	− 0.72	0.05	− 0.21	0.12
Paracetamol	151.16	0.68	49.33	3	2	0	1	140.1	− 1.05	− 0.54	− 1.04	− 1.21	− 1.20	− 0.68

ClogP LogP (octanol/water partition coefficient), RO5 rules of 5, GPLP/L GPCR ligand, ICM ion channel modulator, KI kinase inhibitor, NRL nuclear receptor ligands, PI protease inhibitor, EI enzyme inhibitor