Molecular Modeling Studies of Some Uracil and New Deoxyuridine Derivatives

Table 3

Computed partial atomic charges on individual molecules and on the adduct resulting from the interactions between 5-FU and the in-body produced FdUMP enzyme suicide agent of TS enzyme (ES = electrostatic, M = Mulliken, and N = natural charge).

Mol.	Number	Atom; label	Atomic charges on the individual drugs; FdUMP and 5FU			Number	Atom; label	Atomic charges on the adduct; 5FU-FdUMP
			ES	M	N			ES	M	N
FdUMP	1	N1	−0.186	−0.54	−0.471	1	N1	−0.073	−0.542	−0.476
	2	C2	0.615	0.805	0.828	2	C2	0.607	0.794	0.827
	3	N3	−0.566	−0.723	−0.672	3	N3	−0.582	−0.758	−0.668
	4	C4	0.577	0.599	0.608	4	C4	0.541	0.622	0.62
	5	C5	0.017	0.253	0.259	5	C5	0.087	0.257	0.261
	6	C6	−0.12	0.033	−0.035	6	C6	−0.228	0.037	−0.02
	7	O7	−0.529	−0.513	−0.624	7	O7	−0.505	−0.505	−0.617
	8	O8	−0.475	−0.483	−0.571	8	O8	−0.513	−0.545	−0.639
	9	F9	−0.143	−0.292	−0.33	9	F1	−0.154	−0.291	−0.329
	10	C10	0.379	0.312	0.288	10	C10	0.317	0.295	0.292
	11	C11	−0.288	−0.322	−0.519	11	C11	−0.56	−0.337	−0.524
	12	C12	0.122	0.087	0.074	12	C12	0.43	0.087	0.069
	13	C13	0.13	0.112	0.04	13	C13	0.179	0.127	0.047
	14	O14	−0.558	−0.623	−0.751	14	O14	−0.67	−0.629	−0.751
	15	O15	−0.413	−0.52	−0.593	15	O15	−0.426	−0.522	−0.592
	16	C16	−0.138	−0.064	−0.13	16	C16	−0.161	−0.059	−0.122
	17	O17	−0.315	−0.537	−0.871	17	O17	−0.344	−0.536	−0.874
	18	P18	1.094	1.178	2.565	18	P18	1.126	1.162	2.565
	19	O19	−0.614	−0.517	−1.052	19	O19	−0.627	−0.515	−1.054
	20	O20	−0.613	−0.692	−1.037	20	O20	−0.616	−0.684	−1.034
	21	O21	−0.597	−0.653	−1.018	21	O21	−0.598	−0.653	−1.019
	22	H22	0.371	0.363	0.453	22	H22	0.403	0.42	0.476
	23	H23	0.209	0.216	0.27	23	H23	0.242	0.227	0.274
	24	H24	0.08	0.189	0.257	24	H24	0.087	0.186	0.255
	25	H25	0.116	0.192	0.269	25	H25	0.18	0.192	0.271
	26	H26	0.158	0.201	0.282	26	H26	0.187	0.174	0.261
	27	H27	0.085	0.15	0.231	27	H27	0.01	0.172	0.236
	28	H28	0.092	0.147	0.246	28	H28	0.099	0.165	0.249
	29	H29	0.383	0.395	0.475	29	H29	0.421	0.406	0.485
	30	H30	0.12	0.169	0.235	30	H30	0.136	0.184	0.245
	31	H31	0.151	0.18	0.237	31	H31	0.161	0.183	0.241
	32	H32	0.418	0.452	0.529	32	H32	0.417	0.449	0.527
	33	H33	0.439	0.446	0.526	33	H33	0.438	0.448	0.527
5-FU	1	F0	−0.188	−0.387	−0.322	34	F0	−0.134	−0.274	−0.314
	2	C1	−0.053	0.218	0.223	35	C1	0.043	0.278	0.275
	3	C2	0.006	0.182	0.015	36	C3	−0.087	0.031	−0.047
	4	N3	−0.683	−1.002	−0.761	37	N2	−0.407	−0.678	−0.633
	5	C4	1.057	1.216	0.984	38	C7	0.652	0.79	0.832
	6	O5	−0.664	−0.619	−0.658	39	O5	−0.565	−0.539	−0.668
	7	N6	−0.884	−1.047	−0.813	40	N6	−0.539	−0.696	−0.67
	8	C7	0.905	0.889	0.719	41	C8	0.578	0.58	0.604
	9	O8	−0.581	−0.586	−0.592	42	O1	−0.479	−0.481	−0.57
	10	H1	0.237	0.32	0.272	43	H1	0.199	0.199	0.261
	11	H2	0.412	0.404	0.463	44	H2	0.365	0.418	0.47
	12	H3	0.436	0.411	0.468	45	H3	0.363	0.363	0.453