CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16166 (12879)

Formula C₂₈H₃₁N₃O₈S

MW 569.63

InChIKey ZZWWXIBKLBMSCS-NSJMMFDCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.31

logP 3.9533

PSA 163.26

MR 149.285

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.65412

PM7_Total_Energy_ev -6954.71838

PM7_Electronic_Energy_ev -72109.38753

PM7_Dipole_Debye 4.68417

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.84

PM7_LUMO_Energy_ev -1.12

PM7_COSMO_Area_square_ang 503.26

PM7_COSMO_Volue_cubic_ang 654.77

PM7_Electron_Affinity_ev 1.12

PM7_Ionization_Energy_ev 8.84

PM7_Energy_Gap_ev 7.72

PM7_Global_Hardness_ev 3.86

PM7_Global_Softness_ev 0.25906735751295334

PM7_Chemical_Potential_ev -4.98

PM7_Electronigativity_ev 4.98

PM7_Back_Donation_Energy_ev -0.965

PM7_Electrophilicity_ev 3.2124870466321243

OPENEYE_Name 2-[1-[(2~{R})-2-(2-methoxyphenyl)-2-tetrahydropyran-4-yloxy-ethyl]-5-methyl-6-oxazol-2-yl-2,4-dioxo-thieno[2,3-d]pyrimidin-3-yl]-2-methyl-propanoic acid

SMILES c1ccc(c(c1)C(Cn2c3c(c(c(s3)c4ncco4)C)c(=O)n(c2=O)C(C(=O)O)(C)C)OC5CCOCC5)OC

Canonical_SMILES COc1ccccc1[C@H](Cn1c(=O)n(c(=O)c2c1sc(c2C)c1ncco1)C(C(=O)O)(C)C)OC1CCOCC1

InChI 1/C28H31N3O8S/c1-16-21-24(32)31(28(2,3)26(33)34)27(35)30(25(21)40-22(16)23-29-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H,33,34)/f/h33H

InChI_3D 1S/C28H31N3O8S/c1-16-21-24(32)31(28(2,3)26(33)34)27(35)30(25(21)40-22(16)23-29-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H,33,34)/t20-/m0/s1

AuxInfo 1/1/N:22,23,24,25,1,2,3,4,17,18,5,19,20,6,26,9,21,8,10,27,7,11,13,14,12,16,15,28,29,30,31,32,34,37,33,38,36,35,39,40/E:(2,3)(9,10)(12,13)(33,34)/F:22,23,24,25,1,2,3,4,17,18,5,19,20,6,26,9,21,8,10,27,7,11,13,14,12,16,15,28,29,30,31,32,37,34,33,38,36,35,39,40/E:(2,3)(9,10)(12,13)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;d9;d7;s11;s7;;;;;s17;s18;s17s18;s9;;;;;s8s26;s16s23s24;s5d13;s12s15s26;s14s15s28;d14;d15;d16;s6s13;s19s20;s16;s10s25;s21s27;s11s12;s1;s2;s3;s4;s5;s6;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s37;/rC:-1.6321,3.3917,0;-2.1371,4.2549,0;-.632,3.3918,0;-1.6371,5.1269,0;5.8281,1.004,0;5.8268,.004,0;1.736,-.0012,0;-.132,4.2638,0;2.6938,-.3125,0;-.632,5.1358,0;3.2858,.5023,0;1.736,1.0058,0;4.2858,.5024,0;.868,-.4978,0;0,1.0058,0;-1.7306,-1.0025,0;4.5564,3.9181,0;3.4424,5.2483,0;5.327,4.5635,0;4.2131,5.8937,0;3.618,4.2638,0;3.0028,-1.2636,0;-.3641,-1.3666,0;-1.3666,.3641,0;-.6371,6.8678,0;.868,3.2638,0;.868,4.2638,0;-.8653,-.5013,0;4.8753,1.3122,0;.868,1.5138,0;;.8675,-1.4978,0;-.8675,1.5032,0;-1.7292,-2.0025,0;4.877,-.3097,0;5.1593,5.5546,0;-2.5974,-.5038,0;-.1346,6.0033,0;1.868,4.2638,0;2.6938,1.3169,0;-1.8808,2.958,0;-2.6371,4.2527,0;-.3814,2.9592,0;-1.8897,5.5584,0;6.2326,1.298,0;6.2319,-.2892,0;4.3051,3.4858,0;4.9388,3.596,0;3.1924,5.6813,0;2.9728,5.0768,0;5.5758,4.1298,0;5.7977,4.7322,0;4.4618,6.3274,0;3.8298,6.2147,0;3.5302,3.7716,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.1573,-1.7391,0;-.7967,-1.6172,0;.0686,-1.1159,0;-.1134,-1.7992,0;-.9339,.6147,0;-1.6172,.7967,0;-1.7992,.1134,0;-.2048,7.1191,0;-.8884,7.3001,0;-1.0694,6.6165,0;1.368,3.2638,0;.368,3.2638,0;.868,4.7638,0;-3.03,-.7544,0;

Duplicates DB16166

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.sdf

Formula	C₂₈H₃₁N₃O₈S
MW	569.63
InChIKey	ZZWWXIBKLBMSCS-NSJMMFDCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.31
logP	3.9533
PSA	163.26
MR	149.285
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.65412
PM7_Total_Energy_ev	-6954.71838
PM7_Electronic_Energy_ev	-72109.38753
PM7_Dipole_Debye	4.68417
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.84
PM7_LUMO_Energy_ev	-1.12
PM7_COSMO_Area_square_ang	503.26
PM7_COSMO_Volue_cubic_ang	654.77
PM7_Electron_Affinity_ev	1.12
PM7_Ionization_Energy_ev	8.84
PM7_Energy_Gap_ev	7.72
PM7_Global_Hardness_ev	3.86
PM7_Global_Softness_ev	0.25906735751295334
PM7_Chemical_Potential_ev	-4.98
PM7_Electronigativity_ev	4.98
PM7_Back_Donation_Energy_ev	-0.965
PM7_Electrophilicity_ev	3.2124870466321243
OPENEYE_Name	2-[1-[(2~{R})-2-(2-methoxyphenyl)-2-tetrahydropyran-4-yloxy-ethyl]-5-methyl-6-oxazol-2-yl-2,4-dioxo-thieno[2,3-d]pyrimidin-3-yl]-2-methyl-propanoic acid
SMILES	c1ccc(c(c1)C(Cn2c3c(c(c(s3)c4ncco4)C)c(=O)n(c2=O)C(C(=O)O)(C)C)OC5CCOCC5)OC
Canonical_SMILES	COc1ccccc1[C@H](Cn1c(=O)n(c(=O)c2c1sc(c2C)c1ncco1)C(C(=O)O)(C)C)OC1CCOCC1
InChI	1/C28H31N3O8S/c1-16-21-24(32)31(28(2,3)26(33)34)27(35)30(25(21)40-22(16)23-29-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H,33,34)/f/h33H
InChI_3D	1S/C28H31N3O8S/c1-16-21-24(32)31(28(2,3)26(33)34)27(35)30(25(21)40-22(16)23-29-11-14-38-23)15-20(39-17-9-12-37-13-10-17)18-7-5-6-8-19(18)36-4/h5-8,11,14,17,20H,9-10,12-13,15H2,1-4H3,(H,33,34)/t20-/m0/s1
AuxInfo	1/1/N:22,23,24,25,1,2,3,4,17,18,5,19,20,6,26,9,21,8,10,27,7,11,13,14,12,16,15,28,29,30,31,32,34,37,33,38,36,35,39,40/E:(2,3)(9,10)(12,13)(33,34)/F:22,23,24,25,1,2,3,4,17,18,5,19,20,6,26,9,21,8,10,27,7,11,13,14,12,16,15,28,29,30,31,32,37,34,33,38,36,35,39,40/E:(2,3)(9,10)(12,13)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;d9;d7;s11;s7;;;;;s17;s18;s17s18;s9;;;;;s8s26;s16s23s24;s5d13;s12s15s26;s14s15s28;d14;d15;d16;s6s13;s19s20;s16;s10s25;s21s27;s11s12;s1;s2;s3;s4;s5;s6;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s37;/rC:-1.6321,3.3917,0;-2.1371,4.2549,0;-.632,3.3918,0;-1.6371,5.1269,0;5.8281,1.004,0;5.8268,.004,0;1.736,-.0012,0;-.132,4.2638,0;2.6938,-.3125,0;-.632,5.1358,0;3.2858,.5023,0;1.736,1.0058,0;4.2858,.5024,0;.868,-.4978,0;0,1.0058,0;-1.7306,-1.0025,0;4.5564,3.9181,0;3.4424,5.2483,0;5.327,4.5635,0;4.2131,5.8937,0;3.618,4.2638,0;3.0028,-1.2636,0;-.3641,-1.3666,0;-1.3666,.3641,0;-.6371,6.8678,0;.868,3.2638,0;.868,4.2638,0;-.8653,-.5013,0;4.8753,1.3122,0;.868,1.5138,0;;.8675,-1.4978,0;-.8675,1.5032,0;-1.7292,-2.0025,0;4.877,-.3097,0;5.1593,5.5546,0;-2.5974,-.5038,0;-.1346,6.0033,0;1.868,4.2638,0;2.6938,1.3169,0;-1.8808,2.958,0;-2.6371,4.2527,0;-.3814,2.9592,0;-1.8897,5.5584,0;6.2326,1.298,0;6.2319,-.2892,0;4.3051,3.4858,0;4.9388,3.596,0;3.1924,5.6813,0;2.9728,5.0768,0;5.5758,4.1298,0;5.7977,4.7322,0;4.4618,6.3274,0;3.8298,6.2147,0;3.5302,3.7716,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.1573,-1.7391,0;-.7967,-1.6172,0;.0686,-1.1159,0;-.1134,-1.7992,0;-.9339,.6147,0;-1.6172,.7967,0;-1.7992,.1134,0;-.2048,7.1191,0;-.8884,7.3001,0;-1.0694,6.6165,0;1.368,3.2638,0;.368,3.2638,0;.868,4.7638,0;-3.03,-.7544,0;
Duplicates	DB16166
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16166.sdf