CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12010 (9744)

Formula C₂₃H₂₆FN₆O₉P

MW 580.47

InChIKey GKDRMWXFWHEQQT-YYZXBKHZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 15

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP 0.8

logP 3.3055

PSA 196.53

MR 141.792

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -366.86244

PM7_Total_Energy_ev -7592.8493

PM7_Electronic_Energy_ev -76592.73858

PM7_Dipole_Debye 3.89047

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.601

PM7_LUMO_Energy_ev -0.97

PM7_COSMO_Area_square_ang 450.8

PM7_COSMO_Volue_cubic_ang 622.28

PM7_Electron_Affinity_ev 0.97

PM7_Ionization_Energy_ev 8.601

PM7_Energy_Gap_ev 7.631

PM7_Global_Hardness_ev 3.8155

PM7_Global_Softness_ev 0.2620888481195125

PM7_Chemical_Potential_ev -4.7855

PM7_Electronigativity_ev 4.7855

PM7_Back_Donation_Energy_ev -0.953875

PM7_Electrophilicity_ev 3.0010496985978246

OPENEYE_Name [6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxo-pyrido[3,2-b][1,4]oxazin-4-yl]methyl dihydrogen phosphate

SMILES c1cc(nc2c1OC(C(=O)N2COP(=O)(O)O)(C)C)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F

Canonical_SMILES COc1cc(Nc2ncc(c(n2)Nc2ccc3c(n2)N(COP(=O)(O)O)C(=O)C(O3)(C)C)F)cc(c1OC)OC

InChI 1/C23H26FN6O9P/c1-23(2)21(31)30(11-38-40(32,33)34)20-14(39-23)6-7-17(28-20)27-19-13(24)10-25-22(29-19)26-12-8-15(35-3)18(37-5)16(9-12)36-4/h6-10H,11H2,1-5H3,(H2,32,33,34)(H2,25,26,27,28,29)/f/h26-27,32-33H

InChI_3D 1S/C23H26FN6O9P/c1-23(2)21(31)30(11-38-40(32,33)34)20-14(39-23)6-7-17(28-20)27-19-13(24)10-25-22(29-19)26-12-8-15(35-3)18(37-5)16(9-12)36-4/h6-10H,11H2,1-5H3,(H2,32,33,34)(H2,25,26,27,28,29)

AuxInfo 1/1/N:18,19,20,21,22,1,2,3,4,5,23,6,11,7,8,9,13,10,14,12,16,15,17,39,24,28,29,25,26,27,30,31,33,34,35,36,37,38,32,40/E:(1,2)(3,4)(8,9)(15,16)(32,33,34)(35,36)/F:18,19,20,21,22,1,2,3,4,5,23,6,11,7,8,9,13,10,14,12,16,15,17,39,24,28,29,25,26,27,30,33,34,31,35,36,37,38,32,40/E:(1,2)(3,4)(8,9)(15,16)(32,33)(35,36)/rA:66nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOFPHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1;s3;d4;d8s9;d5;d7;s2;s11;;;s16;s17;s17;;;;;s5d15;s12d13;d14s15;s12s16s23;s6s15;s13s14;d16;;s7s17;;;s8s20;s9s21;s10s22;s23;s11;d31s33s34s38;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s33;s34;/rC:.868,1.5138,0;0,1.0057,0;-3.4655,-5.0002,0;-1.7305,-5.0027,0;.0057,-3.0027,0;-2.5973,-4.504,0;1.7374,1.0057,0;-3.4669,-6.0054,0;-1.7319,-6.0079,0;-2.6002,-6.5143,0;.0043,-1.9976,0;1.736,-.0012,0;;-.8639,-1.5013,0;-1.7291,-3.0052,0;3.4761,-.0036,0;3.4774,1.0034,0;4.0803,2.6463,0;5.2002,.6961,0;-5.199,-5.9978,0;.0001,-6.0053,0;-3.4684,-8.0131,0;2.5998,-1.5032,0;-.861,-3.5114,0;.868,-.4978,0;-1.7305,-2.0001,0;2.6026,-.5032,0;-2.5958,-3.504,0;-.8653,-.5013,0;4.3408,-.5059,0;2.5916,-4.5032,0;2.6052,1.5109,0;1.5944,-3.5004,0;3.5943,-3.5059,0;-4.3352,-6.5016,0;-.8652,-6.5066,0;-2.6016,-7.5143,0;2.5971,-2.5032,0;.8689,-1.4951,0;2.5943,-3.5032,0;.8678,2.0138,0;-.4338,1.2544,0;-3.8978,-4.7489,0;-1.2975,-4.7527,0;.4398,-3.2508,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;-4.9471,-5.5659,0;-5.4509,-6.4297,0;-5.6309,-5.7459,0;-.2505,-5.5727,0;.2508,-6.4379,0;.4327,-5.7546,0;-3.7177,-7.5797,0;-3.219,-8.4465,0;-3.9017,-8.2625,0;3.0998,-1.5046,0;2.0999,-1.5018,0;-3.0285,-3.2533,0;-1.2987,-.2519,0;1.3432,-3.9328,0;3.8455,-3.0736,0;

Duplicates DB12010

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.sdf

Formula	C₂₃H₂₆FN₆O₉P
MW	580.47
InChIKey	GKDRMWXFWHEQQT-YYZXBKHZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	15
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	0.8
logP	3.3055
PSA	196.53
MR	141.792
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-366.86244
PM7_Total_Energy_ev	-7592.8493
PM7_Electronic_Energy_ev	-76592.73858
PM7_Dipole_Debye	3.89047
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.601
PM7_LUMO_Energy_ev	-0.97
PM7_COSMO_Area_square_ang	450.8
PM7_COSMO_Volue_cubic_ang	622.28
PM7_Electron_Affinity_ev	0.97
PM7_Ionization_Energy_ev	8.601
PM7_Energy_Gap_ev	7.631
PM7_Global_Hardness_ev	3.8155
PM7_Global_Softness_ev	0.2620888481195125
PM7_Chemical_Potential_ev	-4.7855
PM7_Electronigativity_ev	4.7855
PM7_Back_Donation_Energy_ev	-0.953875
PM7_Electrophilicity_ev	3.0010496985978246
OPENEYE_Name	[6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-3-oxo-pyrido[3,2-b][1,4]oxazin-4-yl]methyl dihydrogen phosphate
SMILES	c1cc(nc2c1OC(C(=O)N2COP(=O)(O)O)(C)C)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F
Canonical_SMILES	COc1cc(Nc2ncc(c(n2)Nc2ccc3c(n2)N(COP(=O)(O)O)C(=O)C(O3)(C)C)F)cc(c1OC)OC
InChI	1/C23H26FN6O9P/c1-23(2)21(31)30(11-38-40(32,33)34)20-14(39-23)6-7-17(28-20)27-19-13(24)10-25-22(29-19)26-12-8-15(35-3)18(37-5)16(9-12)36-4/h6-10H,11H2,1-5H3,(H2,32,33,34)(H2,25,26,27,28,29)/f/h26-27,32-33H
InChI_3D	1S/C23H26FN6O9P/c1-23(2)21(31)30(11-38-40(32,33)34)20-14(39-23)6-7-17(28-20)27-19-13(24)10-25-22(29-19)26-12-8-15(35-3)18(37-5)16(9-12)36-4/h6-10H,11H2,1-5H3,(H2,32,33,34)(H2,25,26,27,28,29)
AuxInfo	1/1/N:18,19,20,21,22,1,2,3,4,5,23,6,11,7,8,9,13,10,14,12,16,15,17,39,24,28,29,25,26,27,30,31,33,34,35,36,37,38,32,40/E:(1,2)(3,4)(8,9)(15,16)(32,33,34)(35,36)/F:18,19,20,21,22,1,2,3,4,5,23,6,11,7,8,9,13,10,14,12,16,15,17,39,24,28,29,25,26,27,30,33,34,31,35,36,37,38,32,40/E:(1,2)(3,4)(8,9)(15,16)(32,33)(35,36)/rA:66nCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOOFPHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1;s3;d4;d8s9;d5;d7;s2;s11;;;s16;s17;s17;;;;;s5d15;s12d13;d14s15;s12s16s23;s6s15;s13s14;d16;;s7s17;;;s8s20;s9s21;s10s22;s23;s11;d31s33s34s38;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s33;s34;/rC:.868,1.5138,0;0,1.0057,0;-3.4655,-5.0002,0;-1.7305,-5.0027,0;.0057,-3.0027,0;-2.5973,-4.504,0;1.7374,1.0057,0;-3.4669,-6.0054,0;-1.7319,-6.0079,0;-2.6002,-6.5143,0;.0043,-1.9976,0;1.736,-.0012,0;;-.8639,-1.5013,0;-1.7291,-3.0052,0;3.4761,-.0036,0;3.4774,1.0034,0;4.0803,2.6463,0;5.2002,.6961,0;-5.199,-5.9978,0;.0001,-6.0053,0;-3.4684,-8.0131,0;2.5998,-1.5032,0;-.861,-3.5114,0;.868,-.4978,0;-1.7305,-2.0001,0;2.6026,-.5032,0;-2.5958,-3.504,0;-.8653,-.5013,0;4.3408,-.5059,0;2.5916,-4.5032,0;2.6052,1.5109,0;1.5944,-3.5004,0;3.5943,-3.5059,0;-4.3352,-6.5016,0;-.8652,-6.5066,0;-2.6016,-7.5143,0;2.5971,-2.5032,0;.8689,-1.4951,0;2.5943,-3.5032,0;.8678,2.0138,0;-.4338,1.2544,0;-3.8978,-4.7489,0;-1.2975,-4.7527,0;.4398,-3.2508,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;-4.9471,-5.5659,0;-5.4509,-6.4297,0;-5.6309,-5.7459,0;-.2505,-5.5727,0;.2508,-6.4379,0;.4327,-5.7546,0;-3.7177,-7.5797,0;-3.219,-8.4465,0;-3.9017,-8.2625,0;3.0998,-1.5046,0;2.0999,-1.5018,0;-3.0285,-3.2533,0;-1.2987,-.2519,0;1.3432,-3.9328,0;3.8455,-3.0736,0;
Duplicates	DB12010
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12010.sdf