CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07159 (6547)

Formula C₂₂H₂₃FN₆O₅

MW 470.46

InChIKey NHHQJBCNYHBUSI-OCEIMPISNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 11

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 1.56

logP 3.9172

PSA 128.75

MR 124.819

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -122.45037

PM7_Total_Energy_ev -6069.81255

PM7_Electronic_Energy_ev -54938.00593

PM7_Dipole_Debye 3.63635

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.446

PM7_LUMO_Energy_ev -0.829

PM7_COSMO_Area_square_ang 418.37

PM7_COSMO_Volue_cubic_ang 528.98

PM7_Electron_Affinity_ev 0.829

PM7_Ionization_Energy_ev 8.446

PM7_Energy_Gap_ev 7.617

PM7_Global_Hardness_ev 3.8085

PM7_Global_Softness_ev 0.2625705658395694

PM7_Chemical_Potential_ev -4.6375

PM7_Electronigativity_ev 4.6375

PM7_Back_Donation_Energy_ev -0.952125

PM7_Electrophilicity_ev 2.8234746291190755

OPENEYE_Name 6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-4~{H}-pyrido[3,2-b][1,4]oxazin-3-one

SMILES c1cc(nc2c1OC(C(=O)N2)(C)C)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F

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

InChI 1/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)/f/h25-26,28H

InChI_3D 1S/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)

AuxInfo 1/1/N:18,19,20,21,22,1,2,3,4,5,6,11,7,8,9,13,10,14,12,16,15,17,34,23,27,28,24,26,25,29,31,32,33,30/E:(1,2)(3,4)(8,9)(14,15)(31,32)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1;s3;d4;d8s9;d5;d7;s2;s11;;;s16;s17;s17;;;;s5d15;s12d13;d14s15;s12s16;s6s15;s13s14;d16;s7s17;s8s20;s9s21;s10s22;s11;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;/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;-.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;2.6052,1.5109,0;-4.3352,-6.5016,0;-.8652,-6.5066,0;-2.6016,-7.5143,0;.8689,-1.4951,0;.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;2.6012,-1.0032,0;-3.0285,-3.2533,0;-1.2987,-.2519,0;

Duplicates DB07159

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.sdf

Formula	C₂₂H₂₃FN₆O₅
MW	470.46
InChIKey	NHHQJBCNYHBUSI-OCEIMPISNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	11
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	1.56
logP	3.9172
PSA	128.75
MR	124.819
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-122.45037
PM7_Total_Energy_ev	-6069.81255
PM7_Electronic_Energy_ev	-54938.00593
PM7_Dipole_Debye	3.63635
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.446
PM7_LUMO_Energy_ev	-0.829
PM7_COSMO_Area_square_ang	418.37
PM7_COSMO_Volue_cubic_ang	528.98
PM7_Electron_Affinity_ev	0.829
PM7_Ionization_Energy_ev	8.446
PM7_Energy_Gap_ev	7.617
PM7_Global_Hardness_ev	3.8085
PM7_Global_Softness_ev	0.2625705658395694
PM7_Chemical_Potential_ev	-4.6375
PM7_Electronigativity_ev	4.6375
PM7_Back_Donation_Energy_ev	-0.952125
PM7_Electrophilicity_ev	2.8234746291190755
OPENEYE_Name	6-[[5-fluoro-2-(3,4,5-trimethoxyanilino)pyrimidin-4-yl]amino]-2,2-dimethyl-4~{H}-pyrido[3,2-b][1,4]oxazin-3-one
SMILES	c1cc(nc2c1OC(C(=O)N2)(C)C)Nc3c(cnc(n3)Nc4cc(c(c(c4)OC)OC)OC)F
Canonical_SMILES	COc1cc(Nc2ncc(c(n2)Nc2ccc3c(n2)NC(=O)C(O3)(C)C)F)cc(c1OC)OC
InChI	1/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)/f/h25-26,28H
InChI_3D	1S/C22H23FN6O5/c1-22(2)20(30)28-19-13(34-22)6-7-16(27-19)26-18-12(23)10-24-21(29-18)25-11-8-14(31-3)17(33-5)15(9-11)32-4/h6-10H,1-5H3,(H3,24,25,26,27,28,29,30)
AuxInfo	1/1/N:18,19,20,21,22,1,2,3,4,5,6,11,7,8,9,13,10,14,12,16,15,17,34,23,27,28,24,26,25,29,31,32,33,30/E:(1,2)(3,4)(8,9)(14,15)(31,32)/F:m/E:m/rA:57nCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1;s3;d4;d8s9;d5;d7;s2;s11;;;s16;s17;s17;;;;s5d15;s12d13;d14s15;s12s16;s6s15;s13s14;d16;s7s17;s8s20;s9s21;s10s22;s11;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s28;/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;-.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;2.6052,1.5109,0;-4.3352,-6.5016,0;-.8652,-6.5066,0;-2.6016,-7.5143,0;.8689,-1.4951,0;.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;2.6012,-1.0032,0;-3.0285,-3.2533,0;-1.2987,-.2519,0;
Duplicates	DB07159
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07159.sdf