CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16167 (12880)

Formula C₂₄H₂₄Cl₂N₄O₄

MW 503.38

InChIKey MGZKYOAQVGSSGC-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 3.87

logP 4.9563

PSA 94.6

MR 132.431

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -70.18086

PM7_Total_Energy_ev -5729.86977

PM7_Electronic_Energy_ev -50652.79472

PM7_Dipole_Debye 5.43906

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.926

PM7_LUMO_Energy_ev -1.352

PM7_COSMO_Area_square_ang 469.99

PM7_COSMO_Volue_cubic_ang 565.73

PM7_Electron_Affinity_ev 1.352

PM7_Ionization_Energy_ev 8.926

PM7_Energy_Gap_ev 7.574

PM7_Global_Hardness_ev 3.787

PM7_Global_Softness_ev 0.2640612622128334

PM7_Chemical_Potential_ev -5.139

PM7_Electronigativity_ev 5.139

PM7_Back_Donation_Energy_ev -0.94675

PM7_Electrophilicity_ev 3.4868393187219433

OPENEYE_Name ~{N}-[(3~{S},4~{S})-3-[[6-(2,6-dichloro-3,5-dimethoxy-phenyl)quinazolin-2-yl]amino]tetrahydropyran-4-yl]prop-2-enamide

SMILES c1cc2c(cc1c3c(c(cc(c3Cl)OC)OC)Cl)cnc(n2)NC4COCCC4NC(=O)C=C

Canonical_SMILES C=CC(=O)N[C@H]1CCOC[C@H]1Nc1ncc2c(n1)ccc(c2)c1c(Cl)c(OC)cc(c1Cl)OC

InChI 1/C24H24Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h4-6,9-11,16-17H,1,7-8,12H2,2-3H3,(H,28,31)(H,27,29,30)/f/h28,30H

InChI_3D 1S/C24H24Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h4-6,9-11,16-17H,1,7-8,12H2,2-3H3,(H,28,31)(H,27,29,30)/t16-,17+/m0/s1

AuxInfo 1/1/N:15,23,24,16,1,2,18,19,3,4,5,20,7,6,9,21,22,10,11,17,8,12,13,14,33,34,25,28,26,27,29,31,32,30/E:(2,3)(18,19)(22,23)(25,26)(32,33)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3d5;s1d3;s7;s2s6;d4;s4;d8s10;s8d11;;;d15;s16;;s18;;s18;s20s21;;;s5d14;d9s14;s14s22;s17s21;d17;s19s20;s10s23;s11s24;s12;s13;s1;s2;s3;s4;s5;s15;s15;s16;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s23;s24;s24;s24;s27;s28;/rC:0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;-2.6048,-1.4986,0;2.6038,-.4989,0;1.7371,0,0;;-.8653,-.5013,0;1.7358,1.0056,0;-2.6004,-.4986,0;-1.735,-2.0025,0;-1.7351,.0026,0;-.8609,-1.5064,0;3.4735,1.0079,0;4.1192,-3.5067,0;4.1189,-2.5067,0;4.9848,-2.0065,0;7.4852,.0392,0;7.8296,.9835,0;6.1996,1.578,0;6.4997,-.131,0;5.8552,.6336,0;-3.4642,1.0027,0;-.8757,-3.5064,0;3.4748,.0023,0;2.6012,1.5123,0;4.3394,1.5082,0;4.9844,-1.0065,0;5.8509,-2.5062,0;7.1885,1.7577,0;-3.4657,.0027,0;-1.7395,-3.0025,0;-1.735,1.0026,0;.0044,-2.0077,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;-3.0386,-1.7474,0;2.6038,-.9989,0;3.6863,-3.7569,0;4.5523,-3.7566,0;3.6858,-2.2569,0;7.4839,-.4608,0;7.9774,-.0485,0;8.2619,.7324,0;8.1527,1.3651,0;6.198,2.078,0;5.7071,1.6642,0;6.67,-.6011,0;5.5343,.2502,0;-2.9642,1.0019,0;-3.9642,1.0034,0;-3.4635,1.5027,0;-.6237,-3.0745,0;-.4438,-3.7583,0;-1.1276,-3.9383,0;4.3392,2.0082,0;4.5514,-.7566,0;

Duplicates DB16167

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.sdf

Formula	C₂₄H₂₄Cl₂N₄O₄
MW	503.38
InChIKey	MGZKYOAQVGSSGC-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	3.87
logP	4.9563
PSA	94.6
MR	132.431
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-70.18086
PM7_Total_Energy_ev	-5729.86977
PM7_Electronic_Energy_ev	-50652.79472
PM7_Dipole_Debye	5.43906
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.926
PM7_LUMO_Energy_ev	-1.352
PM7_COSMO_Area_square_ang	469.99
PM7_COSMO_Volue_cubic_ang	565.73
PM7_Electron_Affinity_ev	1.352
PM7_Ionization_Energy_ev	8.926
PM7_Energy_Gap_ev	7.574
PM7_Global_Hardness_ev	3.787
PM7_Global_Softness_ev	0.2640612622128334
PM7_Chemical_Potential_ev	-5.139
PM7_Electronigativity_ev	5.139
PM7_Back_Donation_Energy_ev	-0.94675
PM7_Electrophilicity_ev	3.4868393187219433
OPENEYE_Name	~{N}-[(3~{S},4~{S})-3-[[6-(2,6-dichloro-3,5-dimethoxy-phenyl)quinazolin-2-yl]amino]tetrahydropyran-4-yl]prop-2-enamide
SMILES	c1cc2c(cc1c3c(c(cc(c3Cl)OC)OC)Cl)cnc(n2)NC4COCCC4NC(=O)C=C
Canonical_SMILES	C=CC(=O)N[C@H]1CCOC[C@H]1Nc1ncc2c(n1)ccc(c2)c1c(Cl)c(OC)cc(c1Cl)OC
InChI	1/C24H24Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h4-6,9-11,16-17H,1,7-8,12H2,2-3H3,(H,28,31)(H,27,29,30)/f/h28,30H
InChI_3D	1S/C24H24Cl2N4O4/c1-4-20(31)28-16-7-8-34-12-17(16)30-24-27-11-14-9-13(5-6-15(14)29-24)21-22(25)18(32-2)10-19(33-3)23(21)26/h4-6,9-11,16-17H,1,7-8,12H2,2-3H3,(H,28,31)(H,27,29,30)/t16-,17+/m0/s1
AuxInfo	1/1/N:15,23,24,16,1,2,18,19,3,4,5,20,7,6,9,21,22,10,11,17,8,12,13,14,33,34,25,28,26,27,29,31,32,30/E:(2,3)(18,19)(22,23)(25,26)(32,33)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3d5;s1d3;s7;s2s6;d4;s4;d8s10;s8d11;;;d15;s16;;s18;;s18;s20s21;;;s5d14;d9s14;s14s22;s17s21;d17;s19s20;s10s23;s11s24;s12;s13;s1;s2;s3;s4;s5;s15;s15;s16;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s23;s24;s24;s24;s27;s28;/rC:0,1.0056,0;.8679,1.5135,0;.8679,-.4977,0;-2.6048,-1.4986,0;2.6038,-.4989,0;1.7371,0,0;;-.8653,-.5013,0;1.7358,1.0056,0;-2.6004,-.4986,0;-1.735,-2.0025,0;-1.7351,.0026,0;-.8609,-1.5064,0;3.4735,1.0079,0;4.1192,-3.5067,0;4.1189,-2.5067,0;4.9848,-2.0065,0;7.4852,.0392,0;7.8296,.9835,0;6.1996,1.578,0;6.4997,-.131,0;5.8552,.6336,0;-3.4642,1.0027,0;-.8757,-3.5064,0;3.4748,.0023,0;2.6012,1.5123,0;4.3394,1.5082,0;4.9844,-1.0065,0;5.8509,-2.5062,0;7.1885,1.7577,0;-3.4657,.0027,0;-1.7395,-3.0025,0;-1.735,1.0026,0;.0044,-2.0077,0;-.4337,1.2543,0;.8679,2.0135,0;.8677,-.9977,0;-3.0386,-1.7474,0;2.6038,-.9989,0;3.6863,-3.7569,0;4.5523,-3.7566,0;3.6858,-2.2569,0;7.4839,-.4608,0;7.9774,-.0485,0;8.2619,.7324,0;8.1527,1.3651,0;6.198,2.078,0;5.7071,1.6642,0;6.67,-.6011,0;5.5343,.2502,0;-2.9642,1.0019,0;-3.9642,1.0034,0;-3.4635,1.5027,0;-.6237,-3.0745,0;-.4438,-3.7583,0;-1.1276,-3.9383,0;4.3392,2.0082,0;4.5514,-.7566,0;
Duplicates	DB16167
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16167.sdf