CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08391 (7989)

Formula C₂₂H₂₁N₅O₃

MW 403.44

InChIKey UBIIFKJMNRPNMT-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 55

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.89

logP 3.3129

PSA 82.49

MR 116.273

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 29.06826

PM7_Total_Energy_ev -4799.64646

PM7_Electronic_Energy_ev -42005.05843

PM7_Dipole_Debye 6.51179

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.452

PM7_LUMO_Energy_ev -1.698

PM7_COSMO_Area_square_ang 381.9

PM7_COSMO_Volue_cubic_ang 464.54

PM7_Electron_Affinity_ev 1.698

PM7_Ionization_Energy_ev 8.452

PM7_Energy_Gap_ev 6.754

PM7_Global_Hardness_ev 3.377

PM7_Global_Softness_ev 0.29612081729345574

PM7_Chemical_Potential_ev -5.075

PM7_Electronigativity_ev 5.075

PM7_Back_Donation_Energy_ev -0.84425

PM7_Electrophilicity_ev 3.8133883624518803

OPENEYE_Name 6,7-dimethoxy-4-[(1~{R},3~{R})-3-quinoxalin-2-yloxypyrrolidin-1-yl]quinazoline

SMILES c1ccc2c(c1)ncc(n2)OC3CCN(C3)c4c5cc(c(cc5ncn4)OC)OC

Canonical_SMILES COc1cc2c(cc1OC)ncnc2N1CC[C@H](C1)Oc1cnc2c(n1)cccc2

InChI 1/C22H21N5O3/c1-28-19-9-15-18(10-20(19)29-2)24-13-25-22(15)27-8-7-14(12-27)30-21-11-23-16-5-3-4-6-17(16)26-21/h3-6,9-11,13-14H,7-8,12H2,1-2H3

InChI_3D 1S/C22H21N5O3/c1-28-19-9-15-18(10-20(19)29-2)24-13-25-22(15)27-8-7-14(12-27)30-21-11-23-16-5-3-4-6-17(16)26-21/h3-6,9-11,13-14H,7-8,12H2,1-2H3/t14-/m1/s1

AuxInfo 1/0/N:21,22,1,2,3,4,17,18,5,6,7,19,8,20,9,10,11,12,13,14,16,15,23,24,25,26,27,28,29,30/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d5;d3;d4s10;d6s9;s5;s6d13;s9;s7;;s17;;s17s19;;;d7s10;d8s12;s8d15;s11d16;s15s18s19;s13s21;s14s22;s16s20;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;/rC:;0,-1.0057,0;.8679,.5078,0;.8679,-1.5035,0;9.724,-1.5703,0;11.0744,-3.0608,0;3.4735,.0022,0;8.804,-4.4356,0;9.4141,-2.5228,0;1.7358,0,0;1.7371,-1.0057,0;10.0902,-3.2671,0;10.7014,-1.3564,0;11.3766,-2.1017,0;8.4368,-2.735,0;3.4748,-1.0035,0;6.5997,.0425,0;7.4651,-.4585,0;6.2629,-1.5441,0;5.8564,-.6288,0;11.9833,-.1916,0;13.0271,-2.6269,0;2.6012,.5067,0;9.7891,-4.2237,0;8.1279,-3.6912,0;2.6038,-1.5046,0;7.2619,-1.438,0;11.0061,-.404,0;12.3535,-1.8879,0;4.3408,-1.5036,0;-.4337,.2487,0;-.4327,-1.2563,0;.8679,1.0078,0;.8677,-2.0035,0;9.3885,-1.1997,0;11.4101,-3.4313,0;3.9064,.2523,0;8.6511,-4.9116,0;6.2279,.3768,0;6.8937,.4469,0;7.668,-.0015,0;7.9411,-.6116,0;6.3671,-2.0332,0;5.7874,-1.6985,0;5.5622,-.2245,0;12.0894,-.6802,0;11.8771,.297,0;12.4719,-.0854,0;12.6575,-2.9637,0;13.3966,-2.2901,0;13.3639,-2.9965,0;

Duplicates DB08391

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.sdf

Formula	C₂₂H₂₁N₅O₃
MW	403.44
InChIKey	UBIIFKJMNRPNMT-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	55
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.89
logP	3.3129
PSA	82.49
MR	116.273
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	29.06826
PM7_Total_Energy_ev	-4799.64646
PM7_Electronic_Energy_ev	-42005.05843
PM7_Dipole_Debye	6.51179
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.452
PM7_LUMO_Energy_ev	-1.698
PM7_COSMO_Area_square_ang	381.9
PM7_COSMO_Volue_cubic_ang	464.54
PM7_Electron_Affinity_ev	1.698
PM7_Ionization_Energy_ev	8.452
PM7_Energy_Gap_ev	6.754
PM7_Global_Hardness_ev	3.377
PM7_Global_Softness_ev	0.29612081729345574
PM7_Chemical_Potential_ev	-5.075
PM7_Electronigativity_ev	5.075
PM7_Back_Donation_Energy_ev	-0.84425
PM7_Electrophilicity_ev	3.8133883624518803
OPENEYE_Name	6,7-dimethoxy-4-[(1~{R},3~{R})-3-quinoxalin-2-yloxypyrrolidin-1-yl]quinazoline
SMILES	c1ccc2c(c1)ncc(n2)OC3CCN(C3)c4c5cc(c(cc5ncn4)OC)OC
Canonical_SMILES	COc1cc2c(cc1OC)ncnc2N1CC[C@H](C1)Oc1cnc2c(n1)cccc2
InChI	1/C22H21N5O3/c1-28-19-9-15-18(10-20(19)29-2)24-13-25-22(15)27-8-7-14(12-27)30-21-11-23-16-5-3-4-6-17(16)26-21/h3-6,9-11,13-14H,7-8,12H2,1-2H3
InChI_3D	1S/C22H21N5O3/c1-28-19-9-15-18(10-20(19)29-2)24-13-25-22(15)27-8-7-14(12-27)30-21-11-23-16-5-3-4-6-17(16)26-21/h3-6,9-11,13-14H,7-8,12H2,1-2H3/t14-/m1/s1
AuxInfo	1/0/N:21,22,1,2,3,4,17,18,5,6,7,19,8,20,9,10,11,12,13,14,16,15,23,24,25,26,27,28,29,30/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d5;d3;d4s10;d6s9;s5;s6d13;s9;s7;;s17;;s17s19;;;d7s10;d8s12;s8d15;s11d16;s15s18s19;s13s21;s14s22;s16s20;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;/rC:;0,-1.0057,0;.8679,.5078,0;.8679,-1.5035,0;9.724,-1.5703,0;11.0744,-3.0608,0;3.4735,.0022,0;8.804,-4.4356,0;9.4141,-2.5228,0;1.7358,0,0;1.7371,-1.0057,0;10.0902,-3.2671,0;10.7014,-1.3564,0;11.3766,-2.1017,0;8.4368,-2.735,0;3.4748,-1.0035,0;6.5997,.0425,0;7.4651,-.4585,0;6.2629,-1.5441,0;5.8564,-.6288,0;11.9833,-.1916,0;13.0271,-2.6269,0;2.6012,.5067,0;9.7891,-4.2237,0;8.1279,-3.6912,0;2.6038,-1.5046,0;7.2619,-1.438,0;11.0061,-.404,0;12.3535,-1.8879,0;4.3408,-1.5036,0;-.4337,.2487,0;-.4327,-1.2563,0;.8679,1.0078,0;.8677,-2.0035,0;9.3885,-1.1997,0;11.4101,-3.4313,0;3.9064,.2523,0;8.6511,-4.9116,0;6.2279,.3768,0;6.8937,.4469,0;7.668,-.0015,0;7.9411,-.6116,0;6.3671,-2.0332,0;5.7874,-1.6985,0;5.5622,-.2245,0;12.0894,-.6802,0;11.8771,.297,0;12.4719,-.0854,0;12.6575,-2.9637,0;13.3966,-2.2901,0;13.3639,-2.9965,0;
Duplicates	DB08391
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08391.sdf