CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05532 (5490)

Formula C₂₂H₂₂N₄O₅

MW 422.44

InChIKey DBPMWRYLTBNCCE-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.99

logP 1.6232

PSA 104.83

MR 119.924

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -92.0855

PM7_Total_Energy_ev -5218.76007

PM7_Electronic_Energy_ev -43898.49512

PM7_Dipole_Debye 5.70343

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.873

PM7_LUMO_Energy_ev -0.81

PM7_COSMO_Area_square_ang 417.51

PM7_COSMO_Volue_cubic_ang 486

PM7_Electron_Affinity_ev 0.81

PM7_Ionization_Energy_ev 8.873

PM7_Energy_Gap_ev 8.063

PM7_Global_Hardness_ev 4.0315

PM7_Global_Softness_ev 0.24804663276696018

PM7_Chemical_Potential_ev -4.8415

PM7_Electronigativity_ev 4.8415

PM7_Back_Donation_Energy_ev -1.007875

PM7_Electrophilicity_ev 2.907121697879201

OPENEYE_Name 1-(4-benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1~{H}-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

SMILES c1ccc(cc1)C(=O)N2CCN(CC2)C(=O)C(=O)c3c[nH]c4c3c(cnc4OC)OC

Canonical_SMILES COc1cnc(c2c1c(c[nH]2)C(=O)C(=O)N1CCN(CC1)C(=O)c1ccccc1)OC

InChI 1/C22H22N4O5/c1-30-16-13-24-20(31-2)18-17(16)15(12-23-18)19(27)22(29)26-10-8-25(9-11-26)21(28)14-6-4-3-5-7-14/h3-7,12-13,23H,8-11H2,1-2H3

InChI_3D 1S/C22H22N4O5/c1-30-16-13-24-20(31-2)18-17(16)15(12-23-18)19(27)22(29)26-10-8-25(9-11-26)21(28)14-6-4-3-5-7-14/h3-7,12-13,23H,8-11H2,1-2H3

AuxInfo 1/0/N:21,22,1,2,3,4,5,17,18,19,20,7,6,9,10,12,8,11,14,13,15,16,24,23,25,26,27,28,29,30,31/E:(4,5)(6,7)(8,9)(10,11)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d7s8;d8;d6s8;s11;s10;s9;s14;;;s17;s18;;;s6d13;s7s11;s15s17s18;s16s19s20;d14;d15;d16;s12s21;s13s22;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s24;/rC:2.7043,8.0784,0;2.3924,7.1282,0;3.6818,8.2891,0;3.065,6.3812,0;4.3544,7.5421,0;;3.2858,-.5036,0;1.736,0,0;4.0494,6.5844,0;2.6938,.311,0;1.736,-1.0071,0;.868,.5079,0;.868,-1.5037,0;3.0028,1.262,0;5.2204,5.2838,0;3.981,1.4699,0;3.9326,4.1276,0;5.5825,3.5915,0;3.622,3.1717,0;5.2718,2.6356,0;.002,2.0079,0;1.7332,-3.0042,0;0,-1.0058,0;2.6938,-1.3184,0;4.9113,4.3328,0;4.2901,2.421,0;2.3337,2.0052,0;6.1985,5.4917,0;4.6501,.7268,0;.868,1.5079,0;.8674,-2.5037,0;2.3697,8.45,0;1.9032,7.025,0;3.8357,8.7649,0;2.9091,5.9061,0;4.8432,7.6475,0;-.4337,.2487,0;3.7858,-.5036,0;3.9161,4.6273,0;3.4375,4.1977,0;6.0241,3.3571,0;5.8896,3.986,0;3.1809,3.4073,0;3.3126,2.7789,0;5.2912,2.1359,0;5.7671,2.5669,0;.252,2.4409,0;-.248,1.5749,0;-.431,2.2579,0;1.9834,-2.5713,0;1.4829,-3.4371,0;2.1661,-3.2544,0;2.8483,-1.7939,0;

Duplicates DB05532

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.sdf

Formula	C₂₂H₂₂N₄O₅
MW	422.44
InChIKey	DBPMWRYLTBNCCE-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.99
logP	1.6232
PSA	104.83
MR	119.924
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-92.0855
PM7_Total_Energy_ev	-5218.76007
PM7_Electronic_Energy_ev	-43898.49512
PM7_Dipole_Debye	5.70343
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.873
PM7_LUMO_Energy_ev	-0.81
PM7_COSMO_Area_square_ang	417.51
PM7_COSMO_Volue_cubic_ang	486
PM7_Electron_Affinity_ev	0.81
PM7_Ionization_Energy_ev	8.873
PM7_Energy_Gap_ev	8.063
PM7_Global_Hardness_ev	4.0315
PM7_Global_Softness_ev	0.24804663276696018
PM7_Chemical_Potential_ev	-4.8415
PM7_Electronigativity_ev	4.8415
PM7_Back_Donation_Energy_ev	-1.007875
PM7_Electrophilicity_ev	2.907121697879201
OPENEYE_Name	1-(4-benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1~{H}-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione
SMILES	c1ccc(cc1)C(=O)N2CCN(CC2)C(=O)C(=O)c3c[nH]c4c3c(cnc4OC)OC
Canonical_SMILES	COc1cnc(c2c1c(c[nH]2)C(=O)C(=O)N1CCN(CC1)C(=O)c1ccccc1)OC
InChI	1/C22H22N4O5/c1-30-16-13-24-20(31-2)18-17(16)15(12-23-18)19(27)22(29)26-10-8-25(9-11-26)21(28)14-6-4-3-5-7-14/h3-7,12-13,23H,8-11H2,1-2H3
InChI_3D	1S/C22H22N4O5/c1-30-16-13-24-20(31-2)18-17(16)15(12-23-18)19(27)22(29)26-10-8-25(9-11-26)21(28)14-6-4-3-5-7-14/h3-7,12-13,23H,8-11H2,1-2H3
AuxInfo	1/0/N:21,22,1,2,3,4,5,17,18,19,20,7,6,9,10,12,8,11,14,13,15,16,24,23,25,26,27,28,29,30,31/E:(4,5)(6,7)(8,9)(10,11)/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;;d4s5;d7s8;d8;d6s8;s11;s10;s9;s14;;;s17;s18;;;s6d13;s7s11;s15s17s18;s16s19s20;d14;d15;d16;s12s21;s13s22;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s24;/rC:2.7043,8.0784,0;2.3924,7.1282,0;3.6818,8.2891,0;3.065,6.3812,0;4.3544,7.5421,0;;3.2858,-.5036,0;1.736,0,0;4.0494,6.5844,0;2.6938,.311,0;1.736,-1.0071,0;.868,.5079,0;.868,-1.5037,0;3.0028,1.262,0;5.2204,5.2838,0;3.981,1.4699,0;3.9326,4.1276,0;5.5825,3.5915,0;3.622,3.1717,0;5.2718,2.6356,0;.002,2.0079,0;1.7332,-3.0042,0;0,-1.0058,0;2.6938,-1.3184,0;4.9113,4.3328,0;4.2901,2.421,0;2.3337,2.0052,0;6.1985,5.4917,0;4.6501,.7268,0;.868,1.5079,0;.8674,-2.5037,0;2.3697,8.45,0;1.9032,7.025,0;3.8357,8.7649,0;2.9091,5.9061,0;4.8432,7.6475,0;-.4337,.2487,0;3.7858,-.5036,0;3.9161,4.6273,0;3.4375,4.1977,0;6.0241,3.3571,0;5.8896,3.986,0;3.1809,3.4073,0;3.3126,2.7789,0;5.2912,2.1359,0;5.7671,2.5669,0;.252,2.4409,0;-.248,1.5749,0;-.431,2.2579,0;1.9834,-2.5713,0;1.4829,-3.4371,0;2.1661,-3.2544,0;2.8483,-1.7939,0;
Duplicates	DB05532
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/DB05532.sdf