CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11711 (9415)

Formula C₂₂H₂₅N₃O₅

MW 411.46

InChIKey FIABAPOOXILNJX-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.77

logP 3.3656

PSA 111.88

MR 111.65

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -85.01393

PM7_Total_Energy_ev -5071.64044

PM7_Electronic_Energy_ev -44102.17693

PM7_Dipole_Debye 10.0002

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.702

PM7_LUMO_Energy_ev -0.696

PM7_COSMO_Area_square_ang 413.43

PM7_COSMO_Volue_cubic_ang 500.18

PM7_Electron_Affinity_ev 0.696

PM7_Ionization_Energy_ev 7.702

PM7_Energy_Gap_ev 7.006

PM7_Global_Hardness_ev 3.503

PM7_Global_Softness_ev 0.28546959748786754

PM7_Chemical_Potential_ev -4.199

PM7_Electronigativity_ev 4.199

PM7_Back_Donation_Energy_ev -0.87575

PM7_Electrophilicity_ev 2.5166430202683414

OPENEYE_Name 2-hydroxy-~{N},~{N}-dimethyl-3-[[2-[[(1~{R})-1-(5-methyl-2-furyl)butyl]amino]-3,4-dioxo-cyclobuten-1-yl]amino]benzamide

SMILES c1cc(c(c(c1)Nc2c(c(=O)c2=O)NC(c3ccc(o3)C)CCC)O)C(=O)N(C)C

Canonical_SMILES CCC[C@H](c1ccc(o1)C)NC1=C(C(=O)C1=O)Nc1cccc(c1O)C(=O)N(C)C

InChI 1/C22H25N3O5/c1-5-7-14(16-11-10-12(2)30-16)23-17-18(21(28)20(17)27)24-15-9-6-8-13(19(15)26)22(29)25(3)4/h6,8-11,14,23-24,26H,5,7H2,1-4H3

InChI_3D 1S/C22H25N3O5/c1-5-7-14(16-11-10-12(2)30-16)23-17-18(21(28)20(17)27)24-15-9-6-8-13(19(15)26)22(29)25(3)4/h6,8-11,14,23-24,26H,5,7H2,1-4H3/t14-/m1/s1

AuxInfo 1/0/N:17,16,18,19,20,1,21,2,3,4,5,9,6,22,7,10,12,11,8,14,13,15,24,23,25,30,27,26,28,29/E:(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2;d3;d6s7;d4;d5;;d11;s11;s12s13;s6;s9;;;;s17;s20;s10s21;s7s11;s12s22;s15s18s19;d13;d14;d15;s9s10;s8;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s23;s24;s30;/rC:6.3245,-2.7468,0;6.1209,-3.7259,0;5.5822,-2.0766,0;;1.0015,0,0;5.1654,-4.038,0;4.6267,-2.3887,0;4.4135,-3.371,0;-.3065,.9518,0;1.3133,.9518,0;4.0938,-.7407,0;3.5503,.0987,0;4.9332,-.1973,0;4.3898,.6422,0;4.8093,-5.7514,0;-1.2577,1.2604,0;2.6009,3.4701,0;6.5051,-6.1039,0;5.3519,-7.3962,0;2.9086,2.5187,0;3.2163,1.5672,0;2.2648,1.2595,0;3.8845,-1.7186,0;2.5725,.308,0;5.5554,-6.4172,0;5.9111,-.4065,0;4.599,1.62,0;3.8596,-6.0647,0;.5008,1.5426,0;3.4629,-3.6815,0;6.7998,-2.5916,0;6.4935,-4.0593,0;5.6861,-1.5876,0;-.2944,-.4041,0;1.2949,-.4049,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;3.0767,3.624,0;2.1252,3.3163,0;2.4471,3.9459,0;6.3484,-5.629,0;6.6617,-6.5787,0;6.9799,-5.9472,0;5.8415,-7.498,0;4.8624,-7.2945,0;5.2502,-7.8858,0;2.4328,2.3648,0;3.3843,2.6725,0;3.692,1.721,0;3.3701,1.0914,0;2.1109,1.7352,0;3.4088,-1.8724,0;2.2374,-.0631,0;3.3597,-4.1707,0;

Duplicates DB11711

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.sdf

Formula	C₂₂H₂₅N₃O₅
MW	411.46
InChIKey	FIABAPOOXILNJX-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.77
logP	3.3656
PSA	111.88
MR	111.65
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-85.01393
PM7_Total_Energy_ev	-5071.64044
PM7_Electronic_Energy_ev	-44102.17693
PM7_Dipole_Debye	10.0002
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.702
PM7_LUMO_Energy_ev	-0.696
PM7_COSMO_Area_square_ang	413.43
PM7_COSMO_Volue_cubic_ang	500.18
PM7_Electron_Affinity_ev	0.696
PM7_Ionization_Energy_ev	7.702
PM7_Energy_Gap_ev	7.006
PM7_Global_Hardness_ev	3.503
PM7_Global_Softness_ev	0.28546959748786754
PM7_Chemical_Potential_ev	-4.199
PM7_Electronigativity_ev	4.199
PM7_Back_Donation_Energy_ev	-0.87575
PM7_Electrophilicity_ev	2.5166430202683414
OPENEYE_Name	2-hydroxy-~{N},~{N}-dimethyl-3-[[2-[[(1~{R})-1-(5-methyl-2-furyl)butyl]amino]-3,4-dioxo-cyclobuten-1-yl]amino]benzamide
SMILES	c1cc(c(c(c1)Nc2c(c(=O)c2=O)NC(c3ccc(o3)C)CCC)O)C(=O)N(C)C
Canonical_SMILES	CCC[C@H](c1ccc(o1)C)NC1=C(C(=O)C1=O)Nc1cccc(c1O)C(=O)N(C)C
InChI	1/C22H25N3O5/c1-5-7-14(16-11-10-12(2)30-16)23-17-18(21(28)20(17)27)24-15-9-6-8-13(19(15)26)22(29)25(3)4/h6,8-11,14,23-24,26H,5,7H2,1-4H3
InChI_3D	1S/C22H25N3O5/c1-5-7-14(16-11-10-12(2)30-16)23-17-18(21(28)20(17)27)24-15-9-6-8-13(19(15)26)22(29)25(3)4/h6,8-11,14,23-24,26H,5,7H2,1-4H3/t14-/m1/s1
AuxInfo	1/0/N:17,16,18,19,20,1,21,2,3,4,5,9,6,22,7,10,12,11,8,14,13,15,24,23,25,30,27,26,28,29/E:(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s4;s2;d3;d6s7;d4;d5;;d11;s11;s12s13;s6;s9;;;;s17;s20;s10s21;s7s11;s12s22;s15s18s19;d13;d14;d15;s9s10;s8;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s23;s24;s30;/rC:6.3245,-2.7468,0;6.1209,-3.7259,0;5.5822,-2.0766,0;;1.0015,0,0;5.1654,-4.038,0;4.6267,-2.3887,0;4.4135,-3.371,0;-.3065,.9518,0;1.3133,.9518,0;4.0938,-.7407,0;3.5503,.0987,0;4.9332,-.1973,0;4.3898,.6422,0;4.8093,-5.7514,0;-1.2577,1.2604,0;2.6009,3.4701,0;6.5051,-6.1039,0;5.3519,-7.3962,0;2.9086,2.5187,0;3.2163,1.5672,0;2.2648,1.2595,0;3.8845,-1.7186,0;2.5725,.308,0;5.5554,-6.4172,0;5.9111,-.4065,0;4.599,1.62,0;3.8596,-6.0647,0;.5008,1.5426,0;3.4629,-3.6815,0;6.7998,-2.5916,0;6.4935,-4.0593,0;5.6861,-1.5876,0;-.2944,-.4041,0;1.2949,-.4049,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;3.0767,3.624,0;2.1252,3.3163,0;2.4471,3.9459,0;6.3484,-5.629,0;6.6617,-6.5787,0;6.9799,-5.9472,0;5.8415,-7.498,0;4.8624,-7.2945,0;5.2502,-7.8858,0;2.4328,2.3648,0;3.3843,2.6725,0;3.692,1.721,0;3.3701,1.0914,0;2.1109,1.7352,0;3.4088,-1.8724,0;2.2374,-.0631,0;3.3597,-4.1707,0;
Duplicates	DB11711
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11711.sdf