CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04146_p0_t1 (4446)

Formula C₂₆H₂₃IN₃O₄

MW 568.39

InChIKey QSDQLDRYDLLYIR-LTDBPSAKNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 3.92

logP 3.1034

PSA 106.21

MR 149.234

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 183.35778

PM7_Total_Energy_ev -5456.1511

PM7_Electronic_Energy_ev -50301.98789

PM7_Dipole_Debye 9.92712

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.071

PM7_LUMO_Energy_ev -5.054

PM7_COSMO_Area_square_ang 451.81

PM7_COSMO_Volue_cubic_ang 572.33

PM7_Electron_Affinity_ev 5.054

PM7_Ionization_Energy_ev 11.071

PM7_Energy_Gap_ev 6.017

PM7_Global_Hardness_ev 3.0085

PM7_Global_Softness_ev 0.33239155725444575

PM7_Chemical_Potential_ev -8.0625

PM7_Electronigativity_ev 8.0625

PM7_Back_Donation_Energy_ev -0.752125

PM7_Electrophilicity_ev 10.803374813029748

OPENEYE_Name (2~{S},8~{R})-8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-iodophenyl)methyl]-5,8-dihydroimidazo[1,2-a]pyrazin-1-ium-3-one

SMILES c1ccc(cc1)CC2C3=[NH+]C(C(=O)N3CC(=N2)c4ccc(cc4)O)(Cc5ccc(cc5)I)OO

Canonical_SMILES OO[C@]1(Cc2ccc(cc2)I)[NH]=C2N(C1=O)CC(=N[C@@H]2Cc1ccccc1)c1ccc(cc1)O

InChI 1/C26H22IN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,22,31,33H,14-16H2/p+1/fC26H23IN3O4/h29H/q+1

InChI_3D 1S/C26H23IN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,22,29,31,33H,14-16H2/t22-,26+/m1/s1

AuxInfo 1/1/N:1,2,3,6,7,8,9,4,5,12,13,10,11,25,26,22,15,16,14,18,17,23,19,20,21,24,34,27,29,28,31,30,32,33/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOIHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;;;d4;s5;d8;s9;s4d5;d6s7;s8d9;s10d11;s12d13;s14;;;s19;s20;s21;s15s23;s16s24;d19s23;s20s21s22;d20s24;d21;s17;;s24s32;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s25;s25;s26;s26;s29;s31;s32;/rC:-2.1899,-5.1521,0;-2.5352,-4.2136,0;-1.2055,-5.328,0;-1.7306,-.0076,0;-.8675,1.4975,0;-1.8895,-3.4432,0;-.5598,-4.5577,0;4.5611,1.8123,0;5.7222,.5231,0;-2.6026,.4925,0;-1.7395,1.9976,0;5.3081,2.485,0;6.4691,1.1957,0;-.8675,.4975,0;-.8985,-3.6113,0;4.772,.8348,0;-2.6115,1.4976,0;6.2659,2.1801,0;;1.736,-1.0071,0;2.6938,.311,0;.868,.5079,0;.868,-1.5037,0;3.2858,-.5036,0;-.2561,-2.8449,0;4.0289,.1656,0;0,-1.0058,0;1.736,0,0;2.6938,-1.3184,0;3.0029,1.262,0;-3.4789,1.9951,0;3.8211,-2.1509,0;4.029,-1.1727,0;7.009,2.8493,0;-2.5111,-5.5353,0;-3.0277,-4.1277,0;-1.0349,-5.798,0;-1.7284,-.5076,0;-.4348,1.7481,0;-2.0621,-2.9739,0;-.0676,-4.6457,0;4.0854,1.9661,0;5.8255,.0339,0;-3.0341,.24,0;-1.7395,2.4976,0;5.2027,2.9738,0;6.9442,1.0399,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;-.6393,-2.5237,0;.1271,-3.1661,0;4.3635,-.206,0;3.6943,.5371,0;2.8483,-1.7939,0;-3.9112,1.7438,0;4.1927,-2.4854,0;

Duplicates DB04146_p0_t1;DB04146_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.sdf

Formula	C₂₆H₂₃IN₃O₄
MW	568.39
InChIKey	QSDQLDRYDLLYIR-LTDBPSAKNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	3.92
logP	3.1034
PSA	106.21
MR	149.234
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	183.35778
PM7_Total_Energy_ev	-5456.1511
PM7_Electronic_Energy_ev	-50301.98789
PM7_Dipole_Debye	9.92712
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.071
PM7_LUMO_Energy_ev	-5.054
PM7_COSMO_Area_square_ang	451.81
PM7_COSMO_Volue_cubic_ang	572.33
PM7_Electron_Affinity_ev	5.054
PM7_Ionization_Energy_ev	11.071
PM7_Energy_Gap_ev	6.017
PM7_Global_Hardness_ev	3.0085
PM7_Global_Softness_ev	0.33239155725444575
PM7_Chemical_Potential_ev	-8.0625
PM7_Electronigativity_ev	8.0625
PM7_Back_Donation_Energy_ev	-0.752125
PM7_Electrophilicity_ev	10.803374813029748
OPENEYE_Name	(2~{S},8~{R})-8-benzyl-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-iodophenyl)methyl]-5,8-dihydroimidazo[1,2-a]pyrazin-1-ium-3-one
SMILES	c1ccc(cc1)CC2C3=[NH+]C(C(=O)N3CC(=N2)c4ccc(cc4)O)(Cc5ccc(cc5)I)OO
Canonical_SMILES	OO[C@]1(Cc2ccc(cc2)I)[NH]=C2N(C1=O)CC(=N[C@@H]2Cc1ccccc1)c1ccc(cc1)O
InChI	1/C26H22IN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,22,31,33H,14-16H2/p+1/fC26H23IN3O4/h29H/q+1
InChI_3D	1S/C26H23IN3O4/c27-20-10-6-18(7-11-20)15-26(34-33)25(32)30-16-23(19-8-12-21(31)13-9-19)28-22(24(30)29-26)14-17-4-2-1-3-5-17/h1-13,22,29,31,33H,14-16H2/t22-,26+/m1/s1
AuxInfo	1/1/N:1,2,3,6,7,8,9,4,5,12,13,10,11,25,26,22,15,16,14,18,17,23,19,20,21,24,34,27,29,28,31,30,32,33/E:(2,3)(4,5)(6,7)(8,9)(10,11)(12,13)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOIHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;;;d4;s5;d8;s9;s4d5;d6s7;s8d9;s10d11;s12d13;s14;;;s19;s20;s21;s15s23;s16s24;d19s23;s20s21s22;d20s24;d21;s17;;s24s32;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s23;s25;s25;s26;s26;s29;s31;s32;/rC:-2.1899,-5.1521,0;-2.5352,-4.2136,0;-1.2055,-5.328,0;-1.7306,-.0076,0;-.8675,1.4975,0;-1.8895,-3.4432,0;-.5598,-4.5577,0;4.5611,1.8123,0;5.7222,.5231,0;-2.6026,.4925,0;-1.7395,1.9976,0;5.3081,2.485,0;6.4691,1.1957,0;-.8675,.4975,0;-.8985,-3.6113,0;4.772,.8348,0;-2.6115,1.4976,0;6.2659,2.1801,0;;1.736,-1.0071,0;2.6938,.311,0;.868,.5079,0;.868,-1.5037,0;3.2858,-.5036,0;-.2561,-2.8449,0;4.0289,.1656,0;0,-1.0058,0;1.736,0,0;2.6938,-1.3184,0;3.0029,1.262,0;-3.4789,1.9951,0;3.8211,-2.1509,0;4.029,-1.1727,0;7.009,2.8493,0;-2.5111,-5.5353,0;-3.0277,-4.1277,0;-1.0349,-5.798,0;-1.7284,-.5076,0;-.4348,1.7481,0;-2.0621,-2.9739,0;-.0676,-4.6457,0;4.0854,1.9661,0;5.8255,.0339,0;-3.0341,.24,0;-1.7395,2.4976,0;5.2027,2.9738,0;6.9442,1.0399,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;-.6393,-2.5237,0;.1271,-3.1661,0;4.3635,-.206,0;3.6943,.5371,0;2.8483,-1.7939,0;-3.9112,1.7438,0;4.1927,-2.4854,0;
Duplicates	DB04146_p0_t1;DB04146_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04146_p0_t1.sdf