CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03960_p0_t1 (4253)

Formula C₂₅H₂₈N₃O₅

MW 450.51

InChIKey AQLBZQRBALYCSB-SIZNKEDVNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 61

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.41

logP 2.542

PSA 126.44

MR 135.974

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 80.10321

PM7_Total_Energy_ev -5473.81999

PM7_Electronic_Energy_ev -51006.28712

PM7_Dipole_Debye 6.80985

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.831

PM7_LUMO_Energy_ev -4.998

PM7_COSMO_Area_square_ang 437.82

PM7_COSMO_Volue_cubic_ang 539.5

PM7_Electron_Affinity_ev 4.998

PM7_Ionization_Energy_ev 11.831

PM7_Energy_Gap_ev 6.833

PM7_Global_Hardness_ev 3.4165

PM7_Global_Softness_ev 0.2926972047416947

PM7_Chemical_Potential_ev -8.4145

PM7_Electronigativity_ev 8.4145

PM7_Back_Donation_Energy_ev -0.854125

PM7_Electrophilicity_ev 10.362038672618176

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

SMILES c1cc(ccc1C2=NC(C3=[NH+]C(C(=O)N3C2)(Cc4ccc(cc4)O)OO)CC5CCCC5)O

Canonical_SMILES OO[C@]1(Cc2ccc(cc2)O)[NH]=C2N(C1=O)CC(=N[C@H]2CC1CCCC1)c1ccc(cc1)O

InChI 1/C25H27N3O5/c29-19-9-5-17(6-10-19)14-25(33-32)24(31)28-15-22(18-7-11-20(30)12-8-18)26-21(23(28)27-25)13-16-3-1-2-4-16/h5-12,16,21,29-30,32H,1-4,13-15H2/p+1/fC25H28N3O5/h27H/q+1

InChI_3D 1S/C25H28N3O5/c29-19-9-5-17(6-10-19)14-25(33-32)24(31)28-15-22(18-7-11-20(30)12-8-18)26-21(23(28)27-25)13-16-3-1-2-4-16/h5-12,16,21,27,29-30,32H,1-4,13-15H2/t21-,25-/m0/s1

AuxInfo 1/1/N:17,18,19,20,3,4,1,2,7,8,5,6,25,24,16,22,10,9,12,11,21,13,14,15,23,26,28,27,31,30,29,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;;;s13;;s17;s17;s18;s14;s19s20;s15;s10s23;s21s22;d13s21;s14s15s16;d14s23;d15;s11;s12;;s23s32;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s24;s24;s25;s25;s28;s30;s31;s32;/rC:-1.7306,-.0076,0;-.8675,1.4975,0;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;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;-2.9734,-3.9058,0;-2.8351,-4.8978,0;-2.0739,-3.4657,0;-1.8458,-5.0714,0;.868,-1.5037,0;-1.3803,-4.1861,0;3.2858,-.5036,0;4.0289,.1656,0;-.2561,-2.8449,0;0,-1.0058,0;1.736,0,0;2.6938,-1.3184,0;3.0029,1.262,0;-3.4789,1.9951,0;7.009,2.8493,0;3.8211,-2.1509,0;4.029,-1.1727,0;-1.7284,-.5076,0;-.4348,1.7481,0;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;-3.4586,-4.0266,0;-3.1446,-3.436,0;-2.8699,-5.3966,0;-3.3348,-4.915,0;-2.339,-3.0418,0;-1.6797,-3.1581,0;-1.3816,-5.2572,0;-1.9826,-5.5524,0;1.1887,-1.8873,0;-.965,-4.4646,0;4.3635,-.206,0;3.6943,.5371,0;.1271,-3.1661,0;-.6393,-2.5237,0;2.8483,-1.7939,0;-3.9112,1.7438,0;6.905,3.3384,0;4.1927,-2.4854,0;

Duplicates DB03960_p0_t1;DB03960_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.sdf

Formula	C₂₅H₂₈N₃O₅
MW	450.51
InChIKey	AQLBZQRBALYCSB-SIZNKEDVNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	61
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.41
logP	2.542
PSA	126.44
MR	135.974
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	80.10321
PM7_Total_Energy_ev	-5473.81999
PM7_Electronic_Energy_ev	-51006.28712
PM7_Dipole_Debye	6.80985
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.831
PM7_LUMO_Energy_ev	-4.998
PM7_COSMO_Area_square_ang	437.82
PM7_COSMO_Volue_cubic_ang	539.5
PM7_Electron_Affinity_ev	4.998
PM7_Ionization_Energy_ev	11.831
PM7_Energy_Gap_ev	6.833
PM7_Global_Hardness_ev	3.4165
PM7_Global_Softness_ev	0.2926972047416947
PM7_Chemical_Potential_ev	-8.4145
PM7_Electronigativity_ev	8.4145
PM7_Back_Donation_Energy_ev	-0.854125
PM7_Electrophilicity_ev	10.362038672618176
OPENEYE_Name	(2~{S},8~{S})-8-(cyclopentylmethyl)-2-hydroperoxy-6-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methyl]-5,8-dihydroimidazo[1,2-a]pyrazin-1-ium-3-one
SMILES	c1cc(ccc1C2=NC(C3=[NH+]C(C(=O)N3C2)(Cc4ccc(cc4)O)OO)CC5CCCC5)O
Canonical_SMILES	OO[C@]1(Cc2ccc(cc2)O)[NH]=C2N(C1=O)CC(=N[C@H]2CC1CCCC1)c1ccc(cc1)O
InChI	1/C25H27N3O5/c29-19-9-5-17(6-10-19)14-25(33-32)24(31)28-15-22(18-7-11-20(30)12-8-18)26-21(23(28)27-25)13-16-3-1-2-4-16/h5-12,16,21,29-30,32H,1-4,13-15H2/p+1/fC25H28N3O5/h27H/q+1
InChI_3D	1S/C25H28N3O5/c29-19-9-5-17(6-10-19)14-25(33-32)24(31)28-15-22(18-7-11-20(30)12-8-18)26-21(23(28)27-25)13-16-3-1-2-4-16/h5-12,16,21,27,29-30,32H,1-4,13-15H2/t21-,25-/m0/s1
AuxInfo	1/1/N:17,18,19,20,3,4,1,2,7,8,5,6,25,24,16,22,10,9,12,11,21,13,14,15,23,26,28,27,31,30,29,32,33/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/F:m/E:m/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;;;s13;;s17;s17;s18;s14;s19s20;s15;s10s23;s21s22;d13s21;s14s15s16;d14s23;d15;s11;s12;;s23s32;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s24;s24;s25;s25;s28;s30;s31;s32;/rC:-1.7306,-.0076,0;-.8675,1.4975,0;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;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;-2.9734,-3.9058,0;-2.8351,-4.8978,0;-2.0739,-3.4657,0;-1.8458,-5.0714,0;.868,-1.5037,0;-1.3803,-4.1861,0;3.2858,-.5036,0;4.0289,.1656,0;-.2561,-2.8449,0;0,-1.0058,0;1.736,0,0;2.6938,-1.3184,0;3.0029,1.262,0;-3.4789,1.9951,0;7.009,2.8493,0;3.8211,-2.1509,0;4.029,-1.1727,0;-1.7284,-.5076,0;-.4348,1.7481,0;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;-3.4586,-4.0266,0;-3.1446,-3.436,0;-2.8699,-5.3966,0;-3.3348,-4.915,0;-2.339,-3.0418,0;-1.6797,-3.1581,0;-1.3816,-5.2572,0;-1.9826,-5.5524,0;1.1887,-1.8873,0;-.965,-4.4646,0;4.3635,-.206,0;3.6943,.5371,0;.1271,-3.1661,0;-.6393,-2.5237,0;2.8483,-1.7939,0;-3.9112,1.7438,0;6.905,3.3384,0;4.1927,-2.4854,0;
Duplicates	DB03960_p0_t1;DB03960_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03960_p0_t1.sdf