CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00254_p0_t0 (205)

Formula C₂₂H₂₄N₂O₈

MW 444.44

InChIKey JBIWCJUYHHGXTC-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.97

logP 0.3527

PSA 181.62

MR 110.335

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -297.17797

PM7_Total_Energy_ev -5761.03644

PM7_Electronic_Energy_ev -53097.32092

PM7_Dipole_Debye 5.30155

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.532

PM7_LUMO_Energy_ev -1.197

PM7_COSMO_Area_square_ang 382.93

PM7_COSMO_Volue_cubic_ang 483.77

PM7_Electron_Affinity_ev 1.197

PM7_Ionization_Energy_ev 9.532

PM7_Energy_Gap_ev 8.335

PM7_Global_Hardness_ev 4.1675

PM7_Global_Softness_ev 0.23995200959808038

PM7_Chemical_Potential_ev -5.3645

PM7_Electronigativity_ev 5.3645

PM7_Back_Donation_Energy_ev -1.041875

PM7_Electrophilicity_ev 3.452652699460108

OPENEYE_Name (4~{S},4~{a}~{R},5~{S},5~{a}~{R},6~{R},12~{a}~{S})-4-(dimethylamino)-3,5,10,12,12~{a}-pentahydroxy-6-methyl-1,11-dioxo-4~{a},5,5~{a},6-tetrahydro-4~{H}-tetracene-2-carboxamide

SMILES c1cc2c(c(c1)O)C(=O)C3=C(C4(C(=O)C(=C(C(C4C(C3C2C)O)N(C)C)O)C(=O)N)O)O

Canonical_SMILES CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1[C@@H](O)[C@@H]1[C@@H](C)c3cccc(c3C(=O)C1=C2O)O)O)O)C

InChI 1/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/f/h23H2

InChI_3D 1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1

AuxInfo 1/1/N:20,21,22,1,2,3,14,5,6,15,4,9,8,17,16,7,18,10,11,12,13,19,23,24,28,25,31,29,30,26,27,32/E:(2,3)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;s7;d8;d9;s8;s8;s5;s9s14;s10;s16;s15s17;s11s12s17;s14;;;s13;s16s21s22;d7;d12;d13;s6;s10;s11;s18;s19;s1;s2;s3;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:0,1.0056,0;.8679,1.5134,0;;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;2.6038,-.4989,0;6.9531,-.0086,0;3.4738,-.0002,0;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;7.816,-.514,0;2.6012,1.5123,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;5.2104,0,0;1.9555,2.2759,0;8.2017,2.6681,0;6.8801,3.7877,0;7.8097,-1.514,0;7.2177,2.8464,0;2.6029,-1.4989,0;6.0702,-1.5057,0;8.6851,-.0195,0;.8676,-1.4978,0;7.827,1.4947,0;4.3423,-1.5012,0;3.2128,2.8522,0;4.3456,.5022,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;2.922,1.8958,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;4.6627,1.8981,0;2.3373,2.5987,0;1.5737,1.953,0;1.6326,2.6577,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3508,3.9564,0;6.4095,3.6189,0;6.7113,4.2583,0;7.3751,-1.7613,0;8.2411,-1.7667,0;1.3005,-1.7479,0;8.2585,1.2421,0;3.9094,-1.7513,0;3.3824,3.3226,0;3.912,.2533,0;

Duplicates DB00254_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.sdf

Formula	C₂₂H₂₄N₂O₈
MW	444.44
InChIKey	JBIWCJUYHHGXTC-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.97
logP	0.3527
PSA	181.62
MR	110.335
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-297.17797
PM7_Total_Energy_ev	-5761.03644
PM7_Electronic_Energy_ev	-53097.32092
PM7_Dipole_Debye	5.30155
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.532
PM7_LUMO_Energy_ev	-1.197
PM7_COSMO_Area_square_ang	382.93
PM7_COSMO_Volue_cubic_ang	483.77
PM7_Electron_Affinity_ev	1.197
PM7_Ionization_Energy_ev	9.532
PM7_Energy_Gap_ev	8.335
PM7_Global_Hardness_ev	4.1675
PM7_Global_Softness_ev	0.23995200959808038
PM7_Chemical_Potential_ev	-5.3645
PM7_Electronigativity_ev	5.3645
PM7_Back_Donation_Energy_ev	-1.041875
PM7_Electrophilicity_ev	3.452652699460108
OPENEYE_Name	(4~{S},4~{a}~{R},5~{S},5~{a}~{R},6~{R},12~{a}~{S})-4-(dimethylamino)-3,5,10,12,12~{a}-pentahydroxy-6-methyl-1,11-dioxo-4~{a},5,5~{a},6-tetrahydro-4~{H}-tetracene-2-carboxamide
SMILES	c1cc2c(c(c1)O)C(=O)C3=C(C4(C(=O)C(=C(C(C4C(C3C2C)O)N(C)C)O)C(=O)N)O)O
Canonical_SMILES	CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1[C@@H](O)[C@@H]1[C@@H](C)c3cccc(c3C(=O)C1=C2O)O)O)O)C
InChI	1/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/f/h23H2
InChI_3D	1S/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
AuxInfo	1/1/N:20,21,22,1,2,3,14,5,6,15,4,9,8,17,16,7,18,10,11,12,13,19,23,24,28,25,31,29,30,26,27,32/E:(2,3)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;s7;d8;d9;s8;s8;s5;s9s14;s10;s16;s15s17;s11s12s17;s14;;;s13;s16s21s22;d7;d12;d13;s6;s10;s11;s18;s19;s1;s2;s3;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:0,1.0056,0;.8679,1.5134,0;;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;2.6038,-.4989,0;6.9531,-.0086,0;3.4738,-.0002,0;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;7.816,-.514,0;2.6012,1.5123,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;5.2104,0,0;1.9555,2.2759,0;8.2017,2.6681,0;6.8801,3.7877,0;7.8097,-1.514,0;7.2177,2.8464,0;2.6029,-1.4989,0;6.0702,-1.5057,0;8.6851,-.0195,0;.8676,-1.4978,0;7.827,1.4947,0;4.3423,-1.5012,0;3.2128,2.8522,0;4.3456,.5022,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;2.922,1.8958,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;4.6627,1.8981,0;2.3373,2.5987,0;1.5737,1.953,0;1.6326,2.6577,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3508,3.9564,0;6.4095,3.6189,0;6.7113,4.2583,0;7.3751,-1.7613,0;8.2411,-1.7667,0;1.3005,-1.7479,0;8.2585,1.2421,0;3.9094,-1.7513,0;3.3824,3.3226,0;3.912,.2533,0;
Duplicates	DB00254_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00254_p0_t0.sdf