CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00595_p0_t0 (655)

Formula C₂₂H₂₄N₂O₉

MW 460.44

InChIKey IWVCMVBTMGNXQD-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 60

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 11

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -2.61

logP -0.5433

PSA 201.85

MR 111.38

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -323.70154

PM7_Total_Energy_ev -6055.77632

PM7_Electronic_Energy_ev -56374.12185

PM7_Dipole_Debye 7.37496

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.381

PM7_LUMO_Energy_ev -1.302

PM7_COSMO_Area_square_ang 390.43

PM7_COSMO_Volue_cubic_ang 498.89

PM7_Electron_Affinity_ev 1.302

PM7_Ionization_Energy_ev 9.381

PM7_Energy_Gap_ev 8.079

PM7_Global_Hardness_ev 4.0395

PM7_Global_Softness_ev 0.24755539051862854

PM7_Chemical_Potential_ev -5.3415

PM7_Electronigativity_ev 5.3415

PM7_Back_Donation_Energy_ev -1.009875

PM7_Electrophilicity_ev 3.5315784441143707

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

SMILES c1cc2c(c(c1)O)C(=O)C3=C(C4(C(=O)C(=C(C(C4C(C3C2(C)O)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]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C

InChI 1/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/f/h23H2

InChI_3D 1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1

AuxInfo 1/1/N:20,21,22,1,2,3,5,6,4,9,8,14,16,15,7,10,17,11,12,13,18,19,23,24,28,25,29,31,30,26,27,32,33/E:(2,3)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;s7;d8;d9;s8;s8;s9;s10;s15;s14s16;s5s14;s11s12s16;s18;;;s13;s15s21s22;d7;d12;d13;s6;s10;s11;s17;s18;s19;s1;s2;s3;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;/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;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;2.6012,1.5123,0;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;5.4656,2.8561,0;3.724,2.8546,0;4.3456,.5022,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;4.019,1.897,0;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;5.2943,3.3259,0;3.5523,3.3242,0;3.912,.2533,0;

Duplicates DB00595_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.sdf

Formula	C₂₂H₂₄N₂O₉
MW	460.44
InChIKey	IWVCMVBTMGNXQD-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	60
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	11
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-2.61
logP	-0.5433
PSA	201.85
MR	111.38
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-323.70154
PM7_Total_Energy_ev	-6055.77632
PM7_Electronic_Energy_ev	-56374.12185
PM7_Dipole_Debye	7.37496
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.381
PM7_LUMO_Energy_ev	-1.302
PM7_COSMO_Area_square_ang	390.43
PM7_COSMO_Volue_cubic_ang	498.89
PM7_Electron_Affinity_ev	1.302
PM7_Ionization_Energy_ev	9.381
PM7_Energy_Gap_ev	8.079
PM7_Global_Hardness_ev	4.0395
PM7_Global_Softness_ev	0.24755539051862854
PM7_Chemical_Potential_ev	-5.3415
PM7_Electronigativity_ev	5.3415
PM7_Back_Donation_Energy_ev	-1.009875
PM7_Electrophilicity_ev	3.5315784441143707
OPENEYE_Name	(4~{S},4~{a}~{R},5~{S},5~{a}~{R},6~{S},12~{a}~{S})-4-(dimethylamino)-3,5,6,10,12,12~{a}-hexahydroxy-6-methyl-1,11-dioxo-4,4~{a},5,5~{a}-tetrahydrotetracene-2-carboxamide
SMILES	c1cc2c(c(c1)O)C(=O)C3=C(C4(C(=O)C(=C(C(C4C(C3C2(C)O)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]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C
InChI	1/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/f/h23H2
InChI_3D	1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
AuxInfo	1/1/N:20,21,22,1,2,3,5,6,4,9,8,14,16,15,7,10,17,11,12,13,18,19,23,24,28,25,29,31,30,26,27,32,33/E:(2,3)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;s7;d8;d9;s8;s8;s9;s10;s15;s14s16;s5s14;s11s12s16;s18;;;s13;s15s21s22;d7;d12;d13;s6;s10;s11;s17;s18;s19;s1;s2;s3;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;s33;/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;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;2.6012,1.5123,0;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;5.4656,2.8561,0;3.724,2.8546,0;4.3456,.5022,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;4.019,1.897,0;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;5.2943,3.3259,0;3.5523,3.3242,0;3.912,.2533,0;
Duplicates	DB00595_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00595_p0_t0.sdf