CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00931_p0_t0 (1088)

Formula C₂₂H₂₂N₂O₈

MW 442.42

InChIKey MHIGBKBJSQVXNH-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 5

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 -1.83

logP 0.2624

PSA 181.62

MR 110.653

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -271.96785

PM7_Total_Energy_ev -5733.31213

PM7_Electronic_Energy_ev -51554.09704

PM7_Dipole_Debye 4.32017

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.316

PM7_LUMO_Energy_ev -1.33

PM7_COSMO_Area_square_ang 387.2

PM7_COSMO_Volue_cubic_ang 475.75

PM7_Electron_Affinity_ev 1.33

PM7_Ionization_Energy_ev 9.316

PM7_Energy_Gap_ev 7.986

PM7_Global_Hardness_ev 3.993

PM7_Global_Softness_ev 0.25043826696719257

PM7_Chemical_Potential_ev -5.323

PM7_Electronigativity_ev 5.323

PM7_Back_Donation_Energy_ev -0.99825

PM7_Electrophilicity_ev 3.5480001252191333

OPENEYE_Name (4~{S},4~{a}~{R},5~{S},5~{a}~{R},12~{a}~{S})-4-(dimethylamino)-3,5,10,12,12~{a}-pentahydroxy-6-methylene-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)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(=C)c3cccc(c3C(=O)C1=C2O)O)O)O)C

InChI 1/C22H22N2O8/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/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/f/h23H2

InChI_3D 1S/C22H22N2O8/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/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1

AuxInfo 1/1/N:14,21,22,1,2,3,8,4,6,16,5,10,9,18,17,7,19,11,12,13,15,20,23,24,28,25,31,29,30,26,27,32/E:(2,3)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s5;s4;;s7;d9;d10;s9;d8;s9;s8s10;s11;s17;s16s18;s12s13s18;;;s15;s17s21s22;d7;d13;d15;s6;s11;s12;s19;s20;s1;s2;s3;s14;s14;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:0,1.0056,0;.8679,1.5134,0;;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;2.6038,-.4989,0;2.6012,1.5123,0;6.9531,-.0086,0;3.4738,-.0002,0;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;2.5965,3.2623,0;7.816,-.514,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;5.2104,0,0;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;4.3424,-2.2512,0;3.6965,2.2791,0;5.2061,-1.75,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;2.1628,3.5111,0;3.0289,3.5134,0;3.9072,.759,0;5.766,1.8949,0;5.6478,.7573,0;4.6627,1.8981,0;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;3.9095,-2.5013,0;3.8662,2.7494,0;5.6385,-2.0011,0;

Duplicates DB00931_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.sdf

Formula	C₂₂H₂₂N₂O₈
MW	442.42
InChIKey	MHIGBKBJSQVXNH-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	5
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	-1.83
logP	0.2624
PSA	181.62
MR	110.653
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-271.96785
PM7_Total_Energy_ev	-5733.31213
PM7_Electronic_Energy_ev	-51554.09704
PM7_Dipole_Debye	4.32017
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.316
PM7_LUMO_Energy_ev	-1.33
PM7_COSMO_Area_square_ang	387.2
PM7_COSMO_Volue_cubic_ang	475.75
PM7_Electron_Affinity_ev	1.33
PM7_Ionization_Energy_ev	9.316
PM7_Energy_Gap_ev	7.986
PM7_Global_Hardness_ev	3.993
PM7_Global_Softness_ev	0.25043826696719257
PM7_Chemical_Potential_ev	-5.323
PM7_Electronigativity_ev	5.323
PM7_Back_Donation_Energy_ev	-0.99825
PM7_Electrophilicity_ev	3.5480001252191333
OPENEYE_Name	(4~{S},4~{a}~{R},5~{S},5~{a}~{R},12~{a}~{S})-4-(dimethylamino)-3,5,10,12,12~{a}-pentahydroxy-6-methylene-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)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(=C)c3cccc(c3C(=O)C1=C2O)O)O)O)C
InChI	1/C22H22N2O8/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/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/f/h23H2
InChI_3D	1S/C22H22N2O8/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/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1
AuxInfo	1/1/N:14,21,22,1,2,3,8,4,6,16,5,10,9,18,17,7,19,11,12,13,15,20,23,24,28,25,31,29,30,26,27,32/E:(2,3)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s5;s4;;s7;d9;d10;s9;d8;s9;s8s10;s11;s17;s16s18;s12s13s18;;;s15;s17s21s22;d7;d13;d15;s6;s11;s12;s19;s20;s1;s2;s3;s14;s14;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:0,1.0056,0;.8679,1.5134,0;;1.7358,1.0056,0;1.7371,0,0;.8679,-.4978,0;2.6038,-.4989,0;2.6012,1.5123,0;6.9531,-.0086,0;3.4738,-.0002,0;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;2.5965,3.2623,0;7.816,-.514,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;4.3415,1.5149,0;5.2104,0,0;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;4.3424,-2.2512,0;3.6965,2.2791,0;5.2061,-1.75,0;-.4337,1.2543,0;.8679,2.0134,0;-.4327,-.2506,0;2.1628,3.5111,0;3.0289,3.5134,0;3.9072,.759,0;5.766,1.8949,0;5.6478,.7573,0;4.6627,1.8981,0;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;3.9095,-2.5013,0;3.8662,2.7494,0;5.6385,-2.0011,0;
Duplicates	DB00931_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000750-0000000999/DB00931_p0_t0.sdf