CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04624 (4936)

Formula C₂₂H₂₂O₈

MW 414.41

InChIKey SIHNJMGWRHPFAZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.63

logP 1.7831

PSA 141.36

MR 106.178

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -312.4887

PM7_Total_Energy_ev -5362.1215

PM7_Electronic_Energy_ev -44542.64681

PM7_Dipole_Debye 0.99023

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.725

PM7_LUMO_Energy_ev -2.115

PM7_COSMO_Area_square_ang 391.74

PM7_COSMO_Volue_cubic_ang 465.28

PM7_Electron_Affinity_ev 2.115

PM7_Ionization_Energy_ev 9.725

PM7_Energy_Gap_ev 7.61

PM7_Global_Hardness_ev 3.805

PM7_Global_Softness_ev 0.2628120893561104

PM7_Chemical_Potential_ev -5.92

PM7_Electronigativity_ev 5.92

PM7_Back_Donation_Energy_ev -0.95125

PM7_Electrophilicity_ev 4.605308804204993

OPENEYE_Name methyl 2-[3-[(1~{R},3~{S})-1,3-dihydroxypentyl]-4,5-dihydroxy-9,10-dioxo-2-anthryl]acetate

SMILES c1cc2c(c(c1)O)C(=O)c3c(cc(c(c3O)C(CC(CC)O)O)CC(=O)OC)C2=O

Canonical_SMILES CC[C@@H](C[C@H](c1c(CC(=O)OC)cc2c(c1O)C(=O)c1c(C2=O)cccc1O)O)O

InChI 1/C22H22O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,11,15,23-25,28H,3,8-9H2,1-2H3

InChI_3D 1S/C22H22O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,11,15,23-25,28H,3,8-9H2,1-2H3/t11-,15+/m0/s1

AuxInfo 1/0/N:16,17,19,1,2,3,4,18,20,9,22,5,6,11,21,15,10,7,8,13,12,14,29,26,28,25,23,27,24,30/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;d5;s6;s4;d9;d3s7;d8s10;s5s6;s7s8;;;;s9s15;s16;;s10s20;s19s20;d13;d14;d15;s11;s12;s21;s22;s15s17;s1;s2;s3;s4;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;s27;s28;s29;/rC:;.8679,-.4978,0;0,1.0056,0;4.3422,-.5013,0;1.7371,0,0;3.4738,-.0003,0;1.7358,1.0056,0;3.4735,1.0078,0;5.2158,.0003,0;5.2154,1.0084,0;.8679,1.5134,0;4.3415,1.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;6.9469,-1.0014,0;9.5471,3.5056,0;7.8114,-2.5023,0;6.0813,-.5006,0;8.6808,3.0062,0;6.9481,2.0073,0;6.0817,1.5078,0;7.8144,2.5067,0;2.6029,-1.4989,0;2.5985,2.5123,0;7.8134,-.5023,0;.8679,2.5134,0;4.3398,2.5149,0;5.5823,2.3742,0;8.3139,1.6404,0;6.9459,-2.0014,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2543,0;4.3417,-1.0013,0;9.7968,3.0725,0;9.2974,3.9388,0;9.9803,3.7554,0;7.561,-2.935,0;8.0618,-2.0695,0;8.2442,-2.7527,0;5.8309,-.9333,0;6.3318,-.0678,0;8.9305,2.573,0;8.4311,3.4394,0;6.6984,2.4405,0;7.1978,1.5741,0;6.3315,1.0747,0;7.5647,2.9399,0;.4349,2.7634,0;3.9063,2.7641,0;5.8326,2.807,0;8.8139,1.6401,0;

Duplicates DB04624

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.sdf

Formula	C₂₂H₂₂O₈
MW	414.41
InChIKey	SIHNJMGWRHPFAZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.63
logP	1.7831
PSA	141.36
MR	106.178
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-312.4887
PM7_Total_Energy_ev	-5362.1215
PM7_Electronic_Energy_ev	-44542.64681
PM7_Dipole_Debye	0.99023
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.725
PM7_LUMO_Energy_ev	-2.115
PM7_COSMO_Area_square_ang	391.74
PM7_COSMO_Volue_cubic_ang	465.28
PM7_Electron_Affinity_ev	2.115
PM7_Ionization_Energy_ev	9.725
PM7_Energy_Gap_ev	7.61
PM7_Global_Hardness_ev	3.805
PM7_Global_Softness_ev	0.2628120893561104
PM7_Chemical_Potential_ev	-5.92
PM7_Electronigativity_ev	5.92
PM7_Back_Donation_Energy_ev	-0.95125
PM7_Electrophilicity_ev	4.605308804204993
OPENEYE_Name	methyl 2-[3-[(1~{R},3~{S})-1,3-dihydroxypentyl]-4,5-dihydroxy-9,10-dioxo-2-anthryl]acetate
SMILES	c1cc2c(c(c1)O)C(=O)c3c(cc(c(c3O)C(CC(CC)O)O)CC(=O)OC)C2=O
Canonical_SMILES	CC[C@@H](C[C@H](c1c(CC(=O)OC)cc2c(c1O)C(=O)c1c(C2=O)cccc1O)O)O
InChI	1/C22H22O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,11,15,23-25,28H,3,8-9H2,1-2H3
InChI_3D	1S/C22H22O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,11,15,23-25,28H,3,8-9H2,1-2H3/t11-,15+/m0/s1
AuxInfo	1/0/N:16,17,19,1,2,3,4,18,20,9,22,5,6,11,21,15,10,7,8,13,12,14,29,26,28,25,23,27,24,30/rA:52cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;d5;s6;s4;d9;d3s7;d8s10;s5s6;s7s8;;;;s9s15;s16;;s10s20;s19s20;d13;d14;d15;s11;s12;s21;s22;s15s17;s1;s2;s3;s4;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;s27;s28;s29;/rC:;.8679,-.4978,0;0,1.0056,0;4.3422,-.5013,0;1.7371,0,0;3.4738,-.0003,0;1.7358,1.0056,0;3.4735,1.0078,0;5.2158,.0003,0;5.2154,1.0084,0;.8679,1.5134,0;4.3415,1.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;6.9469,-1.0014,0;9.5471,3.5056,0;7.8114,-2.5023,0;6.0813,-.5006,0;8.6808,3.0062,0;6.9481,2.0073,0;6.0817,1.5078,0;7.8144,2.5067,0;2.6029,-1.4989,0;2.5985,2.5123,0;7.8134,-.5023,0;.8679,2.5134,0;4.3398,2.5149,0;5.5823,2.3742,0;8.3139,1.6404,0;6.9459,-2.0014,0;-.4327,-.2506,0;.8677,-.9978,0;-.4337,1.2543,0;4.3417,-1.0013,0;9.7968,3.0725,0;9.2974,3.9388,0;9.9803,3.7554,0;7.561,-2.935,0;8.0618,-2.0695,0;8.2442,-2.7527,0;5.8309,-.9333,0;6.3318,-.0678,0;8.9305,2.573,0;8.4311,3.4394,0;6.6984,2.4405,0;7.1978,1.5741,0;6.3315,1.0747,0;7.5647,2.9399,0;.4349,2.7634,0;3.9063,2.7641,0;5.8326,2.807,0;8.8139,1.6401,0;
Duplicates	DB04624
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04624.sdf