CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192513 (106081)

Formula C₂₂H₁₆O₁₃

MW 488.36

InChIKey DZLXWZXWMQZUAN-NVIYYPDYNA-L

Entry_Date 2023-11-01

Net_Charge -2

Number_Atoms 53

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 13

HB_Donor 8

HB_Acceptor 12

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.78

logP -0.9859

PSA 239.35

MR 111.424

ABS 0.11

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -556.72578

PM7_Total_Energy_ev -6760.11377

PM7_Electronic_Energy_ev -56046.51376

PM7_Dipole_Debye 16.6256

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.149

PM7_LUMO_Energy_ev 3.458

PM7_COSMO_Area_square_ang 404.83

PM7_COSMO_Volue_cubic_ang 486.18

PM7_Electron_Affinity_ev -3.458

PM7_Ionization_Energy_ev 3.149

PM7_Energy_Gap_ev 6.607

PM7_Global_Hardness_ev 3.3035

PM7_Global_Softness_ev 0.3027092477675193

PM7_Chemical_Potential_ev 0.1545

PM7_Electronigativity_ev -0.1545

PM7_Back_Donation_Energy_ev -0.825875

PM7_Electrophilicity_ev 0.0036128727107613136

OPENEYE_Name 7-[(2~{S},3~{S},5~{R},6~{R})-3,5-dihydroxy-6-(hydroxymethyl)-4-oxo-tetrahydropyran-2-yl]-3,5,8-trihydroxy-1-methyl-6-oxido-9,10-dioxo-anthracene-2-carboxylate

SMILES c1c2c(c(c(c1O)C(=O)[O-])C)C(=O)c3c(c(c(c(c3O)C4C(C(=O)C(C(O4)CO)O)O)[O-])O)C2=O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H](C(=O)[C@@H]1O)O)c1c(O)c2c(c(c1O)O)C(=O)c1c(C2=O)c(C)c(c(c1)O)C(=O)O

InChI 1/C22H18O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,20-21,23-24,26,28-30,32H,3H2,1H3,(H,33,34)/p-2/fC22H16O13/h30h/q-2

InChI_3D 1S/C22H18O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,20-21,23-24,26,28-30,32H,3H2,1H3,(H,33,34)/t7-,14-,20-,21+/m1/s1

AuxInfo 1/1/N:21,1,22,8,2,10,20,3,6,5,4,7,13,19,14,11,12,9,15,18,17,16,35,30,25,34,26,31,32,23,27,33,24,28,29/E:(33,34)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;;d3s6;s7;s1d6;s4d7;s5d9;s2s5;s3s4;;s6;s7;s15s17;s15;s19;s8;s20;s9;s16;d13;d14;d15;d16;s17s20;s10;s11;s12;s18;s19;s22;s1;s17;s18;s19;s20;s21;s21;s21;s22;s22;s30;s31;s32;s33;s34;s35;/rC:-6.8843,-.4493,0;-5.894,-.2765,0;-5.2436,-1.0467,0;-3.9172,.0743,0;-4.5652,.8433,0;-6.5747,-2.1705,0;-2.5903,1.1954,0;-5.5836,-1.9899,0;-3.2393,1.9636,0;-7.225,-1.4002,0;-2.932,.2551,0;-4.23,1.7913,0;-5.5533,.6719,0;-4.2573,-.8661,0;;-6.9126,-3.1117,0;-.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-4.9375,-2.7531,0;1.4725,3.1448,0;-2.8978,2.9034,0;-7.8966,-3.2897,0;-6.1966,1.4374,0;-3.6112,-1.6294,0;0,-1,0;-6.2664,-3.8749,0;0,2.0104,0;-8.2091,-1.5778,0;-2.2864,-.5086,0;-4.8754,2.5552,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.8182,4.0831,0;-7.2063,-.0668,0;-1.0404,1.9719,0;-1.36,.5838,0;1.0376,.0273,0;1.3597,1.4149,0;-4.5559,-2.43,0;-5.3191,-3.0761,0;-4.6144,-3.1347,0;1.0033,3.3177,0;1.9417,2.9719,0;-8.532,-1.1961,0;-2.4556,-.9791,0;-4.7059,3.0256,0;-1.1407,-1.5305,0;2.9122,.4164,0;1.4983,4.4674,0;

Duplicates ChEBI192513

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.sdf

Formula	C₂₂H₁₆O₁₃
MW	488.36
InChIKey	DZLXWZXWMQZUAN-NVIYYPDYNA-L
Entry_Date	2023-11-01
Net_Charge	-2
Number_Atoms	53
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	13
HB_Donor	8
HB_Acceptor	12
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.78
logP	-0.9859
PSA	239.35
MR	111.424
ABS	0.11
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-556.72578
PM7_Total_Energy_ev	-6760.11377
PM7_Electronic_Energy_ev	-56046.51376
PM7_Dipole_Debye	16.6256
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.149
PM7_LUMO_Energy_ev	3.458
PM7_COSMO_Area_square_ang	404.83
PM7_COSMO_Volue_cubic_ang	486.18
PM7_Electron_Affinity_ev	-3.458
PM7_Ionization_Energy_ev	3.149
PM7_Energy_Gap_ev	6.607
PM7_Global_Hardness_ev	3.3035
PM7_Global_Softness_ev	0.3027092477675193
PM7_Chemical_Potential_ev	0.1545
PM7_Electronigativity_ev	-0.1545
PM7_Back_Donation_Energy_ev	-0.825875
PM7_Electrophilicity_ev	0.0036128727107613136
OPENEYE_Name	7-[(2~{S},3~{S},5~{R},6~{R})-3,5-dihydroxy-6-(hydroxymethyl)-4-oxo-tetrahydropyran-2-yl]-3,5,8-trihydroxy-1-methyl-6-oxido-9,10-dioxo-anthracene-2-carboxylate
SMILES	c1c2c(c(c(c1O)C(=O)[O-])C)C(=O)c3c(c(c(c(c3O)C4C(C(=O)C(C(O4)CO)O)O)[O-])O)C2=O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H](C(=O)[C@@H]1O)O)c1c(O)c2c(c(c1O)O)C(=O)c1c(C2=O)c(C)c(c(c1)O)C(=O)O
InChI	1/C22H18O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,20-21,23-24,26,28-30,32H,3H2,1H3,(H,33,34)/p-2/fC22H16O13/h30h/q-2
InChI_3D	1S/C22H18O13/c1-4-8-5(2-6(24)9(4)22(33)34)13(25)10-11(15(8)27)16(28)12(18(30)17(10)29)21-20(32)19(31)14(26)7(3-23)35-21/h2,7,14,20-21,23-24,26,28-30,32H,3H2,1H3,(H,33,34)/t7-,14-,20-,21+/m1/s1
AuxInfo	1/1/N:21,1,22,8,2,10,20,3,6,5,4,7,13,19,14,11,12,9,15,18,17,16,35,30,25,34,26,31,32,23,27,33,24,28,29/E:(33,34)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCO-O-OOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;;d3s6;s7;s1d6;s4d7;s5d9;s2s5;s3s4;;s6;s7;s15s17;s15;s19;s8;s20;s9;s16;d13;d14;d15;d16;s17s20;s10;s11;s12;s18;s19;s22;s1;s17;s18;s19;s20;s21;s21;s21;s22;s22;s30;s31;s32;s33;s34;s35;/rC:-6.8843,-.4493,0;-5.894,-.2765,0;-5.2436,-1.0467,0;-3.9172,.0743,0;-4.5652,.8433,0;-6.5747,-2.1705,0;-2.5903,1.1954,0;-5.5836,-1.9899,0;-3.2393,1.9636,0;-7.225,-1.4002,0;-2.932,.2551,0;-4.23,1.7913,0;-5.5533,.6719,0;-4.2573,-.8661,0;;-6.9126,-3.1117,0;-.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;.8675,1.5027,0;-4.9375,-2.7531,0;1.4725,3.1448,0;-2.8978,2.9034,0;-7.8966,-3.2897,0;-6.1966,1.4374,0;-3.6112,-1.6294,0;0,-1,0;-6.2664,-3.8749,0;0,2.0104,0;-8.2091,-1.5778,0;-2.2864,-.5086,0;-4.8754,2.5552,0;-1.4629,-1.1481,0;2.5912,.7997,0;1.8182,4.0831,0;-7.2063,-.0668,0;-1.0404,1.9719,0;-1.36,.5838,0;1.0376,.0273,0;1.3597,1.4149,0;-4.5559,-2.43,0;-5.3191,-3.0761,0;-4.6144,-3.1347,0;1.0033,3.3177,0;1.9417,2.9719,0;-8.532,-1.1961,0;-2.4556,-.9791,0;-4.7059,3.0256,0;-1.1407,-1.5305,0;2.9122,.4164,0;1.4983,4.4674,0;
Duplicates	ChEBI192513
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192500-0000192749/ChEBI192513.sdf