CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI48200 (13904)

Formula C₂₂H₂₂O₁₀

MW 446.41

InChIKey ZALAFWZWSLVCID-LNNLXFCONA-N

Entry_Date 2023-11-01

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 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.26

logP 1.1291

PSA 156.66

MR 106.149

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -385.47551

PM7_Total_Energy_ev -5952.42489

PM7_Electronic_Energy_ev -53131.22228

PM7_Dipole_Debye 3.12469

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.551

PM7_LUMO_Energy_ev -1.867

PM7_COSMO_Area_square_ang 387.89

PM7_COSMO_Volue_cubic_ang 491.53

PM7_Electron_Affinity_ev 1.867

PM7_Ionization_Energy_ev 9.551

PM7_Energy_Gap_ev 7.684

PM7_Global_Hardness_ev 3.842

PM7_Global_Softness_ev 0.2602811035918792

PM7_Chemical_Potential_ev -5.709

PM7_Electronigativity_ev 5.709

PM7_Back_Donation_Energy_ev -0.9605

PM7_Electrophilicity_ev 4.2416294898490365

OPENEYE_Name 2-[(1~{R},3~{S},3'~{S},4'~{R},6'~{R})-4'-acetoxy-3',9-dihydroxy-6'-methyl-5,10-dioxo-spiro[3,4-dihydrobenzo[g]isochromene-1,2'-tetrahydropyran]-3-yl]acetic acid

SMILES c1cc2c(c(c1)O)C(=O)C3=C(C2=O)CC(OC34C(C(CC(O4)C)OC(=O)C)O)CC(=O)O

Canonical_SMILES OC(=O)C[C@@H]1CC2=C([C@]3(O1)O[C@H](C)C[C@H]([C@@H]3O)OC(=O)C)C(=O)c1c(C2=O)cccc1O

InChI 1/C22H22O10/c1-9-6-15(30-10(2)23)21(29)22(31-9)18-13(7-11(32-22)8-16(25)26)19(27)12-4-3-5-14(24)17(12)20(18)28/h3-5,9,11,15,21,24,29H,6-8H2,1-2H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H22O10/c1-9-6-15(30-10(2)23)21(29)22(31-9)18-13(7-11(32-22)8-16(25)26)19(27)12-4-3-5-14(24)17(12)20(18)28/h3-5,9,11,15,21,24,29H,6-8H2,1-2H3,(H,25,26)/t9-,11+,15-,21+,22-/m1/s1

AuxInfo 1/1/N:21,20,1,2,3,14,13,22,18,11,17,4,9,6,15,12,5,10,7,8,16,19,25,29,26,30,23,24,31,32,28,27/E:(25,26)/F:21,20,1,2,3,14,13,22,18,11,17,4,9,6,15,12,5,10,7,8,16,19,25,29,30,26,23,24,31,32,28,27/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;s5;s7;s8d9;;;s9;;s14;s15;s13;s14;s10s16;s11;s18;s12s17;d7;d8;d11;d12;s17s19;s18s19;s6;s12;s16;s11s15;s1;s2;s3;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s29;s30;s31;/rC:;-.5,-.866,0;1,0,0;0,-1.7321,0;1,-1.7321,0;1.5,-.866,0;-.5,-2.5981,0;1.5,-2.5981,0;0,-3.4641,0;1,-3.4641,0;3.5924,-1.8365,0;.4775,-7.9044,0;-.5,-4.3301,0;3.5,-4.3301,0;3,-3.4641,0;2,-3.4641,0;0,-5.1962,0;3,-5.1962,0;1.5,-4.3301,0;4.5321,-2.1785,0;2.6961,-6.9196,0;.3039,-6.9196,0;-1.5,-2.5981,0;2.5,-2.5981,0;3.4187,-.8517,0;-.2885,-8.5472,0;1,-5.1962,0;2,-5.1962,0;2.5,-.866,0;1.4172,-8.2464,0;.3555,-2.8656,0;2.8264,-2.4793,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;-.883,-4.6515,0;-.883,-4.0087,0;3.883,-4.0087,0;3.883,-4.6515,0;3.4698,-3.2931,0;2.0868,-2.9717,0;-.4698,-5.3672,0;3.4698,-5.3672,0;4.7031,-1.7087,0;4.3611,-2.6484,0;5.0019,-2.3495,0;2.2037,-6.8327,0;3.1885,-7.0064,0;2.6093,-7.412,0;-.1885,-7.0064,0;.7963,-6.8327,0;2.75,-1.299,0;1.504,-8.7388,0;.2687,-2.3732,0;

Duplicates ChEBI48200

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.sdf

Formula	C₂₂H₂₂O₁₀
MW	446.41
InChIKey	ZALAFWZWSLVCID-LNNLXFCONA-N
Entry_Date	2023-11-01
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	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.26
logP	1.1291
PSA	156.66
MR	106.149
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-385.47551
PM7_Total_Energy_ev	-5952.42489
PM7_Electronic_Energy_ev	-53131.22228
PM7_Dipole_Debye	3.12469
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.551
PM7_LUMO_Energy_ev	-1.867
PM7_COSMO_Area_square_ang	387.89
PM7_COSMO_Volue_cubic_ang	491.53
PM7_Electron_Affinity_ev	1.867
PM7_Ionization_Energy_ev	9.551
PM7_Energy_Gap_ev	7.684
PM7_Global_Hardness_ev	3.842
PM7_Global_Softness_ev	0.2602811035918792
PM7_Chemical_Potential_ev	-5.709
PM7_Electronigativity_ev	5.709
PM7_Back_Donation_Energy_ev	-0.9605
PM7_Electrophilicity_ev	4.2416294898490365
OPENEYE_Name	2-[(1~{R},3~{S},3'~{S},4'~{R},6'~{R})-4'-acetoxy-3',9-dihydroxy-6'-methyl-5,10-dioxo-spiro[3,4-dihydrobenzo[g]isochromene-1,2'-tetrahydropyran]-3-yl]acetic acid
SMILES	c1cc2c(c(c1)O)C(=O)C3=C(C2=O)CC(OC34C(C(CC(O4)C)OC(=O)C)O)CC(=O)O
Canonical_SMILES	OC(=O)C[C@@H]1CC2=C([C@]3(O1)O[C@H](C)C[C@H]([C@@H]3O)OC(=O)C)C(=O)c1c(C2=O)cccc1O
InChI	1/C22H22O10/c1-9-6-15(30-10(2)23)21(29)22(31-9)18-13(7-11(32-22)8-16(25)26)19(27)12-4-3-5-14(24)17(12)20(18)28/h3-5,9,11,15,21,24,29H,6-8H2,1-2H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H22O10/c1-9-6-15(30-10(2)23)21(29)22(31-9)18-13(7-11(32-22)8-16(25)26)19(27)12-4-3-5-14(24)17(12)20(18)28/h3-5,9,11,15,21,24,29H,6-8H2,1-2H3,(H,25,26)/t9-,11+,15-,21+,22-/m1/s1
AuxInfo	1/1/N:21,20,1,2,3,14,13,22,18,11,17,4,9,6,15,12,5,10,7,8,16,19,25,29,26,30,23,24,31,32,28,27/E:(25,26)/F:21,20,1,2,3,14,13,22,18,11,17,4,9,6,15,12,5,10,7,8,16,19,25,29,30,26,23,24,31,32,28,27/rA:54cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d4;d3s5;s4;s5;s7;s8d9;;;s9;;s14;s15;s13;s14;s10s16;s11;s18;s12s17;d7;d8;d11;d12;s17s19;s18s19;s6;s12;s16;s11s15;s1;s2;s3;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s29;s30;s31;/rC:;-.5,-.866,0;1,0,0;0,-1.7321,0;1,-1.7321,0;1.5,-.866,0;-.5,-2.5981,0;1.5,-2.5981,0;0,-3.4641,0;1,-3.4641,0;3.5924,-1.8365,0;.4775,-7.9044,0;-.5,-4.3301,0;3.5,-4.3301,0;3,-3.4641,0;2,-3.4641,0;0,-5.1962,0;3,-5.1962,0;1.5,-4.3301,0;4.5321,-2.1785,0;2.6961,-6.9196,0;.3039,-6.9196,0;-1.5,-2.5981,0;2.5,-2.5981,0;3.4187,-.8517,0;-.2885,-8.5472,0;1,-5.1962,0;2,-5.1962,0;2.5,-.866,0;1.4172,-8.2464,0;.3555,-2.8656,0;2.8264,-2.4793,0;-.25,.433,0;-1,-.866,0;1.25,.433,0;-.883,-4.6515,0;-.883,-4.0087,0;3.883,-4.0087,0;3.883,-4.6515,0;3.4698,-3.2931,0;2.0868,-2.9717,0;-.4698,-5.3672,0;3.4698,-5.3672,0;4.7031,-1.7087,0;4.3611,-2.6484,0;5.0019,-2.3495,0;2.2037,-6.8327,0;3.1885,-7.0064,0;2.6093,-7.412,0;-.1885,-7.0064,0;.7963,-6.8327,0;2.75,-1.299,0;1.504,-8.7388,0;.2687,-2.3732,0;
Duplicates	ChEBI48200
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000048000-0000048249/ChEBI48200.sdf