CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI1730 (387)

Formula C₂₁H₂₀O₈

MW 400.38

InChIKey YVCVYCSAAZQOJI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.14

logP 2.1062

PSA 103.68

MR 99.3778

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -241.02434

PM7_Total_Energy_ev -5209.60592

PM7_Electronic_Energy_ev -43263.47884

PM7_Dipole_Debye 5.02261

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.554

PM7_LUMO_Energy_ev -0.606

PM7_COSMO_Area_square_ang 360.34

PM7_COSMO_Volue_cubic_ang 439.61

PM7_Electron_Affinity_ev 0.606

PM7_Ionization_Energy_ev 8.554

PM7_Energy_Gap_ev 7.948

PM7_Global_Hardness_ev 3.974

PM7_Global_Softness_ev 0.25163563160543534

PM7_Chemical_Potential_ev -4.58

PM7_Electronigativity_ev 4.58

PM7_Back_Donation_Energy_ev -0.9935

PM7_Electrophilicity_ev 2.6392048314041268

OPENEYE_Name (5~{R},5~{a}~{R},8~{a}~{R},9~{R})-5-hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one

SMILES c1c2c(cc3c1OCO3)C(C4COC(=O)C4C2c5cc(c(c(c5)OC)O)OC)O

Canonical_SMILES COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O

InChI 1/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3

InChI_3D 1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19-/m0/s1

AuxInfo 1/0/N:20,21,3,4,1,2,14,15,7,5,6,19,8,9,10,11,16,18,17,12,13,27,26,22,28,29,25,23,24/E:(1,2)(3,4)(15,16)(25,26)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;;;s5s7;s6;s13s16;s14s17s18;;;d13;s8s15;s9s15;s13s14;s12;s17;s10s20;s11s21;s1;s2;s3;s4;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;s27;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-6.2693,-2.1528,0;-4.9383,-3.2658,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2846,-2.3277,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.9141,-2.9239,0;-5.5831,-4.0369,0;-6.5743,-3.8699,0;-5.9975,-.7992,0;-5.9974,.8422,0;;-4.162,-.9852,0;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-8.2395,-1.8089,0;-5.876,-5.744,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.2158,-4.637,0;-4.8038,1.7992,0;-7.8987,-2.749,0;-5.2368,-4.975,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-6.4404,-1.683,0;-4.4456,-3.3511,0;-6.4304,1.0922,0;-5.794,1.2989,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.4372,.2347,0;-7.7694,-1.6385,0;-8.4099,-1.3388,0;-8.7096,-1.9793,0;-5.4915,-6.0636,0;-6.1956,-6.1285,0;-6.2605,-5.4244,0;-7.7084,-4.551,0;-4.6322,2.2689,0;

Duplicates ChEBI1730;ChEBI74422;ChEBI182324_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.sdf

Formula	C₂₁H₂₀O₈
MW	400.38
InChIKey	YVCVYCSAAZQOJI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.14
logP	2.1062
PSA	103.68
MR	99.3778
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-241.02434
PM7_Total_Energy_ev	-5209.60592
PM7_Electronic_Energy_ev	-43263.47884
PM7_Dipole_Debye	5.02261
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.554
PM7_LUMO_Energy_ev	-0.606
PM7_COSMO_Area_square_ang	360.34
PM7_COSMO_Volue_cubic_ang	439.61
PM7_Electron_Affinity_ev	0.606
PM7_Ionization_Energy_ev	8.554
PM7_Energy_Gap_ev	7.948
PM7_Global_Hardness_ev	3.974
PM7_Global_Softness_ev	0.25163563160543534
PM7_Chemical_Potential_ev	-4.58
PM7_Electronigativity_ev	4.58
PM7_Back_Donation_Energy_ev	-0.9935
PM7_Electrophilicity_ev	2.6392048314041268
OPENEYE_Name	(5~{R},5~{a}~{R},8~{a}~{R},9~{R})-5-hydroxy-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES	c1c2c(cc3c1OCO3)C(C4COC(=O)C4C2c5cc(c(c(c5)OC)O)OC)O
Canonical_SMILES	COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@H](c2c1cc1OCOc1c2)O
InChI	1/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3
InChI_3D	1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19-/m0/s1
AuxInfo	1/0/N:20,21,3,4,1,2,14,15,7,5,6,19,8,9,10,11,16,18,17,12,13,27,26,22,28,29,25,23,24/E:(1,2)(3,4)(15,16)(25,26)/rA:49cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2s5;d3s4;s1;s2d8;s3;d4;d10s11;;;;s5s7;s6;s13s16;s14s17s18;;;d13;s8s15;s9s15;s13s14;s12;s17;s10s20;s11s21;s1;s2;s3;s4;s14;s14;s15;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;s27;/rC:-2.4289,-.9912,0;-2.4204,1.0264,0;-6.2693,-2.1528,0;-4.9383,-3.2658,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2846,-2.3277,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.9141,-2.9239,0;-5.5831,-4.0369,0;-6.5743,-3.8699,0;-5.9975,-.7992,0;-5.9974,.8422,0;;-4.162,-.9852,0;-4.162,1.0324,0;-5.0327,-.4858,0;-5.0327,.5285,0;-8.2395,-1.8089,0;-5.876,-5.744,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.2158,-4.637,0;-4.8038,1.7992,0;-7.8987,-2.749,0;-5.2368,-4.975,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-6.4404,-1.683,0;-4.4456,-3.3511,0;-6.4304,1.0922,0;-5.794,1.2989,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-4.6,-.2352,0;-5.4372,.2347,0;-7.7694,-1.6385,0;-8.4099,-1.3388,0;-8.7096,-1.9793,0;-5.4915,-6.0636,0;-6.1956,-6.1285,0;-6.2605,-5.4244,0;-7.7084,-4.551,0;-4.6322,2.2689,0;
Duplicates	ChEBI1730;ChEBI74422;ChEBI182324_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/ChEBI1730.sdf