CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI17465 (6399)

Formula C₂₀H₂₂O₅

MW 342.39

InChIKey KSSHIKBOZWMDTR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.55

logP 3.411

PSA 79.15

MR 94.0908

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -181.38607

PM7_Total_Energy_ev -4230.18184

PM7_Electronic_Energy_ev -34019.94717

PM7_Dipole_Debye 3.07713

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.894

PM7_LUMO_Energy_ev -0.056

PM7_COSMO_Area_square_ang 340.27

PM7_COSMO_Volue_cubic_ang 414.33

PM7_Electron_Affinity_ev 0.056

PM7_Ionization_Energy_ev 8.894

PM7_Energy_Gap_ev 8.838

PM7_Global_Hardness_ev 4.419

PM7_Global_Softness_ev 0.22629554197782303

PM7_Chemical_Potential_ev -4.475

PM7_Electronigativity_ev 4.475

PM7_Back_Donation_Energy_ev -1.10475

PM7_Electrophilicity_ev 2.265854831409821

OPENEYE_Name (6~{a}~{R},11~{a}~{R})-10-(3-hydroxy-3-methyl-butyl)-6~{a},11~{a}-dihydro-6~{H}-benzofuro[3,2-c]chromene-3,9-diol

SMILES c1cc(c(c2c1C3COc4cc(ccc4C3O2)O)CCC(C)(C)O)O

Canonical_SMILES Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc(c2CCC(O)(C)C)O

InChI 1/C20H22O5/c1-20(2,23)8-7-13-16(22)6-5-12-15-10-24-17-9-11(21)3-4-14(17)19(15)25-18(12)13/h3-6,9,15,19,21-23H,7-8,10H2,1-2H3

InChI_3D 1S/C20H22O5/c1-20(2,23)8-7-13-16(22)6-5-12-15-10-24-17-9-11(21)3-4-14(17)19(15)25-18(12)13/h3-6,9,15,19,21-23H,7-8,10H2,1-2H3/t15-,19-/m0/s1

AuxInfo 1/0/N:16,17,4,2,1,3,18,19,5,13,11,6,8,7,14,12,9,10,15,20,23,24,25,21,22/E:(1,2)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d7;d6s8;s4d5;s3d8;;s6s13;s7s14;;;s8;s18;s16s17s19;s9s13;s10s15;s11;s12;s20;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s23;s24;s25;/rC:-5.2332,-3.0344,0;-1.7411,-.0096,0;-6.1086,-2.5318,0;-.8777,.4982,0;.0037,-1.0053,0;-4.3605,-2.5303,0;-1.7353,-1.0096,0;-5.232,-1.0097,0;-.8632,-1.5101,0;-4.3573,-1.5169,0;;-6.1103,-1.5144,0;-1.7342,-3.0343,0;-2.6094,-2.5281,0;-2.6075,-1.5147,0;-6.2261,1.9923,0;-5.2242,2.9903,0;-5.23,-.0097,0;-5.2281,.9903,0;-5.2261,1.9903,0;-.8564,-2.5285,0;-3.489,-1.0017,0;.8633,.5048,0;-6.9762,-1.0142,0;-4.2261,1.9883,0;-5.2325,-3.5344,0;-2.1758,.2374,0;-6.5411,-2.7827,0;-.8815,.9982,0;.4376,-1.2537,0;-1.4131,-3.4176,0;-2.0559,-3.4171,0;-3.1094,-2.5287,0;-2.607,-1.0147,0;-6.2271,1.4923,0;-6.2251,2.4923,0;-6.7261,1.9932,0;-5.7242,2.9913,0;-4.7242,2.9893,0;-5.2232,3.4903,0;-5.73,-.0087,0;-4.73,-.0107,0;-5.7281,.9913,0;-4.7281,.9893,0;.8605,1.0048,0;-7.4093,-1.2642,0;-3.9753,2.4209,0;

Duplicates ChEBI17465

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.sdf

Formula	C₂₀H₂₂O₅
MW	342.39
InChIKey	KSSHIKBOZWMDTR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.55
logP	3.411
PSA	79.15
MR	94.0908
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-181.38607
PM7_Total_Energy_ev	-4230.18184
PM7_Electronic_Energy_ev	-34019.94717
PM7_Dipole_Debye	3.07713
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.894
PM7_LUMO_Energy_ev	-0.056
PM7_COSMO_Area_square_ang	340.27
PM7_COSMO_Volue_cubic_ang	414.33
PM7_Electron_Affinity_ev	0.056
PM7_Ionization_Energy_ev	8.894
PM7_Energy_Gap_ev	8.838
PM7_Global_Hardness_ev	4.419
PM7_Global_Softness_ev	0.22629554197782303
PM7_Chemical_Potential_ev	-4.475
PM7_Electronigativity_ev	4.475
PM7_Back_Donation_Energy_ev	-1.10475
PM7_Electrophilicity_ev	2.265854831409821
OPENEYE_Name	(6~{a}~{R},11~{a}~{R})-10-(3-hydroxy-3-methyl-butyl)-6~{a},11~{a}-dihydro-6~{H}-benzofuro[3,2-c]chromene-3,9-diol
SMILES	c1cc(c(c2c1C3COc4cc(ccc4C3O2)O)CCC(C)(C)O)O
Canonical_SMILES	Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1ccc(c2CCC(O)(C)C)O
InChI	1/C20H22O5/c1-20(2,23)8-7-13-16(22)6-5-12-15-10-24-17-9-11(21)3-4-14(17)19(15)25-18(12)13/h3-6,9,15,19,21-23H,7-8,10H2,1-2H3
InChI_3D	1S/C20H22O5/c1-20(2,23)8-7-13-16(22)6-5-12-15-10-24-17-9-11(21)3-4-14(17)19(15)25-18(12)13/h3-6,9,15,19,21-23H,7-8,10H2,1-2H3/t15-,19-/m0/s1
AuxInfo	1/0/N:16,17,4,2,1,3,18,19,5,13,11,6,8,7,14,12,9,10,15,20,23,24,25,21,22/E:(1,2)/rA:47cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s2;;s5d7;d6s8;s4d5;s3d8;;s6s13;s7s14;;;s8;s18;s16s17s19;s9s13;s10s15;s11;s12;s20;s1;s2;s3;s4;s5;s13;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s23;s24;s25;/rC:-5.2332,-3.0344,0;-1.7411,-.0096,0;-6.1086,-2.5318,0;-.8777,.4982,0;.0037,-1.0053,0;-4.3605,-2.5303,0;-1.7353,-1.0096,0;-5.232,-1.0097,0;-.8632,-1.5101,0;-4.3573,-1.5169,0;;-6.1103,-1.5144,0;-1.7342,-3.0343,0;-2.6094,-2.5281,0;-2.6075,-1.5147,0;-6.2261,1.9923,0;-5.2242,2.9903,0;-5.23,-.0097,0;-5.2281,.9903,0;-5.2261,1.9903,0;-.8564,-2.5285,0;-3.489,-1.0017,0;.8633,.5048,0;-6.9762,-1.0142,0;-4.2261,1.9883,0;-5.2325,-3.5344,0;-2.1758,.2374,0;-6.5411,-2.7827,0;-.8815,.9982,0;.4376,-1.2537,0;-1.4131,-3.4176,0;-2.0559,-3.4171,0;-3.1094,-2.5287,0;-2.607,-1.0147,0;-6.2271,1.4923,0;-6.2251,2.4923,0;-6.7261,1.9932,0;-5.7242,2.9913,0;-4.7242,2.9893,0;-5.2232,3.4903,0;-5.73,-.0087,0;-4.73,-.0107,0;-5.7281,.9913,0;-4.7281,.9893,0;.8605,1.0048,0;-7.4093,-1.2642,0;-3.9753,2.4209,0;
Duplicates	ChEBI17465
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017250-0000017499/ChEBI17465.sdf