CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182542 (97603)

Formula C₂₁H₂₆O₆

MW 374.43

InChIKey ZJCOLWRTVHBIBE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.66

logP 3.3114

PSA 74.22

MR 100.769

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.34387

PM7_Total_Energy_ev -4700.21791

PM7_Electronic_Energy_ev -40250.45346

PM7_Dipole_Debye 2.27458

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.64

PM7_LUMO_Energy_ev -0.494

PM7_COSMO_Area_square_ang 374.99

PM7_COSMO_Volue_cubic_ang 462.25

PM7_Electron_Affinity_ev 0.494

PM7_Ionization_Energy_ev 8.64

PM7_Energy_Gap_ev 8.146

PM7_Global_Hardness_ev 4.073

PM7_Global_Softness_ev 0.24551927326295114

PM7_Chemical_Potential_ev -4.567

PM7_Electronigativity_ev 4.567

PM7_Back_Donation_Energy_ev -1.01825

PM7_Electrophilicity_ev 2.560457770684999

OPENEYE_Name (2~{S},3~{R},3~{a}~{S},7~{a}~{R})-5-allyl-2-(4-hydroxy-3-methoxy-phenyl)-3~{a},7~{a}-dimethoxy-3-methyl-3,7-dihydro-2~{H}-benzofuran-6-one

SMILES c1cc(c(cc1C2C(C3(C=C(C(=O)CC3(O2)OC)CC=C)OC)C)OC)O

Canonical_SMILES C=CCC1=C[C@]2(OC)[C@H](C)[C@H](O[C@@]2(CC1=O)OC)c1ccc(c(c1)OC)O

InChI 1/C21H26O6/c1-6-7-15-11-20(25-4)13(2)19(27-21(20,26-5)12-17(15)23)14-8-9-16(22)18(10-14)24-3/h6,8-11,13,19,22H,1,7,12H2,2-5H3

InChI_3D 1S/C21H26O6/c1-6-7-15-11-20(25-4)13(2)19(27-21(20,26-5)12-17(15)23)14-8-9-16(22)18(10-14)24-3/h6,8-11,13,19,22H,1,7,12H2,2-5H3/t13-,19+,20+,21-/m1/s1

AuxInfo 1/0/N:10,17,18,19,20,11,21,1,2,3,7,12,14,4,8,5,9,6,13,15,16,24,22,25,26,27,23/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s8;;d10;s9;s4;s13;s7s14;s12s15;s14;;;;s8s11;d9;s13s16;s5;s6s18;s15s19;s16s20;s1;s2;s3;s7;s10;s10;s11;s12;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;/rC:4.9804,.8639,0;5.7265,1.5299,0;3.8212,2.155,0;4.0289,1.1715,0;5.5188,2.5134,0;4.5652,2.831,0;.868,-.4978,0;;0,1.0058,0;-2.5974,-.5038,0;-1.7306,-1.0025,0;.868,1.5138,0;3.2858,.5023,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;4.2093,-1.1876,0;5.1026,4.4775,0;2.018,-2.7367,0;2.0317,3.7399,0;-.8653,-.5013,0;-.8675,1.5032,0;2.6938,1.3169,0;6.2649,3.1793,0;4.3586,3.8094,0;1.9154,-1.742,0;1.9242,2.7457,0;5.0837,.3747,0;6.2016,1.374,0;3.3455,2.3088,0;.8677,-.9978,0;-2.5981,-.0038,0;-3.03,-.7544,0;-1.7299,-1.5025,0;.5459,1.8962,0;1.1901,1.8962,0;3.6574,.1677,0;2.4904,-.7693,0;4.4593,-.7546,0;4.6423,-1.4376,0;3.9593,-1.6206,0;5.4367,4.1055,0;4.7686,4.8495,0;5.4747,4.8116,0;2.5153,-2.6854,0;1.5206,-2.788,0;2.0692,-3.2341,0;1.5346,3.7936,0;2.5288,3.6861,0;2.0854,4.237,0;-.6147,-.9339,0;-1.1159,-.0686,0;6.7397,3.0228,0;

Duplicates ChEBI182542

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.sdf

Formula	C₂₁H₂₆O₆
MW	374.43
InChIKey	ZJCOLWRTVHBIBE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.66
logP	3.3114
PSA	74.22
MR	100.769
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.34387
PM7_Total_Energy_ev	-4700.21791
PM7_Electronic_Energy_ev	-40250.45346
PM7_Dipole_Debye	2.27458
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.64
PM7_LUMO_Energy_ev	-0.494
PM7_COSMO_Area_square_ang	374.99
PM7_COSMO_Volue_cubic_ang	462.25
PM7_Electron_Affinity_ev	0.494
PM7_Ionization_Energy_ev	8.64
PM7_Energy_Gap_ev	8.146
PM7_Global_Hardness_ev	4.073
PM7_Global_Softness_ev	0.24551927326295114
PM7_Chemical_Potential_ev	-4.567
PM7_Electronigativity_ev	4.567
PM7_Back_Donation_Energy_ev	-1.01825
PM7_Electrophilicity_ev	2.560457770684999
OPENEYE_Name	(2~{S},3~{R},3~{a}~{S},7~{a}~{R})-5-allyl-2-(4-hydroxy-3-methoxy-phenyl)-3~{a},7~{a}-dimethoxy-3-methyl-3,7-dihydro-2~{H}-benzofuran-6-one
SMILES	c1cc(c(cc1C2C(C3(C=C(C(=O)CC3(O2)OC)CC=C)OC)C)OC)O
Canonical_SMILES	C=CCC1=C[C@]2(OC)[C@H](C)[C@H](O[C@@]2(CC1=O)OC)c1ccc(c(c1)OC)O
InChI	1/C21H26O6/c1-6-7-15-11-20(25-4)13(2)19(27-21(20,26-5)12-17(15)23)14-8-9-16(22)18(10-14)24-3/h6,8-11,13,19,22H,1,7,12H2,2-5H3
InChI_3D	1S/C21H26O6/c1-6-7-15-11-20(25-4)13(2)19(27-21(20,26-5)12-17(15)23)14-8-9-16(22)18(10-14)24-3/h6,8-11,13,19,22H,1,7,12H2,2-5H3/t13-,19+,20+,21-/m1/s1
AuxInfo	1/0/N:10,17,18,19,20,11,21,1,2,3,7,12,14,4,8,5,9,6,13,15,16,24,22,25,26,27,23/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;d7;s8;;d10;s9;s4;s13;s7s14;s12s15;s14;;;;s8s11;d9;s13s16;s5;s6s18;s15s19;s16s20;s1;s2;s3;s7;s10;s10;s11;s12;s12;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;/rC:4.9804,.8639,0;5.7265,1.5299,0;3.8212,2.155,0;4.0289,1.1715,0;5.5188,2.5134,0;4.5652,2.831,0;.868,-.4978,0;;0,1.0058,0;-2.5974,-.5038,0;-1.7306,-1.0025,0;.868,1.5138,0;3.2858,.5023,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;4.2093,-1.1876,0;5.1026,4.4775,0;2.018,-2.7367,0;2.0317,3.7399,0;-.8653,-.5013,0;-.8675,1.5032,0;2.6938,1.3169,0;6.2649,3.1793,0;4.3586,3.8094,0;1.9154,-1.742,0;1.9242,2.7457,0;5.0837,.3747,0;6.2016,1.374,0;3.3455,2.3088,0;.8677,-.9978,0;-2.5981,-.0038,0;-3.03,-.7544,0;-1.7299,-1.5025,0;.5459,1.8962,0;1.1901,1.8962,0;3.6574,.1677,0;2.4904,-.7693,0;4.4593,-.7546,0;4.6423,-1.4376,0;3.9593,-1.6206,0;5.4367,4.1055,0;4.7686,4.8495,0;5.4747,4.8116,0;2.5153,-2.6854,0;1.5206,-2.788,0;2.0692,-3.2341,0;1.5346,3.7936,0;2.5288,3.6861,0;2.0854,4.237,0;-.6147,-.9339,0;-1.1159,-.0686,0;6.7397,3.0228,0;
Duplicates	ChEBI182542
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182542.sdf