CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9143 (4121)

Formula C₂₅H₂₂O₁₀

MW 482.44

InChIKey BMLIIPOXVWESJG-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -0.34

logP 2.4045

PSA 166.14

MR 121.047

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.55487

PM7_Total_Energy_ev -6319.29496

PM7_Electronic_Energy_ev -53425.42834

PM7_Dipole_Debye 4.45344

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.807

PM7_LUMO_Energy_ev -0.924

PM7_COSMO_Area_square_ang 454.29

PM7_COSMO_Volue_cubic_ang 517.88

PM7_Electron_Affinity_ev 0.924

PM7_Ionization_Energy_ev 8.807

PM7_Energy_Gap_ev 7.883

PM7_Global_Hardness_ev 3.9415

PM7_Global_Softness_ev 0.2537105163009007

PM7_Chemical_Potential_ev -4.8655

PM7_Electronigativity_ev 4.8655

PM7_Back_Donation_Energy_ev -0.985375

PM7_Electrophilicity_ev 3.003055974882659

OPENEYE_Name (2~{R},3~{R})-3,5,7-trihydroxy-2-[(2~{R},3~{S})-7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-yl]chroman-4-one

SMILES c1cc(c(cc1C2C(c3cc(cc(c3O2)O)C4C(C(=O)c5c(cc(cc5O)O)O4)O)CO)OC)O

Canonical_SMILES OC[C@@H]1c2cc(cc(c2O[C@H]1c1ccc(c(c1)OC)O)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O

InChI 1/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3

InChI_3D 1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1

AuxInfo 1/0/N:24,1,2,3,5,4,7,6,25,9,10,17,11,20,14,18,15,16,12,8,19,23,21,22,13,34,31,29,32,30,26,33,35,27,28/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;;s1d4;d3s5;s3;d6s8;d11;s2;d5s13;s4d14;s6d7;s7d8;s8;s11;s9s20;s10;s19s22;;s20;d19;s12s22;s13s21;s14;s15;s17;s18;s23;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s20;s21;s22;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:5.385,6.0397,0;5.5238,7.03,0;4.8076,2.1147,0;7.1026,5.7938,0;3.1786,2.7153,0;.868,1.5138,0;;1.736,-.0012,0;6.1696,5.4196,0;3.8219,1.9422,0;5.1572,3.0516,0;1.7374,1.0057,0;4.5131,3.8257,0;6.4568,7.4041,0;3.5209,3.661,0;7.2509,6.7879,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;6.0925,3.425,0;6.0264,4.43,0;3.4774,1.0034,0;3.4761,-.0036,0;8.3208,8.15,0;6.5678,1.7408,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.0503,4.6775,0;6.5956,8.3944,0;2.8813,4.4297,0;-.8675,1.5031,0;.8675,-1.4978,0;5.2002,.2965,0;6.8394,.7783,0;8.1791,7.1601,0;4.9209,5.8536,0;5.1302,7.3383,0;5.1272,1.7302,0;7.4949,5.4838,0;2.6861,2.6291,0;.8678,2.0138,0;-.4327,-.2506,0;6.5853,3.5097,0;6.526,4.4105,0;3.9696,.9156,0;3.6456,-.474,0;7.8259,8.2209,0;8.8158,8.0792,0;8.3917,8.645,0;7.049,1.8766,0;6.0866,1.6049,0;6.2015,8.7021,0;2.3885,4.3449,0;-1.2998,1.2518,0;1.3004,-1.748,0;5.5207,-.0873,0;7.3241,.6554,0;

Duplicates ChEBI9143

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.sdf

Formula	C₂₅H₂₂O₁₀
MW	482.44
InChIKey	BMLIIPOXVWESJG-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-0.34
logP	2.4045
PSA	166.14
MR	121.047
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.55487
PM7_Total_Energy_ev	-6319.29496
PM7_Electronic_Energy_ev	-53425.42834
PM7_Dipole_Debye	4.45344
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.807
PM7_LUMO_Energy_ev	-0.924
PM7_COSMO_Area_square_ang	454.29
PM7_COSMO_Volue_cubic_ang	517.88
PM7_Electron_Affinity_ev	0.924
PM7_Ionization_Energy_ev	8.807
PM7_Energy_Gap_ev	7.883
PM7_Global_Hardness_ev	3.9415
PM7_Global_Softness_ev	0.2537105163009007
PM7_Chemical_Potential_ev	-4.8655
PM7_Electronigativity_ev	4.8655
PM7_Back_Donation_Energy_ev	-0.985375
PM7_Electrophilicity_ev	3.003055974882659
OPENEYE_Name	(2~{R},3~{R})-3,5,7-trihydroxy-2-[(2~{R},3~{S})-7-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-2,3-dihydrobenzofuran-5-yl]chroman-4-one
SMILES	c1cc(c(cc1C2C(c3cc(cc(c3O2)O)C4C(C(=O)c5c(cc(cc5O)O)O4)O)CO)OC)O
Canonical_SMILES	OC[C@@H]1c2cc(cc(c2O[C@H]1c1ccc(c(c1)OC)O)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O
InChI	1/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3
InChI_3D	1S/C25H22O10/c1-33-18-6-10(2-3-15(18)28)23-14(9-26)13-4-11(5-17(30)25(13)35-23)24-22(32)21(31)20-16(29)7-12(27)8-19(20)34-24/h2-8,14,22-24,26-30,32H,9H2,1H3/t14-,22+,23+,24-/m1/s1
AuxInfo	1/0/N:24,1,2,3,5,4,7,6,25,9,10,17,11,20,14,18,15,16,12,8,19,23,21,22,13,34,31,29,32,30,26,33,35,27,28/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;;s1d4;d3s5;s3;d6s8;d11;s2;d5s13;s4d14;s6d7;s7d8;s8;s11;s9s20;s10;s19s22;;s20;d19;s12s22;s13s21;s14;s15;s17;s18;s23;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s20;s21;s22;s23;s24;s24;s24;s25;s25;s29;s30;s31;s32;s33;s34;/rC:5.385,6.0397,0;5.5238,7.03,0;4.8076,2.1147,0;7.1026,5.7938,0;3.1786,2.7153,0;.868,1.5138,0;;1.736,-.0012,0;6.1696,5.4196,0;3.8219,1.9422,0;5.1572,3.0516,0;1.7374,1.0057,0;4.5131,3.8257,0;6.4568,7.4041,0;3.5209,3.661,0;7.2509,6.7879,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;6.0925,3.425,0;6.0264,4.43,0;3.4774,1.0034,0;3.4761,-.0036,0;8.3208,8.15,0;6.5678,1.7408,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.0503,4.6775,0;6.5956,8.3944,0;2.8813,4.4297,0;-.8675,1.5031,0;.8675,-1.4978,0;5.2002,.2965,0;6.8394,.7783,0;8.1791,7.1601,0;4.9209,5.8536,0;5.1302,7.3383,0;5.1272,1.7302,0;7.4949,5.4838,0;2.6861,2.6291,0;.8678,2.0138,0;-.4327,-.2506,0;6.5853,3.5097,0;6.526,4.4105,0;3.9696,.9156,0;3.6456,-.474,0;7.8259,8.2209,0;8.8158,8.0792,0;8.3917,8.645,0;7.049,1.8766,0;6.0866,1.6049,0;6.2015,8.7021,0;2.3885,4.3449,0;-1.2998,1.2518,0;1.3004,-1.748,0;5.5207,-.0873,0;7.3241,.6554,0;
Duplicates	ChEBI9143
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009000-0000009249/ChEBI9143.sdf