CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192023_s0 (105722)

Formula C₂₇H₃₀O₁₅

MW 594.52

InChIKey BCNBWICEIXAVQF-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 76

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -2.03

logP -1.3927

PSA 249.2

MR 139.356

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -570.9375

PM7_Total_Energy_ev -8149.58646

PM7_Electronic_Energy_ev -84404.10782

PM7_Dipole_Debye 4.97363

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.169

PM7_LUMO_Energy_ev -0.645

PM7_COSMO_Area_square_ang 469.08

PM7_COSMO_Volue_cubic_ang 640.79

PM7_Electron_Affinity_ev 0.645

PM7_Ionization_Energy_ev 9.169

PM7_Energy_Gap_ev 8.524

PM7_Global_Hardness_ev 4.262

PM7_Global_Softness_ev 0.2346316283435007

PM7_Chemical_Potential_ev -4.907

PM7_Electronigativity_ev 4.907

PM7_Back_Donation_Energy_ev -1.0655

PM7_Electrophilicity_ev 2.8248063115908026

OPENEYE_Name 3-[(2~{S},3~{R},4~{R},5~{R},6~{R})-4,5-dihydroxy-6-methyl-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(C(O5)CO)O)O)O)O

Canonical_SMILES OC[C@@H]1O[C@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@H]2O)O)C)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C27H30O15/c1-9-17(32)21(36)25(42-26-22(37)20(35)18(33)15(8-28)40-26)27(38-9)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3

InChI_3D 1S/C27H30O15/c1-9-17(32)21(36)25(42-26-22(37)20(35)18(33)15(8-28)40-26)27(38-9)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17+,18+,20+,21-,22+,25-,26-,27+/m1/s1

AuxInfo 1/0/N:26,1,2,3,4,6,5,27,22,7,10,11,12,9,23,8,19,18,14,16,17,20,13,15,21,24,25,40,32,33,34,38,37,28,35,36,39,30,29,31,41,42/E:(2,3)(4,5)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s19;s18;s20;s21;s22;s23;d14;s9s13;s22s25;s23s24;s10;s11;s12;s16;s17;s18;s19;s20;s27;s15s25;s21s24;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;8.6902,-1.224,0;4.037,-3.9651,0;9.0389,-2.1612,0;3.0515,-3.7955,0;7.7051,-1.0516,0;4.6811,-3.2001,0;2.7065,-2.8514,0;8.396,-2.934,0;7.0623,-1.8244,0;4.3361,-2.2559,0;1.1938,-3.7313,0;7.811,-4.5833,0;2.5998,-1.5032,0;2.6052,1.5109,0;3.3471,-2.0768,0;7.4045,-2.7695,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;8.6845,.526,0;5.5528,-4.8396,0;10.549,-1.2769,0;3.0571,-5.5455,0;6.8375,-.5544,0;7.4766,-5.5257,0;4.3408,-.5059,0;6.1964,-2.3246,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;9.1821,-1.1346,0;3.8671,-4.4353,0;9.3623,-2.5426,0;2.5593,-3.8834,0;7.8751,-.5814,0;5.0022,-3.5833,0;2.3831,-2.47,0;8.8306,-3.1813,0;6.74,-1.4421,0;4.8286,-2.1694,0;.9424,-3.299,0;1.4452,-4.1635,0;.7616,-3.9826,0;8.2822,-4.7504,0;7.3397,-4.4161,0;6.9563,3.5005,0;-1.2998,1.2518,0;.4343,-1.7476,0;9.1167,.7774,0;5.553,-5.3396,0;10.9836,-1.5242,0;2.6249,-5.7969,0;6.8359,-.0544,0;7.8011,-5.9061,0;

Duplicates ChEBI192023_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.sdf

Formula	C₂₇H₃₀O₁₅
MW	594.52
InChIKey	BCNBWICEIXAVQF-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	76
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-2.03
logP	-1.3927
PSA	249.2
MR	139.356
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-570.9375
PM7_Total_Energy_ev	-8149.58646
PM7_Electronic_Energy_ev	-84404.10782
PM7_Dipole_Debye	4.97363
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.169
PM7_LUMO_Energy_ev	-0.645
PM7_COSMO_Area_square_ang	469.08
PM7_COSMO_Volue_cubic_ang	640.79
PM7_Electron_Affinity_ev	0.645
PM7_Ionization_Energy_ev	9.169
PM7_Energy_Gap_ev	8.524
PM7_Global_Hardness_ev	4.262
PM7_Global_Softness_ev	0.2346316283435007
PM7_Chemical_Potential_ev	-4.907
PM7_Electronigativity_ev	4.907
PM7_Back_Donation_Energy_ev	-1.0655
PM7_Electrophilicity_ev	2.8248063115908026
OPENEYE_Name	3-[(2~{S},3~{R},4~{R},5~{R},6~{R})-4,5-dihydroxy-6-methyl-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
Canonical_SMILES	OC[C@@H]1O[C@H](O[C@H]2[C@@H](O[C@@H]([C@@H]([C@H]2O)O)C)Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C27H30O15/c1-9-17(32)21(36)25(42-26-22(37)20(35)18(33)15(8-28)40-26)27(38-9)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3
InChI_3D	1S/C27H30O15/c1-9-17(32)21(36)25(42-26-22(37)20(35)18(33)15(8-28)40-26)27(38-9)41-24-19(34)16-13(31)6-12(30)7-14(16)39-23(24)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-22,25-33,35-37H,8H2,1H3/t9-,15+,17+,18+,20+,21-,22+,25-,26-,27+/m1/s1
AuxInfo	1/0/N:26,1,2,3,4,6,5,27,22,7,10,11,12,9,23,8,19,18,14,16,17,20,13,15,21,24,25,40,32,33,34,38,37,28,35,36,39,30,29,31,41,42/E:(2,3)(4,5)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s19;s18;s20;s21;s22;s23;d14;s9s13;s22s25;s23s24;s10;s11;s12;s16;s17;s18;s19;s20;s27;s15s25;s21s24;s1;s2;s3;s4;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;8.6902,-1.224,0;4.037,-3.9651,0;9.0389,-2.1612,0;3.0515,-3.7955,0;7.7051,-1.0516,0;4.6811,-3.2001,0;2.7065,-2.8514,0;8.396,-2.934,0;7.0623,-1.8244,0;4.3361,-2.2559,0;1.1938,-3.7313,0;7.811,-4.5833,0;2.5998,-1.5032,0;2.6052,1.5109,0;3.3471,-2.0768,0;7.4045,-2.7695,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;8.6845,.526,0;5.5528,-4.8396,0;10.549,-1.2769,0;3.0571,-5.5455,0;6.8375,-.5544,0;7.4766,-5.5257,0;4.3408,-.5059,0;6.1964,-2.3246,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;9.1821,-1.1346,0;3.8671,-4.4353,0;9.3623,-2.5426,0;2.5593,-3.8834,0;7.8751,-.5814,0;5.0022,-3.5833,0;2.3831,-2.47,0;8.8306,-3.1813,0;6.74,-1.4421,0;4.8286,-2.1694,0;.9424,-3.299,0;1.4452,-4.1635,0;.7616,-3.9826,0;8.2822,-4.7504,0;7.3397,-4.4161,0;6.9563,3.5005,0;-1.2998,1.2518,0;.4343,-1.7476,0;9.1167,.7774,0;5.553,-5.3396,0;10.9836,-1.5242,0;2.6249,-5.7969,0;6.8359,-.0544,0;7.8011,-5.9061,0;
Duplicates	ChEBI192023_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192023_s0.sdf