CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185334 (99970)

Formula C₂₇H₃₀O₁₅

MW 594.52

InChIKey OHOBPOYHROOXEI-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 -566.71637

PM7_Total_Energy_ev -8149.66479

PM7_Electronic_Energy_ev -82909.33149

PM7_Dipole_Debye 3.93794

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.282

PM7_LUMO_Energy_ev -0.923

PM7_COSMO_Area_square_ang 484.09

PM7_COSMO_Volue_cubic_ang 646.14

PM7_Electron_Affinity_ev 0.923

PM7_Ionization_Energy_ev 9.282

PM7_Energy_Gap_ev 8.359

PM7_Global_Hardness_ev 4.1795

PM7_Global_Softness_ev 0.23926306974518483

PM7_Chemical_Potential_ev -5.1025

PM7_Electronigativity_ev 5.1025

PM7_Back_Donation_Energy_ev -1.044875

PM7_Electrophilicity_ev 3.114667573872473

OPENEYE_Name 3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-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)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O

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

InChI 1/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)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)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)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-/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,6,5,27,22,7,10,11,12,9,23,8,18,19,14,16,17,20,13,15,21,24,25,40,32,33,34,37,38,28,35,36,39,30,29,31,41,42/E:(2,3)(4,5)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d14;s9s13;s22s24;s23s25;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;8.6893,-1.9759,0;4.6855,-4.3418,0;9.038,-2.9131,0;3.7,-4.1722,0;7.7042,-1.8035,0;5.3296,-3.5768,0;8.3952,-3.6859,0;3.355,-3.2281,0;7.0614,-2.5763,0;4.9846,-2.6326,0;7.8101,-5.3352,0;1.8423,-4.108,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.4036,-3.5214,0;3.9956,-2.4535,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;8.6836,-.2259,0;6.2013,-5.2164,0;10.5481,-2.0288,0;3.7056,-5.9222,0;6.1858,-.9335,0;.9779,-4.6108,0;4.9893,-.8827,0;6.1955,-3.0765,0;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;9.1812,-1.8865,0;4.5156,-4.812,0;9.3614,-3.2945,0;3.2078,-4.2602,0;7.8742,-1.3333,0;5.6507,-3.96,0;8.8297,-3.9332,0;3.0316,-2.8468,0;6.7391,-2.194,0;5.4771,-2.5462,0;8.2813,-5.5024,0;7.3388,-5.168,0;7.6429,-5.8064,0;2.0937,-4.5402,0;1.5909,-3.6758,0;6.9563,3.5005,0;-1.2998,1.2518,0;.4343,-1.7476,0;9.1158,.0255,0;6.2015,-5.7164,0;10.9827,-2.2762,0;3.2734,-6.1736,0;6.1842,-.4335,0;.9795,-5.1108,0;

Duplicates ChEBI185334

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.sdf

Formula	C₂₇H₃₀O₁₅
MW	594.52
InChIKey	OHOBPOYHROOXEI-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	-566.71637
PM7_Total_Energy_ev	-8149.66479
PM7_Electronic_Energy_ev	-82909.33149
PM7_Dipole_Debye	3.93794
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.282
PM7_LUMO_Energy_ev	-0.923
PM7_COSMO_Area_square_ang	484.09
PM7_COSMO_Volue_cubic_ang	646.14
PM7_Electron_Affinity_ev	0.923
PM7_Ionization_Energy_ev	9.282
PM7_Energy_Gap_ev	8.359
PM7_Global_Hardness_ev	4.1795
PM7_Global_Softness_ev	0.23926306974518483
PM7_Chemical_Potential_ev	-5.1025
PM7_Electronigativity_ev	5.1025
PM7_Back_Donation_Energy_ev	-1.044875
PM7_Electrophilicity_ev	3.114667573872473
OPENEYE_Name	3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-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)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C27H30O15/c1-9-17(32)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)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)20(35)22(37)26(38-9)42-25-21(36)18(33)15(8-28)40-27(25)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-/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,6,5,27,22,7,10,11,12,9,23,8,18,19,14,16,17,20,13,15,21,24,25,40,32,33,34,37,38,28,35,36,39,30,29,31,41,42/E:(2,3)(4,5)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d14;s9s13;s22s24;s23s25;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;8.6893,-1.9759,0;4.6855,-4.3418,0;9.038,-2.9131,0;3.7,-4.1722,0;7.7042,-1.8035,0;5.3296,-3.5768,0;8.3952,-3.6859,0;3.355,-3.2281,0;7.0614,-2.5763,0;4.9846,-2.6326,0;7.8101,-5.3352,0;1.8423,-4.108,0;2.5998,-1.5032,0;2.6052,1.5109,0;7.4036,-3.5214,0;3.9956,-2.4535,0;6.9552,3.0005,0;-.8675,1.5031,0;.8675,-1.4978,0;8.6836,-.2259,0;6.2013,-5.2164,0;10.5481,-2.0288,0;3.7056,-5.9222,0;6.1858,-.9335,0;.9779,-4.6108,0;4.9893,-.8827,0;6.1955,-3.0765,0;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;9.1812,-1.8865,0;4.5156,-4.812,0;9.3614,-3.2945,0;3.2078,-4.2602,0;7.8742,-1.3333,0;5.6507,-3.96,0;8.8297,-3.9332,0;3.0316,-2.8468,0;6.7391,-2.194,0;5.4771,-2.5462,0;8.2813,-5.5024,0;7.3388,-5.168,0;7.6429,-5.8064,0;2.0937,-4.5402,0;1.5909,-3.6758,0;6.9563,3.5005,0;-1.2998,1.2518,0;.4343,-1.7476,0;9.1158,.0255,0;6.2015,-5.7164,0;10.9827,-2.2762,0;3.2734,-6.1736,0;6.1842,-.4335,0;.9795,-5.1108,0;
Duplicates	ChEBI185334
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185250-0000185499/ChEBI185334.sdf