CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28596_s0 (8297)

Formula C₂₇H₃₀O₁₅

MW 594.52

InChIKey IUYFTHKQEWZTHY-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 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -2.91

logP -1.3509

PSA 260.2

MR 139.853

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -575.72087

PM7_Total_Energy_ev -8150.08097

PM7_Electronic_Energy_ev -81056.03971

PM7_Dipole_Debye 2.24209

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.375

PM7_LUMO_Energy_ev -1.195

PM7_COSMO_Area_square_ang 501.15

PM7_COSMO_Volue_cubic_ang 646

PM7_Electron_Affinity_ev 1.195

PM7_Ionization_Energy_ev 9.375

PM7_Energy_Gap_ev 8.18

PM7_Global_Hardness_ev 4.09

PM7_Global_Softness_ev 0.24449877750611246

PM7_Chemical_Potential_ev -5.285

PM7_Electronigativity_ev 5.285

PM7_Back_Donation_Energy_ev -1.0225

PM7_Electrophilicity_ev 3.414575183374083

OPENEYE_Name 6-[(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]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O

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

InChI_3D 1S/C27H30O15/c1-8-19(33)22(36)24(38)27(39-8)42-26-23(37)20(34)16(7-28)41-25(26)18-13(32)6-15-17(21(18)35)12(31)5-14(40-15)9-2-3-10(29)11(30)4-9/h2-6,8,16,19-20,22-30,32-38H,7H2,1H3/t8-,16+,19-,20+,22+,23-,24+,25-,26+,27-/m0/s1

AuxInfo 1/0/N:26,1,2,3,13,4,27,23,5,9,10,15,11,14,8,24,6,7,21,20,12,19,18,22,16,17,25,41,32,33,28,34,39,38,35,37,36,40,31,29,30,42/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d4s6;s2;s3d9;s4d7;d6s7;;s5d13;s6s13;s7;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s8s14;s16s24;s23s25;s9;s10;s11;s12;s18;s19;s20;s21;s22;s27;s17s25;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.5143,-.8772,0;-2.5046,-1.0493,0;-2.8463,-1.9891,0;-6.9477,-.5624,0;-2.2076,-2.7587,0;-6.9551,-1.5624,0;-6.0809,-.0637,0;-6.0868,-2.0689,0;-1.2173,-2.5866,0;-5.2126,-.5702,0;-7.2203,-3.4022,0;-.2336,-2.7665,0;2.5998,-1.5032,0;2.6052,1.5109,0;-.8656,-1.645,0;-5.2112,-1.5754,0;6.9485,3.0016,0;6.9541,.9939,0;-.8675,1.5031,0;.8675,-1.4978,0;-3.9758,-3.3258,0;-7.5404,1.0842,0;-1.6148,-4.4052,0;-8.6765,-1.2474,0;-4.9513,1.2729,0;.7501,-2.9465,0;-4.2279,-.7444,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-1.685,-.4073,0;-2.5039,-.5493,0;-3.2789,-1.7385,0;-7.4406,-.6465,0;-2.6417,-3.0067,0;-7.1287,-2.0313,0;-6.4013,.3201,0;-5.7687,-2.4546,0;-1.2195,-3.0866,0;-5.0404,-.1008,0;-7.6013,-3.0783,0;-6.8394,-3.726,0;-7.5442,-3.7831,0;-.3236,-3.2584,0;-.1436,-2.2747,0;6.9475,3.5016,0;7.3874,1.2435,0;-1.2998,1.2518,0;1.3004,-1.748,0;-4.4679,-3.2373,0;-8.0325,1.1727,0;-1.9375,-4.7871,0;-9.0004,-1.6284,0;-5.1206,1.7433,0;.9181,-3.4174,0;

Duplicates ChEBI28596_s0;ChEBI70203

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.sdf

Formula	C₂₇H₃₀O₁₅
MW	594.52
InChIKey	IUYFTHKQEWZTHY-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	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-2.91
logP	-1.3509
PSA	260.2
MR	139.853
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-575.72087
PM7_Total_Energy_ev	-8150.08097
PM7_Electronic_Energy_ev	-81056.03971
PM7_Dipole_Debye	2.24209
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.375
PM7_LUMO_Energy_ev	-1.195
PM7_COSMO_Area_square_ang	501.15
PM7_COSMO_Volue_cubic_ang	646
PM7_Electron_Affinity_ev	1.195
PM7_Ionization_Energy_ev	9.375
PM7_Energy_Gap_ev	8.18
PM7_Global_Hardness_ev	4.09
PM7_Global_Softness_ev	0.24449877750611246
PM7_Chemical_Potential_ev	-5.285
PM7_Electronigativity_ev	5.285
PM7_Back_Donation_Energy_ev	-1.0225
PM7_Electrophilicity_ev	3.414575183374083
OPENEYE_Name	6-[(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]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1c(O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O
InChI	1/C27H30O15/c1-8-19(33)22(36)24(38)27(39-8)42-26-23(37)20(34)16(7-28)41-25(26)18-13(32)6-15-17(21(18)35)12(31)5-14(40-15)9-2-3-10(29)11(30)4-9/h2-6,8,16,19-20,22-30,32-38H,7H2,1H3
InChI_3D	1S/C27H30O15/c1-8-19(33)22(36)24(38)27(39-8)42-26-23(37)20(34)16(7-28)41-25(26)18-13(32)6-15-17(21(18)35)12(31)5-14(40-15)9-2-3-10(29)11(30)4-9/h2-6,8,16,19-20,22-30,32-38H,7H2,1H3/t8-,16+,19-,20+,22+,23-,24+,25-,26+,27-/m0/s1
AuxInfo	1/0/N:26,1,2,3,13,4,27,23,5,9,10,15,11,14,8,24,6,7,21,20,12,19,18,22,16,17,25,41,32,33,28,34,39,38,35,37,36,40,31,29,30,42/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d4s6;s2;s3d9;s4d7;d6s7;;s5d13;s6s13;s7;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s8s14;s16s24;s23s25;s9;s10;s11;s12;s18;s19;s20;s21;s22;s27;s17s25;s1;s2;s3;s4;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-1.5143,-.8772,0;-2.5046,-1.0493,0;-2.8463,-1.9891,0;-6.9477,-.5624,0;-2.2076,-2.7587,0;-6.9551,-1.5624,0;-6.0809,-.0637,0;-6.0868,-2.0689,0;-1.2173,-2.5866,0;-5.2126,-.5702,0;-7.2203,-3.4022,0;-.2336,-2.7665,0;2.5998,-1.5032,0;2.6052,1.5109,0;-.8656,-1.645,0;-5.2112,-1.5754,0;6.9485,3.0016,0;6.9541,.9939,0;-.8675,1.5031,0;.8675,-1.4978,0;-3.9758,-3.3258,0;-7.5404,1.0842,0;-1.6148,-4.4052,0;-8.6765,-1.2474,0;-4.9513,1.2729,0;.7501,-2.9465,0;-4.2279,-.7444,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-1.685,-.4073,0;-2.5039,-.5493,0;-3.2789,-1.7385,0;-7.4406,-.6465,0;-2.6417,-3.0067,0;-7.1287,-2.0313,0;-6.4013,.3201,0;-5.7687,-2.4546,0;-1.2195,-3.0866,0;-5.0404,-.1008,0;-7.6013,-3.0783,0;-6.8394,-3.726,0;-7.5442,-3.7831,0;-.3236,-3.2584,0;-.1436,-2.2747,0;6.9475,3.5016,0;7.3874,1.2435,0;-1.2998,1.2518,0;1.3004,-1.748,0;-4.4679,-3.2373,0;-8.0325,1.1727,0;-1.9375,-4.7871,0;-9.0004,-1.6284,0;-5.1206,1.7433,0;.9181,-3.4174,0;
Duplicates	ChEBI28596_s0;ChEBI70203
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028500-0000028749/ChEBI28596_s0.sdf