CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184521_s0 (99226)

Formula C₂₇H₃₀O₁₅

MW 594.52

InChIKey UIXIEXAWTSBGCB-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 14

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 15

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.65

logP -1.0961

PSA 238.2

MR 139.618

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -547.01471

PM7_Total_Energy_ev -8148.86143

PM7_Electronic_Energy_ev -78681.43952

PM7_Dipole_Debye 9.81965

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.98

PM7_LUMO_Energy_ev -0.868

PM7_COSMO_Area_square_ang 516.55

PM7_COSMO_Volue_cubic_ang 636.84

PM7_Electron_Affinity_ev 0.868

PM7_Ionization_Energy_ev 8.98

PM7_Energy_Gap_ev 8.112

PM7_Global_Hardness_ev 4.056

PM7_Global_Softness_ev 0.2465483234714004

PM7_Chemical_Potential_ev -4.924

PM7_Electronigativity_ev 4.924

PM7_Back_Donation_Energy_ev -1.014

PM7_Electrophilicity_ev 2.988877712031558

OPENEYE_Name 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(2~{S},3~{S},4~{S},5~{S})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chromen-4-one

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(CO5)O)O)O)OC)O

Canonical_SMILES COc1cc(ccc1O)c1oc2cc(O[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1OC[C@@H]([C@@H]([C@@H]1O)O)O)O

InChI 1/C27H30O15/c1-9-18(31)21(34)23(36)27(39-9)40-11-6-13(29)17-16(7-11)41-24(10-3-4-12(28)15(5-10)37-2)25(20(17)33)42-26-22(35)19(32)14(30)8-38-26/h3-7,9,14,18-19,21-23,26-32,34-36H,8H2,1-2H3

InChI_3D 1S/C27H30O15/c1-9-18(31)21(34)23(36)27(39-9)40-11-6-13(29)17-16(7-11)41-24(10-3-4-12(28)15(5-10)37-2)25(20(17)33)42-26-22(35)19(32)14(30)8-38-26/h3-7,9,14,18-19,21-23,26-32,34-36H,8H2,1-2H3/t9-,14+,18+,19+,21+,22+,23+,26+,27+/m1/s1

AuxInfo 1/0/N:26,27,1,2,3,5,4,16,23,6,11,9,12,17,10,8,7,20,18,14,19,21,22,13,15,24,25,32,33,34,37,35,28,36,38,39,41,30,31,40,29,42/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;;s19;s18;s19;s20;s21;s22;s23;;d14;s8s13;s16s24;s23s25;s9;s12;s17;s18;s19;s20;s21;s22;s11s25;s10s27;s15s24;s1;s2;s3;s4;s5;s16;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;-4.009,.7688,0;-4.3602,1.7051,0;4.6366,-2.8249,0;-3.0235,.5991,0;-3.7195,2.4796,0;4.9866,-1.8826,0;-2.3827,1.3736,0;-3.1388,4.1304,0;6.0895,4.5077,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.9766,-1.7088,0;-2.7274,2.3177,0;6.9528,2.9942,0;.8675,-1.4978,0;6.248,-5.179,0;3.7561,-4.4598,0;-3.9986,-.9812,0;-5.868,.8167,0;3.7734,-2.3201,0;-1.5027,-.2669,0;-1.5182,1.8762,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.9384,-2.1072,0;6.7547,-3.5197,0;5.444,-4.0645,0;-4.5007,.678,0;-4.6847,2.0855,0;4.3134,-3.2064,0;-3.1921,.1284,0;-4.1547,2.7257,0;4.4946,-1.7935,0;-2.0594,.9921,0;-2.6672,3.9645,0;-3.6105,4.2963,0;-2.9729,4.6021,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;1.3004,-1.748,0;6.6789,-5.4327,0;3.7533,-4.9598,0;-4.4301,-1.2338,0;-6.3032,1.0628,0;3.339,-2.5676,0;-1.4997,-.7669,0;

Duplicates ChEBI184521_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.sdf

Formula	C₂₇H₃₀O₁₅
MW	594.52
InChIKey	UIXIEXAWTSBGCB-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	14
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	15
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.65
logP	-1.0961
PSA	238.2
MR	139.618
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-547.01471
PM7_Total_Energy_ev	-8148.86143
PM7_Electronic_Energy_ev	-78681.43952
PM7_Dipole_Debye	9.81965
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.98
PM7_LUMO_Energy_ev	-0.868
PM7_COSMO_Area_square_ang	516.55
PM7_COSMO_Volue_cubic_ang	636.84
PM7_Electron_Affinity_ev	0.868
PM7_Ionization_Energy_ev	8.98
PM7_Energy_Gap_ev	8.112
PM7_Global_Hardness_ev	4.056
PM7_Global_Softness_ev	0.2465483234714004
PM7_Chemical_Potential_ev	-4.924
PM7_Electronigativity_ev	4.924
PM7_Back_Donation_Energy_ev	-1.014
PM7_Electrophilicity_ev	2.988877712031558
OPENEYE_Name	5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(2~{S},3~{S},4~{S},5~{S})-3,4,5-trihydroxytetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(CO5)O)O)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)c1oc2cc(O[C@@H]3O[C@H](C)[C@@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1OC[C@@H]([C@@H]([C@@H]1O)O)O)O
InChI	1/C27H30O15/c1-9-18(31)21(34)23(36)27(39-9)40-11-6-13(29)17-16(7-11)41-24(10-3-4-12(28)15(5-10)37-2)25(20(17)33)42-26-22(35)19(32)14(30)8-38-26/h3-7,9,14,18-19,21-23,26-32,34-36H,8H2,1-2H3
InChI_3D	1S/C27H30O15/c1-9-18(31)21(34)23(36)27(39-9)40-11-6-13(29)17-16(7-11)41-24(10-3-4-12(28)15(5-10)37-2)25(20(17)33)42-26-22(35)19(32)14(30)8-38-26/h3-7,9,14,18-19,21-23,26-32,34-36H,8H2,1-2H3/t9-,14+,18+,19+,21+,22+,23+,26+,27+/m1/s1
AuxInfo	1/0/N:26,27,1,2,3,5,4,16,23,6,11,9,12,17,10,8,7,20,18,14,19,21,22,13,15,24,25,32,33,34,37,35,28,36,38,39,41,30,31,40,29,42/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;;s19;s18;s19;s20;s21;s22;s23;;d14;s8s13;s16s24;s23s25;s9;s12;s17;s18;s19;s20;s21;s22;s11s25;s10s27;s15s24;s1;s2;s3;s4;s5;s16;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;-4.009,.7688,0;-4.3602,1.7051,0;4.6366,-2.8249,0;-3.0235,.5991,0;-3.7195,2.4796,0;4.9866,-1.8826,0;-2.3827,1.3736,0;-3.1388,4.1304,0;6.0895,4.5077,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.9766,-1.7088,0;-2.7274,2.3177,0;6.9528,2.9942,0;.8675,-1.4978,0;6.248,-5.179,0;3.7561,-4.4598,0;-3.9986,-.9812,0;-5.868,.8167,0;3.7734,-2.3201,0;-1.5027,-.2669,0;-1.5182,1.8762,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.9384,-2.1072,0;6.7547,-3.5197,0;5.444,-4.0645,0;-4.5007,.678,0;-4.6847,2.0855,0;4.3134,-3.2064,0;-3.1921,.1284,0;-4.1547,2.7257,0;4.4946,-1.7935,0;-2.0594,.9921,0;-2.6672,3.9645,0;-3.6105,4.2963,0;-2.9729,4.6021,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;1.3004,-1.748,0;6.6789,-5.4327,0;3.7533,-4.9598,0;-4.4301,-1.2338,0;-6.3032,1.0628,0;3.339,-2.5676,0;-1.4997,-.7669,0;
Duplicates	ChEBI184521_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184500-0000184749/ChEBI184521_s0.sdf