CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI31227 (9211)

Formula C₂₇H₃₀O₁₄

MW 578.53

InChIKey RPMNUQRUHXIGHK-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.14

logP -1.0983

PSA 228.97

MR 137.333

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -525.44912

PM7_Total_Energy_ev -7854.58687

PM7_Electronic_Energy_ev -75016.63606

PM7_Dipole_Debye 11.12137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.386

PM7_LUMO_Energy_ev -0.96

PM7_COSMO_Area_square_ang 519.18

PM7_COSMO_Volue_cubic_ang 635.39

PM7_Electron_Affinity_ev 0.96

PM7_Ionization_Energy_ev 9.386

PM7_Energy_Gap_ev 8.426

PM7_Global_Hardness_ev 4.213

PM7_Global_Softness_ev 0.23736055067647757

PM7_Chemical_Potential_ev -5.173

PM7_Electronigativity_ev 5.173

PM7_Back_Donation_Energy_ev -1.05325

PM7_Electrophilicity_ev 3.175875741751721

OPENEYE_Name 7-[(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-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(cc3O)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](Oc2cc(O)c3c(c2)oc(cc3=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/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3

InChI_3D 1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,6,5,13,27,22,7,10,11,12,15,14,9,23,8,18,19,16,17,20,21,24,25,39,32,33,28,36,37,34,35,38,30,40,29,31,41/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d15;s9s14;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/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;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;6.9552,3.0005,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;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;3.9084,-.2548,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;6.9563,3.5005,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;

Duplicates ChEBI31227

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.sdf

Formula	C₂₇H₃₀O₁₄
MW	578.53
InChIKey	RPMNUQRUHXIGHK-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.14
logP	-1.0983
PSA	228.97
MR	137.333
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-525.44912
PM7_Total_Energy_ev	-7854.58687
PM7_Electronic_Energy_ev	-75016.63606
PM7_Dipole_Debye	11.12137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.386
PM7_LUMO_Energy_ev	-0.96
PM7_COSMO_Area_square_ang	519.18
PM7_COSMO_Volue_cubic_ang	635.39
PM7_Electron_Affinity_ev	0.96
PM7_Ionization_Energy_ev	9.386
PM7_Energy_Gap_ev	8.426
PM7_Global_Hardness_ev	4.213
PM7_Global_Softness_ev	0.23736055067647757
PM7_Chemical_Potential_ev	-5.173
PM7_Electronigativity_ev	5.173
PM7_Back_Donation_Energy_ev	-1.05325
PM7_Electrophilicity_ev	3.175875741751721
OPENEYE_Name	7-[(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-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(cc3O)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](Oc2cc(O)c3c(c2)oc(cc3=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/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3
InChI_3D	1S/C27H30O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,6,5,13,27,22,7,10,11,12,15,14,9,23,8,18,19,16,17,20,21,24,25,39,32,33,28,36,37,34,35,38,30,40,29,31,41/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;;s16;s17;s16;s17;s18;s19;s20;s21;s22;s23;d15;s9s14;s22s24;s23s25;s10;s12;s16;s17;s18;s19;s20;s27;s11s25;s21s24;s1;s2;s3;s4;s5;s6;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/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;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-4.5737,2.5753,0;-.5834,4.9639,0;-4.9277,3.5106,0;.4031,4.8,0;-3.5876,2.4086,0;-1.2231,4.1953,0;-4.2892,4.287,0;.7535,3.8578,0;-2.9492,3.185,0;-.8728,3.2531,0;-3.9602,5.2313,0;2.2612,4.7462,0;2.5998,-1.5032,0;2.6052,1.5109,0;-3.2967,4.1281,0;.1173,3.0796,0;6.9552,3.0005,0;.8675,-1.4978,0;-4.558,.8254,0;-2.1041,5.8299,0;-6.4328,2.6177,0;.3876,6.5499,0;-2.0643,1.5471,0;3.1227,5.2539,0;-.8675,1.5031,0;-2.0861,3.6901,0;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;3.9084,-.2548,0;-5.0651,2.4832,0;-.4161,5.4351,0;-5.2532,3.8901,0;.8948,4.8907,0;-3.7549,1.9374,0;-1.5464,4.5767,0;-4.7252,4.5318,0;1.079,3.4783,0;-2.6247,2.8045,0;-1.3647,3.1638,0;-4.4324,5.3958,0;-3.4881,5.0668,0;-3.7957,5.7035,0;2.0073,5.177,0;2.515,4.3155,0;6.9563,3.5005,0;.4343,-1.7476,0;-4.9888,.5715,0;-2.1071,6.3299,0;-6.8687,2.8626,0;.8184,6.8037,0;-2.0599,1.0472,0;3.1182,5.7539,0;
Duplicates	ChEBI31227
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000031000-0000031249/ChEBI31227.sdf