CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185984_s0 (100559)

Formula C₂₇H₃₀O₁₂

MW 546.53

InChIKey QEMZKSDREVQVRA-ZYMSVLFVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 0.05

logP 1.5926

PSA 192.44

MR 134.515

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -454.3957

PM7_Total_Energy_ev -7264.33408

PM7_Electronic_Energy_ev -70859.89133

PM7_Dipole_Debye 3.56043

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.882

PM7_LUMO_Energy_ev -0.538

PM7_COSMO_Area_square_ang 496.22

PM7_COSMO_Volue_cubic_ang 612.43

PM7_Electron_Affinity_ev 0.538

PM7_Ionization_Energy_ev 8.882

PM7_Energy_Gap_ev 8.344

PM7_Global_Hardness_ev 4.172

PM7_Global_Softness_ev 0.23969319271332695

PM7_Chemical_Potential_ev -4.71

PM7_Electronigativity_ev 4.71

PM7_Back_Donation_Energy_ev -1.043

PM7_Electrophilicity_ev 2.658688878235858

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[3-hydroxy-2-[(2~{R})-7-hydroxy-4-oxo-chroman-2-yl]-5-methoxy-4-(3-methylbut-2-enyl)phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc2c1C(=O)CC(O2)c3c(cc(c(c3O)CC=C(C)C)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)O

Canonical_SMILES COc1cc(O[C@H]2O[C@H](C(=O)O)[C@H]([C@H]([C@@H]2O)O)O)c(c(c1CC=C(C)C)O)[C@H]1CC(=O)c2c(O1)cc(cc2)O

InChI 1/C27H30O12/c1-11(2)4-6-14-16(36-3)10-19(38-27-24(33)22(31)23(32)25(39-27)26(34)35)20(21(14)30)18-9-15(29)13-7-5-12(28)8-17(13)37-18/h4-5,7-8,10,18,22-25,27-28,30-33H,6,9H2,1-3H3,(H,34,35)/f/h34H

InChI_3D 1S/C27H30O12/c1-11(2)4-6-14-16(36-3)10-19(38-27-24(33)22(31)23(32)25(39-27)26(34)35)20(21(14)30)18-9-15(29)13-7-5-12(28)8-17(13)37-18/h4-5,7-8,10,18,22-25,27-28,30-33H,6,9H2,1-3H3,(H,34,35)/t18-,22-,23+,24+,25+,27+/m1/s1

AuxInfo 1/1/N:24,25,26,14,2,27,1,3,17,4,15,9,5,7,13,11,8,18,10,6,12,21,20,22,19,16,23,32,28,33,36,35,37,29,34,39,30,38,31/E:(1,2)(34,35)/F:24,25,26,14,2,27,1,3,17,4,15,9,5,7,13,11,8,18,10,6,12,21,20,22,19,16,23,32,28,33,36,35,37,34,29,39,30,38,31/E:(1,2)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s3d5;s2d3;d4s6;s4d7;d6s7;s5;;d14;;s13;s6s17;s16;s19;s20;s21;s22;s15;s15;;s7s14;d13;d16;s8s18;s19s23;s9;s12;s16;s20;s21;s22;s10s23;s11s26;s1;s2;s3;s4;s14;s17;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;/rC:.868,-.4978,0;;.868,1.5138,0;5.1574,3.0499,0;1.736,-.0012,0;3.8219,1.9422,0;3.5303,3.6525,0;1.7374,1.0057,0;0,1.0057,0;4.8128,2.1111,0;4.5212,3.8215,0;3.1756,2.712,0;2.6026,-.5032,0;2.2579,5.1955,0;1.2716,5.0304,0;6.6651,-.7592,0;3.4761,-.0036,0;3.4774,1.0034,0;7.3051,.0092,0;8.1757,.5116,0;8.1731,1.5116,0;7.3086,2.0143,0;6.4379,1.512,0;.9216,4.0936,0;.6355,5.8019,0;5.8559,4.9254,0;2.8941,4.424,0;2.5999,-1.5032,0;5.6797,-.5892,0;2.6052,1.5109,0;6.4318,.5068,0;-.8675,1.5031,0;2.1899,2.5439,0;7.0106,-1.6977,0;9.8986,.8184,0;8.7736,3.1553,0;6.6667,2.7812,0;5.4524,1.3424,0;4.8698,4.7587,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;5.6503,3.134,0;2.4329,5.6639,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;7.6271,-.3733,0;8.3471,.0418,0;8.6655,1.4251,0;7.6308,2.3967,0;6.268,1.9822,0;1.3899,3.9186,0;.4532,4.2687,0;.7465,3.6253,0;.2497,5.4838,0;.3174,6.1877,0;1.0212,6.12,0;5.9392,4.4324,0;5.7725,5.4184,0;6.3489,5.0087,0;3.2799,4.7421,0;2.5083,4.1059,0;-1.2998,1.2518,0;1.8706,2.9287,0;6.6906,-2.0819,0;10.2207,.4359,0;9.2661,3.2416,0;6.8383,3.2508,0;

Duplicates ChEBI185984_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.sdf

Formula	C₂₇H₃₀O₁₂
MW	546.53
InChIKey	QEMZKSDREVQVRA-ZYMSVLFVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	0.05
logP	1.5926
PSA	192.44
MR	134.515
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-454.3957
PM7_Total_Energy_ev	-7264.33408
PM7_Electronic_Energy_ev	-70859.89133
PM7_Dipole_Debye	3.56043
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.882
PM7_LUMO_Energy_ev	-0.538
PM7_COSMO_Area_square_ang	496.22
PM7_COSMO_Volue_cubic_ang	612.43
PM7_Electron_Affinity_ev	0.538
PM7_Ionization_Energy_ev	8.882
PM7_Energy_Gap_ev	8.344
PM7_Global_Hardness_ev	4.172
PM7_Global_Softness_ev	0.23969319271332695
PM7_Chemical_Potential_ev	-4.71
PM7_Electronigativity_ev	4.71
PM7_Back_Donation_Energy_ev	-1.043
PM7_Electrophilicity_ev	2.658688878235858
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-[3-hydroxy-2-[(2~{R})-7-hydroxy-4-oxo-chroman-2-yl]-5-methoxy-4-(3-methylbut-2-enyl)phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc2c1C(=O)CC(O2)c3c(cc(c(c3O)CC=C(C)C)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
Canonical_SMILES	COc1cc(O[C@H]2O[C@H](C(=O)O)[C@H]([C@H]([C@@H]2O)O)O)c(c(c1CC=C(C)C)O)[C@H]1CC(=O)c2c(O1)cc(cc2)O
InChI	1/C27H30O12/c1-11(2)4-6-14-16(36-3)10-19(38-27-24(33)22(31)23(32)25(39-27)26(34)35)20(21(14)30)18-9-15(29)13-7-5-12(28)8-17(13)37-18/h4-5,7-8,10,18,22-25,27-28,30-33H,6,9H2,1-3H3,(H,34,35)/f/h34H
InChI_3D	1S/C27H30O12/c1-11(2)4-6-14-16(36-3)10-19(38-27-24(33)22(31)23(32)25(39-27)26(34)35)20(21(14)30)18-9-15(29)13-7-5-12(28)8-17(13)37-18/h4-5,7-8,10,18,22-25,27-28,30-33H,6,9H2,1-3H3,(H,34,35)/t18-,22-,23+,24+,25+,27+/m1/s1
AuxInfo	1/1/N:24,25,26,14,2,27,1,3,17,4,15,9,5,7,13,11,8,18,10,6,12,21,20,22,19,16,23,32,28,33,36,35,37,29,34,39,30,38,31/E:(1,2)(34,35)/F:24,25,26,14,2,27,1,3,17,4,15,9,5,7,13,11,8,18,10,6,12,21,20,22,19,16,23,32,28,33,36,35,37,34,29,39,30,38,31/E:(1,2)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s3d5;s2d3;d4s6;s4d7;d6s7;s5;;d14;;s13;s6s17;s16;s19;s20;s21;s22;s15;s15;;s7s14;d13;d16;s8s18;s19s23;s9;s12;s16;s20;s21;s22;s10s23;s11s26;s1;s2;s3;s4;s14;s17;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;/rC:.868,-.4978,0;;.868,1.5138,0;5.1574,3.0499,0;1.736,-.0012,0;3.8219,1.9422,0;3.5303,3.6525,0;1.7374,1.0057,0;0,1.0057,0;4.8128,2.1111,0;4.5212,3.8215,0;3.1756,2.712,0;2.6026,-.5032,0;2.2579,5.1955,0;1.2716,5.0304,0;6.6651,-.7592,0;3.4761,-.0036,0;3.4774,1.0034,0;7.3051,.0092,0;8.1757,.5116,0;8.1731,1.5116,0;7.3086,2.0143,0;6.4379,1.512,0;.9216,4.0936,0;.6355,5.8019,0;5.8559,4.9254,0;2.8941,4.424,0;2.5999,-1.5032,0;5.6797,-.5892,0;2.6052,1.5109,0;6.4318,.5068,0;-.8675,1.5031,0;2.1899,2.5439,0;7.0106,-1.6977,0;9.8986,.8184,0;8.7736,3.1553,0;6.6667,2.7812,0;5.4524,1.3424,0;4.8698,4.7587,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;5.6503,3.134,0;2.4329,5.6639,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;7.6271,-.3733,0;8.3471,.0418,0;8.6655,1.4251,0;7.6308,2.3967,0;6.268,1.9822,0;1.3899,3.9186,0;.4532,4.2687,0;.7465,3.6253,0;.2497,5.4838,0;.3174,6.1877,0;1.0212,6.12,0;5.9392,4.4324,0;5.7725,5.4184,0;6.3489,5.0087,0;3.2799,4.7421,0;2.5083,4.1059,0;-1.2998,1.2518,0;1.8706,2.9287,0;6.6906,-2.0819,0;10.2207,.4359,0;9.2661,3.2416,0;6.8383,3.2508,0;
Duplicates	ChEBI185984_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185984_s0.sdf