CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189745_t1 (103891)

Formula C₂₇H₂₇O₁₂

MW 543.5

InChIKey IGNHPXIJRJBNOR-BBCJRBIZNA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 2.42

logP 1.418

PSA 192.44

MR 136.433

ABS 0.11

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -436.28485

PM7_Total_Energy_ev -7223.71161

PM7_Electronic_Energy_ev -67054.54728

PM7_Dipole_Debye 4.5435

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.931

PM7_LUMO_Energy_ev 1.324

PM7_COSMO_Area_square_ang 485.77

PM7_COSMO_Volue_cubic_ang 627.47

PM7_Electron_Affinity_ev -1.324

PM7_Ionization_Energy_ev 5.931

PM7_Energy_Gap_ev 7.255

PM7_Global_Hardness_ev 3.6275

PM7_Global_Softness_ev 0.27567195037904896

PM7_Chemical_Potential_ev -2.3035

PM7_Electronigativity_ev 2.3035

PM7_Back_Donation_Energy_ev -0.906875

PM7_Electrophilicity_ev 0.7313731564438318

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[(1~{E},3~{Z},6~{E})-3-hydroxy-7-(4-hydroxy-3-methoxy-phenyl)-5-oxo-hepta-1,3,6-trienyl]-2-methoxy-phenoxy]tetrahydropyran-2-carboxylate

SMILES c1cc(c(cc1C=CC(=O)C=C(C=Cc2ccc(c(c2)OC)OC3C(C(C(C(O3)C(=O)[O-])O)O)O)O)OC)O

Canonical_SMILES COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)O)/O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-13,22-25,27,29-33H,1-2H3,(H,34,35)/p-1/fC27H27O12/q-1

InChI_3D 1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-13,22-25,27,29-33H,1-2H3,(H,34,35)/b7-3+,8-4+,17-13-/t22-,23-,24+,25-,27+/m0/s1

AuxInfo 1/1/N:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,30,33,38,39,37,31/E:(34,35)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOO-OOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;s19;s20;s21;s22;s23;;;s17w18;d17;s18;d19;s20s24;s9;s19;s21;s22;s23;s10s24;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s29;s32;s34;s35;s36;/rC:11.3666,2.3908,0;3.825,2.0061,0;12.0064,1.6222,0;2.8395,1.8364,0;10.0298,1.2846,0;3.5354,3.7169,0;10.3801,2.2268,0;4.1762,2.9424,0;11.6561,.68,0;2.1987,2.6108,0;10.666,.5065,0;2.5434,3.555,0;9.7437,2.9982,0;5.1625,3.1078,0;8.7575,2.8328,0;5.5123,4.0447,0;8.1211,3.6041,0;6.4985,4.2101,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;10.955,-1.2013,0;.9199,4.1586,0;7.1349,3.4387,0;8.471,4.541,0;6.8484,5.1469,0;-.5734,3.2096,0;0,2.0104,0;12.2958,-.0885,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;10.3175,-.4309,0;1.9059,4.3255,0;11.5408,2.8595,0;4.1438,1.6209,0;12.4992,1.7064,0;2.666,1.3674,0;9.5366,1.2027,0;3.7111,4.185,0;9.9186,3.4666,0;5.4807,2.7222,0;8.5826,2.3644,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;11.3403,-.8826,0;10.5698,-1.5201,0;11.2738,-1.5865,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;6.96,2.9703,0;6.5302,5.5326,0;12.7886,-.0037,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI189745_t1

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.sdf

Formula	C₂₇H₂₇O₁₂
MW	543.5
InChIKey	IGNHPXIJRJBNOR-BBCJRBIZNA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	2.42
logP	1.418
PSA	192.44
MR	136.433
ABS	0.11
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-436.28485
PM7_Total_Energy_ev	-7223.71161
PM7_Electronic_Energy_ev	-67054.54728
PM7_Dipole_Debye	4.5435
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.931
PM7_LUMO_Energy_ev	1.324
PM7_COSMO_Area_square_ang	485.77
PM7_COSMO_Volue_cubic_ang	627.47
PM7_Electron_Affinity_ev	-1.324
PM7_Ionization_Energy_ev	5.931
PM7_Energy_Gap_ev	7.255
PM7_Global_Hardness_ev	3.6275
PM7_Global_Softness_ev	0.27567195037904896
PM7_Chemical_Potential_ev	-2.3035
PM7_Electronigativity_ev	2.3035
PM7_Back_Donation_Energy_ev	-0.906875
PM7_Electrophilicity_ev	0.7313731564438318
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[4-[(1~{E},3~{Z},6~{E})-3-hydroxy-7-(4-hydroxy-3-methoxy-phenyl)-5-oxo-hepta-1,3,6-trienyl]-2-methoxy-phenoxy]tetrahydropyran-2-carboxylate
SMILES	c1cc(c(cc1C=CC(=O)C=C(C=Cc2ccc(c(c2)OC)OC3C(C(C(C(O3)C(=O)[O-])O)O)O)O)OC)O
Canonical_SMILES	COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)O)/O)ccc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-13,22-25,27,29-33H,1-2H3,(H,34,35)/p-1/fC27H27O12/q-1
InChI_3D	1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-13,22-25,27,29-33H,1-2H3,(H,34,35)/b7-3+,8-4+,17-13-/t22-,23-,24+,25-,27+/m0/s1
AuxInfo	1/1/N:25,26,13,14,1,2,15,16,3,4,5,6,27,7,8,17,18,9,10,11,12,22,21,23,20,19,24,28,29,32,35,34,36,30,33,38,39,37,31/E:(34,35)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOO-OOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;s19;s20;s21;s22;s23;;;s17w18;d17;s18;d19;s20s24;s9;s19;s21;s22;s23;s10s24;s11s25;s12s26;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s26;s27;s29;s32;s34;s35;s36;/rC:11.3666,2.3908,0;3.825,2.0061,0;12.0064,1.6222,0;2.8395,1.8364,0;10.0298,1.2846,0;3.5354,3.7169,0;10.3801,2.2268,0;4.1762,2.9424,0;11.6561,.68,0;2.1987,2.6108,0;10.666,.5065,0;2.5434,3.555,0;9.7437,2.9982,0;5.1625,3.1078,0;8.7575,2.8328,0;5.5123,4.0447,0;8.1211,3.6041,0;6.4985,4.2101,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;10.955,-1.2013,0;.9199,4.1586,0;7.1349,3.4387,0;8.471,4.541,0;6.8484,5.1469,0;-.5734,3.2096,0;0,2.0104,0;12.2958,-.0885,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;10.3175,-.4309,0;1.9059,4.3255,0;11.5408,2.8595,0;4.1438,1.6209,0;12.4992,1.7064,0;2.666,1.3674,0;9.5366,1.2027,0;3.7111,4.185,0;9.9186,3.4666,0;5.4807,2.7222,0;8.5826,2.3644,0;5.1941,4.4303,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;11.3403,-.8826,0;10.5698,-1.5201,0;11.2738,-1.5865,0;1.0034,3.6656,0;.8365,4.6516,0;.4269,4.0752,0;6.96,2.9703,0;6.5302,5.5326,0;12.7886,-.0037,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI189745_t1
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189745_t1.sdf