CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187680_s0 (102088)

Formula C₂₇H₂₀O₁₂

MW 536.45

InChIKey FGLLLJUSIHHQKZ-ZYMSVLFVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 12

HB_Donor 6

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 0.91

logP 3.3656

PSA 204.19

MR 135.978

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -370.21021

PM7_Total_Energy_ev -7127.90356

PM7_Electronic_Energy_ev -57915.74361

PM7_Dipole_Debye 4.20619

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.029

PM7_LUMO_Energy_ev -1.366

PM7_COSMO_Area_square_ang 514.95

PM7_COSMO_Volue_cubic_ang 582.15

PM7_Electron_Affinity_ev 1.366

PM7_Ionization_Energy_ev 9.029

PM7_Energy_Gap_ev 7.663

PM7_Global_Hardness_ev 3.8315

PM7_Global_Softness_ev 0.26099438862064467

PM7_Chemical_Potential_ev -5.1975

PM7_Electronigativity_ev 5.1975

PM7_Back_Donation_Energy_ev -0.957875

PM7_Electrophilicity_ev 3.525252022706512

OPENEYE_Name (2~{S})-2-[(~{E})-3-[4-(6,7-dihydroxy-2-oxo-chromen-3-yl)oxy-3-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

SMILES c1cc(c(cc1C=CC(=O)OC(C(=O)O)Cc2ccc(c(c2)O)O)O)Oc3cc4cc(c(cc4oc3=O)O)O

Canonical_SMILES O=C(O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)Oc1cc2cc(O)c(cc2oc1=O)O

InChI 1/C27H20O12/c28-16-4-1-14(8-17(16)29)9-23(26(34)35)38-25(33)6-3-13-2-5-21(20(32)7-13)37-24-11-15-10-18(30)19(31)12-22(15)39-27(24)36/h1-8,10-12,23,28-32H,9H2,(H,34,35)/f/h34H

InChI_3D 1S/C27H20O12/c28-16-4-1-14(8-17(16)29)9-23(26(34)35)38-25(33)6-3-13-2-5-21(20(32)7-13)37-24-11-15-10-18(30)19(31)12-22(15)39-27(24)36/h1-8,10-12,23,28-32H,9H2,(H,34,35)/b6-3+/t23-/m0/s1

AuxInfo 1/1/N:2,1,22,4,3,23,6,7,26,5,19,8,10,11,9,13,17,15,18,16,14,12,27,20,24,25,21,32,35,33,36,34,29,30,37,28,38,39,31/E:(34,35)/F:2,1,22,4,3,23,6,7,26,5,19,8,10,11,9,13,17,15,18,16,14,12,27,20,24,25,21,32,35,33,36,34,29,37,30,28,38,39,31/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;d5;s1d6;s2d7;d8s9;s4;s3;s5;s6d14;s7d13;s8d15;s9;d19;s20;s10;w22;s23;;s11;s25s26;d21;d24;d25;s12s21;s13;s15;s16;s17;s18;s25;s14s20;s24s27;s1;s2;s3;s4;s5;s6;s7;s8;s19;s22;s23;s26;s26;s27;s32;s33;s34;s35;s36;s37;/rC:3.46,-3.7536,0;8.5328,-7.4256,0;3.4628,-2.7536,0;9.5329,-7.4283,0;.868,-.4978,0;5.1951,-3.7633,0;8.5232,-9.1607,0;.868,1.5138,0;1.736,-.0012,0;4.3218,-4.261,0;8.0255,-8.2873,0;1.7374,1.0057,0;10.0306,-8.3016,0;4.3361,-2.2559,0;;5.2067,-2.7582,0;9.5282,-9.1722,0;0,1.0057,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;4.3147,-5.261,0;5.1772,-5.7671,0;5.1701,-6.7671,0;6.0184,-9.2731,0;7.0255,-8.2802,0;6.0255,-8.2732,0;4.3446,1.5014,0;4.3006,-7.2609,0;5.1489,-9.767,0;2.6052,1.5109,0;11.0306,-8.3043,0;-.8653,-.5013,0;6.0756,-2.2631,0;10.0233,-10.0411,0;-.8675,1.5031,0;6.8809,-9.7793,0;4.3408,-.5059,0;6.0326,-7.2732,0;3.0256,-4.0012,0;8.2853,-6.9911,0;3.0308,-2.5018,0;9.7847,-6.9963,0;.8677,-.9978,0;5.626,-4.017,0;8.2694,-9.5915,0;.8678,2.0138,0;2.6012,-1.0032,0;3.88,-5.5079,0;5.612,-5.5202,0;7.0219,-8.7802,0;7.029,-7.7803,0;5.5255,-8.2696,0;11.2817,-7.872,0;-.8646,-1.0013,0;6.0784,-1.7631,0;10.5233,-10.0439,0;-1.2998,1.2518,0;6.8774,-10.2792,0;

Duplicates ChEBI187680_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.sdf

Formula	C₂₇H₂₀O₁₂
MW	536.45
InChIKey	FGLLLJUSIHHQKZ-ZYMSVLFVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	12
HB_Donor	6
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	0.91
logP	3.3656
PSA	204.19
MR	135.978
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-370.21021
PM7_Total_Energy_ev	-7127.90356
PM7_Electronic_Energy_ev	-57915.74361
PM7_Dipole_Debye	4.20619
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.029
PM7_LUMO_Energy_ev	-1.366
PM7_COSMO_Area_square_ang	514.95
PM7_COSMO_Volue_cubic_ang	582.15
PM7_Electron_Affinity_ev	1.366
PM7_Ionization_Energy_ev	9.029
PM7_Energy_Gap_ev	7.663
PM7_Global_Hardness_ev	3.8315
PM7_Global_Softness_ev	0.26099438862064467
PM7_Chemical_Potential_ev	-5.1975
PM7_Electronigativity_ev	5.1975
PM7_Back_Donation_Energy_ev	-0.957875
PM7_Electrophilicity_ev	3.525252022706512
OPENEYE_Name	(2~{S})-2-[(~{E})-3-[4-(6,7-dihydroxy-2-oxo-chromen-3-yl)oxy-3-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
SMILES	c1cc(c(cc1C=CC(=O)OC(C(=O)O)Cc2ccc(c(c2)O)O)O)Oc3cc4cc(c(cc4oc3=O)O)O
Canonical_SMILES	O=C(O[C@H](C(=O)O)Cc1ccc(c(c1)O)O)/C=C/c1ccc(c(c1)O)Oc1cc2cc(O)c(cc2oc1=O)O
InChI	1/C27H20O12/c28-16-4-1-14(8-17(16)29)9-23(26(34)35)38-25(33)6-3-13-2-5-21(20(32)7-13)37-24-11-15-10-18(30)19(31)12-22(15)39-27(24)36/h1-8,10-12,23,28-32H,9H2,(H,34,35)/f/h34H
InChI_3D	1S/C27H20O12/c28-16-4-1-14(8-17(16)29)9-23(26(34)35)38-25(33)6-3-13-2-5-21(20(32)7-13)37-24-11-15-10-18(30)19(31)12-22(15)39-27(24)36/h1-8,10-12,23,28-32H,9H2,(H,34,35)/b6-3+/t23-/m0/s1
AuxInfo	1/1/N:2,1,22,4,3,23,6,7,26,5,19,8,10,11,9,13,17,15,18,16,14,12,27,20,24,25,21,32,35,33,36,34,29,30,37,28,38,39,31/E:(34,35)/F:2,1,22,4,3,23,6,7,26,5,19,8,10,11,9,13,17,15,18,16,14,12,27,20,24,25,21,32,35,33,36,34,29,37,30,28,38,39,31/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;d5;s1d6;s2d7;d8s9;s4;s3;s5;s6d14;s7d13;s8d15;s9;d19;s20;s10;w22;s23;;s11;s25s26;d21;d24;d25;s12s21;s13;s15;s16;s17;s18;s25;s14s20;s24s27;s1;s2;s3;s4;s5;s6;s7;s8;s19;s22;s23;s26;s26;s27;s32;s33;s34;s35;s36;s37;/rC:3.46,-3.7536,0;8.5328,-7.4256,0;3.4628,-2.7536,0;9.5329,-7.4283,0;.868,-.4978,0;5.1951,-3.7633,0;8.5232,-9.1607,0;.868,1.5138,0;1.736,-.0012,0;4.3218,-4.261,0;8.0255,-8.2873,0;1.7374,1.0057,0;10.0306,-8.3016,0;4.3361,-2.2559,0;;5.2067,-2.7582,0;9.5282,-9.1722,0;0,1.0057,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;4.3147,-5.261,0;5.1772,-5.7671,0;5.1701,-6.7671,0;6.0184,-9.2731,0;7.0255,-8.2802,0;6.0255,-8.2732,0;4.3446,1.5014,0;4.3006,-7.2609,0;5.1489,-9.767,0;2.6052,1.5109,0;11.0306,-8.3043,0;-.8653,-.5013,0;6.0756,-2.2631,0;10.0233,-10.0411,0;-.8675,1.5031,0;6.8809,-9.7793,0;4.3408,-.5059,0;6.0326,-7.2732,0;3.0256,-4.0012,0;8.2853,-6.9911,0;3.0308,-2.5018,0;9.7847,-6.9963,0;.8677,-.9978,0;5.626,-4.017,0;8.2694,-9.5915,0;.8678,2.0138,0;2.6012,-1.0032,0;3.88,-5.5079,0;5.612,-5.5202,0;7.0219,-8.7802,0;7.029,-7.7803,0;5.5255,-8.2696,0;11.2817,-7.872,0;-.8646,-1.0013,0;6.0784,-1.7631,0;10.5233,-10.0439,0;-1.2998,1.2518,0;6.8774,-10.2792,0;
Duplicates	ChEBI187680_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187680_s0.sdf