CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI520 (140)

Formula C₂₅H₂₄O₁₂

MW 516.46

InChIKey YDDUMTOHNYZQPO-ZYMSVLFVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 12

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -0.17

logP 1.0296

PSA 211.28

MR 126.896

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -432.28159

PM7_Total_Energy_ev -6937.44762

PM7_Electronic_Energy_ev -62371.0193

PM7_Dipole_Debye 2.11305

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.9

PM7_LUMO_Energy_ev -1.09

PM7_COSMO_Area_square_ang 460.95

PM7_COSMO_Volue_cubic_ang 577.48

PM7_Electron_Affinity_ev 1.09

PM7_Ionization_Energy_ev 8.9

PM7_Energy_Gap_ev 7.81

PM7_Global_Hardness_ev 3.905

PM7_Global_Softness_ev 0.2560819462227913

PM7_Chemical_Potential_ev -4.995

PM7_Electronigativity_ev 4.995

PM7_Back_Donation_Energy_ev -0.97625

PM7_Electrophilicity_ev 3.194625480153649

OPENEYE_Name (1~{R},3~{R},4~{S},5~{R})-1,3-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxy-cyclohexanecarboxylic acid

SMILES c1cc(c(cc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)OC(=O)C=Cc3ccc(c(c3)O)O)O)O

Canonical_SMILES O=C(O[C@@H]1C[C@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O

InChI 1/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/f/h34H

InChI_3D 1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1

AuxInfo 1/1/N:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,35,28,33,36,37/E:(34,35)/F:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,35,33,28,36,37/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;;;s20;s21;s22s23;s19s20s21;d17;d18;d19;s9;s10;s11;s12;s19;s22;s24;s17s23;s18s25;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s20;s21;s21;s22;s23;s24;s29;s30;s31;s32;s33;s34;s35;/rC:;2.9463,4.7851,0;-.8675,.4975,0;2.6006,5.7235,0;.8675,1.5027,0;4.5761,5.3803,0;.8675,.4975,0;3.9308,4.6096,0;-.8675,1.5027,0;3.2459,6.4942,0;0,2.0104,0;4.237,6.3265,0;1.7328,-.0038,0;4.2724,3.6698,0;2.5995,.495,0;5.2571,3.4957,0;3.4648,-.0063,0;5.5987,2.5558,0;8.7006,1.6054,0;7.8209,-.0383,0;6.192,.559,0;7.4748,-.9821,0;5.8459,-.3847,0;6.4891,-1.1505,0;7.1812,.737,0;3.4634,-1.0063,0;4.9556,1.7901,0;8.705,2.6053,0;-1.735,2.0001,0;2.9002,7.4325,0;0,3.0104,0;4.879,7.0932,0;9.5644,1.1016,0;7.4672,-2.7321,0;4.9722,-2.0233,0;4.3316,.4925,0;6.5834,2.3817,0;0,-.5,0;2.6253,4.4018,0;-1.3001,.2469,0;2.108,5.8091,0;1.3012,1.7514,0;5.0684,5.2925,0;1.7321,-.5038,0;3.9508,3.2869,0;2.6003,.995,0;5.5787,3.8786,0;8.2528,-.2902,0;8.1447,.3427,0;6.1912,1.059,0;5.6996,.6461,0;7.9669,-1.0706,0;5.5243,-.7676,0;6.6585,-1.6209,0;-2.1673,1.7489,0;2.4075,7.5174,0;-.433,3.2604,0;4.7075,7.5629,0;9.9985,1.3497,0;7.8991,-2.9839,0;4.9715,-2.5233,0;

Duplicates ChEBI520

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.sdf

Formula	C₂₅H₂₄O₁₂
MW	516.46
InChIKey	YDDUMTOHNYZQPO-ZYMSVLFVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	12
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-0.17
logP	1.0296
PSA	211.28
MR	126.896
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-432.28159
PM7_Total_Energy_ev	-6937.44762
PM7_Electronic_Energy_ev	-62371.0193
PM7_Dipole_Debye	2.11305
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.9
PM7_LUMO_Energy_ev	-1.09
PM7_COSMO_Area_square_ang	460.95
PM7_COSMO_Volue_cubic_ang	577.48
PM7_Electron_Affinity_ev	1.09
PM7_Ionization_Energy_ev	8.9
PM7_Energy_Gap_ev	7.81
PM7_Global_Hardness_ev	3.905
PM7_Global_Softness_ev	0.2560819462227913
PM7_Chemical_Potential_ev	-4.995
PM7_Electronigativity_ev	4.995
PM7_Back_Donation_Energy_ev	-0.97625
PM7_Electrophilicity_ev	3.194625480153649
OPENEYE_Name	(1~{R},3~{R},4~{S},5~{R})-1,3-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxy-cyclohexanecarboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)OC(=O)C=Cc3ccc(c(c3)O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1C[C@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
InChI	1/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/f/h34H
InChI_3D	1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23+,25-/m1/s1
AuxInfo	1/1/N:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,35,28,33,36,37/E:(34,35)/F:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,35,33,28,36,37/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;s7;s8;w13;w14;s15;s16;;;;s20;s21;s22s23;s19s20s21;d17;d18;d19;s9;s10;s11;s12;s19;s22;s24;s17s23;s18s25;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s20;s21;s21;s22;s23;s24;s29;s30;s31;s32;s33;s34;s35;/rC:;2.9463,4.7851,0;-.8675,.4975,0;2.6006,5.7235,0;.8675,1.5027,0;4.5761,5.3803,0;.8675,.4975,0;3.9308,4.6096,0;-.8675,1.5027,0;3.2459,6.4942,0;0,2.0104,0;4.237,6.3265,0;1.7328,-.0038,0;4.2724,3.6698,0;2.5995,.495,0;5.2571,3.4957,0;3.4648,-.0063,0;5.5987,2.5558,0;8.7006,1.6054,0;7.8209,-.0383,0;6.192,.559,0;7.4748,-.9821,0;5.8459,-.3847,0;6.4891,-1.1505,0;7.1812,.737,0;3.4634,-1.0063,0;4.9556,1.7901,0;8.705,2.6053,0;-1.735,2.0001,0;2.9002,7.4325,0;0,3.0104,0;4.879,7.0932,0;9.5644,1.1016,0;7.4672,-2.7321,0;4.9722,-2.0233,0;4.3316,.4925,0;6.5834,2.3817,0;0,-.5,0;2.6253,4.4018,0;-1.3001,.2469,0;2.108,5.8091,0;1.3012,1.7514,0;5.0684,5.2925,0;1.7321,-.5038,0;3.9508,3.2869,0;2.6003,.995,0;5.5787,3.8786,0;8.2528,-.2902,0;8.1447,.3427,0;6.1912,1.059,0;5.6996,.6461,0;7.9669,-1.0706,0;5.5243,-.7676,0;6.6585,-1.6209,0;-2.1673,1.7489,0;2.4075,7.5174,0;-.433,3.2604,0;4.7075,7.5629,0;9.9985,1.3497,0;7.8991,-2.9839,0;4.9715,-2.5233,0;
Duplicates	ChEBI520
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/ChEBI520.sdf