CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5995 (2614)

Formula C₂₅H₂₄O₁₂

MW 516.46

InChIKey UFCLZKMFXSILNL-NSJMMFDCNA-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 -435.91512

PM7_Total_Energy_ev -6937.81146

PM7_Electronic_Energy_ev -57318.737

PM7_Dipole_Debye 3.42941

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.057

PM7_LUMO_Energy_ev -1.038

PM7_COSMO_Area_square_ang 505.76

PM7_COSMO_Volue_cubic_ang 569.83

PM7_Electron_Affinity_ev 1.038

PM7_Ionization_Energy_ev 9.057

PM7_Energy_Gap_ev 8.019

PM7_Global_Hardness_ev 4.0095

PM7_Global_Softness_ev 0.24940765681506422

PM7_Chemical_Potential_ev -5.0475

PM7_Electronigativity_ev 5.0475

PM7_Back_Donation_Energy_ev -1.002375

PM7_Electrophilicity_ev 3.177111391694725

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

SMILES c1cc(c(cc1C=CC(=O)OC2CC(CC(C2OC(=O)C=Cc3ccc(c(c3)O)O)O)(C(=O)O)O)O)O

Canonical_SMILES O=C(O[C@@H]1[C@H](O)C[C@@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(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(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/f/h33H

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

AuxInfo 1/1/N:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,28,33,35,36,37/E:(33,34)/F:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,33,28,35,36,37/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;s25;s17s23;s18s24;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:;3.2329,-6.0208,0;-.8675,.4975,0;2.3683,-6.5233,0;.8675,1.5027,0;2.3653,-4.5182,0;.8675,.4975,0;3.2358,-5.0208,0;-.8675,1.5027,0;1.4978,-6.0207,0;0,2.0104,0;1.4919,-5.0156,0;1.7328,-.0038,0;4.1026,-4.522,0;2.5995,.495,0;4.104,-3.522,0;3.4648,-.0063,0;4.9708,-3.0233,0;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;5.8361,-3.5245,0;8.705,2.6053,0;-1.735,2.0001,0;.6333,-6.5233,0;0,3.0104,0;.6259,-4.5156,0;9.5644,1.1016,0;7.4672,-2.7321,0;6.5834,2.3817,0;4.3316,.4925,0;4.9722,-2.0233,0;0,-.5,0;3.666,-6.2708,0;-1.3001,.2469,0;2.3691,-7.0233,0;1.3012,1.7514,0;2.3668,-4.0182,0;1.7321,-.5038,0;4.5352,-4.7726,0;2.6003,.995,0;3.6714,-3.2714,0;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;.6347,-7.0233,0;-.433,3.2604,0;.1928,-4.7656,0;9.9985,1.3497,0;7.8991,-2.9839,0;6.905,2.7646,0;

Duplicates ChEBI5995;ChEBI141136

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.sdf

Formula	C₂₅H₂₄O₁₂
MW	516.46
InChIKey	UFCLZKMFXSILNL-NSJMMFDCNA-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	-435.91512
PM7_Total_Energy_ev	-6937.81146
PM7_Electronic_Energy_ev	-57318.737
PM7_Dipole_Debye	3.42941
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.057
PM7_LUMO_Energy_ev	-1.038
PM7_COSMO_Area_square_ang	505.76
PM7_COSMO_Volue_cubic_ang	569.83
PM7_Electron_Affinity_ev	1.038
PM7_Ionization_Energy_ev	9.057
PM7_Energy_Gap_ev	8.019
PM7_Global_Hardness_ev	4.0095
PM7_Global_Softness_ev	0.24940765681506422
PM7_Chemical_Potential_ev	-5.0475
PM7_Electronigativity_ev	5.0475
PM7_Back_Donation_Energy_ev	-1.002375
PM7_Electrophilicity_ev	3.177111391694725
OPENEYE_Name	(1~{S},3~{R},4~{R},5~{R})-3,4-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxy-cyclohexanecarboxylic acid
SMILES	c1cc(c(cc1C=CC(=O)OC2CC(CC(C2OC(=O)C=Cc3ccc(c(c3)O)O)O)(C(=O)O)O)O)O
Canonical_SMILES	O=C(O[C@@H]1[C@H](O)C[C@@](C[C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)(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(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/f/h33H
InChI_3D	1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
AuxInfo	1/1/N:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,28,33,35,36,37/E:(33,34)/F:1,2,13,14,3,4,15,16,5,6,20,21,7,8,9,10,11,12,22,23,17,18,24,19,25,29,30,31,32,34,26,27,33,28,35,36,37/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;s25;s17s23;s18s24;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:;3.2329,-6.0208,0;-.8675,.4975,0;2.3683,-6.5233,0;.8675,1.5027,0;2.3653,-4.5182,0;.8675,.4975,0;3.2358,-5.0208,0;-.8675,1.5027,0;1.4978,-6.0207,0;0,2.0104,0;1.4919,-5.0156,0;1.7328,-.0038,0;4.1026,-4.522,0;2.5995,.495,0;4.104,-3.522,0;3.4648,-.0063,0;4.9708,-3.0233,0;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;5.8361,-3.5245,0;8.705,2.6053,0;-1.735,2.0001,0;.6333,-6.5233,0;0,3.0104,0;.6259,-4.5156,0;9.5644,1.1016,0;7.4672,-2.7321,0;6.5834,2.3817,0;4.3316,.4925,0;4.9722,-2.0233,0;0,-.5,0;3.666,-6.2708,0;-1.3001,.2469,0;2.3691,-7.0233,0;1.3012,1.7514,0;2.3668,-4.0182,0;1.7321,-.5038,0;4.5352,-4.7726,0;2.6003,.995,0;3.6714,-3.2714,0;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;.6347,-7.0233,0;-.433,3.2604,0;.1928,-4.7656,0;9.9985,1.3497,0;7.8991,-2.9839,0;6.905,2.7646,0;
Duplicates	ChEBI5995;ChEBI141136
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/ChEBI5995.sdf