CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186318_s0 (100862)

Formula C₂₉H₂₈O₁₀

MW 536.53

InChIKey RAPFTPVSHNXNAD-GLAYEKRENA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 10

Lipinski_Violations 2

XLogP3 0

XLogP -1.2

logP 3.6263

PSA 195.98

MR 141.516

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -368.92359

PM7_Total_Energy_ev -6892.92851

PM7_Electronic_Energy_ev -69549.56693

PM7_Dipole_Debye 1.8643

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.935

PM7_LUMO_Energy_ev -0.581

PM7_COSMO_Area_square_ang 442.85

PM7_COSMO_Volue_cubic_ang 611.51

PM7_Electron_Affinity_ev 0.581

PM7_Ionization_Energy_ev 8.935

PM7_Energy_Gap_ev 8.354

PM7_Global_Hardness_ev 4.177

PM7_Global_Softness_ev 0.23940627244433804

PM7_Chemical_Potential_ev -4.758

PM7_Electronigativity_ev 4.758

PM7_Back_Donation_Energy_ev -1.04425

PM7_Electrophilicity_ev 2.7099071103662915

OPENEYE_Name (1~{S},2~{R},6~{S})-6-(2,4-dihydroxyphenyl)-2-[3-[3-(2,4-dihydroxyphenyl)propanoyl]-2,6-dihydroxy-phenyl]-4-(hydroxymethyl)cyclohex-3-ene-1-carboxylic acid

SMILES c1cc(c(c(c1C(=O)CCc2ccc(cc2O)O)O)C3C=C(CC(C3C(=O)O)c4ccc(cc4O)O)CO)O

Canonical_SMILES OCC1=C[C@@H](c2c(O)ccc(c2O)C(=O)CCc2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)O

InChI 1/C29H28O10/c30-13-14-9-20(18-5-4-17(32)12-25(18)36)26(29(38)39)21(10-14)27-23(34)8-6-19(28(27)37)22(33)7-2-15-1-3-16(31)11-24(15)35/h1,3-6,8,10-12,20-21,26,30-32,34-37H,2,7,9,13H2,(H,38,39)/f/h38H

InChI_3D 1S/C29H28O10/c30-13-14-9-20(18-5-4-17(32)12-25(18)36)26(29(38)39)21(10-14)27-23(34)8-6-19(28(27)37)22(33)7-2-15-1-3-16(31)11-24(15)35/h1,3-6,8,10-12,20-21,26,30-32,34-37H,2,7,9,13H2,(H,38,39)/t20-,21-,26+/m1/s1

AuxInfo 1/1/N:3,27,6,5,2,1,29,4,23,19,8,7,28,20,12,14,13,10,9,25,24,21,15,17,16,26,11,18,22,39,33,32,30,34,36,35,37,31,38/E:(38,39)/F:3,27,6,5,2,1,29,4,23,19,8,7,28,20,12,14,13,10,9,25,24,21,15,17,16,26,11,18,22,39,33,32,30,34,36,35,37,38,31/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1;s2;;s3;s5d7;s6d8;s4d11;s7d10;s8d12;d9s11;;d19;s9;;s20;s11s19;s10s23;s22s24s25;s12;s20;s21s27;d21;d22;s13;s14;s15;s16;s17;s18;s22;s28;s1;s2;s3;s4;s5;s6;s7;s8;s19;s23;s23;s24;s25;s26;s27;s27;s28;s28;s29;s29;s32;s33;s34;s35;s36;s37;s38;s39;/rC:-.8675,.4975,0;5.2339,1.6114,0;-5.1992,.9951,0;;6.1014,1.1139,0;-6.0638,.4926,0;6.9689,2.6166,0;-5.1961,-1.0101,0;-.8675,1.5027,0;5.2339,2.6166,0;.8675,1.5027,0;-4.3286,.4925,0;6.9689,1.6114,0;-6.0667,-.5075,0;.8675,.4975,0;6.1014,3.1243,0;-4.3227,-.5126,0;0,2.0104,0;1.7402,3.1439,0;2.0859,4.0823,0;-1.735,2.0001,0;3.3715,.791,0;3.0704,4.2578,0;2.3856,2.3732,0;3.7158,3.4872,0;3.3767,2.5409,0;-3.4641,.995,0;1.4439,4.849,0;-2.5995,1.4976,0;-1.7379,3.0001,0;2.504,.2935,0;7.8342,1.1102,0;-6.9334,-1.0062,0;1.7328,-.0038,0;6.1014,4.1243,0;-3.4567,-1.0126,0;0,3.0104,0;4.2361,.2884,0;.8019,5.6156,0;-1.3001,.2469,0;4.8013,1.3608,0;-5.1999,1.4951,0;0,-.5,0;6.1014,.6139,0;-6.4968,.7426,0;7.4027,2.8654,0;-5.1976,-1.5101,0;1.2476,3.0583,0;3.5034,4.5078,0;2.899,4.7275,0;2.5543,1.9025,0;4.0368,3.8705,0;3.8692,2.4546,0;-3.7154,1.4273,0;-3.2128,.5628,0;1.8272,5.17,0;1.0606,4.5279,0;-2.3483,1.0653,0;-2.8508,1.9299,0;8.2676,1.3595,0;-6.9341,-1.5062,0;1.7321,-.5038,0;5.6684,4.3743,0;-3.0237,-.7626,0;-.433,3.2604,0;4.2346,-.2116,0;.9733,6.0853,0;

Duplicates ChEBI186318_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.sdf

Formula	C₂₉H₂₈O₁₀
MW	536.53
InChIKey	RAPFTPVSHNXNAD-GLAYEKRENA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	10
Lipinski_Violations	2
XLogP3	0
XLogP	-1.2
logP	3.6263
PSA	195.98
MR	141.516
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-368.92359
PM7_Total_Energy_ev	-6892.92851
PM7_Electronic_Energy_ev	-69549.56693
PM7_Dipole_Debye	1.8643
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.935
PM7_LUMO_Energy_ev	-0.581
PM7_COSMO_Area_square_ang	442.85
PM7_COSMO_Volue_cubic_ang	611.51
PM7_Electron_Affinity_ev	0.581
PM7_Ionization_Energy_ev	8.935
PM7_Energy_Gap_ev	8.354
PM7_Global_Hardness_ev	4.177
PM7_Global_Softness_ev	0.23940627244433804
PM7_Chemical_Potential_ev	-4.758
PM7_Electronigativity_ev	4.758
PM7_Back_Donation_Energy_ev	-1.04425
PM7_Electrophilicity_ev	2.7099071103662915
OPENEYE_Name	(1~{S},2~{R},6~{S})-6-(2,4-dihydroxyphenyl)-2-[3-[3-(2,4-dihydroxyphenyl)propanoyl]-2,6-dihydroxy-phenyl]-4-(hydroxymethyl)cyclohex-3-ene-1-carboxylic acid
SMILES	c1cc(c(c(c1C(=O)CCc2ccc(cc2O)O)O)C3C=C(CC(C3C(=O)O)c4ccc(cc4O)O)CO)O
Canonical_SMILES	OCC1=C[C@@H](c2c(O)ccc(c2O)C(=O)CCc2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)O
InChI	1/C29H28O10/c30-13-14-9-20(18-5-4-17(32)12-25(18)36)26(29(38)39)21(10-14)27-23(34)8-6-19(28(27)37)22(33)7-2-15-1-3-16(31)11-24(15)35/h1,3-6,8,10-12,20-21,26,30-32,34-37H,2,7,9,13H2,(H,38,39)/f/h38H
InChI_3D	1S/C29H28O10/c30-13-14-9-20(18-5-4-17(32)12-25(18)36)26(29(38)39)21(10-14)27-23(34)8-6-19(28(27)37)22(33)7-2-15-1-3-16(31)11-24(15)35/h1,3-6,8,10-12,20-21,26,30-32,34-37H,2,7,9,13H2,(H,38,39)/t20-,21-,26+/m1/s1
AuxInfo	1/1/N:3,27,6,5,2,1,29,4,23,19,8,7,28,20,12,14,13,10,9,25,24,21,15,17,16,26,11,18,22,39,33,32,30,34,36,35,37,31,38/E:(38,39)/F:3,27,6,5,2,1,29,4,23,19,8,7,28,20,12,14,13,10,9,25,24,21,15,17,16,26,11,18,22,39,33,32,30,34,36,35,37,38,31/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;s1;s2;;s3;s5d7;s6d8;s4d11;s7d10;s8d12;d9s11;;d19;s9;;s20;s11s19;s10s23;s22s24s25;s12;s20;s21s27;d21;d22;s13;s14;s15;s16;s17;s18;s22;s28;s1;s2;s3;s4;s5;s6;s7;s8;s19;s23;s23;s24;s25;s26;s27;s27;s28;s28;s29;s29;s32;s33;s34;s35;s36;s37;s38;s39;/rC:-.8675,.4975,0;5.2339,1.6114,0;-5.1992,.9951,0;;6.1014,1.1139,0;-6.0638,.4926,0;6.9689,2.6166,0;-5.1961,-1.0101,0;-.8675,1.5027,0;5.2339,2.6166,0;.8675,1.5027,0;-4.3286,.4925,0;6.9689,1.6114,0;-6.0667,-.5075,0;.8675,.4975,0;6.1014,3.1243,0;-4.3227,-.5126,0;0,2.0104,0;1.7402,3.1439,0;2.0859,4.0823,0;-1.735,2.0001,0;3.3715,.791,0;3.0704,4.2578,0;2.3856,2.3732,0;3.7158,3.4872,0;3.3767,2.5409,0;-3.4641,.995,0;1.4439,4.849,0;-2.5995,1.4976,0;-1.7379,3.0001,0;2.504,.2935,0;7.8342,1.1102,0;-6.9334,-1.0062,0;1.7328,-.0038,0;6.1014,4.1243,0;-3.4567,-1.0126,0;0,3.0104,0;4.2361,.2884,0;.8019,5.6156,0;-1.3001,.2469,0;4.8013,1.3608,0;-5.1999,1.4951,0;0,-.5,0;6.1014,.6139,0;-6.4968,.7426,0;7.4027,2.8654,0;-5.1976,-1.5101,0;1.2476,3.0583,0;3.5034,4.5078,0;2.899,4.7275,0;2.5543,1.9025,0;4.0368,3.8705,0;3.8692,2.4546,0;-3.7154,1.4273,0;-3.2128,.5628,0;1.8272,5.17,0;1.0606,4.5279,0;-2.3483,1.0653,0;-2.8508,1.9299,0;8.2676,1.3595,0;-6.9341,-1.5062,0;1.7321,-.5038,0;5.6684,4.3743,0;-3.0237,-.7626,0;-.433,3.2604,0;4.2346,-.2116,0;.9733,6.0853,0;
Duplicates	ChEBI186318_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186318_s0.sdf