CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105294 (5492)

Formula C₂₉H₂₄O₁₁

MW 548.5

InChIKey SZLLZTDQUNACQS-KWSNEHRCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 16

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 11

HB_Donor 5

HB_Acceptor 10

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 0.78

logP 4.4814

PSA 199.64

MR 142.801

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -406.28806

PM7_Total_Energy_ev -7134.91745

PM7_Electronic_Energy_ev -67820.22644

PM7_Dipole_Debye 4.64264

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.837

PM7_LUMO_Energy_ev -1.668

PM7_COSMO_Area_square_ang 473.58

PM7_COSMO_Volue_cubic_ang 605.26

PM7_Electron_Affinity_ev 1.668

PM7_Ionization_Energy_ev 8.837

PM7_Energy_Gap_ev 7.169

PM7_Global_Hardness_ev 3.5845

PM7_Global_Softness_ev 0.2789789370902497

PM7_Chemical_Potential_ev -5.2525

PM7_Electronigativity_ev 5.2525

PM7_Back_Donation_Energy_ev -0.896125

PM7_Electrophilicity_ev 3.8483409471334915

OPENEYE_Name 3-[2,7-bis(3-carboxypropyl)-3-hydroxy-6-oxo-xanthen-9-yl]phthalic acid

SMILES c1cc(c(c(c1)C(=O)O)C(=O)O)c2c3cc(c(cc3oc-4cc(=O)c(cc24)CCCC(=O)O)O)CCCC(=O)O

Canonical_SMILES OC(=O)CCCc1cc2c(cc1O)oc1c(c2c2cccc(c2C(=O)O)C(=O)O)cc(c(=O)c1)CCCC(=O)O

InChI 1/C29H24O11/c30-20-12-22-18(10-14(20)4-1-8-24(32)33)26(16-6-3-7-17(28(36)37)27(16)29(38)39)19-11-15(5-2-9-25(34)35)21(31)13-23(19)40-22/h3,6-7,10-13,30H,1-2,4-5,8-9H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)/f/h32,34,36,38H

InChI_3D 1S/C29H24O11/c30-20-12-22-18(10-14(20)4-1-8-24(32)33)26(16-6-3-7-17(28(36)37)27(16)29(38)39)19-11-15(5-2-9-25(34)35)21(31)13-23(19)40-22/h3,6-7,10-13,30H,1-2,4-5,8-9H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)

AuxInfo 1/1/N:28,29,1,24,25,2,3,26,27,4,13,5,14,10,17,6,8,7,16,12,19,11,18,22,23,15,9,20,21,36,30,33,39,34,40,31,37,32,38,35/E:(32,33)(34,35)(36,37)(38,39)/F:28,29,1,24,25,2,3,26,27,4,13,5,14,10,17,6,8,7,16,12,19,11,18,22,23,15,9,20,21,36,30,39,33,40,34,37,31,38,32,35/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d3;d6s8;s4;d5s7;s5d10;;;s6s7;s13d15;d13;d14s16;s14s17;s8;s9;;;s10;s17;s22;s23;s24s26;s25s27;d19;d20;d21;d22;d23;s11s18;s12;s20;s21;s22;s23;s1;s2;s3;s4;s5;s13;s14;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s36;s37;s38;s39;s40;/rC:3.4646,3.7591,0;3.4672,2.7591,0;2.6001,4.2618,0;.8679,.5079,0;.8679,-1.5033,0;2.5965,2.2567,0;1.7358,0,0;1.7294,3.7595,0;1.7232,2.7544,0;;1.7371,-1.0057,0;0,-1.0057,0;4.3415,.5094,0;4.3422,-1.5068,0;2.6012,.5067,0;3.4735,.0022,0;5.2154,.0028,0;3.4738,-1.0059,0;5.2158,-1.0053,0;.865,4.2623,0;.8571,2.2546,0;-3.47,1.9898,0;8.6809,2.0004,0;-.8675,.4975,0;6.0818,.5022,0;-2.6025,1.4924,0;7.8145,1.501,0;-1.735,.9949,0;6.9481,1.0016,0;6.0813,-1.5062,0;.8683,5.2623,0;.8568,1.2546,0;-3.4729,2.9898,0;9.5466,1.4998,0;2.6038,-1.5046,0;-.8653,-1.507,0;-.0026,3.7651,0;-.0088,2.7548,0;-4.3345,1.4873,0;8.6815,3.0004,0;3.8977,4.009,0;3.9005,2.5096,0;2.601,4.7618,0;.8679,1.0079,0;.8677,-2.0033,0;4.3406,1.0094,0;4.3417,-2.0068,0;-1.1162,.0637,0;-.6188,.9312,0;5.8321,.9354,0;6.3315,.069,0;-2.3537,1.9261,0;-2.8512,1.0586,0;8.0642,1.0678,0;7.5648,1.9342,0;-1.9837,.5612,0;-1.4863,1.4287,0;6.6984,1.4348,0;7.1978,.5684,0;-.8645,-2.007,0;-.4348,4.0165,0;-.4419,2.505,0;-4.7683,1.736,0;9.1147,3.2501,0;

Duplicates CHEMBL105294

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.sdf

Formula	C₂₉H₂₄O₁₁
MW	548.5
InChIKey	SZLLZTDQUNACQS-KWSNEHRCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	16
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	11
HB_Donor	5
HB_Acceptor	10
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	0.78
logP	4.4814
PSA	199.64
MR	142.801
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-406.28806
PM7_Total_Energy_ev	-7134.91745
PM7_Electronic_Energy_ev	-67820.22644
PM7_Dipole_Debye	4.64264
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.837
PM7_LUMO_Energy_ev	-1.668
PM7_COSMO_Area_square_ang	473.58
PM7_COSMO_Volue_cubic_ang	605.26
PM7_Electron_Affinity_ev	1.668
PM7_Ionization_Energy_ev	8.837
PM7_Energy_Gap_ev	7.169
PM7_Global_Hardness_ev	3.5845
PM7_Global_Softness_ev	0.2789789370902497
PM7_Chemical_Potential_ev	-5.2525
PM7_Electronigativity_ev	5.2525
PM7_Back_Donation_Energy_ev	-0.896125
PM7_Electrophilicity_ev	3.8483409471334915
OPENEYE_Name	3-[2,7-bis(3-carboxypropyl)-3-hydroxy-6-oxo-xanthen-9-yl]phthalic acid
SMILES	c1cc(c(c(c1)C(=O)O)C(=O)O)c2c3cc(c(cc3oc-4cc(=O)c(cc24)CCCC(=O)O)O)CCCC(=O)O
Canonical_SMILES	OC(=O)CCCc1cc2c(cc1O)oc1c(c2c2cccc(c2C(=O)O)C(=O)O)cc(c(=O)c1)CCCC(=O)O
InChI	1/C29H24O11/c30-20-12-22-18(10-14(20)4-1-8-24(32)33)26(16-6-3-7-17(28(36)37)27(16)29(38)39)19-11-15(5-2-9-25(34)35)21(31)13-23(19)40-22/h3,6-7,10-13,30H,1-2,4-5,8-9H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)/f/h32,34,36,38H
InChI_3D	1S/C29H24O11/c30-20-12-22-18(10-14(20)4-1-8-24(32)33)26(16-6-3-7-17(28(36)37)27(16)29(38)39)19-11-15(5-2-9-25(34)35)21(31)13-23(19)40-22/h3,6-7,10-13,30H,1-2,4-5,8-9H2,(H,32,33)(H,34,35)(H,36,37)(H,38,39)
AuxInfo	1/1/N:28,29,1,24,25,2,3,26,27,4,13,5,14,10,17,6,8,7,16,12,19,11,18,22,23,15,9,20,21,36,30,33,39,34,40,31,37,32,38,35/E:(32,33)(34,35)(36,37)(38,39)/F:28,29,1,24,25,2,3,26,27,4,13,5,14,10,17,6,8,7,16,12,19,11,18,22,23,15,9,20,21,36,30,39,33,40,34,37,31,38,32,35/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d3;d6s8;s4;d5s7;s5d10;;;s6s7;s13d15;d13;d14s16;s14s17;s8;s9;;;s10;s17;s22;s23;s24s26;s25s27;d19;d20;d21;d22;d23;s11s18;s12;s20;s21;s22;s23;s1;s2;s3;s4;s5;s13;s14;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s36;s37;s38;s39;s40;/rC:3.4646,3.7591,0;3.4672,2.7591,0;2.6001,4.2618,0;.8679,.5079,0;.8679,-1.5033,0;2.5965,2.2567,0;1.7358,0,0;1.7294,3.7595,0;1.7232,2.7544,0;;1.7371,-1.0057,0;0,-1.0057,0;4.3415,.5094,0;4.3422,-1.5068,0;2.6012,.5067,0;3.4735,.0022,0;5.2154,.0028,0;3.4738,-1.0059,0;5.2158,-1.0053,0;.865,4.2623,0;.8571,2.2546,0;-3.47,1.9898,0;8.6809,2.0004,0;-.8675,.4975,0;6.0818,.5022,0;-2.6025,1.4924,0;7.8145,1.501,0;-1.735,.9949,0;6.9481,1.0016,0;6.0813,-1.5062,0;.8683,5.2623,0;.8568,1.2546,0;-3.4729,2.9898,0;9.5466,1.4998,0;2.6038,-1.5046,0;-.8653,-1.507,0;-.0026,3.7651,0;-.0088,2.7548,0;-4.3345,1.4873,0;8.6815,3.0004,0;3.8977,4.009,0;3.9005,2.5096,0;2.601,4.7618,0;.8679,1.0079,0;.8677,-2.0033,0;4.3406,1.0094,0;4.3417,-2.0068,0;-1.1162,.0637,0;-.6188,.9312,0;5.8321,.9354,0;6.3315,.069,0;-2.3537,1.9261,0;-2.8512,1.0586,0;8.0642,1.0678,0;7.5648,1.9342,0;-1.9837,.5612,0;-1.4863,1.4287,0;6.6984,1.4348,0;7.1978,.5684,0;-.8645,-2.007,0;-.4348,4.0165,0;-.4419,2.505,0;-4.7683,1.736,0;9.1147,3.2501,0;
Duplicates	CHEMBL105294
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105294.sdf