CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08322 (7908)

Formula C₂₃H₂₀O₁₀

MW 456.41

InChIKey VJLMRHSHSNLOGC-NVVVNYRMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.17

logP 2.2073

PSA 167.66

MR 114.761

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -350.48384

PM7_Total_Energy_ev -6047.75514

PM7_Electronic_Energy_ev -46227.71598

PM7_Dipole_Debye 1.82628

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.383

PM7_LUMO_Energy_ev -0.903

PM7_COSMO_Area_square_ang 464.79

PM7_COSMO_Volue_cubic_ang 517.4

PM7_Electron_Affinity_ev 0.903

PM7_Ionization_Energy_ev 9.383

PM7_Energy_Gap_ev 8.48

PM7_Global_Hardness_ev 4.24

PM7_Global_Softness_ev 0.2358490566037736

PM7_Chemical_Potential_ev -5.143

PM7_Electronigativity_ev 5.143

PM7_Back_Donation_Energy_ev -1.06

PM7_Electrophilicity_ev 3.119156721698113

OPENEYE_Name (2~{R},3~{S})-2,3-bis[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy]pentanedioic acid

SMILES c1cc(ccc1C=CC(=O)OC(C(=O)O)C(CC(=O)O)OC(=O)C=Cc2ccc(cc2)O)O

Canonical_SMILES Oc1ccc(cc1)/C=C/C(=O)O[C@H]([C@@H](OC(=O)/C=C/c1ccc(cc1)O)CC(=O)O)C(=O)O

InChI 1/C23H20O10/c24-16-7-1-14(2-8-16)5-11-20(28)32-18(13-19(26)27)22(23(30)31)33-21(29)12-6-15-3-9-17(25)10-4-15/h1-12,18,22,24-25H,13H2,(H,26,27)(H,30,31)/f/h26,30H

InChI_3D 1S/C23H20O10/c24-16-7-1-14(2-8-16)5-11-20(28)32-18(13-19(26)27)22(23(30)31)33-21(29)12-6-15-3-9-17(25)10-4-15/h1-12,18,22,24-25H,13H2,(H,26,27)(H,30,31)/b11-5+,12-6+/t18-,22+/m0/s1

AuxInfo 1/1/N:3,4,1,2,14,13,7,8,5,6,16,15,21,10,9,12,11,23,19,18,17,22,20,29,28,26,30,25,24,27,31,33,32/E:(1,2)(3,4)(7,8)(9,10)(26,27)(30,31)/F:3,4,1,2,14,13,7,8,5,6,16,15,21,10,9,12,11,23,19,18,17,22,20,29,28,30,26,25,24,31,27,33,32/E:(1,2)(3,4)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;s10;w13;w14;s15;s16;;;s19;s20;s21s22;d17;d18;d19;d20;s11;s12;s19;s20;s17s22;s18s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s15;s16;s21;s21;s22;s23;s28;s29;s30;s31;/rC:-.8675,.4975,0;.8675,.4975,0;4.3316,-9.4975,0;2.5966,-9.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.3316,-10.5027,0;2.5966,-10.5027,0;;3.4641,-9,0;0,2.0104,0;3.4641,-11.0104,0;0,-1,0;3.4641,-8,0;.866,-1.5,0;2.5981,-7.5,0;.866,-2.5,0;2.5981,-6.5,0;-.2679,-5,0;2.7321,-4,0;.7321,-5,0;1.7321,-4,0;1.7321,-5,0;0,-3,0;3.4641,-6,0;-.7679,-4.134,0;3.2321,-4.866,0;0,3.0104,0;3.4641,-12.0104,0;-.7679,-5.866,0;3.2321,-3.134,0;1.7321,-3,0;1.7321,-6,0;-1.3001,.2469,0;1.3001,.2469,0;4.7643,-9.2469,0;2.164,-9.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.7653,-10.7514,0;2.1629,-10.7514,0;-.433,-1.25,0;3.8971,-7.75,0;1.299,-1.25,0;2.1651,-7.75,0;.7321,-4.5,0;.7321,-5.5,0;1.2321,-4,0;2.2321,-5,0;-.433,3.2604,0;3.8971,-12.2604,0;-1.2679,-5.866,0;3.7321,-3.134,0;

Duplicates DB08322

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.sdf

Formula	C₂₃H₂₀O₁₀
MW	456.41
InChIKey	VJLMRHSHSNLOGC-NVVVNYRMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.17
logP	2.2073
PSA	167.66
MR	114.761
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-350.48384
PM7_Total_Energy_ev	-6047.75514
PM7_Electronic_Energy_ev	-46227.71598
PM7_Dipole_Debye	1.82628
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.383
PM7_LUMO_Energy_ev	-0.903
PM7_COSMO_Area_square_ang	464.79
PM7_COSMO_Volue_cubic_ang	517.4
PM7_Electron_Affinity_ev	0.903
PM7_Ionization_Energy_ev	9.383
PM7_Energy_Gap_ev	8.48
PM7_Global_Hardness_ev	4.24
PM7_Global_Softness_ev	0.2358490566037736
PM7_Chemical_Potential_ev	-5.143
PM7_Electronigativity_ev	5.143
PM7_Back_Donation_Energy_ev	-1.06
PM7_Electrophilicity_ev	3.119156721698113
OPENEYE_Name	(2~{R},3~{S})-2,3-bis[[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy]pentanedioic acid
SMILES	c1cc(ccc1C=CC(=O)OC(C(=O)O)C(CC(=O)O)OC(=O)C=Cc2ccc(cc2)O)O
Canonical_SMILES	Oc1ccc(cc1)/C=C/C(=O)O[C@H]([C@@H](OC(=O)/C=C/c1ccc(cc1)O)CC(=O)O)C(=O)O
InChI	1/C23H20O10/c24-16-7-1-14(2-8-16)5-11-20(28)32-18(13-19(26)27)22(23(30)31)33-21(29)12-6-15-3-9-17(25)10-4-15/h1-12,18,22,24-25H,13H2,(H,26,27)(H,30,31)/f/h26,30H
InChI_3D	1S/C23H20O10/c24-16-7-1-14(2-8-16)5-11-20(28)32-18(13-19(26)27)22(23(30)31)33-21(29)12-6-15-3-9-17(25)10-4-15/h1-12,18,22,24-25H,13H2,(H,26,27)(H,30,31)/b11-5+,12-6+/t18-,22+/m0/s1
AuxInfo	1/1/N:3,4,1,2,14,13,7,8,5,6,16,15,21,10,9,12,11,23,19,18,17,22,20,29,28,26,30,25,24,27,31,33,32/E:(1,2)(3,4)(7,8)(9,10)(26,27)(30,31)/F:3,4,1,2,14,13,7,8,5,6,16,15,21,10,9,12,11,23,19,18,17,22,20,29,28,30,26,25,24,31,27,33,32/E:(1,2)(3,4)(7,8)(9,10)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;s9;s10;w13;w14;s15;s16;;;s19;s20;s21s22;d17;d18;d19;d20;s11;s12;s19;s20;s17s22;s18s23;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s15;s16;s21;s21;s22;s23;s28;s29;s30;s31;/rC:-.8675,.4975,0;.8675,.4975,0;4.3316,-9.4975,0;2.5966,-9.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.3316,-10.5027,0;2.5966,-10.5027,0;;3.4641,-9,0;0,2.0104,0;3.4641,-11.0104,0;0,-1,0;3.4641,-8,0;.866,-1.5,0;2.5981,-7.5,0;.866,-2.5,0;2.5981,-6.5,0;-.2679,-5,0;2.7321,-4,0;.7321,-5,0;1.7321,-4,0;1.7321,-5,0;0,-3,0;3.4641,-6,0;-.7679,-4.134,0;3.2321,-4.866,0;0,3.0104,0;3.4641,-12.0104,0;-.7679,-5.866,0;3.2321,-3.134,0;1.7321,-3,0;1.7321,-6,0;-1.3001,.2469,0;1.3001,.2469,0;4.7643,-9.2469,0;2.164,-9.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;4.7653,-10.7514,0;2.1629,-10.7514,0;-.433,-1.25,0;3.8971,-7.75,0;1.299,-1.25,0;2.1651,-7.75,0;.7321,-4.5,0;.7321,-5.5,0;1.2321,-4,0;2.2321,-5,0;-.433,3.2604,0;3.8971,-12.2604,0;-1.2679,-5.866,0;3.7321,-3.134,0;
Duplicates	DB08322
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08322.sdf