CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02154 (2418)

Formula C₂₀H₁₈O₈

MW 386.36

InChIKey FFYBYVPVYLMLAR-NPQUBYNZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.35

logP 2.3308

PSA 111.52

MR 95.5996

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -259.44252

PM7_Total_Energy_ev -5060.81762

PM7_Electronic_Energy_ev -38294.29489

PM7_Dipole_Debye 1.20947

PM7_Point_Group C2

PM7_HOMO_Energy_ev -8.945

PM7_LUMO_Energy_ev -0.184

PM7_COSMO_Area_square_ang 369.2

PM7_COSMO_Volue_cubic_ang 431.49

PM7_Electron_Affinity_ev 0.184

PM7_Ionization_Energy_ev 8.945

PM7_Energy_Gap_ev 8.761

PM7_Global_Hardness_ev 4.3805

PM7_Global_Softness_ev 0.2282844424152494

PM7_Chemical_Potential_ev -4.5645

PM7_Electronigativity_ev 4.5645

PM7_Back_Donation_Energy_ev -1.095125

PM7_Electrophilicity_ev 2.3781143990412055

OPENEYE_Name (2~{S},3~{S})-2,3-bis(1,3-benzodioxol-5-ylmethyl)butanedioic acid

SMILES c1cc2c(cc1CC(C(=O)O)C(C(=O)O)Cc3ccc4c(c3)OCO4)OCO2

Canonical_SMILES OC(=O)[C@H]([C@@H](C(=O)O)Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2

InChI 1/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/f/h21,23H

InChI_3D 1S/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/t13-,14-/m0/s1

AuxInfo 1/1/N:1,2,3,4,17,18,5,6,15,16,7,8,19,20,9,10,11,12,13,14,21,27,22,28,23,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)/gE:(1,2)/F:1,2,3,4,17,18,5,6,15,16,7,8,19,20,9,10,11,12,13,14,27,21,28,22,23,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;;;s7;s8;s13s17;s14s18s19;d13;d14;s9s15;s10s16;s11s15;s12s16;s13;s14;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s27;s28;/rC:;-4.3266,-4.5177,0;.868,.5079,0;-5.1946,-5.0256,0;.868,-1.5037,0;-5.1946,-3.014,0;0,-1.0058,0;-4.3266,-3.5119,0;1.736,0,0;-6.0626,-4.5177,0;1.736,-1.0071,0;-6.0626,-3.5106,0;-2.2319,-1.1429,0;-2.0948,-3.3748,0;3.2858,-.5036,0;-7.6124,-4.0141,0;-.8653,-1.507,0;-3.4613,-3.0107,0;-1.7306,-2.0082,0;-2.596,-2.5094,0;-1.7331,-.2762,0;-2.5935,-4.2415,0;2.6938,.311,0;-7.0204,-4.8287,0;2.6938,-1.3184,0;-7.0204,-3.1993,0;-3.2319,-1.1443,0;-1.0948,-3.3734,0;-.4337,.2487,0;-3.8929,-4.7664,0;.868,1.0079,0;-5.1946,-5.5256,0;.8677,-2.0037,0;-5.1943,-2.514,0;3.6573,-.169,0;3.6574,-.8382,0;-7.984,-4.3487,0;-7.984,-3.6795,0;-.6147,-1.9397,0;-1.1159,-1.0744,0;-3.7119,-2.578,0;-3.2107,-3.4433,0;-1.48,-2.4409,0;-2.8466,-2.0768,0;-3.4825,-.7116,0;-.8442,-3.806,0;

Duplicates DB02154

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.sdf

Formula	C₂₀H₁₈O₈
MW	386.36
InChIKey	FFYBYVPVYLMLAR-NPQUBYNZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.35
logP	2.3308
PSA	111.52
MR	95.5996
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-259.44252
PM7_Total_Energy_ev	-5060.81762
PM7_Electronic_Energy_ev	-38294.29489
PM7_Dipole_Debye	1.20947
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-8.945
PM7_LUMO_Energy_ev	-0.184
PM7_COSMO_Area_square_ang	369.2
PM7_COSMO_Volue_cubic_ang	431.49
PM7_Electron_Affinity_ev	0.184
PM7_Ionization_Energy_ev	8.945
PM7_Energy_Gap_ev	8.761
PM7_Global_Hardness_ev	4.3805
PM7_Global_Softness_ev	0.2282844424152494
PM7_Chemical_Potential_ev	-4.5645
PM7_Electronigativity_ev	4.5645
PM7_Back_Donation_Energy_ev	-1.095125
PM7_Electrophilicity_ev	2.3781143990412055
OPENEYE_Name	(2~{S},3~{S})-2,3-bis(1,3-benzodioxol-5-ylmethyl)butanedioic acid
SMILES	c1cc2c(cc1CC(C(=O)O)C(C(=O)O)Cc3ccc4c(c3)OCO4)OCO2
Canonical_SMILES	OC(=O)[C@H]([C@@H](C(=O)O)Cc1ccc2c(c1)OCO2)Cc1ccc2c(c1)OCO2
InChI	1/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/f/h21,23H
InChI_3D	1S/C20H18O8/c21-19(22)13(5-11-1-3-15-17(7-11)27-9-25-15)14(20(23)24)6-12-2-4-16-18(8-12)28-10-26-16/h1-4,7-8,13-14H,5-6,9-10H2,(H,21,22)(H,23,24)/t13-,14-/m0/s1
AuxInfo	1/1/N:1,2,3,4,17,18,5,6,15,16,7,8,19,20,9,10,11,12,13,14,21,27,22,28,23,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)/gE:(1,2)/F:1,2,3,4,17,18,5,6,15,16,7,8,19,20,9,10,11,12,13,14,27,21,28,22,23,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2d6;s3;s4;s5d9;s6d10;;;;;s7;s8;s13s17;s14s18s19;d13;d14;s9s15;s10s16;s11s15;s12s16;s13;s14;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s27;s28;/rC:;-4.3266,-4.5177,0;.868,.5079,0;-5.1946,-5.0256,0;.868,-1.5037,0;-5.1946,-3.014,0;0,-1.0058,0;-4.3266,-3.5119,0;1.736,0,0;-6.0626,-4.5177,0;1.736,-1.0071,0;-6.0626,-3.5106,0;-2.2319,-1.1429,0;-2.0948,-3.3748,0;3.2858,-.5036,0;-7.6124,-4.0141,0;-.8653,-1.507,0;-3.4613,-3.0107,0;-1.7306,-2.0082,0;-2.596,-2.5094,0;-1.7331,-.2762,0;-2.5935,-4.2415,0;2.6938,.311,0;-7.0204,-4.8287,0;2.6938,-1.3184,0;-7.0204,-3.1993,0;-3.2319,-1.1443,0;-1.0948,-3.3734,0;-.4337,.2487,0;-3.8929,-4.7664,0;.868,1.0079,0;-5.1946,-5.5256,0;.8677,-2.0037,0;-5.1943,-2.514,0;3.6573,-.169,0;3.6574,-.8382,0;-7.984,-4.3487,0;-7.984,-3.6795,0;-.6147,-1.9397,0;-1.1159,-1.0744,0;-3.7119,-2.578,0;-3.2107,-3.4433,0;-1.48,-2.4409,0;-2.8466,-2.0768,0;-3.4825,-.7116,0;-.8442,-3.806,0;
Duplicates	DB02154
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02154.sdf