CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02593 (2869)

Formula C₁₅H₁₄O₈

MW 322.27

InChIKey RSFJMLCZHPZXCW-LILDFLRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 37

Number_Heavy_Atoms 23

Number_Rings 3

Number_Bonds 39

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.59

logP 1.5086

PSA 126.43

MR 77.8983

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -285.24964

PM7_Total_Energy_ev -4393.2158

PM7_Electronic_Energy_ev -30798.56648

PM7_Dipole_Debye 7.20927

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.377

PM7_LUMO_Energy_ev -1.3

PM7_COSMO_Area_square_ang 304.23

PM7_COSMO_Volue_cubic_ang 340.31

PM7_Electron_Affinity_ev 1.3

PM7_Ionization_Energy_ev 9.377

PM7_Energy_Gap_ev 8.077

PM7_Global_Hardness_ev 4.0385

PM7_Global_Softness_ev 0.2476166893648632

PM7_Chemical_Potential_ev -5.3385

PM7_Electronigativity_ev 5.3385

PM7_Back_Donation_Energy_ev -1.009625

PM7_Electrophilicity_ev 3.5284861025133094

OPENEYE_Name (1~{R},3~{S})-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-3,4-dihydro-1~{H}-pyrano[4,3-b]chromene-9-carboxylic acid

SMILES c1c2c(c(c(c1O)O)C(=O)O)c(=O)c3c(o2)CC(OC3OC)C

Canonical_SMILES CO[C@@H]1O[C@@H](C)Cc2c1c(=O)c1c(o2)cc(c(c1C(=O)O)O)O

InChI 1/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/f/h19H

InChI_3D 1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/t5-,15+/m0/s1

AuxInfo 1/1/N:14,15,11,1,13,5,9,4,2,8,3,6,7,10,12,20,21,16,17,22,23,19,18/E:(19,20)/F:14,15,11,1,13,5,9,4,2,8,3,6,7,10,12,20,21,16,22,17,23,19,18/rA:37cCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;s2;s7;d8;s3;s9;s8;s11;s13;;d7;d10;s4s9;s12s13;s5;s6;s10;s12s15;s1;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s20;s21;s22;/rC:.8679,.5078,0;1.7371,-1.0056,0;.8679,-1.5034,0;1.7358,0,0;;0,-1.0056,0;2.6038,-1.5045,0;3.4738,-1.0059,0;3.4735,.0022,0;.8676,-2.5034,0;4.3415,.5093,0;4.3422,-1.5069,0;5.2154,.0028,0;6.2002,-.1711,0;5.6255,-3.0409,0;2.6028,-2.5045,0;.0014,-3.0031,0;2.6012,.5067,0;5.2158,-1.0053,0;-.8675,.4975,0;-.8653,-1.5068,0;1.7334,-3.0037,0;4.9839,-2.2739,0;.8679,1.0078,0;4.019,.8914,0;4.6627,.8925,0;4.0206,-1.8897,0;5.3869,.4725,0;6.2871,.3212,0;6.1132,-.6635,0;6.6925,-.2581,0;6.009,-2.7201,0;5.242,-3.3617,0;5.9463,-3.4244,0;-1.2998,.2462,0;-.8646,-2.0068,0;1.7333,-3.5037,0;

Duplicates DB02593

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.sdf

Formula	C₁₅H₁₄O₈
MW	322.27
InChIKey	RSFJMLCZHPZXCW-LILDFLRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	37
Number_Heavy_Atoms	23
Number_Rings	3
Number_Bonds	39
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.59
logP	1.5086
PSA	126.43
MR	77.8983
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-285.24964
PM7_Total_Energy_ev	-4393.2158
PM7_Electronic_Energy_ev	-30798.56648
PM7_Dipole_Debye	7.20927
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.377
PM7_LUMO_Energy_ev	-1.3
PM7_COSMO_Area_square_ang	304.23
PM7_COSMO_Volue_cubic_ang	340.31
PM7_Electron_Affinity_ev	1.3
PM7_Ionization_Energy_ev	9.377
PM7_Energy_Gap_ev	8.077
PM7_Global_Hardness_ev	4.0385
PM7_Global_Softness_ev	0.2476166893648632
PM7_Chemical_Potential_ev	-5.3385
PM7_Electronigativity_ev	5.3385
PM7_Back_Donation_Energy_ev	-1.009625
PM7_Electrophilicity_ev	3.5284861025133094
OPENEYE_Name	(1~{R},3~{S})-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-3,4-dihydro-1~{H}-pyrano[4,3-b]chromene-9-carboxylic acid
SMILES	c1c2c(c(c(c1O)O)C(=O)O)c(=O)c3c(o2)CC(OC3OC)C
Canonical_SMILES	CO[C@@H]1O[C@@H](C)Cc2c1c(=O)c1c(o2)cc(c(c1C(=O)O)O)O
InChI	1/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/f/h19H
InChI_3D	1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/t5-,15+/m0/s1
AuxInfo	1/1/N:14,15,11,1,13,5,9,4,2,8,3,6,7,10,12,20,21,16,17,22,23,19,18/E:(19,20)/F:14,15,11,1,13,5,9,4,2,8,3,6,7,10,12,20,21,16,22,17,23,19,18/rA:37cCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHH/rB:;d2;d1s2;s1;s3d5;s2;s7;d8;s3;s9;s8;s11;s13;;d7;d10;s4s9;s12s13;s5;s6;s10;s12s15;s1;s11;s11;s12;s13;s14;s14;s14;s15;s15;s15;s20;s21;s22;/rC:.8679,.5078,0;1.7371,-1.0056,0;.8679,-1.5034,0;1.7358,0,0;;0,-1.0056,0;2.6038,-1.5045,0;3.4738,-1.0059,0;3.4735,.0022,0;.8676,-2.5034,0;4.3415,.5093,0;4.3422,-1.5069,0;5.2154,.0028,0;6.2002,-.1711,0;5.6255,-3.0409,0;2.6028,-2.5045,0;.0014,-3.0031,0;2.6012,.5067,0;5.2158,-1.0053,0;-.8675,.4975,0;-.8653,-1.5068,0;1.7334,-3.0037,0;4.9839,-2.2739,0;.8679,1.0078,0;4.019,.8914,0;4.6627,.8925,0;4.0206,-1.8897,0;5.3869,.4725,0;6.2871,.3212,0;6.1132,-.6635,0;6.6925,-.2581,0;6.009,-2.7201,0;5.242,-3.3617,0;5.9463,-3.4244,0;-1.2998,.2462,0;-.8646,-2.0068,0;1.7333,-3.5037,0;
Duplicates	DB02593
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02593.sdf