CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192949_m2 (2535398)

Formula C₂₂H₁₉O₁₃

MW 491.38

InChIKey VVZWHOMBDMMRSC-KKTFOTPENA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 55

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.06

logP -0.1436

PSA 216.58

MR 115.236

ABS 0.11

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -519.32872

PM7_Total_Energy_ev -6798.64575

PM7_Electronic_Energy_ev -59526.1763

PM7_Dipole_Debye 13.12673

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.889

PM7_LUMO_Energy_ev 1.14

PM7_COSMO_Area_square_ang 410.2

PM7_COSMO_Volue_cubic_ang 504.13

PM7_Electron_Affinity_ev -1.14

PM7_Ionization_Energy_ev 5.889

PM7_Energy_Gap_ev 7.029

PM7_Global_Hardness_ev 3.5145

PM7_Global_Softness_ev 0.28453549580310145

PM7_Chemical_Potential_ev -2.3745

PM7_Electronigativity_ev 2.3745

PM7_Back_Donation_Energy_ev -0.878625

PM7_Electrophilicity_ev 0.8021411651728553

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylate

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C(=O)[O-])O)O)O)OC)O

Canonical_SMILES COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O

InChI 1/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/p-1/fC22H19O13/q-1

InChI_3D 1S/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/t15-,16-,17+,20-,22+/m0/s1

AuxInfo 1/1/N:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,29,28,30,24,32,31,33,23,25,34,26,35,27/E:(30,31)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCO-OOOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;;s16;d14;d16;s8s13;s17s21;s9;s11;s12;s18;s19;s20;s10s22;s15s21;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s22;s22;s28;s29;s30;s31;s32;s33;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;6.0895,4.5077,0;8.2468,-1.9116,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;-.8675,1.5031,0;.8675,-1.4978,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;

Duplicates CHEMBL5192949_m2

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.sdf

Formula	C₂₂H₁₉O₁₃
MW	491.38
InChIKey	VVZWHOMBDMMRSC-KKTFOTPENA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	55
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.06
logP	-0.1436
PSA	216.58
MR	115.236
ABS	0.11
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-519.32872
PM7_Total_Energy_ev	-6798.64575
PM7_Electronic_Energy_ev	-59526.1763
PM7_Dipole_Debye	13.12673
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.889
PM7_LUMO_Energy_ev	1.14
PM7_COSMO_Area_square_ang	410.2
PM7_COSMO_Volue_cubic_ang	504.13
PM7_Electron_Affinity_ev	-1.14
PM7_Ionization_Energy_ev	5.889
PM7_Energy_Gap_ev	7.029
PM7_Global_Hardness_ev	3.5145
PM7_Global_Softness_ev	0.28453549580310145
PM7_Chemical_Potential_ev	-2.3745
PM7_Electronigativity_ev	2.3745
PM7_Back_Donation_Energy_ev	-0.878625
PM7_Electrophilicity_ev	0.8021411651728553
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylate
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C(=O)[O-])O)O)O)OC)O
Canonical_SMILES	COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)O
InChI	1/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/p-1/fC22H19O13/q-1
InChI_3D	1S/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/t15-,16-,17+,20-,22+/m0/s1
AuxInfo	1/1/N:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,29,28,30,24,32,31,33,23,25,34,26,35,27/E:(30,31)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCO-OOOOOOOOOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;;s16;d14;d16;s8s13;s17s21;s9;s11;s12;s18;s19;s20;s10s22;s15s21;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s22;s22;s28;s29;s30;s31;s32;s33;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;7.2639,-1.7276,0;6.613,-2.4868,0;6.263,-3.4291,0;5.2766,-3.5934,0;4.6366,-2.8249,0;4.9866,-1.8826,0;6.0895,4.5077,0;8.2468,-1.9116,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;6.9528,2.9942,0;-.8675,1.5031,0;.8675,-1.4978,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2216,4.011,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;7.0439,-2.7405,0;6.7547,-3.5197,0;5.444,-4.0645,0;4.3134,-3.2064,0;4.4946,-1.7935,0;6.3379,4.0737,0;5.8411,4.9416,0;6.5235,4.7561,0;7.3841,2.7412,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;
Duplicates	CHEMBL5192949_m2
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192949_m2.sdf