CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182425_s0 (97543)

Formula C₂₂H₂₀O₁₃

MW 492.39

InChIKey VVZWHOMBDMMRSC-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

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 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -1.21

logP -0.1436

PSA 216.58

MR 115.236

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -464.02452

PM7_Total_Energy_ev -6809.62692

PM7_Electronic_Energy_ev -60786.9062

PM7_Dipole_Debye 3.80609

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.997

PM7_LUMO_Energy_ev -1.132

PM7_COSMO_Area_square_ang 404.94

PM7_COSMO_Volue_cubic_ang 522.58

PM7_Electron_Affinity_ev 1.132

PM7_Ionization_Energy_ev 8.997

PM7_Energy_Gap_ev 7.865

PM7_Global_Hardness_ev 3.9325

PM7_Global_Softness_ev 0.25429116338207247

PM7_Chemical_Potential_ev -5.0645

PM7_Electronigativity_ev 5.0645

PM7_Back_Donation_Energy_ev -0.983125

PM7_Electrophilicity_ev 3.2611773998728544

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

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)/f/h30H

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+/m1/s1

AuxInfo 1/1/N:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,28,27,29,23,32,31,33,24,30,34,25,35,26/E:(30,31)/F:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,28,27,29,23,32,31,33,30,24,34,25,35,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;;d14;d16;s8s13;s17s21;s9;s11;s12;s16;s18;s19;s20;s10s22;s15s21;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s22;s22;s27;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;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;8.2468,-1.9116,0;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;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;

Duplicates ChEBI182425_s0;ChEBI189739

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.sdf

Formula	C₂₂H₂₀O₁₃
MW	492.39
InChIKey	VVZWHOMBDMMRSC-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
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	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-1.21
logP	-0.1436
PSA	216.58
MR	115.236
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-464.02452
PM7_Total_Energy_ev	-6809.62692
PM7_Electronic_Energy_ev	-60786.9062
PM7_Dipole_Debye	3.80609
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.997
PM7_LUMO_Energy_ev	-1.132
PM7_COSMO_Area_square_ang	404.94
PM7_COSMO_Volue_cubic_ang	522.58
PM7_Electron_Affinity_ev	1.132
PM7_Ionization_Energy_ev	8.997
PM7_Energy_Gap_ev	7.865
PM7_Global_Hardness_ev	3.9325
PM7_Global_Softness_ev	0.25429116338207247
PM7_Chemical_Potential_ev	-5.0645
PM7_Electronigativity_ev	5.0645
PM7_Back_Donation_Energy_ev	-0.983125
PM7_Electrophilicity_ev	3.2611773998728544
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
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)/f/h30H
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+/m1/s1
AuxInfo	1/1/N:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,28,27,29,23,32,31,33,24,30,34,25,35,26/E:(30,31)/F:22,1,2,3,5,4,6,11,9,12,10,8,7,14,19,18,20,13,15,17,16,21,28,27,29,23,32,31,33,30,24,34,25,35,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s17;s18;s19;s20;;d14;d16;s8s13;s17s21;s9;s11;s12;s16;s18;s19;s20;s10s22;s15s21;s1;s2;s3;s4;s5;s17;s18;s19;s20;s21;s22;s22;s22;s27;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;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;8.2468,-1.9116,0;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;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;
Duplicates	ChEBI182425_s0;ChEBI189739
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182250-0000182499/ChEBI182425_s0.sdf