CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187493_s0 (101917)

Formula C₂₃H₂₂O₁₄

MW 522.42

InChIKey DIWWVZPWHQBEMJ-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 14

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.13

logP -0.135

PSA 225.81

MR 121.728

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -502.02682

PM7_Total_Energy_ev -7254.41463

PM7_Electronic_Energy_ev -67215.17081

PM7_Dipole_Debye 4.73921

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.914

PM7_LUMO_Energy_ev -1.263

PM7_COSMO_Area_square_ang 427

PM7_COSMO_Volue_cubic_ang 552.1

PM7_Electron_Affinity_ev 1.263

PM7_Ionization_Energy_ev 8.914

PM7_Energy_Gap_ev 7.651

PM7_Global_Hardness_ev 3.8255

PM7_Global_Softness_ev 0.26140373807345446

PM7_Chemical_Potential_ev -5.0885

PM7_Electronigativity_ev 5.0885

PM7_Back_Donation_Energy_ev -0.956375

PM7_Electrophilicity_ev 3.384241569729447

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

SMILES c1c(cc(c(c1OC)O)OC)c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COc1cc(cc(c1O)OC)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/C23H22O14/c1-33-11-3-7(4-12(34-2)14(11)26)19-20(15(27)13-9(25)5-8(24)6-10(13)35-19)36-23-18(30)16(28)17(29)21(37-23)22(31)32/h3-6,16-18,21,23-26,28-30H,1-2H3,(H,31,32)/f/h31H

InChI_3D 1S/C23H22O14/c1-33-11-3-7(4-12(34-2)14(11)26)19-20(15(27)13-9(25)5-8(24)6-10(13)35-19)36-23-18(30)16(28)17(29)21(37-23)22(31)32/h3-6,16-18,21,23-26,28-30H,1-2H3,(H,31,32)/t16-,17+,18+,21+,23-/m1/s1

AuxInfo 1/1/N:22,23,1,2,4,3,5,10,11,7,8,9,6,12,14,19,18,20,13,15,17,16,21,28,29,30,24,33,32,34,25,31,35,36,26,37,27/E:(1,2)(3,4)(11,12)(31,32)(33,34)/F:22,23,1,2,4,3,5,10,11,7,8,9,6,12,14,19,18,20,13,15,17,16,21,28,29,30,24,33,32,34,31,25,35,36,26,37,27/E:(1,2)(3,4)(11,12)(33,34)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;s5;s6;d13s14;;s16;s17;s18;s19;s20;;;d14;d16;s7s13;s17s21;s10;s11;s12;s16;s18;s19;s20;s8s22;s9s23;s15s21;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:4.344,2.5014,0;5.208,.9968,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;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;4.3488,4.5014,0;7.8117,1.4882,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;6.9552,3.0005,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2151,4.002,0;6.9431,.9928,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;.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;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.9563,3.5005,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;

Duplicates ChEBI187493_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.sdf

Formula	C₂₃H₂₂O₁₄
MW	522.42
InChIKey	DIWWVZPWHQBEMJ-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	14
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.13
logP	-0.135
PSA	225.81
MR	121.728
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-502.02682
PM7_Total_Energy_ev	-7254.41463
PM7_Electronic_Energy_ev	-67215.17081
PM7_Dipole_Debye	4.73921
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.914
PM7_LUMO_Energy_ev	-1.263
PM7_COSMO_Area_square_ang	427
PM7_COSMO_Volue_cubic_ang	552.1
PM7_Electron_Affinity_ev	1.263
PM7_Ionization_Energy_ev	8.914
PM7_Energy_Gap_ev	7.651
PM7_Global_Hardness_ev	3.8255
PM7_Global_Softness_ev	0.26140373807345446
PM7_Chemical_Potential_ev	-5.0885
PM7_Electronigativity_ev	5.0885
PM7_Back_Donation_Energy_ev	-0.956375
PM7_Electrophilicity_ev	3.384241569729447
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{S})-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxy-phenyl)-4-oxo-chromen-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1OC)O)OC)c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(cc(c1O)OC)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/C23H22O14/c1-33-11-3-7(4-12(34-2)14(11)26)19-20(15(27)13-9(25)5-8(24)6-10(13)35-19)36-23-18(30)16(28)17(29)21(37-23)22(31)32/h3-6,16-18,21,23-26,28-30H,1-2H3,(H,31,32)/f/h31H
InChI_3D	1S/C23H22O14/c1-33-11-3-7(4-12(34-2)14(11)26)19-20(15(27)13-9(25)5-8(24)6-10(13)35-19)36-23-18(30)16(28)17(29)21(37-23)22(31)32/h3-6,16-18,21,23-26,28-30H,1-2H3,(H,31,32)/t16-,17+,18+,21+,23-/m1/s1
AuxInfo	1/1/N:22,23,1,2,4,3,5,10,11,7,8,9,6,12,14,19,18,20,13,15,17,16,21,28,29,30,24,33,32,34,25,31,35,36,26,37,27/E:(1,2)(3,4)(11,12)(31,32)(33,34)/F:22,23,1,2,4,3,5,10,11,7,8,9,6,12,14,19,18,20,13,15,17,16,21,28,29,30,24,33,32,34,31,25,35,36,26,37,27/E:(1,2)(3,4)(11,12)(33,34)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;s5;s6;d13s14;;s16;s17;s18;s19;s20;;;d14;d16;s7s13;s17s21;s10;s11;s12;s16;s18;s19;s20;s8s22;s9s23;s15s21;s1;s2;s3;s4;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;s33;s34;/rC:4.344,2.5014,0;5.208,.9968,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;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;4.3488,4.5014,0;7.8117,1.4882,0;2.5998,-1.5032,0;6.9318,-.7843,0;2.6052,1.5109,0;5.9766,-1.7088,0;-.8675,1.5031,0;.8675,-1.4978,0;6.9552,3.0005,0;8.2468,-1.9116,0;6.248,-5.179,0;3.7561,-4.4598,0;3.7734,-2.3201,0;5.2151,4.002,0;6.9431,.9928,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;.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;4.099,4.0683,0;4.5985,4.9346,0;3.9156,4.7512,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.9563,3.5005,0;8.5722,-1.532,0;6.6789,-5.4327,0;3.7533,-4.9598,0;3.339,-2.5676,0;
Duplicates	ChEBI187493_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187493_s0.sdf