CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188228_s0 (102583)

Formula C₂₁H₁₈O₁₄

MW 494.36

InChIKey GEISOXGZDVPJOC-VJSLDGLSNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 14

HB_Donor 9

HB_Acceptor 11

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -2.39

logP -0.741

PSA 247.81

MR 112.79

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -497.73096

PM7_Total_Energy_ev -6954.98989

PM7_Electronic_Energy_ev -55896.2139

PM7_Dipole_Debye 0.78927

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.16

PM7_LUMO_Energy_ev -1.349

PM7_COSMO_Area_square_ang 433.17

PM7_COSMO_Volue_cubic_ang 497.4

PM7_Electron_Affinity_ev 1.349

PM7_Ionization_Energy_ev 9.16

PM7_Energy_Gap_ev 7.811

PM7_Global_Hardness_ev 3.9055

PM7_Global_Softness_ev 0.2560491614389963

PM7_Chemical_Potential_ev -5.2545

PM7_Electronigativity_ev 5.2545

PM7_Back_Donation_Energy_ev -0.976375

PM7_Electrophilicity_ev 3.5347292600179236

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[5,8-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1O)O)O)c2cc(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2O)oc(cc3=O)c2cc(O)c(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H18O14/c22-6-3-10(5-1-8(24)13(26)9(25)2-5)33-18-12(6)7(23)4-11(14(18)27)34-21-17(30)15(28)16(29)19(35-21)20(31)32/h1-4,15-17,19,21,23-30H,(H,31,32)/f/h31H

InChI_3D 1S/C21H18O14/c22-6-3-10(5-1-8(24)13(26)9(25)2-5)33-18-12(6)7(23)4-11(14(18)27)34-21-17(30)15(28)16(29)19(35-21)20(31)32/h1-4,15-17,19,21,23-30H,(H,31,32)/t15-,16-,17-,19-,21+/m0/s1

AuxInfo 1/1/N:1,2,13,3,4,15,9,7,8,14,10,5,12,11,19,18,20,6,17,16,21,22,28,26,27,30,29,33,32,34,23,31,24,35,25/E:(1,2)(8,9)(24,25)(31,32)/F:1,2,13,3,4,15,9,7,8,14,10,5,12,11,19,18,20,6,17,16,21,22,28,26,27,30,29,33,32,34,31,23,24,35,25/E:(1,2)(8,9)(24,25)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;d1s2;;d5;s1;d2;d3s5;s3;s6d10;d7s8;;s4d13;s5s13;;s16;s17;s18;s19;s20;d15;d16;s6s14;s17s21;s7;s8;s9;s11;s12;s16;s18;s19;s20;s10s21;s1;s2;s3;s13;s17;s18;s19;s20;s21;s26;s27;s28;s29;s30;s31;s32;s33;s34;/rC:4.344,2.5014,0;5.208,.9968,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;6.088,2.5025,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.2151,4.002,0;6.9431,.9928,0;.8675,-1.4978,0;.8676,2.5138,0;6.9552,3.0005,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;3.9112,2.7518,0;5.2061,.4968,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;4.7819,4.2517,0;7.3774,1.2405,0;1.3004,-1.748,0;.4345,2.7636,0;6.9563,3.5005,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI188228_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.sdf

Formula	C₂₁H₁₈O₁₄
MW	494.36
InChIKey	GEISOXGZDVPJOC-VJSLDGLSNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	14
HB_Donor	9
HB_Acceptor	11
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-2.39
logP	-0.741
PSA	247.81
MR	112.79
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-497.73096
PM7_Total_Energy_ev	-6954.98989
PM7_Electronic_Energy_ev	-55896.2139
PM7_Dipole_Debye	0.78927
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.16
PM7_LUMO_Energy_ev	-1.349
PM7_COSMO_Area_square_ang	433.17
PM7_COSMO_Volue_cubic_ang	497.4
PM7_Electron_Affinity_ev	1.349
PM7_Ionization_Energy_ev	9.16
PM7_Energy_Gap_ev	7.811
PM7_Global_Hardness_ev	3.9055
PM7_Global_Softness_ev	0.2560491614389963
PM7_Chemical_Potential_ev	-5.2545
PM7_Electronigativity_ev	5.2545
PM7_Back_Donation_Energy_ev	-0.976375
PM7_Electrophilicity_ev	3.5347292600179236
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[5,8-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)O)O)c2cc(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2O)oc(cc3=O)c2cc(O)c(c(c2)O)O)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H18O14/c22-6-3-10(5-1-8(24)13(26)9(25)2-5)33-18-12(6)7(23)4-11(14(18)27)34-21-17(30)15(28)16(29)19(35-21)20(31)32/h1-4,15-17,19,21,23-30H,(H,31,32)/f/h31H
InChI_3D	1S/C21H18O14/c22-6-3-10(5-1-8(24)13(26)9(25)2-5)33-18-12(6)7(23)4-11(14(18)27)34-21-17(30)15(28)16(29)19(35-21)20(31)32/h1-4,15-17,19,21,23-30H,(H,31,32)/t15-,16-,17-,19-,21+/m0/s1
AuxInfo	1/1/N:1,2,13,3,4,15,9,7,8,14,10,5,12,11,19,18,20,6,17,16,21,22,28,26,27,30,29,33,32,34,23,31,24,35,25/E:(1,2)(8,9)(24,25)(31,32)/F:1,2,13,3,4,15,9,7,8,14,10,5,12,11,19,18,20,6,17,16,21,22,28,26,27,30,29,33,32,34,31,23,24,35,25/E:(1,2)(8,9)(24,25)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHH/rB:;;d1s2;;d5;s1;d2;d3s5;s3;s6d10;d7s8;;s4d13;s5s13;;s16;s17;s18;s19;s20;d15;d16;s6s14;s17s21;s7;s8;s9;s11;s12;s16;s18;s19;s20;s10s21;s1;s2;s3;s13;s17;s18;s19;s20;s21;s26;s27;s28;s29;s30;s31;s32;s33;s34;/rC:4.344,2.5014,0;5.208,.9968,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;6.088,2.5025,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.2151,4.002,0;6.9431,.9928,0;.8675,-1.4978,0;.8676,2.5138,0;6.9552,3.0005,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;3.9112,2.7518,0;5.2061,.4968,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;4.7819,4.2517,0;7.3774,1.2405,0;1.3004,-1.748,0;.4345,2.7636,0;6.9563,3.5005,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI188228_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188000-0000188249/ChEBI188228_s0.sdf