CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187266 (101703)

Formula C₂₃H₂₂O₉

MW 442.42

InChIKey NSTVGBOIHUUJLX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.34

logP 3.7686

PSA 124.66

MR 116.888

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -276.99763

PM7_Total_Energy_ev -5777.36249

PM7_Electronic_Energy_ev -49418.64541

PM7_Dipole_Debye 5.46672

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.643

PM7_LUMO_Energy_ev -0.885

PM7_COSMO_Area_square_ang 413.84

PM7_COSMO_Volue_cubic_ang 496.84

PM7_Electron_Affinity_ev 0.885

PM7_Ionization_Energy_ev 8.643

PM7_Energy_Gap_ev 7.758

PM7_Global_Hardness_ev 3.879

PM7_Global_Softness_ev 0.25779840164990975

PM7_Chemical_Potential_ev -4.764

PM7_Electronigativity_ev 4.764

PM7_Back_Donation_Energy_ev -0.96975

PM7_Electrophilicity_ev 2.925457076566125

OPENEYE_Name [2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-8-methoxy-4-oxo-chromen-3-yl] (~{Z})-2-methylbut-2-enoate

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)c(c(cc3O)O)OC)OC(=O)C(=CC)C)OC)OC

Canonical_SMILES C/C=C(C(=O)Oc1c(oc2c(c1=O)c(O)cc(c2OC)O)c1ccc(c(c1)OC)OC)/C

InChI 1/C23H22O9/c1-6-11(2)23(27)32-22-18(26)17-13(24)10-14(25)20(30-5)21(17)31-19(22)12-7-8-15(28-3)16(9-12)29-4/h6-10,24-25H,1-5H3

InChI_3D 1S/C23H22O9/c1-6-11(2)23(27)32-22-18(26)17-13(24)10-14(25)20(30-5)21(17)31-19(22)12-7-8-15(28-3)16(9-12)29-4/h6-10,24-25H,1-5H3/b11-6-

AuxInfo 1/0/N:19,20,21,22,23,16,1,2,3,4,17,5,10,11,8,9,6,14,13,12,7,15,18,27,28,24,25,29,30,31,26,32/rA:54nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;s5;s6;d13s14;;w16;s17;s16;s17;;;;d14;d18;s7s13;s10;s11;s8s21;s9s22;s12s23;s15s18;s1;s2;s3;s4;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s27;s28;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.0702,-1.5105,0;5.2028,-2.0082,0;4.3381,-1.5059,0;6.9348,-2.0129,0;5.2001,-3.0082,0;6.9464,4.0016,0;7.8206,1.4931,0;.0014,3.0135,0;2.5998,-1.5032,0;3.4708,-2.0036,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;6.9485,3.0016,0;6.9541,.9939,0;.8676,2.5138,0;4.3408,-.5059,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;6.0715,-1.0105,0;6.6837,-2.4452,0;7.186,-1.5805,0;7.3672,-2.264,0;4.7001,-3.0069,0;5.7001,-3.0096,0;5.1988,-3.5082,0;6.4464,4.0005,0;7.4464,4.0026,0;6.9454,4.5016,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;1.3004,-1.748,0;-1.2998,1.2518,0;

Duplicates ChEBI187266

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.sdf

Formula	C₂₃H₂₂O₉
MW	442.42
InChIKey	NSTVGBOIHUUJLX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.34
logP	3.7686
PSA	124.66
MR	116.888
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-276.99763
PM7_Total_Energy_ev	-5777.36249
PM7_Electronic_Energy_ev	-49418.64541
PM7_Dipole_Debye	5.46672
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.643
PM7_LUMO_Energy_ev	-0.885
PM7_COSMO_Area_square_ang	413.84
PM7_COSMO_Volue_cubic_ang	496.84
PM7_Electron_Affinity_ev	0.885
PM7_Ionization_Energy_ev	8.643
PM7_Energy_Gap_ev	7.758
PM7_Global_Hardness_ev	3.879
PM7_Global_Softness_ev	0.25779840164990975
PM7_Chemical_Potential_ev	-4.764
PM7_Electronigativity_ev	4.764
PM7_Back_Donation_Energy_ev	-0.96975
PM7_Electrophilicity_ev	2.925457076566125
OPENEYE_Name	[2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-8-methoxy-4-oxo-chromen-3-yl] (~{Z})-2-methylbut-2-enoate
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)c(c(cc3O)O)OC)OC(=O)C(=CC)C)OC)OC
Canonical_SMILES	C/C=C(C(=O)Oc1c(oc2c(c1=O)c(O)cc(c2OC)O)c1ccc(c(c1)OC)OC)/C
InChI	1/C23H22O9/c1-6-11(2)23(27)32-22-18(26)17-13(24)10-14(25)20(30-5)21(17)31-19(22)12-7-8-15(28-3)16(9-12)29-4/h6-10,24-25H,1-5H3
InChI_3D	1S/C23H22O9/c1-6-11(2)23(27)32-22-18(26)17-13(24)10-14(25)20(30-5)21(17)31-19(22)12-7-8-15(28-3)16(9-12)29-4/h6-10,24-25H,1-5H3/b11-6-
AuxInfo	1/0/N:19,20,21,22,23,16,1,2,3,4,17,5,10,11,8,9,6,14,13,12,7,15,18,27,28,24,25,29,30,31,26,32/rA:54nCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;s5;s6;d13s14;;w16;s17;s16;s17;;;;d14;d18;s7s13;s10;s11;s8s21;s9s22;s12s23;s15s18;s1;s2;s3;s4;s16;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s27;s28;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;6.0702,-1.5105,0;5.2028,-2.0082,0;4.3381,-1.5059,0;6.9348,-2.0129,0;5.2001,-3.0082,0;6.9464,4.0016,0;7.8206,1.4931,0;.0014,3.0135,0;2.5998,-1.5032,0;3.4708,-2.0036,0;2.6052,1.5109,0;.8675,-1.4978,0;-.8675,1.5031,0;6.9485,3.0016,0;6.9541,.9939,0;.8676,2.5138,0;4.3408,-.5059,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;6.0715,-1.0105,0;6.6837,-2.4452,0;7.186,-1.5805,0;7.3672,-2.264,0;4.7001,-3.0069,0;5.7001,-3.0096,0;5.1988,-3.5082,0;6.4464,4.0005,0;7.4464,4.0026,0;6.9454,4.5016,0;7.571,1.9264,0;8.0702,1.0599,0;8.2538,1.7427,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;1.3004,-1.748,0;-1.2998,1.2518,0;
Duplicates	ChEBI187266
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187266.sdf