CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL109330 (10016)

Formula C₂₀H₂₄O₉

MW 408.4

InChIKey GHKWPHRULCFTBB-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.19

logP 0.2437

PSA 145.91

MR 101.769

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -344.35311

PM7_Total_Energy_ev -5437.68085

PM7_Electronic_Energy_ev -46130.53865

PM7_Dipole_Debye 1.62823

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.556

PM7_LUMO_Energy_ev -0.923

PM7_COSMO_Area_square_ang 379.29

PM7_COSMO_Volue_cubic_ang 464.31

PM7_Electron_Affinity_ev 0.923

PM7_Ionization_Energy_ev 8.556

PM7_Energy_Gap_ev 7.633

PM7_Global_Hardness_ev 3.8165

PM7_Global_Softness_ev 0.26202017555351764

PM7_Chemical_Potential_ev -4.7395

PM7_Electronigativity_ev 4.7395

PM7_Back_Donation_Energy_ev -0.954125

PM7_Electrophilicity_ev 2.9428612930695666

OPENEYE_Name 1-[1-hydroxy-6-methoxy-3-methyl-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-naphthyl]ethanone

SMILES c1c2cc(cc(c2c(c(c1C)C(=O)C)O)OC3C(C(C(C(O3)CO)O)O)O)OC

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(OC)cc3c2c(O)c(c(c3)C)C(=O)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H24O9/c1-8-4-10-5-11(27-3)6-12(15(10)17(24)14(8)9(2)22)28-20-19(26)18(25)16(23)13(7-21)29-20/h4-6,13,16,18-21,23-26H,7H2,1-3H3

InChI_3D 1S/C20H24O9/c1-8-4-10-5-11(27-3)6-12(15(10)17(24)14(8)9(2)22)28-20-19(26)18(25)16(23)13(7-21)29-20/h4-6,13,16,18-21,23-26H,7H2,1-3H3/t13-,16-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:17,18,19,1,2,3,20,7,11,4,8,9,15,6,5,13,10,12,14,16,27,21,25,23,24,26,29,28,22/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;;s1d6;d2s3;d3s5;d5s6;s6;;s12;s12;s13;s14;s7;s11;;s15;d11;s15s16;s10;s12;s13;s14;s20;s9s16;s8s19;s1;s2;s3;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;s26;s27;/rC:4.626,4.7907,0;4.9194,3.0824,0;3.5796,1.9649,0;4.2731,3.8491,0;3.2822,3.677,0;2.9871,5.3889,0;3.9782,5.5597,0;4.5705,2.1371,0;2.9378,2.7381,0;2.644,4.449,0;1.8654,6.7321,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.3211,6.4991,0;2.2097,7.671,0;6.1959,1.5389,0;-1.4725,3.1448,0;.8802,6.5608,0;0,2.0104,0;1.6585,4.2794,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;5.2105,1.3688,0;5.1188,4.8756,0;5.4119,3.1687,0;3.4067,1.4958,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.8514,6.6705,0;4.7908,6.3276,0;4.4925,6.9688,0;2.6791,7.4989,0;1.7403,7.8431,0;2.3818,8.1404,0;6.281,1.0462,0;6.1109,2.0316,0;6.6887,1.624,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4855,3.8103,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;

Duplicates CHEMBL109330

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.sdf

Formula	C₂₀H₂₄O₉
MW	408.4
InChIKey	GHKWPHRULCFTBB-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.19
logP	0.2437
PSA	145.91
MR	101.769
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-344.35311
PM7_Total_Energy_ev	-5437.68085
PM7_Electronic_Energy_ev	-46130.53865
PM7_Dipole_Debye	1.62823
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.556
PM7_LUMO_Energy_ev	-0.923
PM7_COSMO_Area_square_ang	379.29
PM7_COSMO_Volue_cubic_ang	464.31
PM7_Electron_Affinity_ev	0.923
PM7_Ionization_Energy_ev	8.556
PM7_Energy_Gap_ev	7.633
PM7_Global_Hardness_ev	3.8165
PM7_Global_Softness_ev	0.26202017555351764
PM7_Chemical_Potential_ev	-4.7395
PM7_Electronigativity_ev	4.7395
PM7_Back_Donation_Energy_ev	-0.954125
PM7_Electrophilicity_ev	2.9428612930695666
OPENEYE_Name	1-[1-hydroxy-6-methoxy-3-methyl-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-naphthyl]ethanone
SMILES	c1c2cc(cc(c2c(c(c1C)C(=O)C)O)OC3C(C(C(C(O3)CO)O)O)O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(OC)cc3c2c(O)c(c(c3)C)C(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H24O9/c1-8-4-10-5-11(27-3)6-12(15(10)17(24)14(8)9(2)22)28-20-19(26)18(25)16(23)13(7-21)29-20/h4-6,13,16,18-21,23-26H,7H2,1-3H3
InChI_3D	1S/C20H24O9/c1-8-4-10-5-11(27-3)6-12(15(10)17(24)14(8)9(2)22)28-20-19(26)18(25)16(23)13(7-21)29-20/h4-6,13,16,18-21,23-26H,7H2,1-3H3/t13-,16-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:17,18,19,1,2,3,20,7,11,4,8,9,15,6,5,13,10,12,14,16,27,21,25,23,24,26,29,28,22/rA:53cCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;;s1d6;d2s3;d3s5;d5s6;s6;;s12;s12;s13;s14;s7;s11;;s15;d11;s15s16;s10;s12;s13;s14;s20;s9s16;s8s19;s1;s2;s3;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;s26;s27;/rC:4.626,4.7907,0;4.9194,3.0824,0;3.5796,1.9649,0;4.2731,3.8491,0;3.2822,3.677,0;2.9871,5.3889,0;3.9782,5.5597,0;4.5705,2.1371,0;2.9378,2.7381,0;2.644,4.449,0;1.8654,6.7321,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;4.3211,6.4991,0;2.2097,7.671,0;6.1959,1.5389,0;-1.4725,3.1448,0;.8802,6.5608,0;0,2.0104,0;1.6585,4.2794,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.8182,4.0831,0;1.2132,2.441,0;5.2105,1.3688,0;5.1188,4.8756,0;5.4119,3.1687,0;3.4067,1.4958,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;3.8514,6.6705,0;4.7908,6.3276,0;4.4925,6.9688,0;2.6791,7.4989,0;1.7403,7.8431,0;2.3818,8.1404,0;6.281,1.0462,0;6.1109,2.0316,0;6.6887,1.624,0;-1.9417,2.9719,0;-1.0033,3.3177,0;1.4855,3.8103,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-2.311,4.168,0;
Duplicates	CHEMBL109330
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109330.sdf