CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186133 (2527962)

Formula C₂₁H₂₀O₇

MW 384.38

InChIKey YJFXZJAGYQVREK-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.78

logP 3.1603

PSA 94.45

MR 99.6163

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -198.55479

PM7_Total_Energy_ev -4914.35212

PM7_Electronic_Energy_ev -40051.53122

PM7_Dipole_Debye 7.9011

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.245

PM7_LUMO_Energy_ev -0.569

PM7_COSMO_Area_square_ang 365.3

PM7_COSMO_Volue_cubic_ang 434.59

PM7_Electron_Affinity_ev 0.569

PM7_Ionization_Energy_ev 9.245

PM7_Energy_Gap_ev 8.676

PM7_Global_Hardness_ev 4.338

PM7_Global_Softness_ev 0.23052097740894423

PM7_Chemical_Potential_ev -4.907

PM7_Electronigativity_ev 4.907

PM7_Back_Donation_Energy_ev -1.0845

PM7_Electrophilicity_ev 2.7753168510834487

OPENEYE_Name 6-hydroxy-2-[(2~{R},3~{S})-3-hydroxy-4-methylene-tetrahydrofuran-2-yl]-1-methoxy-8-methyl-10~{H}-benzo[b][1,5]benzodioxocin-12-one

SMILES c1cc2c(c(c1C3C(C(=C)CO3)O)OC)C(=O)OCc4cc(cc(c4O2)O)C

Canonical_SMILES COc1c(ccc2c1C(=O)OCc1c(O2)c(O)cc(c1)C)[C@H]1OCC(=C)[C@@H]1O

InChI 1/C21H20O7/c1-10-6-12-9-27-21(24)16-15(28-18(12)14(22)7-10)5-4-13(19(16)25-3)20-17(23)11(2)8-26-20/h4-7,17,20,22-23H,2,8-9H2,1,3H3

InChI_3D 1S/C21H20O7/c1-10-6-12-9-27-21(24)16-15(28-18(12)14(22)7-10)5-4-13(19(16)25-3)20-17(23)11(2)8-26-20/h4-7,17,20,22-23H,2,8-9H2,1,3H3/t17-,20+/m0/s1

AuxInfo 1/0/N:20,15,21,1,2,3,4,17,16,8,14,7,6,11,9,5,19,10,12,18,13,26,27,22,28,25,24,23/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3;s3d4;s2d5;s7;s4d10;s5d6;s5;;d14;s7;s14;s6;s14s18;s8;;d13;s9s10;s13s16;s17s18;s11;s19;s12s21;s1;s2;s3;s4;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;s27;/rC:1.3151,2.6838,0;1.8161,3.5493,0;5.616,5.4595,0;4.3925,6.6856,0;3.3151,2.6817,0;1.8142,1.8173,0;4.9081,4.7532,0;5.3582,6.4257,0;2.8161,3.5483,0;3.9425,5.013,0;3.6847,5.9792,0;2.8142,1.8162,0;4.2808,2.4219,0;;-.5888,-.8082,0;5.4072,3.8866,0;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;6.066,7.1321,0;4.6876,.2987,0;4.4103,1.4303,0;3.0759,4.5139,0;5.1473,2.921,0;.5008,1.5426,0;2.719,6.2391,0;2.7127,-.3666,0;3.6876,.2998,0;.8151,2.6844,0;1.5665,3.9826,0;6.0988,5.3296,0;4.2636,7.1687,0;-.3861,-1.2653,0;-1.086,-.7553,0;5.8399,3.6361,0;5.7611,4.2398,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;6.4192,6.7781,0;5.7129,7.486,0;6.42,7.4852,0;4.6881,.7987,0;4.6871,-.2013,0;5.1876,.2982,0;2.5901,6.7222,0;2.8664,-.8424,0;

Duplicates CHEMBL5186133;CHEMBL5200362_s0;CHEMBL5203241

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.sdf

Formula	C₂₁H₂₀O₇
MW	384.38
InChIKey	YJFXZJAGYQVREK-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.78
logP	3.1603
PSA	94.45
MR	99.6163
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-198.55479
PM7_Total_Energy_ev	-4914.35212
PM7_Electronic_Energy_ev	-40051.53122
PM7_Dipole_Debye	7.9011
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.245
PM7_LUMO_Energy_ev	-0.569
PM7_COSMO_Area_square_ang	365.3
PM7_COSMO_Volue_cubic_ang	434.59
PM7_Electron_Affinity_ev	0.569
PM7_Ionization_Energy_ev	9.245
PM7_Energy_Gap_ev	8.676
PM7_Global_Hardness_ev	4.338
PM7_Global_Softness_ev	0.23052097740894423
PM7_Chemical_Potential_ev	-4.907
PM7_Electronigativity_ev	4.907
PM7_Back_Donation_Energy_ev	-1.0845
PM7_Electrophilicity_ev	2.7753168510834487
OPENEYE_Name	6-hydroxy-2-[(2~{R},3~{S})-3-hydroxy-4-methylene-tetrahydrofuran-2-yl]-1-methoxy-8-methyl-10~{H}-benzo[b][1,5]benzodioxocin-12-one
SMILES	c1cc2c(c(c1C3C(C(=C)CO3)O)OC)C(=O)OCc4cc(cc(c4O2)O)C
Canonical_SMILES	COc1c(ccc2c1C(=O)OCc1c(O2)c(O)cc(c1)C)[C@H]1OCC(=C)[C@@H]1O
InChI	1/C21H20O7/c1-10-6-12-9-27-21(24)16-15(28-18(12)14(22)7-10)5-4-13(19(16)25-3)20-17(23)11(2)8-26-20/h4-7,17,20,22-23H,2,8-9H2,1,3H3
InChI_3D	1S/C21H20O7/c1-10-6-12-9-27-21(24)16-15(28-18(12)14(22)7-10)5-4-13(19(16)25-3)20-17(23)11(2)8-26-20/h4-7,17,20,22-23H,2,8-9H2,1,3H3/t17-,20+/m0/s1
AuxInfo	1/0/N:20,15,21,1,2,3,4,17,16,8,14,7,6,11,9,5,19,10,12,18,13,26,27,22,28,25,24,23/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1;d3;s3d4;s2d5;s7;s4d10;s5d6;s5;;d14;s7;s14;s6;s14s18;s8;;d13;s9s10;s13s16;s17s18;s11;s19;s12s21;s1;s2;s3;s4;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s21;s26;s27;/rC:1.3151,2.6838,0;1.8161,3.5493,0;5.616,5.4595,0;4.3925,6.6856,0;3.3151,2.6817,0;1.8142,1.8173,0;4.9081,4.7532,0;5.3582,6.4257,0;2.8161,3.5483,0;3.9425,5.013,0;3.6847,5.9792,0;2.8142,1.8162,0;4.2808,2.4219,0;;-.5888,-.8082,0;5.4072,3.8866,0;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;6.066,7.1321,0;4.6876,.2987,0;4.4103,1.4303,0;3.0759,4.5139,0;5.1473,2.921,0;.5008,1.5426,0;2.719,6.2391,0;2.7127,-.3666,0;3.6876,.2998,0;.8151,2.6844,0;1.5665,3.9826,0;6.0988,5.3296,0;4.2636,7.1687,0;-.3861,-1.2653,0;-1.086,-.7553,0;5.8399,3.6361,0;5.7611,4.2398,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.9488,-.4972,0;6.4192,6.7781,0;5.7129,7.486,0;6.42,7.4852,0;4.6881,.7987,0;4.6871,-.2013,0;5.1876,.2982,0;2.5901,6.7222,0;2.8664,-.8424,0;
Duplicates	CHEMBL5186133;CHEMBL5200362_s0;CHEMBL5203241
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186133.sdf