CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196803 (2539634)

Formula C₂₈H₃₀O₁₀

MW 526.54

InChIKey MQBNIQHSXLLADP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 38

Number_Rings 7

Number_Bonds 74

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 11

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 0.15

logP 0.4299

PSA 156.66

MR 127.662

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -314.77944

PM7_Total_Energy_ev -6794.40881

PM7_Electronic_Energy_ev -73137.32296

PM7_Dipole_Debye 4.33576

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.802

PM7_LUMO_Energy_ev -0.908

PM7_COSMO_Area_square_ang 407.09

PM7_COSMO_Volue_cubic_ang 579.33

PM7_Electron_Affinity_ev 0.908

PM7_Ionization_Energy_ev 9.802

PM7_Energy_Gap_ev 8.894

PM7_Global_Hardness_ev 4.447

PM7_Global_Softness_ev 0.22487069934787496

PM7_Chemical_Potential_ev -5.355

PM7_Electronigativity_ev 5.355

PM7_Back_Donation_Energy_ev -1.11175

PM7_Electrophilicity_ev 3.224198898133573

OPENEYE_Name (1~{S},2~{S},3~{R},5~{S},6~{R},8~{R},14~{R},15~{S},18~{R},21~{S},22~{R})-5,8,18-trihydroxy-1,14,21-trimethyl-25-methylene-4,20,23-trioxaheptacyclo[20.3.1.1^{2,5}.0^{3,18}.0^{3,21}.0^{6,15}.0^{9,14}]heptacosa-9,11-diene-13,19,24,27-tetrone

SMILES C1=CC(=O)C2(C(=C1)C(CC3C2CCC4(C(=O)OC5(C46C(C(=O)C3(O6)O)C7(C(=C)C(=O)OC5C7)C)C)O)O)C

Canonical_SMILES O[C@@H]1C[C@@H]2[C@@H]([C@@]3(C1=CC=CC3=O)C)CC[C@]1([C@]34O[C@]2(O)C(=O)[C@H]3[C@]2(C)C[C@H]([C@]4(C)OC1=O)OC(=O)C2=C)O

InChI 1/C28H30O10/c1-12-21(32)36-18-11-23(12,2)19-20(31)27(35)15-10-16(29)14-6-5-7-17(30)24(14,3)13(15)8-9-26(34)22(33)37-25(18,4)28(19,26)38-27/h5-7,13,15-16,18-19,29,34-35H,1,8-11H2,2-4H3

InChI_3D 1S/C28H30O10/c1-12-21(32)36-18-11-23(12,2)19-20(31)27(35)15-10-16(29)14-6-5-7-17(30)24(14,3)13(15)8-9-26(34)22(33)37-25(18,4)28(19,26)38-27/h5-7,13,15-16,18-19,29,34-35H,1,8-11H2,2-4H3/t13-,15+,16+,18+,19-,23+,24+,25-,26-,27-,28-/m0/s1

AuxInfo 1/0/N:10,27,26,28,1,3,2,11,12,13,14,5,17,4,18,15,6,19,16,8,7,9,21,20,25,23,22,24,36,29,31,30,32,38,37,33,34,35/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;s2;s5;;;d5;;s11;;;s4s13;s8;s11;s13s17;s14;s4s6s17;s5s14s16;s8s18;s9s12;s16s23;s19s24;s20;s21;s25;d6;d7;d8;d9;s7s19;s9s25;s22s24;s15;s22;s23;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s26;s26;s26;s27;s27;s27;s28;s28;s28;s36;s37;s38;/rC:;-.5,.866,0;1,0,0;1.5,.866,0;4.2478,-1.7734,0;0,1.7321,0;5.0959,-1.2435,0;1.6086,-1.8075,0;1.0952,1.1038,0;4.3089,-3.5223,0;.734,1.9553,0;.5603,.9705,0;3,1.732,0;3.9805,-.5159,0;2.5,.866,0;2.3746,-1.1647,0;1.5,2.5981,0;2.5,2.5981,0;3.6059,.4113,0;1,1.7321,0;3.3649,-1.3039,0;.7605,-1.2776,0;1.0603,.1045,0;2,-.2376,0;2.6157,.5504,0;1.875,3.2476,0;3.0559,-2.255,0;2.9903,-.3767,0;-.5,2.5981,0;5.061,-.2441,0;1.6783,-2.8051,0;.3072,1.7195,0;5.9788,-1.7129,0;2.0565,1.3795,0;1.0024,-.3073,0;3.4397,.524,0;.3967,-2.9894,0;-.0646,-1.2361,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;4.7504,-3.7571,0;3.8849,-3.7873,0;.2373,1.8972,0;.5359,2.4144,0;.2172,.6068,0;.1135,1.1949,0;3.383,2.0534,0;3.383,1.4107,0;4.4046,-.251,0;4.3151,-.8875,0;2.4132,.3736,0;1.8895,-1.0438,0;1.75,2.1651,0;2.671,3.0679,0;4.095,.5152,0;1.442,3.4976,0;2.125,3.6806,0;2.308,2.9976,0;3.5314,-2.4095,0;2.9013,-2.7305,0;2.5803,-2.1005,0;3.4539,-.1894,0;2.5267,-.564,0;3.1776,-.8403,0;3.8227,.8454,0;-.0789,-3.1439,0;.1064,-1.706,0;

Duplicates CHEMBL5196803

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.sdf

Formula	C₂₈H₃₀O₁₀
MW	526.54
InChIKey	MQBNIQHSXLLADP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	38
Number_Rings	7
Number_Bonds	74
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	11
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	0.15
logP	0.4299
PSA	156.66
MR	127.662
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-314.77944
PM7_Total_Energy_ev	-6794.40881
PM7_Electronic_Energy_ev	-73137.32296
PM7_Dipole_Debye	4.33576
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.802
PM7_LUMO_Energy_ev	-0.908
PM7_COSMO_Area_square_ang	407.09
PM7_COSMO_Volue_cubic_ang	579.33
PM7_Electron_Affinity_ev	0.908
PM7_Ionization_Energy_ev	9.802
PM7_Energy_Gap_ev	8.894
PM7_Global_Hardness_ev	4.447
PM7_Global_Softness_ev	0.22487069934787496
PM7_Chemical_Potential_ev	-5.355
PM7_Electronigativity_ev	5.355
PM7_Back_Donation_Energy_ev	-1.11175
PM7_Electrophilicity_ev	3.224198898133573
OPENEYE_Name	(1~{S},2~{S},3~{R},5~{S},6~{R},8~{R},14~{R},15~{S},18~{R},21~{S},22~{R})-5,8,18-trihydroxy-1,14,21-trimethyl-25-methylene-4,20,23-trioxaheptacyclo[20.3.1.1^{2,5}.0^{3,18}.0^{3,21}.0^{6,15}.0^{9,14}]heptacosa-9,11-diene-13,19,24,27-tetrone
SMILES	C1=CC(=O)C2(C(=C1)C(CC3C2CCC4(C(=O)OC5(C46C(C(=O)C3(O6)O)C7(C(=C)C(=O)OC5C7)C)C)O)O)C
Canonical_SMILES	O[C@@H]1C[C@@H]2[C@@H]([C@@]3(C1=CC=CC3=O)C)CC[C@]1([C@]34O[C@]2(O)C(=O)[C@H]3[C@]2(C)C[C@H]([C@]4(C)OC1=O)OC(=O)C2=C)O
InChI	1/C28H30O10/c1-12-21(32)36-18-11-23(12,2)19-20(31)27(35)15-10-16(29)14-6-5-7-17(30)24(14,3)13(15)8-9-26(34)22(33)37-25(18,4)28(19,26)38-27/h5-7,13,15-16,18-19,29,34-35H,1,8-11H2,2-4H3
InChI_3D	1S/C28H30O10/c1-12-21(32)36-18-11-23(12,2)19-20(31)27(35)15-10-16(29)14-6-5-7-17(30)24(14,3)13(15)8-9-26(34)22(33)37-25(18,4)28(19,26)38-27/h5-7,13,15-16,18-19,29,34-35H,1,8-11H2,2-4H3/t13-,15+,16+,18+,19-,23+,24+,25-,26-,27-,28-/m0/s1
AuxInfo	1/0/N:10,27,26,28,1,3,2,11,12,13,14,5,17,4,18,15,6,19,16,8,7,9,21,20,25,23,22,24,36,29,31,30,32,38,37,33,34,35/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;;s2;s5;;;d5;;s11;;;s4s13;s8;s11;s13s17;s14;s4s6s17;s5s14s16;s8s18;s9s12;s16s23;s19s24;s20;s21;s25;d6;d7;d8;d9;s7s19;s9s25;s22s24;s15;s22;s23;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s26;s26;s26;s27;s27;s27;s28;s28;s28;s36;s37;s38;/rC:;-.5,.866,0;1,0,0;1.5,.866,0;4.2478,-1.7734,0;0,1.7321,0;5.0959,-1.2435,0;1.6086,-1.8075,0;1.0952,1.1038,0;4.3089,-3.5223,0;.734,1.9553,0;.5603,.9705,0;3,1.732,0;3.9805,-.5159,0;2.5,.866,0;2.3746,-1.1647,0;1.5,2.5981,0;2.5,2.5981,0;3.6059,.4113,0;1,1.7321,0;3.3649,-1.3039,0;.7605,-1.2776,0;1.0603,.1045,0;2,-.2376,0;2.6157,.5504,0;1.875,3.2476,0;3.0559,-2.255,0;2.9903,-.3767,0;-.5,2.5981,0;5.061,-.2441,0;1.6783,-2.8051,0;.3072,1.7195,0;5.9788,-1.7129,0;2.0565,1.3795,0;1.0024,-.3073,0;3.4397,.524,0;.3967,-2.9894,0;-.0646,-1.2361,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;4.7504,-3.7571,0;3.8849,-3.7873,0;.2373,1.8972,0;.5359,2.4144,0;.2172,.6068,0;.1135,1.1949,0;3.383,2.0534,0;3.383,1.4107,0;4.4046,-.251,0;4.3151,-.8875,0;2.4132,.3736,0;1.8895,-1.0438,0;1.75,2.1651,0;2.671,3.0679,0;4.095,.5152,0;1.442,3.4976,0;2.125,3.6806,0;2.308,2.9976,0;3.5314,-2.4095,0;2.9013,-2.7305,0;2.5803,-2.1005,0;3.4539,-.1894,0;2.5267,-.564,0;3.1776,-.8403,0;3.8227,.8454,0;-.0789,-3.1439,0;.1064,-1.706,0;
Duplicates	CHEMBL5196803
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196803.sdf