CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192041_s0 (105734)

Formula C₂₇H₃₀O₁₄

MW 578.53

InChIKey DFCJAHQKYCYICW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.56

logP -2.5211

PSA 232.9

MR 133.267

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -536.0314

PM7_Total_Energy_ev -7854.53366

PM7_Electronic_Energy_ev -82061.87381

PM7_Dipole_Debye 2.68517

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.538

PM7_LUMO_Energy_ev -1.824

PM7_COSMO_Area_square_ang 451.05

PM7_COSMO_Volue_cubic_ang 640.95

PM7_Electron_Affinity_ev 1.824

PM7_Ionization_Energy_ev 9.538

PM7_Energy_Gap_ev 7.714

PM7_Global_Hardness_ev 3.857

PM7_Global_Softness_ev 0.25926886180969666

PM7_Chemical_Potential_ev -5.681

PM7_Electronigativity_ev 5.681

PM7_Back_Donation_Energy_ev -0.96425

PM7_Electrophilicity_ev 4.183790640394089

OPENEYE_Name 1-hydroxy-3-methyl-8-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-anthracene-9,10-dione

SMILES c1cc2c(c(c1)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C(=O)c5c(cc(cc5O)C)C2=O

Canonical_SMILES OC[C@@H]1O[C@H](OC[C@H]2O[C@@H](Oc3cccc4c3C(=O)c3c(C4=O)cc(cc3O)C)[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H]([C@H]1O)O)O

InChI 1/C27H30O14/c1-9-5-11-16(12(29)6-9)21(33)17-10(18(11)30)3-2-4-13(17)39-27-25(37)23(35)20(32)15(41-27)8-38-26-24(36)22(34)19(31)14(7-28)40-26/h2-6,14-15,19-20,22-29,31-32,34-37H,7-8H2,1H3

InChI_3D 1S/C27H30O14/c1-9-5-11-16(12(29)6-9)21(33)17-10(18(11)30)3-2-4-13(17)39-27-25(37)23(35)20(32)15(41-27)8-38-26-24(36)22(34)19(31)14(7-28)40-26/h2-6,14-15,19-20,22-29,31-32,34-37H,7-8H2,1H3/t14-,15+,19-,20+,22-,23-,24-,25-,26-,27+/m0/s1

AuxInfo 1/0/N:25,1,2,3,4,5,26,27,10,6,7,12,11,21,22,9,8,13,18,17,14,16,15,20,19,24,23,39,32,28,36,35,29,34,33,38,37,41,40,31,30/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;;s15;s16;s15;s16;s18;s17;s19;s20;s10;s21;s22;d13;d14;s22s23;s21s24;s12;s15;s16;s17;s18;s19;s20;s26;s11s23;s24s27;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:3.8274,2.0102,0;4.1808,2.9516,0;2.8364,1.8398,0;3.5937,6.3752,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-6.2943,.8339,0;-.8675,.4975,0;-6.3031,1.8339,0;.8675,.4975,0;-5.4268,.3365,0;-5.4356,2.3417,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5592,.8443,0;3.2918,8.0891,0;-4.324,3.6932,0;-2.5903,1.1954,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;-4.5592,1.8494,0;.6211,5.8638,0;1.1236,-1.3417,0;-6.8848,-.8135,0;-1.4629,-1.1481,0;-8.0241,1.5166,0;1.8525,.6702,0;-4.2953,-.9985,0;-3.6887,4.4656,0;1.2132,2.441,0;-3.5748,1.0198,0;4.1461,1.6249,0;4.6736,3.0363,0;2.6627,1.371,0;4.0866,6.4591,0;1.6327,7.3643,0;-.321,-.3833,0;-6.7873,.9174,0;-1.36,.5838,0;-6.4774,2.3026,0;1.0376,.0273,0;-5.7467,-.0478,0;-5.76,2.7221,0;-1.0404,1.9719,0;1.3597,1.4149,0;-4.3864,.3751,0;3.7611,7.9164,0;2.8226,8.2618,0;3.4645,8.5583,0;-4.7101,4.0109,0;-3.9378,3.3756,0;-2.5025,.7032,0;-2.6781,1.6877,0;.301,6.2479,0;.9521,-1.8113,0;-7.3767,-.9027,0;-1.9551,-1.2359,0;-8.3485,1.897,0;2.1735,.2869,0;-4.464,-1.4692,0;-3.8644,4.9337,0;

Duplicates ChEBI192041_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.sdf

Formula	C₂₇H₃₀O₁₄
MW	578.53
InChIKey	DFCJAHQKYCYICW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.56
logP	-2.5211
PSA	232.9
MR	133.267
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-536.0314
PM7_Total_Energy_ev	-7854.53366
PM7_Electronic_Energy_ev	-82061.87381
PM7_Dipole_Debye	2.68517
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.538
PM7_LUMO_Energy_ev	-1.824
PM7_COSMO_Area_square_ang	451.05
PM7_COSMO_Volue_cubic_ang	640.95
PM7_Electron_Affinity_ev	1.824
PM7_Ionization_Energy_ev	9.538
PM7_Energy_Gap_ev	7.714
PM7_Global_Hardness_ev	3.857
PM7_Global_Softness_ev	0.25926886180969666
PM7_Chemical_Potential_ev	-5.681
PM7_Electronigativity_ev	5.681
PM7_Back_Donation_Energy_ev	-0.96425
PM7_Electrophilicity_ev	4.183790640394089
OPENEYE_Name	1-hydroxy-3-methyl-8-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-anthracene-9,10-dione
SMILES	c1cc2c(c(c1)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)C(=O)c5c(cc(cc5O)C)C2=O
Canonical_SMILES	OC[C@@H]1O[C@H](OC[C@H]2O[C@@H](Oc3cccc4c3C(=O)c3c(C4=O)cc(cc3O)C)[C@H]([C@H]([C@@H]2O)O)O)[C@H]([C@H]([C@H]1O)O)O
InChI	1/C27H30O14/c1-9-5-11-16(12(29)6-9)21(33)17-10(18(11)30)3-2-4-13(17)39-27-25(37)23(35)20(32)15(41-27)8-38-26-24(36)22(34)19(31)14(7-28)40-26/h2-6,14-15,19-20,22-29,31-32,34-37H,7-8H2,1H3
InChI_3D	1S/C27H30O14/c1-9-5-11-16(12(29)6-9)21(33)17-10(18(11)30)3-2-4-13(17)39-27-25(37)23(35)20(32)15(41-27)8-38-26-24(36)22(34)19(31)14(7-28)40-26/h2-6,14-15,19-20,22-29,31-32,34-37H,7-8H2,1H3/t14-,15+,19-,20+,22-,23-,24-,25-,26-,27+/m0/s1
AuxInfo	1/0/N:25,1,2,3,4,5,26,27,10,6,7,12,11,21,22,9,8,13,18,17,14,16,15,20,19,24,23,39,32,28,36,35,29,34,33,38,37,41,40,31,30/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d6;s7;s4d5;d3s8;s5d9;s6s7;s8s9;;;s15;s16;s15;s16;s18;s17;s19;s20;s10;s21;s22;d13;d14;s22s23;s21s24;s12;s15;s16;s17;s18;s19;s20;s26;s11s23;s24s27;s1;s2;s3;s4;s5;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:3.8274,2.0102,0;4.1808,2.9516,0;2.8364,1.8398,0;3.5937,6.3752,0;1.9528,6.9802,0;3.5333,3.7209,0;3.241,5.4339,0;2.542,3.5518,0;2.2474,5.2633,0;2.9464,7.1507,0;2.1987,2.6108,0;1.6065,6.0343,0;3.886,4.6597,0;1.9035,4.3214,0;;-6.2943,.8339,0;-.8675,.4975,0;-6.3031,1.8339,0;.8675,.4975,0;-5.4268,.3365,0;-5.4356,2.3417,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5592,.8443,0;3.2918,8.0891,0;-4.324,3.6932,0;-2.5903,1.1954,0;4.872,4.8265,0;.9181,4.151,0;0,2.0104,0;-4.5592,1.8494,0;.6211,5.8638,0;1.1236,-1.3417,0;-6.8848,-.8135,0;-1.4629,-1.1481,0;-8.0241,1.5166,0;1.8525,.6702,0;-4.2953,-.9985,0;-3.6887,4.4656,0;1.2132,2.441,0;-3.5748,1.0198,0;4.1461,1.6249,0;4.6736,3.0363,0;2.6627,1.371,0;4.0866,6.4591,0;1.6327,7.3643,0;-.321,-.3833,0;-6.7873,.9174,0;-1.36,.5838,0;-6.4774,2.3026,0;1.0376,.0273,0;-5.7467,-.0478,0;-5.76,2.7221,0;-1.0404,1.9719,0;1.3597,1.4149,0;-4.3864,.3751,0;3.7611,7.9164,0;2.8226,8.2618,0;3.4645,8.5583,0;-4.7101,4.0109,0;-3.9378,3.3756,0;-2.5025,.7032,0;-2.6781,1.6877,0;.301,6.2479,0;.9521,-1.8113,0;-7.3767,-.9027,0;-1.9551,-1.2359,0;-8.3485,1.897,0;2.1735,.2869,0;-4.464,-1.4692,0;-3.8644,4.9337,0;
Duplicates	ChEBI192041_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192000-0000192249/ChEBI192041_s0.sdf