CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191460 (105264)

Formula C₂₇H₃₂O₁₅

MW 596.54

InChIKey GBGJNKYTLIUCMX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 78

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 15

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -1.94

logP -2.0283

PSA 238.2

MR 140

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -567.06399

PM7_Total_Energy_ev -8176.11959

PM7_Electronic_Energy_ev -86710.57206

PM7_Dipole_Debye 4.46948

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.193

PM7_LUMO_Energy_ev -0.737

PM7_COSMO_Area_square_ang 465.42

PM7_COSMO_Volue_cubic_ang 657.32

PM7_Electron_Affinity_ev 0.737

PM7_Ionization_Energy_ev 8.193

PM7_Energy_Gap_ev 7.456

PM7_Global_Hardness_ev 3.728

PM7_Global_Softness_ev 0.26824034334763946

PM7_Chemical_Potential_ev -4.465

PM7_Electronigativity_ev 4.465

PM7_Back_Donation_Energy_ev -0.932

PM7_Electrophilicity_ev 2.673849919527897

OPENEYE_Name 10-hydroxy-7-methoxy-3-methyl-9-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-benzo[g]isochromen-1-one

SMILES c1c2cc(cc(c2c(c3c1cc(oc3=O)C)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC

Canonical_SMILES OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3c(O)c3c(c4)cc(oc3=O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H32O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h3-6,14-15,18-19,21-24,26-35H,7-8H2,1-2H3

InChI_3D 1S/C27H32O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h3-6,14-15,18-19,21-24,26-35H,7-8H2,1-2H3/t14-,15-,18-,19-,21+,22+,23-,24-,26-,27-/m1/s1

AuxInfo 1/0/N:24,25,11,1,2,3,26,27,13,6,4,8,9,20,21,5,7,17,16,10,15,14,19,18,12,23,22,39,36,35,32,34,33,38,37,28,41,42,29,40,31,30/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;s1;d6;d2s3;d3s5;d5s7;s6;s7;d11;;;s14;s15;s14;s15;s17;s16;s18;s19;s13;;s20;s21;d12;s12s13;s21s22;s20s23;s10;s14;s15;s16;s17;s18;s19;s26;s9s22;s8s25;s23s27;s1;s2;s3;s11;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:-2.6142,.5039,0;-.8739,.5065,0;.0004,-1.0081,0;-1.7419,-.0006,0;-1.7416,-1.0087,0;-3.4796,-.0028,0;-3.4783,-1.0084,0;;-.8732,-1.5097,0;-2.6116,-1.5073,0;-4.3475,.505,0;-4.3475,-1.5062,0;-5.2154,-.0028,0;1.3237,-4.122,0;-.573,-10.1814,0;.6854,-4.8918,0;-1.5598,-10.0193,0;.9817,-3.1823,0;.0653,-9.4116,0;-1.9119,-9.0778,0;-.305,-4.7201,0;-.0087,-3.0106,0;-.2868,-8.4701,0;-6.0829,.4947,0;.867,1.4994,0;-3.0537,-7.7517,0;-.2965,-6.4701,0;-4.3478,-2.5062,0;-5.2154,-1.0084,0;-.6571,-3.7786,0;-1.2772,-8.2984,0;-2.6126,-2.5073,0;2.8376,-3.2441,0;.9494,-11.0445,0;2.2051,-5.7594,0;-1.541,-11.7692,0;.9798,-2.1823,0;1.574,-8.5247,0;-3.7062,-6.9939,0;-.8742,-2.5097,0;.8663,.4994,0;-.2917,-7.4701,0;-2.6155,1.0039,0;-.8748,1.0065,0;.4332,-1.2585,0;-4.3475,1.005,0;1.6466,-4.5038,0;-.7394,-10.6529,0;.5162,-5.3623,0;-2.0513,-10.1109,0;1.474,-3.095,0;.3893,-9.7924,0;-2.3422,-9.3324,0;-.7968,-4.8103,0;.1618,-2.5406,0;.205,-8.3799,0;-6.3316,.061,0;-5.8341,.9284,0;-6.5166,.7434,0;.367,1.4998,0;1.367,1.4991,0;.8673,1.9994,0;-3.4326,-8.0779,0;-2.6748,-7.4254,0;.2035,-6.4676,0;-.7965,-6.4725,0;-2.1798,-2.7577,0;3.2711,-3.4932,0;.9533,-11.5445,0;2.2076,-6.2594,0;-1.9713,-12.0238,0;1.4123,-1.9314,0;2.0089,-8.7713,0;-4.1975,-7.0869,0;

Duplicates ChEBI191460

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.sdf

Formula	C₂₇H₃₂O₁₅
MW	596.54
InChIKey	GBGJNKYTLIUCMX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	78
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	15
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-1.94
logP	-2.0283
PSA	238.2
MR	140
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-567.06399
PM7_Total_Energy_ev	-8176.11959
PM7_Electronic_Energy_ev	-86710.57206
PM7_Dipole_Debye	4.46948
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.193
PM7_LUMO_Energy_ev	-0.737
PM7_COSMO_Area_square_ang	465.42
PM7_COSMO_Volue_cubic_ang	657.32
PM7_Electron_Affinity_ev	0.737
PM7_Ionization_Energy_ev	8.193
PM7_Energy_Gap_ev	7.456
PM7_Global_Hardness_ev	3.728
PM7_Global_Softness_ev	0.26824034334763946
PM7_Chemical_Potential_ev	-4.465
PM7_Electronigativity_ev	4.465
PM7_Back_Donation_Energy_ev	-0.932
PM7_Electrophilicity_ev	2.673849919527897
OPENEYE_Name	10-hydroxy-7-methoxy-3-methyl-9-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-benzo[g]isochromen-1-one
SMILES	c1c2cc(cc(c2c(c3c1cc(oc3=O)C)O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3cc(OC)cc4c3c(O)c3c(c4)cc(oc3=O)C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H32O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h3-6,14-15,18-19,21-24,26-35H,7-8H2,1-2H3
InChI_3D	1S/C27H32O15/c1-9-3-10-4-11-5-12(37-2)6-13(16(11)20(31)17(10)25(36)39-9)40-27-24(35)22(33)19(30)15(42-27)8-38-26-23(34)21(32)18(29)14(7-28)41-26/h3-6,14-15,18-19,21-24,26-35H,7-8H2,1-2H3/t14-,15-,18-,19-,21+,22+,23-,24-,26-,27-/m1/s1
AuxInfo	1/0/N:24,25,11,1,2,3,26,27,13,6,4,8,9,20,21,5,7,17,16,10,15,14,19,18,12,23,22,39,36,35,32,34,33,38,37,28,41,42,29,40,31,30/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s4;s1;d6;d2s3;d3s5;d5s7;s6;s7;d11;;;s14;s15;s14;s15;s17;s16;s18;s19;s13;;s20;s21;d12;s12s13;s21s22;s20s23;s10;s14;s15;s16;s17;s18;s19;s26;s9s22;s8s25;s23s27;s1;s2;s3;s11;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;/rC:-2.6142,.5039,0;-.8739,.5065,0;.0004,-1.0081,0;-1.7419,-.0006,0;-1.7416,-1.0087,0;-3.4796,-.0028,0;-3.4783,-1.0084,0;;-.8732,-1.5097,0;-2.6116,-1.5073,0;-4.3475,.505,0;-4.3475,-1.5062,0;-5.2154,-.0028,0;1.3237,-4.122,0;-.573,-10.1814,0;.6854,-4.8918,0;-1.5598,-10.0193,0;.9817,-3.1823,0;.0653,-9.4116,0;-1.9119,-9.0778,0;-.305,-4.7201,0;-.0087,-3.0106,0;-.2868,-8.4701,0;-6.0829,.4947,0;.867,1.4994,0;-3.0537,-7.7517,0;-.2965,-6.4701,0;-4.3478,-2.5062,0;-5.2154,-1.0084,0;-.6571,-3.7786,0;-1.2772,-8.2984,0;-2.6126,-2.5073,0;2.8376,-3.2441,0;.9494,-11.0445,0;2.2051,-5.7594,0;-1.541,-11.7692,0;.9798,-2.1823,0;1.574,-8.5247,0;-3.7062,-6.9939,0;-.8742,-2.5097,0;.8663,.4994,0;-.2917,-7.4701,0;-2.6155,1.0039,0;-.8748,1.0065,0;.4332,-1.2585,0;-4.3475,1.005,0;1.6466,-4.5038,0;-.7394,-10.6529,0;.5162,-5.3623,0;-2.0513,-10.1109,0;1.474,-3.095,0;.3893,-9.7924,0;-2.3422,-9.3324,0;-.7968,-4.8103,0;.1618,-2.5406,0;.205,-8.3799,0;-6.3316,.061,0;-5.8341,.9284,0;-6.5166,.7434,0;.367,1.4998,0;1.367,1.4991,0;.8673,1.9994,0;-3.4326,-8.0779,0;-2.6748,-7.4254,0;.2035,-6.4676,0;-.7965,-6.4725,0;-2.1798,-2.7577,0;3.2711,-3.4932,0;.9533,-11.5445,0;2.2076,-6.2594,0;-1.9713,-12.0238,0;1.4123,-1.9314,0;2.0089,-8.7713,0;-4.1975,-7.0869,0;
Duplicates	ChEBI191460
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191250-0000191499/ChEBI191460.sdf