CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190270 (104362)

Formula C₂₇H₄₄O₁₃

MW 576.64

InChIKey XMFJYFXSIKDRHJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 84

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 87

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 13

ONatoms 13

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.11

logP -1.9326

PSA 215.83

MR 136.585

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -566.48695

PM7_Total_Energy_ev -7749.38361

PM7_Electronic_Energy_ev -78403.32342

PM7_Dipole_Debye 5.53283

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.371

PM7_LUMO_Energy_ev -0.153

PM7_COSMO_Area_square_ang 530.84

PM7_COSMO_Volue_cubic_ang 681.06

PM7_Electron_Affinity_ev 0.153

PM7_Ionization_Energy_ev 9.371

PM7_Energy_Gap_ev 9.218

PM7_Global_Hardness_ev 4.609

PM7_Global_Softness_ev 0.21696680407897592

PM7_Chemical_Potential_ev -4.762

PM7_Electronigativity_ev 4.762

PM7_Back_Donation_Energy_ev -1.15225

PM7_Electrophilicity_ev 2.4600394879583423

OPENEYE_Name (4~{a}~{R},6~{R},8~{a}~{S})-4,8~{a}-dimethyl-6-[1-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-ethyl]-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,8-hexahydronaphthalen-2-one

SMILES C1(=C(C2CC(CCC2(CC1=O)C)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)C)OC4C(C(C(C(O4)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](OC2=C(C)[C@H]3[C@@](CC2=O)(C)CC[C@H](C3)C(O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C27H44O13/c1-11-13-7-12(26(2,3)40-25-22(36)20(34)18(32)16(10-29)38-25)5-6-27(13,4)8-14(30)23(11)39-24-21(35)19(33)17(31)15(9-28)37-24/h12-13,15-22,24-25,28-29,31-36H,5-10H2,1-4H3

InChI_3D 1S/C27H44O13/c1-11-13-7-12(26(2,3)40-25-22(36)20(34)18(32)16(10-29)38-25)5-6-27(13,4)8-14(30)23(11)39-24-21(35)19(33)17(31)15(9-28)37-24/h12-13,15-22,24-25,28-29,31-36H,5-10H2,1-4H3/t12-,13+,15-,16-,17-,18-,19+,20+,21-,22-,24+,25+,27+/m1/s1

AuxInfo 1/0/N:21,23,24,22,5,6,7,4,25,26,2,9,8,3,16,17,12,13,10,11,14,15,1,18,19,27,20,37,38,28,33,34,31,32,35,36,29,30,39,40/E:(2,3)/rA:84cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;s5;;s2s7;s5s7;;;s10;s11;s10;s11;s12;s13;s14;s15;s4s6s8;s2;s20;;;s16;s17;s9s23s24;d3;s16s18;s17s19;s10;s11;s12;s13;s14;s15;s25;s26;s1s18;s19s27;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s31;s32;s33;s34;s35;s36;s37;s38;/rC:.8327,3.9134,0;1.1773,4.8527,0;-.1586,3.744,0;-.8053,4.514,0;-.7456,7.1676,0;-1.096,6.2228,0;.8861,6.564,0;.5402,5.6257,0;.2455,7.3382,0;;3.2471,9.9598,0;-.8675,.4975,0;3.4225,8.9753,0;.8675,.4975,0;2.3087,10.3056,0;-.8675,1.5027,0;2.6518,8.33,0;.8675,1.5027,0;1.538,9.6603,0;-.4509,5.455,0;2.1631,5.0207,0;-.1073,6.3942,0;-1.2862,8.6483,0;-.6821,9.927,0;-2.5903,1.1954,0;3.9934,7.2063,0;-.3448,8.9856,0;-.5029,2.8052,0;0,2.0104,0;1.7056,8.6692,0;1.1236,-1.3417,0;3.5544,11.6826,0;-1.4629,-1.1481,0;5.0665,9.5752,0;2.5912,.7997,0;.9704,11.4332,0;-3.5748,1.0198,0;4.76,6.5642,0;1.4725,3.1448,0;.5966,9.3229,0;-1.128,4.1321,0;-1.2365,4.7672,0;-1.2375,7.2571,0;-.7433,7.6676,0;-1.418,5.8403,0;-1.5281,6.4744,0;1.2098,6.9451,0;1.3179,6.3118,0;.3662,5.1569,0;.68,7.5856,0;-.321,-.3833,0;3.7471,9.9598,0;-1.36,.5838,0;3.6725,8.5422,0;1.0376,.0273,0;2.56,10.7378,0;-1.0404,1.9719,0;2.403,7.8962,0;1.3597,1.4149,0;1.2893,10.094,0;2.079,5.5136,0;2.2471,4.5279,0;2.656,5.1048,0;-.5769,6.566,0;.3623,6.2224,0;.0645,6.8637,0;-1.1175,8.1776,0;-1.4549,9.119,0;-1.7569,8.4796,0;-1.1528,9.7584,0;-.2114,10.0957,0;-.8508,10.3977,0;-2.5025,.7032,0;-2.6781,1.6877,0;4.3144,7.5896,0;3.6723,6.823,0;.9521,-1.8113,0;4.0246,11.8526,0;-1.9551,-1.2359,0;5.4498,9.2542,0;2.9122,.4164,0;1.0582,11.9254,0;-3.7449,.5497,0;5.2297,6.7356,0;

Duplicates ChEBI190270

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.sdf

Formula	C₂₇H₄₄O₁₃
MW	576.64
InChIKey	XMFJYFXSIKDRHJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	84
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	87
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	13
ONatoms	13
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.11
logP	-1.9326
PSA	215.83
MR	136.585
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-566.48695
PM7_Total_Energy_ev	-7749.38361
PM7_Electronic_Energy_ev	-78403.32342
PM7_Dipole_Debye	5.53283
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.371
PM7_LUMO_Energy_ev	-0.153
PM7_COSMO_Area_square_ang	530.84
PM7_COSMO_Volue_cubic_ang	681.06
PM7_Electron_Affinity_ev	0.153
PM7_Ionization_Energy_ev	9.371
PM7_Energy_Gap_ev	9.218
PM7_Global_Hardness_ev	4.609
PM7_Global_Softness_ev	0.21696680407897592
PM7_Chemical_Potential_ev	-4.762
PM7_Electronigativity_ev	4.762
PM7_Back_Donation_Energy_ev	-1.15225
PM7_Electrophilicity_ev	2.4600394879583423
OPENEYE_Name	(4~{a}~{R},6~{R},8~{a}~{S})-4,8~{a}-dimethyl-6-[1-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-ethyl]-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,8-hexahydronaphthalen-2-one
SMILES	C1(=C(C2CC(CCC2(CC1=O)C)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O)C)OC4C(C(C(C(O4)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](OC2=C(C)[C@H]3[C@@](CC2=O)(C)CC[C@H](C3)C(O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C27H44O13/c1-11-13-7-12(26(2,3)40-25-22(36)20(34)18(32)16(10-29)38-25)5-6-27(13,4)8-14(30)23(11)39-24-21(35)19(33)17(31)15(9-28)37-24/h12-13,15-22,24-25,28-29,31-36H,5-10H2,1-4H3
InChI_3D	1S/C27H44O13/c1-11-13-7-12(26(2,3)40-25-22(36)20(34)18(32)16(10-29)38-25)5-6-27(13,4)8-14(30)23(11)39-24-21(35)19(33)17(31)15(9-28)37-24/h12-13,15-22,24-25,28-29,31-36H,5-10H2,1-4H3/t12-,13+,15-,16-,17-,18-,19+,20+,21-,22-,24+,25+,27+/m1/s1
AuxInfo	1/0/N:21,23,24,22,5,6,7,4,25,26,2,9,8,3,16,17,12,13,10,11,14,15,1,18,19,27,20,37,38,28,33,34,31,32,35,36,29,30,39,40/E:(2,3)/rA:84cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s3;;s5;;s2s7;s5s7;;;s10;s11;s10;s11;s12;s13;s14;s15;s4s6s8;s2;s20;;;s16;s17;s9s23s24;d3;s16s18;s17s19;s10;s11;s12;s13;s14;s15;s25;s26;s1s18;s19s27;s4;s4;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s31;s32;s33;s34;s35;s36;s37;s38;/rC:.8327,3.9134,0;1.1773,4.8527,0;-.1586,3.744,0;-.8053,4.514,0;-.7456,7.1676,0;-1.096,6.2228,0;.8861,6.564,0;.5402,5.6257,0;.2455,7.3382,0;;3.2471,9.9598,0;-.8675,.4975,0;3.4225,8.9753,0;.8675,.4975,0;2.3087,10.3056,0;-.8675,1.5027,0;2.6518,8.33,0;.8675,1.5027,0;1.538,9.6603,0;-.4509,5.455,0;2.1631,5.0207,0;-.1073,6.3942,0;-1.2862,8.6483,0;-.6821,9.927,0;-2.5903,1.1954,0;3.9934,7.2063,0;-.3448,8.9856,0;-.5029,2.8052,0;0,2.0104,0;1.7056,8.6692,0;1.1236,-1.3417,0;3.5544,11.6826,0;-1.4629,-1.1481,0;5.0665,9.5752,0;2.5912,.7997,0;.9704,11.4332,0;-3.5748,1.0198,0;4.76,6.5642,0;1.4725,3.1448,0;.5966,9.3229,0;-1.128,4.1321,0;-1.2365,4.7672,0;-1.2375,7.2571,0;-.7433,7.6676,0;-1.418,5.8403,0;-1.5281,6.4744,0;1.2098,6.9451,0;1.3179,6.3118,0;.3662,5.1569,0;.68,7.5856,0;-.321,-.3833,0;3.7471,9.9598,0;-1.36,.5838,0;3.6725,8.5422,0;1.0376,.0273,0;2.56,10.7378,0;-1.0404,1.9719,0;2.403,7.8962,0;1.3597,1.4149,0;1.2893,10.094,0;2.079,5.5136,0;2.2471,4.5279,0;2.656,5.1048,0;-.5769,6.566,0;.3623,6.2224,0;.0645,6.8637,0;-1.1175,8.1776,0;-1.4549,9.119,0;-1.7569,8.4796,0;-1.1528,9.7584,0;-.2114,10.0957,0;-.8508,10.3977,0;-2.5025,.7032,0;-2.6781,1.6877,0;4.3144,7.5896,0;3.6723,6.823,0;.9521,-1.8113,0;4.0246,11.8526,0;-1.9551,-1.2359,0;5.4498,9.2542,0;2.9122,.4164,0;1.0582,11.9254,0;-3.7449,.5497,0;5.2297,6.7356,0;
Duplicates	ChEBI190270
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190250-0000190499/ChEBI190270.sdf