CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181828 (97229)

Formula C₂₁H₃₀O₁₃

MW 490.46

InChIKey WDMQLCVSWBENIY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 13

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -3.54

logP -3.599

PSA 204.83

MR 107.453

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -504.78749

PM7_Total_Energy_ev -6821.76234

PM7_Electronic_Energy_ev -62301.75551

PM7_Dipole_Debye 7.7389

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.708

PM7_LUMO_Energy_ev -0.406

PM7_COSMO_Area_square_ang 432.41

PM7_COSMO_Volue_cubic_ang 539.09

PM7_Electron_Affinity_ev 0.406

PM7_Ionization_Energy_ev 9.708

PM7_Energy_Gap_ev 9.302

PM7_Global_Hardness_ev 4.651

PM7_Global_Softness_ev 0.2150075252633842

PM7_Chemical_Potential_ev -5.057

PM7_Electronigativity_ev 5.057

PM7_Back_Donation_Energy_ev -1.16275

PM7_Electrophilicity_ev 2.7492204902171578

OPENEYE_Name (1~{S},4~{a}~{S},7~{a}~{R})-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4~{a}-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,7~{a}-dihydrocyclopenta[c]pyran-5-one

SMILES C1=C(C2C(OC=CC2(C1=O)OC3C(C(C(C(O3)C)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2C(=CC3=O)C)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H30O13/c1-7-5-10(23)21(34-20-17(29)14(26)12(24)8(2)31-20)3-4-30-18(11(7)21)33-19-16(28)15(27)13(25)9(6-22)32-19/h3-5,8-9,11-20,22,24-29H,6H2,1-2H3

InChI_3D 1S/C21H30O13/c1-7-5-10(23)21(34-20-17(29)14(26)12(24)8(2)31-20)3-4-30-18(11(7)21)33-19-16(28)15(27)13(25)9(6-22)32-19/h3-5,8-9,11-20,22,24-29H,6H2,1-2H3/t8-,9+,11-,12-,13+,14+,15-,16+,17+,18-,19-,20-,21+/m0/s1

AuxInfo 1/0/N:19,20,2,3,1,21,4,13,14,5,6,9,10,7,8,11,12,15,16,17,18,32,22,28,29,26,27,30,31,23,24,25,33,34/rA:64cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s4;;;s7;s8;s8;s7;s9;s10;s6;s11;s12;s2s5s6;s4;s13;s14;d5;s3s15;s13s17;s14s16;s7;s8;s9;s10;s11;s12;s21;s15s16;s17s18;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s26;s27;s28;s29;s30;s31;s32;/rC:3.2858,.5022,0;.868,-.4979,0;;2.6938,1.3168,0;2.6938,-.3126,0;1.736,1.0058,0;1.9003,-4.4679,0;-1.297,4.5408,0;.9024,-4.403,0;-.4354,5.0484,0;-1.294,3.5408,0;2.4603,-3.6394,0;.46,-3.5004,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.018,-2.7368,0;1.736,-.0013,0;3.0029,2.2678,0;-.9518,-4.5345,0;2.1644,4.264,0;3.0028,-1.2637,0;0,1.0058,0;1.0155,-2.6627,0;.45,3.5458,0;3.4997,-5.1782,0;-3.0189,4.2285,0;1.092,-6.1427,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.8751,-2.6094,0;3.1509,4.1,0;.2237,2.2785,0;1.9154,-1.7421,0;3.7858,.5022,0;.8677,-.9979,0;-.4327,-.2506,0;1.3023,.7571,0;1.7808,-4.9534,0;-1.4712,5.0095,0;.4222,-4.5422,0;-.1166,5.4336,0;-1.7868,3.6257,0;2.82,-3.9868,0;.0983,-3.1552,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;2.4986,-2.599,0;2.5273,2.4224,0;3.1574,2.7434,0;3.4784,2.1133,0;-.6563,-4.9379,0;-1.2472,-4.1311,0;-1.3551,-4.83,0;2.2464,4.7572,0;2.0824,3.7707,0;3.5524,-5.6754,0;-3.3422,4.6099,0;.6887,-6.4381,0;-1.4033,6.8513,0;-2.3764,1.8042,0;4.3321,-2.8124,0;3.4685,4.4861,0;

Duplicates ChEBI181828

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.sdf

Formula	C₂₁H₃₀O₁₃
MW	490.46
InChIKey	WDMQLCVSWBENIY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	13
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-3.54
logP	-3.599
PSA	204.83
MR	107.453
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-504.78749
PM7_Total_Energy_ev	-6821.76234
PM7_Electronic_Energy_ev	-62301.75551
PM7_Dipole_Debye	7.7389
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.708
PM7_LUMO_Energy_ev	-0.406
PM7_COSMO_Area_square_ang	432.41
PM7_COSMO_Volue_cubic_ang	539.09
PM7_Electron_Affinity_ev	0.406
PM7_Ionization_Energy_ev	9.708
PM7_Energy_Gap_ev	9.302
PM7_Global_Hardness_ev	4.651
PM7_Global_Softness_ev	0.2150075252633842
PM7_Chemical_Potential_ev	-5.057
PM7_Electronigativity_ev	5.057
PM7_Back_Donation_Energy_ev	-1.16275
PM7_Electrophilicity_ev	2.7492204902171578
OPENEYE_Name	(1~{S},4~{a}~{S},7~{a}~{R})-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4~{a}-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-1,7~{a}-dihydrocyclopenta[c]pyran-5-one
SMILES	C1=C(C2C(OC=CC2(C1=O)OC3C(C(C(C(O3)C)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2C(=CC3=O)C)O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H30O13/c1-7-5-10(23)21(34-20-17(29)14(26)12(24)8(2)31-20)3-4-30-18(11(7)21)33-19-16(28)15(27)13(25)9(6-22)32-19/h3-5,8-9,11-20,22,24-29H,6H2,1-2H3
InChI_3D	1S/C21H30O13/c1-7-5-10(23)21(34-20-17(29)14(26)12(24)8(2)31-20)3-4-30-18(11(7)21)33-19-16(28)15(27)13(25)9(6-22)32-19/h3-5,8-9,11-20,22,24-29H,6H2,1-2H3/t8-,9+,11-,12-,13+,14+,15-,16+,17+,18-,19-,20-,21+/m0/s1
AuxInfo	1/0/N:19,20,2,3,1,21,4,13,14,5,6,9,10,7,8,11,12,15,16,17,18,32,22,28,29,26,27,30,31,23,24,25,33,34/rA:64cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s4;;;s7;s8;s8;s7;s9;s10;s6;s11;s12;s2s5s6;s4;s13;s14;d5;s3s15;s13s17;s14s16;s7;s8;s9;s10;s11;s12;s21;s15s16;s17s18;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s26;s27;s28;s29;s30;s31;s32;/rC:3.2858,.5022,0;.868,-.4979,0;;2.6938,1.3168,0;2.6938,-.3126,0;1.736,1.0058,0;1.9003,-4.4679,0;-1.297,4.5408,0;.9024,-4.403,0;-.4354,5.0484,0;-1.294,3.5408,0;2.4603,-3.6394,0;.46,-3.5004,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.018,-2.7368,0;1.736,-.0013,0;3.0029,2.2678,0;-.9518,-4.5345,0;2.1644,4.264,0;3.0028,-1.2637,0;0,1.0058,0;1.0155,-2.6627,0;.45,3.5458,0;3.4997,-5.1782,0;-3.0189,4.2285,0;1.092,-6.1427,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.8751,-2.6094,0;3.1509,4.1,0;.2237,2.2785,0;1.9154,-1.7421,0;3.7858,.5022,0;.8677,-.9979,0;-.4327,-.2506,0;1.3023,.7571,0;1.7808,-4.9534,0;-1.4712,5.0095,0;.4222,-4.5422,0;-.1166,5.4336,0;-1.7868,3.6257,0;2.82,-3.9868,0;.0983,-3.1552,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;2.4986,-2.599,0;2.5273,2.4224,0;3.1574,2.7434,0;3.4784,2.1133,0;-.6563,-4.9379,0;-1.2472,-4.1311,0;-1.3551,-4.83,0;2.2464,4.7572,0;2.0824,3.7707,0;3.5524,-5.6754,0;-3.3422,4.6099,0;.6887,-6.4381,0;-1.4033,6.8513,0;-2.3764,1.8042,0;4.3321,-2.8124,0;3.4685,4.4861,0;
Duplicates	ChEBI181828
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181828.sdf