CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2261 (515)

Formula C₁₆H₂₄O₁₀

MW 376.36

InChIKey JNNGEAWILNVFFD-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 10

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -2.96

logP -2.2392

PSA 166.14

MR 83.0458

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -422.5818

PM7_Total_Energy_ev -5242.44902

PM7_Electronic_Energy_ev -41476.89652

PM7_Dipole_Debye 3.69018

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.006

PM7_LUMO_Energy_ev -0.291

PM7_COSMO_Area_square_ang 353.49

PM7_COSMO_Volue_cubic_ang 419.7

PM7_Electron_Affinity_ev 0.291

PM7_Ionization_Energy_ev 10.006

PM7_Energy_Gap_ev 9.715

PM7_Global_Hardness_ev 4.8575

PM7_Global_Softness_ev 0.2058672156459084

PM7_Chemical_Potential_ev -5.1485

PM7_Electronigativity_ev 5.1485

PM7_Back_Donation_Energy_ev -1.214375

PM7_Electrophilicity_ev 2.7284665208440555

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

SMILES C1=C(C2CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@@H](C3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8+,9+,10+,11+,12-,13+,15-,16-/m0/s1

AuxInfo 1/1/N:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,17,20,18,19,26/E:(22,23)/F:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,20,17,18,19,26/rA:50cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s2s4;s5;s6;s4s7;;s9;s9;s10;s6;s11;s7;s12;d3;s1s13;s12s14;s3;s8;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.2871,2.2304,0;2.1644,4.2639,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;1.7332,-1.9984,0;4.5862,1.6733,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;1.7329,-2.4984,0;5.0617,1.5188,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;

Duplicates ChEBI2261;ChEBI30632;ChEBI181591_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.sdf

Formula	C₁₆H₂₄O₁₀
MW	376.36
InChIKey	JNNGEAWILNVFFD-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	10
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-2.96
logP	-2.2392
PSA	166.14
MR	83.0458
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-422.5818
PM7_Total_Energy_ev	-5242.44902
PM7_Electronic_Energy_ev	-41476.89652
PM7_Dipole_Debye	3.69018
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.006
PM7_LUMO_Energy_ev	-0.291
PM7_COSMO_Area_square_ang	353.49
PM7_COSMO_Volue_cubic_ang	419.7
PM7_Electron_Affinity_ev	0.291
PM7_Ionization_Energy_ev	10.006
PM7_Energy_Gap_ev	9.715
PM7_Global_Hardness_ev	4.8575
PM7_Global_Softness_ev	0.2058672156459084
PM7_Chemical_Potential_ev	-5.1485
PM7_Electronigativity_ev	5.1485
PM7_Back_Donation_Energy_ev	-1.214375
PM7_Electrophilicity_ev	2.7284665208440555
OPENEYE_Name	(1~{S},4~{a}~{S},6~{R},7~{R},7~{a}~{S})-6-hydroxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylic acid
SMILES	C1=C(C2CC(C(C2C(O1)OC3C(C(C(C(O3)CO)O)O)O)C)O)C(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@@H](C3)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8+,9+,10+,11+,12-,13+,15-,16-/m0/s1
AuxInfo	1/1/N:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,17,20,18,19,26/E:(22,23)/F:15,4,16,1,7,5,2,8,12,6,10,9,11,3,13,14,25,21,23,22,24,20,17,18,19,26/rA:50cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;s2s4;s5;s6;s4s7;;s9;s9;s10;s6;s11;s7;s12;d3;s1s13;s12s14;s3;s8;s9;s10;s11;s16;s13s14;s1;s4;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;/rC:;.868,-.4979,0;.8674,-1.4979,0;2.6938,-.3126,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;2.2871,2.2304,0;2.1644,4.2639,0;.0011,-1.9974,0;0,1.0058,0;.4499,3.5458,0;1.7332,-1.9984,0;4.5862,1.6733,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;.2237,2.2785,0;-.4327,-.2506,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3035,.2496,0;2.1405,.7119,0;3.1268,1.5668,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;1.8304,2.0271,0;2.0838,2.6872,0;2.7439,2.4337,0;2.2464,4.7572,0;2.0824,3.7707,0;1.7329,-2.4984,0;5.0617,1.5188,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;
Duplicates	ChEBI2261;ChEBI30632;ChEBI181591_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002250-0000002499/ChEBI2261.sdf