CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI6988 (3174)

Formula C₁₆H₂₂O₁₁

MW 390.34

InChIKey HPWWQPXTUDMRBI-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.25

logP -3.3467

PSA 186.37

MR 83.7716

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -430.26486

PM7_Total_Energy_ev -5509.59341

PM7_Electronic_Energy_ev -43555.42125

PM7_Dipole_Debye 5.36651

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.876

PM7_LUMO_Energy_ev -0.134

PM7_COSMO_Area_square_ang 355.41

PM7_COSMO_Volue_cubic_ang 423.52

PM7_Electron_Affinity_ev 0.134

PM7_Ionization_Energy_ev 9.876

PM7_Energy_Gap_ev 9.742

PM7_Global_Hardness_ev 4.871

PM7_Global_Softness_ev 0.20529665366454528

PM7_Chemical_Potential_ev -5.005

PM7_Electronigativity_ev 5.005

PM7_Back_Donation_Energy_ev -1.21775

PM7_Electrophilicity_ev 2.5713431533566005

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

SMILES C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)(CO)O

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

InChI 1/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/f/h22H

InChI_3D 1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1

AuxInfo 1/1/N:1,2,15,3,16,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,17,20,24,18,19,27/E:(22,23)/F:1,2,15,3,16,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,20,17,24,18,19,27/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;s1s4;s6;;s8;s8;s9;s7;s10;s2s7;s11;s14;d5;s3s12;s11s13;s5;s8;s9;s10;s14;s15;s16;s12s13;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;s26;/rC:2.6938,-.3126,0;3.2858,.5022,0;;.868,-.4979,0;.8674,-1.4979,0;1.736,-.0013,0;1.736,1.0058,0;-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;2.6938,1.3168,0;2.1644,4.2639,0;4.2093,2.1918,0;.0011,-1.9974,0;0,1.0058,0;.45,3.5458,0;1.7332,-1.9984,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;2.2871,2.2304,0;3.1509,4.1,0;5.0753,2.6918,0;.2237,2.2785,0;2.8483,-.7881,0;3.7858,.5022,0;-.4327,-.2506,0;1.7873,-.4987,0;1.3023,.7571,0;-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;2.2464,4.7572,0;2.0824,3.7707,0;3.9593,2.6248,0;4.4593,1.7588,0;1.7329,-2.4984,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;2.5811,2.6349,0;3.4685,4.4861,0;5.0753,3.1918,0;

Duplicates ChEBI6988

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.sdf

Formula	C₁₆H₂₂O₁₁
MW	390.34
InChIKey	HPWWQPXTUDMRBI-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.25
logP	-3.3467
PSA	186.37
MR	83.7716
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-430.26486
PM7_Total_Energy_ev	-5509.59341
PM7_Electronic_Energy_ev	-43555.42125
PM7_Dipole_Debye	5.36651
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.876
PM7_LUMO_Energy_ev	-0.134
PM7_COSMO_Area_square_ang	355.41
PM7_COSMO_Volue_cubic_ang	423.52
PM7_Electron_Affinity_ev	0.134
PM7_Ionization_Energy_ev	9.876
PM7_Energy_Gap_ev	9.742
PM7_Global_Hardness_ev	4.871
PM7_Global_Softness_ev	0.20529665366454528
PM7_Chemical_Potential_ev	-5.005
PM7_Electronigativity_ev	5.005
PM7_Back_Donation_Energy_ev	-1.21775
PM7_Electrophilicity_ev	2.5713431533566005
OPENEYE_Name	(1~{S},4~{a}~{S},7~{R},7~{a}~{S})-7-hydroxy-7-(hydroxymethyl)-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4~{a},7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-4-carboxylic acid
SMILES	C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)(CO)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@](O)(CO)C=C3)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/f/h22H
InChI_3D	1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1
AuxInfo	1/1/N:1,2,15,3,16,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,17,20,24,18,19,27/E:(22,23)/F:1,2,15,3,16,6,4,11,7,9,8,10,5,12,13,14,25,26,22,21,23,20,17,24,18,19,27/rA:49cCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s4;s1s4;s6;;s8;s8;s9;s7;s10;s2s7;s11;s14;d5;s3s12;s11s13;s5;s8;s9;s10;s14;s15;s16;s12s13;s1;s2;s3;s6;s7;s8;s9;s10;s11;s12;s13;s15;s15;s16;s16;s20;s21;s22;s23;s24;s25;s26;/rC:2.6938,-.3126,0;3.2858,.5022,0;;.868,-.4979,0;.8674,-1.4979,0;1.736,-.0013,0;1.736,1.0058,0;-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;2.6938,1.3168,0;2.1644,4.2639,0;4.2093,2.1918,0;.0011,-1.9974,0;0,1.0058,0;.45,3.5458,0;1.7332,-1.9984,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;2.2871,2.2304,0;3.1509,4.1,0;5.0753,2.6918,0;.2237,2.2785,0;2.8483,-.7881,0;3.7858,.5022,0;-.4327,-.2506,0;1.7873,-.4987,0;1.3023,.7571,0;-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;2.2464,4.7572,0;2.0824,3.7707,0;3.9593,2.6248,0;4.4593,1.7588,0;1.7329,-2.4984,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;2.5811,2.6349,0;3.4685,4.4861,0;5.0753,3.1918,0;
Duplicates	ChEBI6988
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/ChEBI6988.sdf