CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9370 (4255)

Formula C₁₆H₂₂O₁₀

MW 374.34

InChIKey HEYZWPRKKUGDCR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -2.61

logP -2.4767

PSA 155.14

MR 82.123

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -386.55405

PM7_Total_Energy_ev -5214.11776

PM7_Electronic_Energy_ev -41112.65366

PM7_Dipole_Debye 6.22229

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.253

PM7_LUMO_Energy_ev -0.326

PM7_COSMO_Area_square_ang 344.77

PM7_COSMO_Volue_cubic_ang 407.05

PM7_Electron_Affinity_ev 0.326

PM7_Ionization_Energy_ev 10.253

PM7_Energy_Gap_ev 9.927

PM7_Global_Hardness_ev 4.9635

PM7_Global_Softness_ev 0.20147073637554144

PM7_Chemical_Potential_ev -5.2895

PM7_Electronigativity_ev 5.2895

PM7_Back_Donation_Energy_ev -1.240875

PM7_Electrophilicity_ev 2.8184557519895237

OPENEYE_Name (3~{S},4~{R},4~{a}~{R})-4~{a}-hydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one

SMILES C1=C2C(=O)OCCC2(C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C=C)O

Canonical_SMILES C=C[C@H]1[C@@H](OC=C2[C@@]1(O)CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2

InChI_3D 1S/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2/t7-,9+,10+,11-,12+,14-,15-,16+/m0/s1

AuxInfo 1/0/N:4,5,6,7,16,1,8,2,12,10,9,11,3,13,14,15,25,22,21,23,17,24,19,18,20,26/rA:48cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;s6;s5;;s9;s9;s10;s8;s11;s2s6s8;s12;d3;s1s13;s3s7;s12s14;s9;s10;s11;s15;s16;s13s14;s1;s4;s4;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s16;s16;s21;s22;s23;s24;s25;/rC:.8679,-1.5035,0;1.7371,-1.0057,0;2.6038,-1.5046,0;.0806,2.7866,0;-.2596,1.8462,0;2.6012,.5067,0;3.4735,.0022,0;.8679,.5078,0;-3.704,-.3613,0;-3.7128,.6387,0;-2.8365,-.8588,0;-2.8452,1.1463,0;;-1.9689,-.3511,0;1.7358,0,0;-2.21,1.9187,0;2.6037,-2.5046,0;0,-1.0057,0;3.4748,-1.0035,0;-1.9689,.6541,0;-4.2945,-2.0087,0;-5.4338,.3213,0;-1.7051,-2.1938,0;.8687,-.4981,0;-1.5747,2.691,0;-.9845,-.1755,0;.8677,-2.0035,0;-.2415,3.169,0;.5729,2.8743,0;-.7518,1.7584,0;2.2783,.8885,0;2.922,.8902,0;3.6445,.472,0;3.966,-.0843,0;1.19,.8902,0;-4.197,-.2779,0;-3.887,1.1073,0;-3.1564,-1.2431,0;-3.1696,1.5268,0;-.1728,.4692,0;-1.7961,-.8203,0;-2.5961,2.2363,0;-1.8238,1.601,0;-4.7865,-2.0979,0;-5.7582,.7018,0;-1.8738,-2.6645,0;.8675,-.9981,0;-1.7503,3.1591,0;

Duplicates ChEBI9370;ChEBI181331_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.sdf

Formula	C₁₆H₂₂O₁₀
MW	374.34
InChIKey	HEYZWPRKKUGDCR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-2.61
logP	-2.4767
PSA	155.14
MR	82.123
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-386.55405
PM7_Total_Energy_ev	-5214.11776
PM7_Electronic_Energy_ev	-41112.65366
PM7_Dipole_Debye	6.22229
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.253
PM7_LUMO_Energy_ev	-0.326
PM7_COSMO_Area_square_ang	344.77
PM7_COSMO_Volue_cubic_ang	407.05
PM7_Electron_Affinity_ev	0.326
PM7_Ionization_Energy_ev	10.253
PM7_Energy_Gap_ev	9.927
PM7_Global_Hardness_ev	4.9635
PM7_Global_Softness_ev	0.20147073637554144
PM7_Chemical_Potential_ev	-5.2895
PM7_Electronigativity_ev	5.2895
PM7_Back_Donation_Energy_ev	-1.240875
PM7_Electrophilicity_ev	2.8184557519895237
OPENEYE_Name	(3~{S},4~{R},4~{a}~{R})-4~{a}-hydroxy-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-vinyl-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one
SMILES	C1=C2C(=O)OCCC2(C(C(O1)OC3C(C(C(C(O3)CO)O)O)O)C=C)O
Canonical_SMILES	C=C[C@H]1[C@@H](OC=C2[C@@]1(O)CCOC2=O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2
InChI_3D	1S/C16H22O10/c1-2-7-14(24-6-8-13(21)23-4-3-16(7,8)22)26-15-12(20)11(19)10(18)9(5-17)25-15/h2,6-7,9-12,14-15,17-20,22H,1,3-5H2/t7-,9+,10+,11-,12+,14-,15-,16+/m0/s1
AuxInfo	1/0/N:4,5,6,7,16,1,8,2,12,10,9,11,3,13,14,15,25,22,21,23,17,24,19,18,20,26/rA:48cCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d4;;s6;s5;;s9;s9;s10;s8;s11;s2s6s8;s12;d3;s1s13;s3s7;s12s14;s9;s10;s11;s15;s16;s13s14;s1;s4;s4;s5;s6;s6;s7;s7;s8;s9;s10;s11;s12;s13;s14;s16;s16;s21;s22;s23;s24;s25;/rC:.8679,-1.5035,0;1.7371,-1.0057,0;2.6038,-1.5046,0;.0806,2.7866,0;-.2596,1.8462,0;2.6012,.5067,0;3.4735,.0022,0;.8679,.5078,0;-3.704,-.3613,0;-3.7128,.6387,0;-2.8365,-.8588,0;-2.8452,1.1463,0;;-1.9689,-.3511,0;1.7358,0,0;-2.21,1.9187,0;2.6037,-2.5046,0;0,-1.0057,0;3.4748,-1.0035,0;-1.9689,.6541,0;-4.2945,-2.0087,0;-5.4338,.3213,0;-1.7051,-2.1938,0;.8687,-.4981,0;-1.5747,2.691,0;-.9845,-.1755,0;.8677,-2.0035,0;-.2415,3.169,0;.5729,2.8743,0;-.7518,1.7584,0;2.2783,.8885,0;2.922,.8902,0;3.6445,.472,0;3.966,-.0843,0;1.19,.8902,0;-4.197,-.2779,0;-3.887,1.1073,0;-3.1564,-1.2431,0;-3.1696,1.5268,0;-.1728,.4692,0;-1.7961,-.8203,0;-2.5961,2.2363,0;-1.8238,1.601,0;-4.7865,-2.0979,0;-5.7582,.7018,0;-1.8738,-2.6645,0;.8675,-.9981,0;-1.7503,3.1591,0;
Duplicates	ChEBI9370;ChEBI181331_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9370.sdf