CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI9403 (4272)

Formula C₁₆H₂₂O₉

MW 358.34

InChIKey CSSBAEZXGJABKW-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -3.16

logP -2.2032

PSA 145.91

MR 81

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -332.7904

PM7_Total_Energy_ev -4918.40494

PM7_Electronic_Energy_ev -38072.25632

PM7_Dipole_Debye 3.31795

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.687

PM7_LUMO_Energy_ev -0.349

PM7_COSMO_Area_square_ang 339.08

PM7_COSMO_Volue_cubic_ang 402.05

PM7_Electron_Affinity_ev 0.349

PM7_Ionization_Energy_ev 9.687

PM7_Energy_Gap_ev 9.338

PM7_Global_Hardness_ev 4.669

PM7_Global_Softness_ev 0.21417862497322768

PM7_Chemical_Potential_ev -5.018

PM7_Electronigativity_ev 5.018

PM7_Back_Donation_Energy_ev -1.16725

PM7_Electrophilicity_ev 2.6965435853501822

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

SMILES C1=C(C2C(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C=O)CO

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

InChI 1/C16H22O9/c17-3-7-1-2-9-8(4-18)6-23-15(11(7)9)25-16-14(22)13(21)12(20)10(5-19)24-16/h1,4,6,9-17,19-22H,2-3,5H2

InChI_3D 1S/C16H22O9/c17-3-7-1-2-9-8(4-18)6-23-15(11(7)9)25-16-14(22)13(21)12(20)10(5-19)24-16/h1,4,6,9-17,19-22H,2-3,5H2/t9-,10-,11-,12-,13+,14-,15+,16+/m1/s1

AuxInfo 1/0/N:1,6,15,5,16,2,4,3,7,12,8,10,9,11,13,14,23,17,24,21,20,22,18,19,25/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s9;s10;s11;s15;s16;s13s14;s1;s2;s5;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;.435,1.7579,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;

Duplicates ChEBI9403

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.sdf

Formula	C₁₆H₂₂O₉
MW	358.34
InChIKey	CSSBAEZXGJABKW-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-3.16
logP	-2.2032
PSA	145.91
MR	81
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-332.7904
PM7_Total_Energy_ev	-4918.40494
PM7_Electronic_Energy_ev	-38072.25632
PM7_Dipole_Debye	3.31795
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.687
PM7_LUMO_Energy_ev	-0.349
PM7_COSMO_Area_square_ang	339.08
PM7_COSMO_Volue_cubic_ang	402.05
PM7_Electron_Affinity_ev	0.349
PM7_Ionization_Energy_ev	9.687
PM7_Energy_Gap_ev	9.338
PM7_Global_Hardness_ev	4.669
PM7_Global_Softness_ev	0.21417862497322768
PM7_Chemical_Potential_ev	-5.018
PM7_Electronigativity_ev	5.018
PM7_Back_Donation_Energy_ev	-1.16725
PM7_Electrophilicity_ev	2.6965435853501822
OPENEYE_Name	(1~{S},4~{a}~{S},7~{a}~{S})-7-(hydroxymethyl)-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,7~{a}-tetrahydrocyclopenta[c]pyran-4-carbaldehyde
SMILES	C1=C(C2C(C1)C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C=O)CO
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22O9/c17-3-7-1-2-9-8(4-18)6-23-15(11(7)9)25-16-14(22)13(21)12(20)10(5-19)24-16/h1,4,6,9-17,19-22H,2-3,5H2
InChI_3D	1S/C16H22O9/c17-3-7-1-2-9-8(4-18)6-23-15(11(7)9)25-16-14(22)13(21)12(20)10(5-19)24-16/h1,4,6,9-17,19-22H,2-3,5H2/t9-,10-,11-,12-,13+,14-,15+,16+/m1/s1
AuxInfo	1/0/N:1,6,15,5,16,2,4,3,7,12,8,10,9,11,13,14,23,17,24,21,20,22,18,19,25/rA:47cCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s3;s1;s3s6;s4s7;;s9;s9;s10;s8;s11;s4;s12;d5;s2s13;s12s14;s9;s10;s11;s15;s16;s13s14;s1;s2;s5;s6;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s15;s16;s16;s20;s21;s22;s23;s24;/rC:3.2858,-.5036,0;;.868,.5079,0;2.6938,-1.3184,0;.868,1.5079,0;2.6938,.311,0;1.736,0,0;1.736,-1.0071,0;-1.7712,-5.111,0;-.9083,-5.6164,0;-1.7707,-4.111,0;-.0361,-5.1168,0;.868,-1.5037,0;-.8985,-3.6113,0;3.0028,-2.2695,0;1.6895,-4.8255,0;1.734,2.0079,0;0,-1.0058,0;-.0267,-4.1117,0;-3.4939,-4.803,0;-2.0403,-6.951,0;-2.3653,-2.4651,0;3.3117,-3.2205,0;2.6756,-4.6591,0;-.2561,-2.8449,0;3.7858,-.5036,0;-.4337,.2487,0;.435,1.7579,0;2.4905,.7678,0;3.1268,.561,0;1.3023,-.2487,0;1.7873,-1.5045,0;-1.9442,-5.5801,0;-.5886,-6.0009,0;-2.2632,-4.1971,0;.1324,-5.5875,0;1.1887,-1.8873,0;-1.2193,-3.2278,0;3.4783,-2.115,0;2.5272,-2.424,0;1.7727,-5.3185,0;1.6063,-4.3325,0;-3.8162,-5.1852,0;-1.8718,-7.4218,0;-2.8575,-2.3771,0;3.8008,-3.3245,0;2.9942,-5.0444,0;
Duplicates	ChEBI9403
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/ChEBI9403.sdf