CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188427_s0 (102753)

Formula C₁₄H₁₆O₉

MW 328.27

InChIKey WSFZEAQEXCSTSF-UYBDAZJANA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 40

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.59

logP -0.9882

PSA 156.91

MR 75.3342

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.36613

PM7_Total_Energy_ev -4591.83173

PM7_Electronic_Energy_ev -32995.63742

PM7_Dipole_Debye 5.3982

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.073

PM7_LUMO_Energy_ev -0.534

PM7_COSMO_Area_square_ang 300.81

PM7_COSMO_Volue_cubic_ang 356.84

PM7_Electron_Affinity_ev 0.534

PM7_Ionization_Energy_ev 9.073

PM7_Energy_Gap_ev 8.539

PM7_Global_Hardness_ev 4.2695

PM7_Global_Softness_ev 0.23421946363742827

PM7_Chemical_Potential_ev -4.8035

PM7_Electronigativity_ev 4.8035

PM7_Back_Donation_Energy_ev -1.067375

PM7_Electrophilicity_ev 2.702144542686497

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-(2,3-dihydroxy-5-vinyl-phenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C=C

Canonical_SMILES C=Cc1cc(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)c(c(c1)O)O

InChI 1/C14H16O9/c1-2-5-3-6(15)8(16)7(4-5)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-4,9-12,14-19H,1H2,(H,20,21)/f/h20H

InChI_3D 1S/C14H16O9/c1-2-5-3-6(15)8(16)7(4-5)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-4,9-12,14-19H,1H2,(H,20,21)/t9-,10-,11-,12-,14+/m0/s1

AuxInfo 1/1/N:7,8,1,2,3,4,5,6,12,11,13,10,9,14,17,18,21,20,22,15,19,23,16/E:(20,21)/F:7,8,1,2,3,4,5,6,12,11,13,10,9,14,17,18,21,20,22,19,15,23,16/rA:39cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s3d7;;s9;s10;s11;s12;s13;d9;s10s14;s4;s6;s9;s11;s12;s13;s5s14;s1;s2;s7;s7;s8;s10;s11;s12;s13;s14;s17;s18;s19;s20;s21;s22;/rC:4.1762,2.9424,0;2.8395,1.8364,0;3.825,2.0061,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;5.4485,1.4025,0;4.4625,1.2356,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.5734,3.2096,0;0,2.0104,0;3.8867,4.6532,0;1.9059,4.3255,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.6694,3.0251,0;2.666,1.3674,0;5.7673,1.0173,0;5.6228,1.8712,0;4.2883,.767,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.3799,4.7351,0;2.0801,4.7941,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI188427_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.sdf

Formula	C₁₄H₁₆O₉
MW	328.27
InChIKey	WSFZEAQEXCSTSF-UYBDAZJANA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	40
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.59
logP	-0.9882
PSA	156.91
MR	75.3342
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.36613
PM7_Total_Energy_ev	-4591.83173
PM7_Electronic_Energy_ev	-32995.63742
PM7_Dipole_Debye	5.3982
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.073
PM7_LUMO_Energy_ev	-0.534
PM7_COSMO_Area_square_ang	300.81
PM7_COSMO_Volue_cubic_ang	356.84
PM7_Electron_Affinity_ev	0.534
PM7_Ionization_Energy_ev	9.073
PM7_Energy_Gap_ev	8.539
PM7_Global_Hardness_ev	4.2695
PM7_Global_Softness_ev	0.23421946363742827
PM7_Chemical_Potential_ev	-4.8035
PM7_Electronigativity_ev	4.8035
PM7_Back_Donation_Energy_ev	-1.067375
PM7_Electrophilicity_ev	2.702144542686497
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-(2,3-dihydroxy-5-vinyl-phenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C=C
Canonical_SMILES	C=Cc1cc(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)c(c(c1)O)O
InChI	1/C14H16O9/c1-2-5-3-6(15)8(16)7(4-5)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-4,9-12,14-19H,1H2,(H,20,21)/f/h20H
InChI_3D	1S/C14H16O9/c1-2-5-3-6(15)8(16)7(4-5)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-4,9-12,14-19H,1H2,(H,20,21)/t9-,10-,11-,12-,14+/m0/s1
AuxInfo	1/1/N:7,8,1,2,3,4,5,6,12,11,13,10,9,14,17,18,21,20,22,15,19,23,16/E:(20,21)/F:7,8,1,2,3,4,5,6,12,11,13,10,9,14,17,18,21,20,22,19,15,23,16/rA:39cCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s3d7;;s9;s10;s11;s12;s13;d9;s10s14;s4;s6;s9;s11;s12;s13;s5s14;s1;s2;s7;s7;s8;s10;s11;s12;s13;s14;s17;s18;s19;s20;s21;s22;/rC:4.1762,2.9424,0;2.8395,1.8364,0;3.825,2.0061,0;3.5354,3.7169,0;2.1987,2.6108,0;2.5434,3.555,0;5.4485,1.4025,0;4.4625,1.2356,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.5734,3.2096,0;0,2.0104,0;3.8867,4.6532,0;1.9059,4.3255,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;4.6694,3.0251,0;2.666,1.3674,0;5.7673,1.0173,0;5.6228,1.8712,0;4.2883,.767,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;4.3799,4.7351,0;2.0801,4.7941,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI188427_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188427_s0.sdf