CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186729_s0 (101227)

Formula C₁₄H₁₆O₁₁

MW 360.27

InChIKey ILWDNUVZYSRINE-PXPUHDKANA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 42

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.73

logP -1.63

PSA 183.21

MR 76.6715

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -422.37491

PM7_Total_Energy_ev -5182.98727

PM7_Electronic_Energy_ev -37931.14325

PM7_Dipole_Debye 3.25369

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.454

PM7_LUMO_Energy_ev -0.954

PM7_COSMO_Area_square_ang 322.09

PM7_COSMO_Volue_cubic_ang 376.04

PM7_Electron_Affinity_ev 0.954

PM7_Ionization_Energy_ev 9.454

PM7_Energy_Gap_ev 8.5

PM7_Global_Hardness_ev 4.25

PM7_Global_Softness_ev 0.23529411764705882

PM7_Chemical_Potential_ev -5.204

PM7_Electronigativity_ev 5.204

PM7_Back_Donation_Energy_ev -1.0625

PM7_Electrophilicity_ev 3.1860724705882353

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-(5-carboxy-2-hydroxy-3-methoxy-phenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC)C(=O)O

Canonical_SMILES COc1cc(cc(c1O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C(=O)O

InChI 1/C14H16O11/c1-23-5-2-4(12(19)20)3-6(7(5)15)24-14-10(18)8(16)9(17)11(25-14)13(21)22/h2-3,8-11,14-18H,1H3,(H,19,20)(H,21,22)/f/h19,21H

InChI_3D 1S/C14H16O11/c1-23-5-2-4(12(19)20)3-6(7(5)15)24-14-10(18)8(16)9(17)11(25-14)13(21)22/h2-3,8-11,14-18H,1H3,(H,19,20)(H,21,22)/t8-,9-,10-,11-,14+/m0/s1

AuxInfo 1/1/N:14,2,1,3,5,4,6,11,10,12,9,7,8,13,18,22,21,23,15,19,16,20,25,24,17/E:(19,20)(21,22)/F:14,2,1,3,5,4,6,11,10,12,9,7,8,13,18,22,21,23,19,15,20,16,25,24,17/rA:41cCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;;s8;s9;s10;s11;s12;;d7;d8;s9s13;s6;s7;s8;s10;s11;s12;s4s13;s5s14;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s18;s19;s20;s21;s22;s23;/rC:2.8395,1.8364,0;4.1762,2.9424,0;3.825,2.0061,0;2.1987,2.6108,0;3.5354,3.7169,0;2.5434,3.555,0;4.4625,1.2356,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.2515,5.4255,0;4.1141,.2983,0;-.5734,3.2096,0;0,2.0104,0;1.9059,4.3255,0;5.4485,1.4025,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;3.8867,4.6532,0;2.666,1.3674,0;4.6694,3.0251,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.8653,5.1079,0;3.6376,5.7431,0;2.9338,5.8117,0;1.4129,4.242,0;5.7673,1.0173,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI186729_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.sdf

Formula	C₁₄H₁₆O₁₁
MW	360.27
InChIKey	ILWDNUVZYSRINE-PXPUHDKANA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	42
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.73
logP	-1.63
PSA	183.21
MR	76.6715
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-422.37491
PM7_Total_Energy_ev	-5182.98727
PM7_Electronic_Energy_ev	-37931.14325
PM7_Dipole_Debye	3.25369
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.454
PM7_LUMO_Energy_ev	-0.954
PM7_COSMO_Area_square_ang	322.09
PM7_COSMO_Volue_cubic_ang	376.04
PM7_Electron_Affinity_ev	0.954
PM7_Ionization_Energy_ev	9.454
PM7_Energy_Gap_ev	8.5
PM7_Global_Hardness_ev	4.25
PM7_Global_Softness_ev	0.23529411764705882
PM7_Chemical_Potential_ev	-5.204
PM7_Electronigativity_ev	5.204
PM7_Back_Donation_Energy_ev	-1.0625
PM7_Electrophilicity_ev	3.1860724705882353
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-(5-carboxy-2-hydroxy-3-methoxy-phenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1OC2C(C(C(C(O2)C(=O)O)O)O)O)O)OC)C(=O)O
Canonical_SMILES	COc1cc(cc(c1O)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
InChI	1/C14H16O11/c1-23-5-2-4(12(19)20)3-6(7(5)15)24-14-10(18)8(16)9(17)11(25-14)13(21)22/h2-3,8-11,14-18H,1H3,(H,19,20)(H,21,22)/f/h19,21H
InChI_3D	1S/C14H16O11/c1-23-5-2-4(12(19)20)3-6(7(5)15)24-14-10(18)8(16)9(17)11(25-14)13(21)22/h2-3,8-11,14-18H,1H3,(H,19,20)(H,21,22)/t8-,9-,10-,11-,14+/m0/s1
AuxInfo	1/1/N:14,2,1,3,5,4,6,11,10,12,9,7,8,13,18,22,21,23,15,19,16,20,25,24,17/E:(19,20)(21,22)/F:14,2,1,3,5,4,6,11,10,12,9,7,8,13,18,22,21,23,19,15,20,16,25,24,17/rA:41cCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;s3;;s8;s9;s10;s11;s12;;d7;d8;s9s13;s6;s7;s8;s10;s11;s12;s4s13;s5s14;s1;s2;s9;s10;s11;s12;s13;s14;s14;s14;s18;s19;s20;s21;s22;s23;/rC:2.8395,1.8364,0;4.1762,2.9424,0;3.825,2.0061,0;2.1987,2.6108,0;3.5354,3.7169,0;2.5434,3.555,0;4.4625,1.2356,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.2515,5.4255,0;4.1141,.2983,0;-.5734,3.2096,0;0,2.0104,0;1.9059,4.3255,0;5.4485,1.4025,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;3.8867,4.6532,0;2.666,1.3674,0;4.6694,3.0251,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;2.8653,5.1079,0;3.6376,5.7431,0;2.9338,5.8117,0;1.4129,4.242,0;5.7673,1.0173,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI186729_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186729_s0.sdf