CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188980_s0 (103257)

Formula C₁₉H₂₄O₁₁

MW 428.39

InChIKey WKUAPXFJYRPDCP-CWWQGPJMNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.65

logP -0.4954

PSA 194.21

MR 100.508

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -456.9796

PM7_Total_Energy_ev -5906.39975

PM7_Electronic_Energy_ev -49248.43241

PM7_Dipole_Debye 3.11411

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.992

PM7_LUMO_Energy_ev -0.221

PM7_COSMO_Area_square_ang 396.09

PM7_COSMO_Volue_cubic_ang 477.8

PM7_Electron_Affinity_ev 0.221

PM7_Ionization_Energy_ev 8.992

PM7_Energy_Gap_ev 8.771

PM7_Global_Hardness_ev 4.3855

PM7_Global_Softness_ev 0.22802417056207958

PM7_Chemical_Potential_ev -4.6065

PM7_Electronigativity_ev 4.6065

PM7_Back_Donation_Energy_ev -1.096375

PM7_Electrophilicity_ev 2.4193184642572114

OPENEYE_Name (2~{S},3~{S},4~{R},5~{S},6~{R})-6-[4-(carboxymethyl)-3,5-dihydroxy-2-(3-methylbut-2-enyl)phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

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

Canonical_SMILES CC(=CCc1c(O[C@H]2O[C@H](C(=O)O)[C@H]([C@H]([C@@H]2O)O)O)cc(c(c1O)CC(=O)O)O)C

InChI 1/C19H24O11/c1-7(2)3-4-8-11(6-10(20)9(13(8)23)5-12(21)22)29-19-16(26)14(24)15(25)17(30-19)18(27)28/h3,6,14-17,19-20,23-26H,4-5H2,1-2H3,(H,21,22)(H,27,28)/f/h21,27H

InChI_3D 1S/C19H24O11/c1-7(2)3-4-8-11(6-10(20)9(13(8)23)5-12(21)22)29-19-16(26)14(24)15(25)17(30-19)18(27)28/h3,6,14-17,19-20,23-26H,4-5H2,1-2H3,(H,21,22)(H,27,28)/t14-,15+,16+,17+,19+/m1/s1

AuxInfo 1/1/N:16,17,7,18,19,1,8,2,3,5,4,10,6,13,12,14,11,9,15,23,21,26,24,28,27,29,20,25,30,22/E:(1,2)(21,22)(27,28)/F:16,17,7,18,19,1,8,2,3,5,4,10,6,13,12,14,11,9,15,23,26,21,24,28,27,29,25,20,30,22/E:(1,2)/rA:54cCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;;;s9;s11;s12;s13;s14;s8;s8;s2s7;s3s10;d9;d10;s11s15;s5;s6;s9;s10;s12;s13;s14;s4s15;s1;s7;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s23;s24;s25;s26;s27;s28;s29;/rC:2.8396,1.8432,0;2.5476,3.5535,0;4.1747,2.9514,0;2.1987,2.6108,0;3.8258,2.0086,0;3.5374,3.7286,0;1.2657,5.0887,0;.2805,4.9175,0;-2.5903,1.1954,0;6.1472,3.2822,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.3604,5.6851,0;-.0638,3.9786,0;1.9067,4.3211,0;5.1609,3.1168,0;-3.2346,1.9602,0;6.7835,2.5108,0;0,2.0104,0;4.4634,1.2382,0;3.8844,4.6664,0;-2.9305,.2551,0;6.497,4.219,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;2.6661,1.3742,0;1.4379,5.5582,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;.0234,6.0056,0;-.7442,5.3646,0;-.6809,6.0689,0;.4056,3.8065,0;-.5332,4.1508,0;-.236,3.5092,0;2.2905,4.6416,0;1.5229,4.0007,0;5.0782,3.6099,0;5.2437,2.6237,0;4.9564,1.3217,0;3.5651,5.0512,0;-3.4227,.1673,0;6.9901,4.3017,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates ChEBI188980_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.sdf

Formula	C₁₉H₂₄O₁₁
MW	428.39
InChIKey	WKUAPXFJYRPDCP-CWWQGPJMNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.65
logP	-0.4954
PSA	194.21
MR	100.508
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-456.9796
PM7_Total_Energy_ev	-5906.39975
PM7_Electronic_Energy_ev	-49248.43241
PM7_Dipole_Debye	3.11411
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.992
PM7_LUMO_Energy_ev	-0.221
PM7_COSMO_Area_square_ang	396.09
PM7_COSMO_Volue_cubic_ang	477.8
PM7_Electron_Affinity_ev	0.221
PM7_Ionization_Energy_ev	8.992
PM7_Energy_Gap_ev	8.771
PM7_Global_Hardness_ev	4.3855
PM7_Global_Softness_ev	0.22802417056207958
PM7_Chemical_Potential_ev	-4.6065
PM7_Electronigativity_ev	4.6065
PM7_Back_Donation_Energy_ev	-1.096375
PM7_Electrophilicity_ev	2.4193184642572114
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-6-[4-(carboxymethyl)-3,5-dihydroxy-2-(3-methylbut-2-enyl)phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(c(c(c(c1O)CC(=O)O)O)CC=C(C)C)OC2C(C(C(C(O2)C(=O)O)O)O)O
Canonical_SMILES	CC(=CCc1c(O[C@H]2O[C@H](C(=O)O)[C@H]([C@H]([C@@H]2O)O)O)cc(c(c1O)CC(=O)O)O)C
InChI	1/C19H24O11/c1-7(2)3-4-8-11(6-10(20)9(13(8)23)5-12(21)22)29-19-16(26)14(24)15(25)17(30-19)18(27)28/h3,6,14-17,19-20,23-26H,4-5H2,1-2H3,(H,21,22)(H,27,28)/f/h21,27H
InChI_3D	1S/C19H24O11/c1-7(2)3-4-8-11(6-10(20)9(13(8)23)5-12(21)22)29-19-16(26)14(24)15(25)17(30-19)18(27)28/h3,6,14-17,19-20,23-26H,4-5H2,1-2H3,(H,21,22)(H,27,28)/t14-,15+,16+,17+,19+/m1/s1
AuxInfo	1/1/N:16,17,7,18,19,1,8,2,3,5,4,10,6,13,12,14,11,9,15,23,21,26,24,28,27,29,20,25,30,22/E:(1,2)(21,22)(27,28)/F:16,17,7,18,19,1,8,2,3,5,4,10,6,13,12,14,11,9,15,23,26,21,24,28,27,29,25,20,30,22/E:(1,2)/rA:54cCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;;;s9;s11;s12;s13;s14;s8;s8;s2s7;s3s10;d9;d10;s11s15;s5;s6;s9;s10;s12;s13;s14;s4s15;s1;s7;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s23;s24;s25;s26;s27;s28;s29;/rC:2.8396,1.8432,0;2.5476,3.5535,0;4.1747,2.9514,0;2.1987,2.6108,0;3.8258,2.0086,0;3.5374,3.7286,0;1.2657,5.0887,0;.2805,4.9175,0;-2.5903,1.1954,0;6.1472,3.2822,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.3604,5.6851,0;-.0638,3.9786,0;1.9067,4.3211,0;5.1609,3.1168,0;-3.2346,1.9602,0;6.7835,2.5108,0;0,2.0104,0;4.4634,1.2382,0;3.8844,4.6664,0;-2.9305,.2551,0;6.497,4.219,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;2.6661,1.3742,0;1.4379,5.5582,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;.0234,6.0056,0;-.7442,5.3646,0;-.6809,6.0689,0;.4056,3.8065,0;-.5332,4.1508,0;-.236,3.5092,0;2.2905,4.6416,0;1.5229,4.0007,0;5.0782,3.6099,0;5.2437,2.6237,0;4.9564,1.3217,0;3.5651,5.0512,0;-3.4227,.1673,0;6.9901,4.3017,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	ChEBI188980_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188980_s0.sdf