CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188397 (102725)

Formula C₂₁H₂₂O₉

MW 418.4

InChIKey XDPLKWRSVXUQBN-HXTKINSTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.31

logP 0.3819

PSA 145.91

MR 101.858

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -323.44374

PM7_Total_Energy_ev -5533.50104

PM7_Electronic_Energy_ev -42928.20976

PM7_Dipole_Debye 1.09058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.932

PM7_LUMO_Energy_ev -0.206

PM7_COSMO_Area_square_ang 402.79

PM7_COSMO_Volue_cubic_ang 462.25

PM7_Electron_Affinity_ev 0.206

PM7_Ionization_Energy_ev 8.932

PM7_Energy_Gap_ev 8.726

PM7_Global_Hardness_ev 4.363

PM7_Global_Softness_ev 0.22920009168003666

PM7_Chemical_Potential_ev -4.569

PM7_Electronigativity_ev 4.569

PM7_Back_Donation_Energy_ev -1.09075

PM7_Electrophilicity_ev 2.392363167545267

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(3~{S})-3-(4-hydroxyphenyl)chroman-7-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C2Cc3ccc(cc3OC2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O

Canonical_SMILES OC(=O)[C@H]1O[C@@H](Oc2ccc3c(c2)OC[C@@H](C3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H22O9/c22-13-4-1-10(2-5-13)12-7-11-3-6-14(8-15(11)28-9-12)29-21-18(25)16(23)17(24)19(30-21)20(26)27/h1-6,8,12,16-19,21-25H,7,9H2,(H,26,27)/f/h26H

InChI_3D 1S/C21H22O9/c22-13-4-1-10(2-5-13)12-7-11-3-6-14(8-15(11)28-9-12)29-21-18(25)16(23)17(24)19(30-21)20(26)27/h1-6,8,12,16-19,21-25H,7,9H2,(H,26,27)/t12-,16+,17+,18-,19+,21-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,14,7,15,8,9,16,11,12,10,19,18,20,17,13,21,25,28,27,29,22,26,23,30,24/E:(1,2)(4,5)(26,27)/F:1,2,3,4,5,6,14,7,15,8,9,16,11,12,10,19,18,20,17,13,21,25,28,27,29,26,22,23,30,24/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s9;;s8s14s15;s13;s17;s18;s19;s20;d13;s10s15;s17s21;s11;s13;s18;s19;s20;s12s21;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s25;s26;s27;s28;s29;/rC:5.5416,1.2364,0;5.8391,-.4729,0;.868,-.4978,0;6.5319,1.4088,0;6.8294,-.3005,0;;.868,1.5138,0;5.2002,.2965,0;1.736,-.0012,0;1.7374,1.0057,0;7.1808,.6412,0;0,1.0057,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;8.166,.8127,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.2205,1.6197,0;5.6663,-.9421,0;.8677,-.9978,0;6.7025,1.8788,0;7.1488,-.6852,0;-.4327,-.2506,0;.8678,2.0138,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6497,1.4728,0;3.9696,.9156,0;3.6456,-.474,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;8.338,1.2821,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI188397

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.sdf

Formula	C₂₁H₂₂O₉
MW	418.4
InChIKey	XDPLKWRSVXUQBN-HXTKINSTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.31
logP	0.3819
PSA	145.91
MR	101.858
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-323.44374
PM7_Total_Energy_ev	-5533.50104
PM7_Electronic_Energy_ev	-42928.20976
PM7_Dipole_Debye	1.09058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.932
PM7_LUMO_Energy_ev	-0.206
PM7_COSMO_Area_square_ang	402.79
PM7_COSMO_Volue_cubic_ang	462.25
PM7_Electron_Affinity_ev	0.206
PM7_Ionization_Energy_ev	8.932
PM7_Energy_Gap_ev	8.726
PM7_Global_Hardness_ev	4.363
PM7_Global_Softness_ev	0.22920009168003666
PM7_Chemical_Potential_ev	-4.569
PM7_Electronigativity_ev	4.569
PM7_Back_Donation_Energy_ev	-1.09075
PM7_Electrophilicity_ev	2.392363167545267
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[(3~{S})-3-(4-hydroxyphenyl)chroman-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C2Cc3ccc(cc3OC2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
Canonical_SMILES	OC(=O)[C@H]1O[C@@H](Oc2ccc3c(c2)OC[C@@H](C3)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H22O9/c22-13-4-1-10(2-5-13)12-7-11-3-6-14(8-15(11)28-9-12)29-21-18(25)16(23)17(24)19(30-21)20(26)27/h1-6,8,12,16-19,21-25H,7,9H2,(H,26,27)/f/h26H
InChI_3D	1S/C21H22O9/c22-13-4-1-10(2-5-13)12-7-11-3-6-14(8-15(11)28-9-12)29-21-18(25)16(23)17(24)19(30-21)20(26)27/h1-6,8,12,16-19,21-25H,7,9H2,(H,26,27)/t12-,16+,17+,18-,19+,21-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,14,7,15,8,9,16,11,12,10,19,18,20,17,13,21,25,28,27,29,22,26,23,30,24/E:(1,2)(4,5)(26,27)/F:1,2,3,4,5,6,14,7,15,8,9,16,11,12,10,19,18,20,17,13,21,25,28,27,29,26,22,23,30,24/E:(1,2)(4,5)/rA:52cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3;s7d9;s4d5;s6d7;;s9;;s8s14s15;s13;s17;s18;s19;s20;d13;s10s15;s17s21;s11;s13;s18;s19;s20;s12s21;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s25;s26;s27;s28;s29;/rC:5.5416,1.2364,0;5.8391,-.4729,0;.868,-.4978,0;6.5319,1.4088,0;6.8294,-.3005,0;;.868,1.5138,0;5.2002,.2965,0;1.736,-.0012,0;1.7374,1.0057,0;7.1808,.6412,0;0,1.0057,0;-2.737,3.0499,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;8.166,.8127,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.2205,1.6197,0;5.6663,-.9421,0;.8677,-.9978,0;6.7025,1.8788,0;7.1488,-.6852,0;-.4327,-.2506,0;.8678,2.0138,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6497,1.4728,0;3.9696,.9156,0;3.6456,-.474,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;8.338,1.2821,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI188397
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188250-0000188499/ChEBI188397.sdf