CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181687_s0 (97141)

Formula C₂₁H₂₄O₁₁

MW 452.41

InChIKey XWDHVYPMZCGHNM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 9

HB_Acceptor 9

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -3.14

logP -0.939

PSA 200.53

MR 106.953

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -418.77213

PM7_Total_Energy_ev -6150.96077

PM7_Electronic_Energy_ev -55270.0424

PM7_Dipole_Debye 6.65167

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.809

PM7_LUMO_Energy_ev -0.095

PM7_COSMO_Area_square_ang 386.73

PM7_COSMO_Volue_cubic_ang 490.36

PM7_Electron_Affinity_ev 0.095

PM7_Ionization_Energy_ev 8.809

PM7_Energy_Gap_ev 8.714

PM7_Global_Hardness_ev 4.357

PM7_Global_Softness_ev 0.22951572182694516

PM7_Chemical_Potential_ev -4.452

PM7_Electronigativity_ev 4.452

PM7_Back_Donation_Energy_ev -1.08925

PM7_Electrophilicity_ev 2.274535689694744

OPENEYE_Name (2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-8-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromane-3,5,7-triol

SMILES c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)O2)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O

InChI 1/C21H24O11/c22-6-14-16(28)17(29)18(30)21(31-14)15-12(26)5-10(24)8-4-13(27)19(32-20(8)15)7-1-2-9(23)11(25)3-7/h1-3,5,13-14,16-19,21-30H,4,6H2

InChI_3D 1S/C21H24O11/c22-6-14-16(28)17(29)18(30)21(31-14)15-12(26)5-10(24)8-4-13(27)19(32-20(8)15)7-1-2-9(23)11(25)3-7/h1-3,5,13-14,16-19,21-30H,4,6H2/t13-,14-,16-,17-,18-,19-,21-/m1/s1

AuxInfo 1/0/N:1,2,3,13,4,21,5,6,9,11,10,12,16,20,7,19,18,17,14,8,15,32,24,26,25,27,28,31,30,29,23,22/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;s6;s5;s7;s13s14;s15;s17;s18;s19;s20;s8s14;s15s20;s9;s10;s11;s12;s16;s17;s18;s19;s21;s1;s2;s3;s4;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s24;s25;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;3.4774,1.0034,0;.8674,3.2638,0;3.4761,-.0036,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;2.0722,5.8562,0;2.6052,1.5109,0;1.2145,4.2071,0;4.8533,4.7648,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2002,.2965,0;-1.6373,2.2114,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;1.3596,3.1762,0;3.6456,-.474,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.8195,6.2876,0;2.3249,5.4248,0;4.5313,5.1473,0;6.4685,2.8466,0;1.3004,-1.748,0;-1.2998,1.2518,0;5.5207,-.0873,0;-2.0705,2.4612,0;-2.7151,4.472,0;-.867,6.7935,0;2.9319,6.8616,0;

Duplicates ChEBI181687_s0;ChEBI191703_s0;ChEBI191742_s0;ChEBI191979_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.sdf

Formula	C₂₁H₂₄O₁₁
MW	452.41
InChIKey	XWDHVYPMZCGHNM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	9
HB_Acceptor	9
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-3.14
logP	-0.939
PSA	200.53
MR	106.953
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-418.77213
PM7_Total_Energy_ev	-6150.96077
PM7_Electronic_Energy_ev	-55270.0424
PM7_Dipole_Debye	6.65167
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.809
PM7_LUMO_Energy_ev	-0.095
PM7_COSMO_Area_square_ang	386.73
PM7_COSMO_Volue_cubic_ang	490.36
PM7_Electron_Affinity_ev	0.095
PM7_Ionization_Energy_ev	8.809
PM7_Energy_Gap_ev	8.714
PM7_Global_Hardness_ev	4.357
PM7_Global_Softness_ev	0.22951572182694516
PM7_Chemical_Potential_ev	-4.452
PM7_Electronigativity_ev	4.452
PM7_Back_Donation_Energy_ev	-1.08925
PM7_Electrophilicity_ev	2.274535689694744
OPENEYE_Name	(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-8-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromane-3,5,7-triol
SMILES	c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)O2)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O
InChI	1/C21H24O11/c22-6-14-16(28)17(29)18(30)21(31-14)15-12(26)5-10(24)8-4-13(27)19(32-20(8)15)7-1-2-9(23)11(25)3-7/h1-3,5,13-14,16-19,21-30H,4,6H2
InChI_3D	1S/C21H24O11/c22-6-14-16(28)17(29)18(30)21(31-14)15-12(26)5-10(24)8-4-13(27)19(32-20(8)15)7-1-2-9(23)11(25)3-7/h1-3,5,13-14,16-19,21-30H,4,6H2/t13-,14-,16-,17-,18-,19-,21-/m1/s1
AuxInfo	1/0/N:1,2,3,13,4,21,5,6,9,11,10,12,16,20,7,19,18,17,14,8,15,32,24,26,25,27,28,31,30,29,23,22/rA:56cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;s6;s5;s7;s13s14;s15;s17;s18;s19;s20;s8s14;s15s20;s9;s10;s11;s12;s16;s17;s18;s19;s21;s1;s2;s3;s4;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s24;s25;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;;3.8219,1.9422,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;.868,-.4978,0;0,1.0057,0;2.6026,-.5032,0;3.4774,1.0034,0;.8674,3.2638,0;3.4761,-.0036,0;-.1221,3.087,0;-.7645,3.8534,0;-.4274,4.7949,0;.5621,4.9717,0;2.0722,5.8562,0;2.6052,1.5109,0;1.2145,4.2071,0;4.8533,4.7648,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;5.2002,.2965,0;-1.6373,2.2114,0;-2.2829,4.7234,0;-.4331,6.5449,0;2.9351,6.3616,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;1.3596,3.1762,0;3.6456,-.474,0;.0495,2.6173,0;-1.0854,3.4699,0;-.9201,4.8796,0;.3891,5.4408,0;1.8195,6.2876,0;2.3249,5.4248,0;4.5313,5.1473,0;6.4685,2.8466,0;1.3004,-1.748,0;-1.2998,1.2518,0;5.5207,-.0873,0;-2.0705,2.4612,0;-2.7151,4.472,0;-.867,6.7935,0;2.9319,6.8616,0;
Duplicates	ChEBI181687_s0;ChEBI191703_s0;ChEBI191742_s0;ChEBI191979_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181687_s0.sdf