CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191959_s0 (105667)

Formula C₂₁H₁₆O₁₀

MW 428.35

InChIKey SDSXQESYQIRNNR-CATZCVBWNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 10

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.97

logP 1.4633

PSA 184.98

MR 107.092

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -311.05189

PM7_Total_Energy_ev -5746.37954

PM7_Electronic_Energy_ev -45523.26065

PM7_Dipole_Debye 5.42473

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.492

PM7_LUMO_Energy_ev -1.58

PM7_COSMO_Area_square_ang 386.07

PM7_COSMO_Volue_cubic_ang 449.64

PM7_Electron_Affinity_ev 1.58

PM7_Ionization_Energy_ev 8.492

PM7_Energy_Gap_ev 6.912

PM7_Global_Hardness_ev 3.456

PM7_Global_Softness_ev 0.28935185185185186

PM7_Chemical_Potential_ev -5.036

PM7_Electronigativity_ev 5.036

PM7_Back_Donation_Energy_ev -0.864

PM7_Electrophilicity_ev 3.6691689814814814

OPENEYE_Name 3,4,5-trihydroxy-6-oxo-1-[(2~{R},3~{S})-3,5,7-trihydroxychroman-2-yl]benzo[7]annulene-8-carboxylic acid

SMILES c1c2c(c(cc1O)O)CC(C(O2)c3cc(c(c4c3cc(cc(=O)c4O)C(=O)O)O)O)O

Canonical_SMILES Oc1cc2O[C@@H]([C@H](Cc2c(c1)O)O)c1cc(O)c(c2c1cc(cc(=O)c2O)C(=O)O)O

InChI 1/C21H16O10/c22-8-3-12(23)11-6-15(26)20(31-16(11)4-8)10-5-14(25)19(28)17-9(10)1-7(21(29)30)2-13(24)18(17)27/h1-5,15,20,22-23,25-26,28H,6H2,(H,24,27)(H,29,30)/f/h27,29H

InChI_3D 1S/C21H16O10/c22-8-3-12(23)11-6-15(26)20(31-16(11)4-8)10-5-14(25)19(28)17-9(10)1-7(21(29)30)2-13(24)18(17)27/h1-5,15,20,22-23,25-26,28H,6H2,(H,24,27)(H,29,30)/t15-,20+/m0/s1

AuxInfo 1/1/N:7,8,2,1,9,19,12,5,10,13,3,6,17,14,21,4,11,15,16,20,18,25,26,22,27,31,28,29,23,30,24/E:(29,30)/F:7,8,2,1,9,19,12,5,10,13,3,6,17,14,21,4,11,15,16,20,18,25,26,22,27,31,28,29,30,23,24/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;;d1s3;s1d2;s2d3;;;;d7;s10;s7d8;d9s10;s9;d11;s11d14;s8s15;s12;s3;s13;s19s20;d17;d18;s4s20;s5;s6;s14;s15;s16;s18;s21;s1;s2;s7;s8;s9;s19;s19;s20;s21;s25;s26;s27;s28;s29;s30;s31;/rC:.868,1.5138,0;;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;5.5902,1.945,0;7.321,2.5136,0;3.4355,3.4169,0;5.0658,2.816,0;5.4137,3.7594,0;6.5937,1.8086,0;4.0803,2.6463,0;3.7833,4.3604,0;6.3796,4.0819,0;4.7759,4.5333,0;7.2294,3.5249,0;6.9057,.8585,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;8.0868,4.0394,0;6.239,.1133,0;2.6052,1.5109,0;-.8675,1.5031,0;.8675,-1.4978,0;3.1428,5.1284,0;6.5083,5.0736,0;5.1231,5.4712,0;7.8845,.6537,0;4.4613,.1679,0;.8678,2.0138,0;-.4327,-.2506,0;5.3154,1.5273,0;7.7898,2.3397,0;2.9429,3.3315,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;-1.2998,1.2518,0;1.3004,-1.748,0;3.3153,5.5977,0;6.9699,5.2658,0;5.6159,5.5553,0;8.0406,.1787,0;4.7818,-.2159,0;

Duplicates ChEBI191959_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.sdf

Formula	C₂₁H₁₆O₁₀
MW	428.35
InChIKey	SDSXQESYQIRNNR-CATZCVBWNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	10
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.97
logP	1.4633
PSA	184.98
MR	107.092
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-311.05189
PM7_Total_Energy_ev	-5746.37954
PM7_Electronic_Energy_ev	-45523.26065
PM7_Dipole_Debye	5.42473
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.492
PM7_LUMO_Energy_ev	-1.58
PM7_COSMO_Area_square_ang	386.07
PM7_COSMO_Volue_cubic_ang	449.64
PM7_Electron_Affinity_ev	1.58
PM7_Ionization_Energy_ev	8.492
PM7_Energy_Gap_ev	6.912
PM7_Global_Hardness_ev	3.456
PM7_Global_Softness_ev	0.28935185185185186
PM7_Chemical_Potential_ev	-5.036
PM7_Electronigativity_ev	5.036
PM7_Back_Donation_Energy_ev	-0.864
PM7_Electrophilicity_ev	3.6691689814814814
OPENEYE_Name	3,4,5-trihydroxy-6-oxo-1-[(2~{R},3~{S})-3,5,7-trihydroxychroman-2-yl]benzo[7]annulene-8-carboxylic acid
SMILES	c1c2c(c(cc1O)O)CC(C(O2)c3cc(c(c4c3cc(cc(=O)c4O)C(=O)O)O)O)O
Canonical_SMILES	Oc1cc2O[C@@H]([C@H](Cc2c(c1)O)O)c1cc(O)c(c2c1cc(cc(=O)c2O)C(=O)O)O
InChI	1/C21H16O10/c22-8-3-12(23)11-6-15(26)20(31-16(11)4-8)10-5-14(25)19(28)17-9(10)1-7(21(29)30)2-13(24)18(17)27/h1-5,15,20,22-23,25-26,28H,6H2,(H,24,27)(H,29,30)/f/h27,29H
InChI_3D	1S/C21H16O10/c22-8-3-12(23)11-6-15(26)20(31-16(11)4-8)10-5-14(25)19(28)17-9(10)1-7(21(29)30)2-13(24)18(17)27/h1-5,15,20,22-23,25-26,28H,6H2,(H,24,27)(H,29,30)/t15-,20+/m0/s1
AuxInfo	1/1/N:7,8,2,1,9,19,12,5,10,13,3,6,17,14,21,4,11,15,16,20,18,25,26,22,27,31,28,29,23,30,24/E:(29,30)/F:7,8,2,1,9,19,12,5,10,13,3,6,17,14,21,4,11,15,16,20,18,25,26,22,27,31,28,29,30,23,24/rA:47cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHH/rB:;;d1s3;s1d2;s2d3;;;;d7;s10;s7d8;d9s10;s9;d11;s11d14;s8s15;s12;s3;s13;s19s20;d17;d18;s4s20;s5;s6;s14;s15;s16;s18;s21;s1;s2;s7;s8;s9;s19;s19;s20;s21;s25;s26;s27;s28;s29;s30;s31;/rC:.868,1.5138,0;;1.736,-.0012,0;1.7374,1.0057,0;0,1.0057,0;.868,-.4978,0;5.5902,1.945,0;7.321,2.5136,0;3.4355,3.4169,0;5.0658,2.816,0;5.4137,3.7594,0;6.5937,1.8086,0;4.0803,2.6463,0;3.7833,4.3604,0;6.3796,4.0819,0;4.7759,4.5333,0;7.2294,3.5249,0;6.9057,.8585,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;8.0868,4.0394,0;6.239,.1133,0;2.6052,1.5109,0;-.8675,1.5031,0;.8675,-1.4978,0;3.1428,5.1284,0;6.5083,5.0736,0;5.1231,5.4712,0;7.8845,.6537,0;4.4613,.1679,0;.8678,2.0138,0;-.4327,-.2506,0;5.3154,1.5273,0;7.7898,2.3397,0;2.9429,3.3315,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;-1.2998,1.2518,0;1.3004,-1.748,0;3.3153,5.5977,0;6.9699,5.2658,0;5.6159,5.5553,0;8.0406,.1787,0;4.7818,-.2159,0;
Duplicates	ChEBI191959_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191959_s0.sdf