CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27566 (7684)

Formula C₂₀H₂₀O₅

MW 340.38

InChIKey YHWNASRGLKJRJJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.76

logP 4.0186

PSA 86.99

MR 95.2905

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -173.70839

PM7_Total_Energy_ev -4203.15881

PM7_Electronic_Energy_ev -31340.34678

PM7_Dipole_Debye 4.4053

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.052

PM7_LUMO_Energy_ev -0.624

PM7_COSMO_Area_square_ang 357.26

PM7_COSMO_Volue_cubic_ang 400.57

PM7_Electron_Affinity_ev 0.624

PM7_Ionization_Energy_ev 9.052

PM7_Energy_Gap_ev 8.428

PM7_Global_Hardness_ev 4.214

PM7_Global_Softness_ev 0.23730422401518747

PM7_Chemical_Potential_ev -4.838

PM7_Electronigativity_ev 4.838

PM7_Back_Donation_Energy_ev -1.0535

PM7_Electrophilicity_ev 2.777200284765069

OPENEYE_Name (2~{S})-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chroman-4-one

SMILES c1cc(ccc1C2CC(=O)c3c(cc(c(c3O)CC=C(C)C)O)O2)O

Canonical_SMILES CC(=CCc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccc(cc1)O)C

InChI 1/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3

InChI_3D 1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1

AuxInfo 1/0/N:18,19,14,1,2,3,4,20,5,16,15,7,10,8,11,13,17,9,6,12,23,24,21,25,22/E:(1,2)(4,5)(6,7)/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;s3d4;s5d8;d6s8;s6;;d14;s13;s7s16;s15;s15;s8s14;d13;s9s17;s10;s11;s12;s1;s2;s3;s4;s5;s14;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;-1.7306,-1.0025,0;-2.5974,-.5038,0;3.4761,-.0036,0;3.4774,1.0034,0;-3.4627,-1.005,0;-2.5988,.4962,0;-.8653,-.5013,0;2.5998,-1.5032,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;.8675,-1.4978,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-1.7299,-1.5025,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-3.7133,-.5724,0;-3.212,-1.4377,0;-3.8953,-1.2556,0;-2.0988,.497,0;-3.0988,.4955,0;-2.5995,.9962,0;-1.1159,-.0686,0;-.6147,-.9339,0;4.5388,5.1521,0;-1.2998,1.2518,0;1.3004,-1.748,0;

Duplicates ChEBI27566

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.sdf

Formula	C₂₀H₂₀O₅
MW	340.38
InChIKey	YHWNASRGLKJRJJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.76
logP	4.0186
PSA	86.99
MR	95.2905
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-173.70839
PM7_Total_Energy_ev	-4203.15881
PM7_Electronic_Energy_ev	-31340.34678
PM7_Dipole_Debye	4.4053
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.052
PM7_LUMO_Energy_ev	-0.624
PM7_COSMO_Area_square_ang	357.26
PM7_COSMO_Volue_cubic_ang	400.57
PM7_Electron_Affinity_ev	0.624
PM7_Ionization_Energy_ev	9.052
PM7_Energy_Gap_ev	8.428
PM7_Global_Hardness_ev	4.214
PM7_Global_Softness_ev	0.23730422401518747
PM7_Chemical_Potential_ev	-4.838
PM7_Electronigativity_ev	4.838
PM7_Back_Donation_Energy_ev	-1.0535
PM7_Electrophilicity_ev	2.777200284765069
OPENEYE_Name	(2~{S})-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chroman-4-one
SMILES	c1cc(ccc1C2CC(=O)c3c(cc(c(c3O)CC=C(C)C)O)O2)O
Canonical_SMILES	CC(=CCc1c(O)cc2c(c1O)C(=O)C[C@H](O2)c1ccc(cc1)O)C
InChI	1/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3
InChI_3D	1S/C20H20O5/c1-11(2)3-8-14-15(22)9-18-19(20(14)24)16(23)10-17(25-18)12-4-6-13(21)7-5-12/h3-7,9,17,21-22,24H,8,10H2,1-2H3/t17-/m0/s1
AuxInfo	1/0/N:18,19,14,1,2,3,4,20,5,16,15,7,10,8,11,13,17,9,6,12,23,24,21,25,22/E:(1,2)(4,5)(6,7)/rA:45cCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s6;s3d4;s5d8;d6s8;s6;;d14;s13;s7s16;s15;s15;s8s14;d13;s9s17;s10;s11;s12;s1;s2;s3;s4;s5;s14;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;s25;/rC:3.179,2.7081,0;4.8077,2.1103,0;3.5253,3.6518,0;5.1541,3.054,0;.868,1.5138,0;1.736,-.0012,0;3.8219,1.9422,0;;1.7374,1.0057,0;4.5146,3.8295,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;-1.7306,-1.0025,0;-2.5974,-.5038,0;3.4761,-.0036,0;3.4774,1.0034,0;-3.4627,-1.005,0;-2.5988,.4962,0;-.8653,-.5013,0;2.5998,-1.5032,0;2.6052,1.5109,0;4.8591,4.7683,0;-.8675,1.5031,0;.8675,-1.4978,0;2.6865,2.6219,0;5.1275,1.726,0;3.2038,4.0347,0;5.6469,3.138,0;.8678,2.0138,0;-1.7299,-1.5025,0;3.9687,.0821,0;3.6456,-.474,0;3.9696,.9156,0;-3.7133,-.5724,0;-3.212,-1.4377,0;-3.8953,-1.2556,0;-2.0988,.497,0;-3.0988,.4955,0;-2.5995,.9962,0;-1.1159,-.0686,0;-.6147,-.9339,0;4.5388,5.1521,0;-1.2998,1.2518,0;1.3004,-1.748,0;
Duplicates	ChEBI27566
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27566.sdf