CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199224_s0 (2542181)

Formula C₂₁H₂₂O₅

MW 354.4

InChIKey YIEXBFWEBRLCNL-UHFFFAOYNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.57

logP 4.0084

PSA 72.83

MR 99.9315

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.04255

PM7_Total_Energy_ev -4351.56751

PM7_Electronic_Energy_ev -33178.90485

PM7_Dipole_Debye 4.45771

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.933

PM7_LUMO_Energy_ev -1.838

PM7_COSMO_Area_square_ang 374.96

PM7_COSMO_Volue_cubic_ang 422.19

PM7_Electron_Affinity_ev 1.838

PM7_Ionization_Energy_ev 8.933

PM7_Energy_Gap_ev 7.095

PM7_Global_Hardness_ev 3.5475

PM7_Global_Softness_ev 0.28188865398167723

PM7_Chemical_Potential_ev -5.3855

PM7_Electronigativity_ev 5.3855

PM7_Back_Donation_Energy_ev -0.886875

PM7_Electrophilicity_ev 4.087894326990838

OPENEYE_Name 3-[(~{E},3~{R})-1,3-dimethylpent-1-enyl]-10-hydroxy-7-methoxy-1~{H}-benzo[g]isochromene-8,9-dione

SMILES c1c2c(c(c3c1C=C(OC3)C(=CC(C)CC)C)O)C(=O)C(=O)C(=C2)OC

Canonical_SMILES CC[C@H](/C=C(/C1=Cc2c(CO1)c(O)c1c(c2)C=C(C(=O)C1=O)OC)C)C

InChI 1/C21H22O5/c1-5-11(2)6-12(3)16-8-13-7-14-9-17(25-4)20(23)21(24)18(14)19(22)15(13)10-26-16/h6-9,11,22H,5,10H2,1-4H3

InChI_3D 1S/C21H22O5/c1-5-11(2)6-12(3)16-8-13-7-14-9-17(25-4)20(23)21(24)18(14)19(22)15(13)10-26-16/h6-9,11,22H,5,10H2,1-4H3/b12-6+/t11-/m1/s1

AuxInfo 1/0/N:17,18,16,19,20,13,1,8,7,15,21,14,3,2,5,11,10,4,6,12,9,25,23,22,26,24/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s2;s3;s4;d7;d8;s9s10;;s11w13;s5;s14;;;;s17;s13s18s20;d9;d12;s11s15;s6;s10s19;s1;s7;s8;s13;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s25;/rC:2.6038,-.4989,0;1.7371,0,0;3.4738,-.0003,0;1.7358,1.0056,0;3.4735,1.0078,0;2.6012,1.5123,0;.8679,-.4978,0;4.3422,-.5013,0;.8679,1.5134,0;;5.2158,.0003,0;0,1.0056,0;6.0803,-1.5006,0;6.0813,-.5006,0;4.3415,1.5149,0;6.9479,-.0014,0;5.9441,-3.7325,0;7.8114,-2.5023,0;-.8639,-1.5012,0;6.445,-2.8669,0;6.9459,-2.0014,0;.8679,2.5134,0;-.8675,1.5031,0;5.2154,1.0084,0;2.5985,2.5123,0;-.8653,-.5012,0;2.6033,-.9989,0;.8677,-.9978,0;4.3417,-1.0013,0;5.6471,-1.7501,0;4.019,1.897,0;4.6627,1.8981,0;6.6983,.4318,0;7.1974,-.4347,0;7.3811,.2481,0;6.3769,-3.9829,0;5.5114,-3.482,0;5.6937,-4.1652,0;7.561,-2.935,0;8.0618,-2.0695,0;8.2442,-2.7527,0;-.3639,-1.5005,0;-1.3639,-1.5019,0;-.8632,-2.0012,0;6.0122,-2.6165,0;6.8778,-3.1174,0;7.1963,-1.5687,0;2.1648,2.7611,0;

Duplicates CHEMBL5199224_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.sdf

Formula	C₂₁H₂₂O₅
MW	354.4
InChIKey	YIEXBFWEBRLCNL-UHFFFAOYNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.57
logP	4.0084
PSA	72.83
MR	99.9315
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.04255
PM7_Total_Energy_ev	-4351.56751
PM7_Electronic_Energy_ev	-33178.90485
PM7_Dipole_Debye	4.45771
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.933
PM7_LUMO_Energy_ev	-1.838
PM7_COSMO_Area_square_ang	374.96
PM7_COSMO_Volue_cubic_ang	422.19
PM7_Electron_Affinity_ev	1.838
PM7_Ionization_Energy_ev	8.933
PM7_Energy_Gap_ev	7.095
PM7_Global_Hardness_ev	3.5475
PM7_Global_Softness_ev	0.28188865398167723
PM7_Chemical_Potential_ev	-5.3855
PM7_Electronigativity_ev	5.3855
PM7_Back_Donation_Energy_ev	-0.886875
PM7_Electrophilicity_ev	4.087894326990838
OPENEYE_Name	3-[(~{E},3~{R})-1,3-dimethylpent-1-enyl]-10-hydroxy-7-methoxy-1~{H}-benzo[g]isochromene-8,9-dione
SMILES	c1c2c(c(c3c1C=C(OC3)C(=CC(C)CC)C)O)C(=O)C(=O)C(=C2)OC
Canonical_SMILES	CC[C@H](/C=C(/C1=Cc2c(CO1)c(O)c1c(c2)C=C(C(=O)C1=O)OC)C)C
InChI	1/C21H22O5/c1-5-11(2)6-12(3)16-8-13-7-14-9-17(25-4)20(23)21(24)18(14)19(22)15(13)10-26-16/h6-9,11,22H,5,10H2,1-4H3
InChI_3D	1S/C21H22O5/c1-5-11(2)6-12(3)16-8-13-7-14-9-17(25-4)20(23)21(24)18(14)19(22)15(13)10-26-16/h6-9,11,22H,5,10H2,1-4H3/b12-6+/t11-/m1/s1
AuxInfo	1/0/N:17,18,16,19,20,13,1,8,7,15,21,14,3,2,5,11,10,4,6,12,9,25,23,22,26,24/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s2;s3;s4;d7;d8;s9s10;;s11w13;s5;s14;;;;s17;s13s18s20;d9;d12;s11s15;s6;s10s19;s1;s7;s8;s13;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s25;/rC:2.6038,-.4989,0;1.7371,0,0;3.4738,-.0003,0;1.7358,1.0056,0;3.4735,1.0078,0;2.6012,1.5123,0;.8679,-.4978,0;4.3422,-.5013,0;.8679,1.5134,0;;5.2158,.0003,0;0,1.0056,0;6.0803,-1.5006,0;6.0813,-.5006,0;4.3415,1.5149,0;6.9479,-.0014,0;5.9441,-3.7325,0;7.8114,-2.5023,0;-.8639,-1.5012,0;6.445,-2.8669,0;6.9459,-2.0014,0;.8679,2.5134,0;-.8675,1.5031,0;5.2154,1.0084,0;2.5985,2.5123,0;-.8653,-.5012,0;2.6033,-.9989,0;.8677,-.9978,0;4.3417,-1.0013,0;5.6471,-1.7501,0;4.019,1.897,0;4.6627,1.8981,0;6.6983,.4318,0;7.1974,-.4347,0;7.3811,.2481,0;6.3769,-3.9829,0;5.5114,-3.482,0;5.6937,-4.1652,0;7.561,-2.935,0;8.0618,-2.0695,0;8.2442,-2.7527,0;-.3639,-1.5005,0;-1.3639,-1.5019,0;-.8632,-2.0012,0;6.0122,-2.6165,0;6.8778,-3.1174,0;7.1963,-1.5687,0;2.1648,2.7611,0;
Duplicates	CHEMBL5199224_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199000-0005199249/CHEMBL5199224_s0.sdf