CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193923 (2536480)

Formula C₂₂H₂₂O₇

MW 398.41

InChIKey AMGQMFQEBMIIPO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.58

logP 3.0405

PSA 117.97

MR 104.87

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -219.7917

PM7_Total_Energy_ev -5064.8019

PM7_Electronic_Energy_ev -40958.90548

PM7_Dipole_Debye 1.51099

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.339

PM7_LUMO_Energy_ev -2.253

PM7_COSMO_Area_square_ang 396.87

PM7_COSMO_Volue_cubic_ang 469.58

PM7_Electron_Affinity_ev 2.253

PM7_Ionization_Energy_ev 9.339

PM7_Energy_Gap_ev 7.086

PM7_Global_Hardness_ev 3.543

PM7_Global_Softness_ev 0.2822466836014677

PM7_Chemical_Potential_ev -5.796

PM7_Electronigativity_ev 5.796

PM7_Back_Donation_Energy_ev -0.88575

PM7_Electrophilicity_ev 4.740843353090601

OPENEYE_Name [(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-cyclopropyl-2-oxo-propanoate

SMILES c1cc(c2c(c1O)C(=O)C=C(C2=O)C(CC=C(C)C)OC(=O)C(=O)CC3CC3)O

Canonical_SMILES CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C(=O)CC1CC1)C

InChI 1/C22H22O7/c1-11(2)3-8-18(29-22(28)17(26)9-12-4-5-12)13-10-16(25)19-14(23)6-7-15(24)20(19)21(13)27/h3,6-7,10,12,18,23-24H,4-5,8-9H2,1-2H3

InChI_3D 1S/C22H22O7/c1-11(2)3-8-18(29-22(28)17(26)9-12-4-5-12)13-10-16(25)19-14(23)6-7-15(24)20(19)21(13)27/h3,6-7,10,12,18,23-24H,4-5,8-9H2,1-2H3/t18-/m1/s1

AuxInfo 1/0/N:18,19,11,15,16,1,2,20,21,7,12,17,10,5,6,8,13,22,3,4,9,14,27,28,23,25,24,26,29/E:(1,2)(4,5)/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;;s3s7;s4;d7s9;;d11;;s13;;s15;s15s16;s12;s12;s11;s13s17;s10s20;d8;d9;d13;d14;s5;s6;s14s22;s1;s2;s7;s11;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s27;s28;/rC:;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;.8679,-.4978,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4735,1.0079,0;5.9893,.1515,0;6.9893,.1518,0;6.7203,3.8838,0;5.8544,3.3835,0;7.7061,6.8087,0;7.0634,7.5748,0;6.7196,6.6338,0;7.4895,-.7141,0;7.489,1.018,0;5.489,1.0174,0;6.7201,4.8838,0;4.9888,1.8833,0;2.6037,-1.4989,0;2.5985,2.5124,0;7.5865,3.384,0;4.9883,3.8833,0;.8676,-1.4978,0;.8679,2.5135,0;5.8547,2.3835,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2479,0;5.7394,-.2816,0;8.139,7.0588,0;7.8774,6.339,0;6.6305,7.8252,0;7.3849,7.9577,0;6.2272,6.7208,0;7.0566,-.9642,0;7.9225,-.464,0;7.7396,-1.147,0;7.9221,.7681,0;7.056,1.2678,0;7.7389,1.451,0;5.0561,.7673,0;5.922,1.2675,0;6.2201,4.8836,0;7.2201,4.8839,0;4.7387,2.3163,0;1.3005,-1.7479,0;.4349,2.7635,0;

Duplicates CHEMBL5193923

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.sdf

Formula	C₂₂H₂₂O₇
MW	398.41
InChIKey	AMGQMFQEBMIIPO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.58
logP	3.0405
PSA	117.97
MR	104.87
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-219.7917
PM7_Total_Energy_ev	-5064.8019
PM7_Electronic_Energy_ev	-40958.90548
PM7_Dipole_Debye	1.51099
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.339
PM7_LUMO_Energy_ev	-2.253
PM7_COSMO_Area_square_ang	396.87
PM7_COSMO_Volue_cubic_ang	469.58
PM7_Electron_Affinity_ev	2.253
PM7_Ionization_Energy_ev	9.339
PM7_Energy_Gap_ev	7.086
PM7_Global_Hardness_ev	3.543
PM7_Global_Softness_ev	0.2822466836014677
PM7_Chemical_Potential_ev	-5.796
PM7_Electronigativity_ev	5.796
PM7_Back_Donation_Energy_ev	-0.88575
PM7_Electrophilicity_ev	4.740843353090601
OPENEYE_Name	[(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 3-cyclopropyl-2-oxo-propanoate
SMILES	c1cc(c2c(c1O)C(=O)C=C(C2=O)C(CC=C(C)C)OC(=O)C(=O)CC3CC3)O
Canonical_SMILES	CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)C(=O)CC1CC1)C
InChI	1/C22H22O7/c1-11(2)3-8-18(29-22(28)17(26)9-12-4-5-12)13-10-16(25)19-14(23)6-7-15(24)20(19)21(13)27/h3,6-7,10,12,18,23-24H,4-5,8-9H2,1-2H3
InChI_3D	1S/C22H22O7/c1-11(2)3-8-18(29-22(28)17(26)9-12-4-5-12)13-10-16(25)19-14(23)6-7-15(24)20(19)21(13)27/h3,6-7,10,12,18,23-24H,4-5,8-9H2,1-2H3/t18-/m1/s1
AuxInfo	1/0/N:18,19,11,15,16,1,2,20,21,7,12,17,10,5,6,8,13,22,3,4,9,14,27,28,23,25,24,26,29/E:(1,2)(4,5)/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;;s3s7;s4;d7s9;;d11;;s13;;s15;s15s16;s12;s12;s11;s13s17;s10s20;d8;d9;d13;d14;s5;s6;s14s22;s1;s2;s7;s11;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s27;s28;/rC:;0,1.0057,0;1.7371,0,0;1.7358,1.0057,0;.8679,-.4978,0;.8679,1.5135,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4735,1.0079,0;5.9893,.1515,0;6.9893,.1518,0;6.7203,3.8838,0;5.8544,3.3835,0;7.7061,6.8087,0;7.0634,7.5748,0;6.7196,6.6338,0;7.4895,-.7141,0;7.489,1.018,0;5.489,1.0174,0;6.7201,4.8838,0;4.9888,1.8833,0;2.6037,-1.4989,0;2.5985,2.5124,0;7.5865,3.384,0;4.9883,3.8833,0;.8676,-1.4978,0;.8679,2.5135,0;5.8547,2.3835,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2479,0;5.7394,-.2816,0;8.139,7.0588,0;7.8774,6.339,0;6.6305,7.8252,0;7.3849,7.9577,0;6.2272,6.7208,0;7.0566,-.9642,0;7.9225,-.464,0;7.7396,-1.147,0;7.9221,.7681,0;7.056,1.2678,0;7.7389,1.451,0;5.0561,.7673,0;5.922,1.2675,0;6.2201,4.8836,0;7.2201,4.8839,0;4.7387,2.3163,0;1.3005,-1.7479,0;.4349,2.7635,0;
Duplicates	CHEMBL5193923
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193923.sdf