CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193696_s0 (2536220)

Formula C₃₃H₂₇NO₈

MW 565.58

InChIKey XLKVCINHAVGUQH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 73

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 7

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.53

logP 4.5167

PSA 138.28

MR 156.65

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -221.61613

PM7_Total_Energy_ev -6965.08993

PM7_Electronic_Energy_ev -72927.24519

PM7_Dipole_Debye 3.5893

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.293

PM7_LUMO_Energy_ev -2.242

PM7_COSMO_Area_square_ang 482.1

PM7_COSMO_Volue_cubic_ang 656.74

PM7_Electron_Affinity_ev 2.242

PM7_Ionization_Energy_ev 9.293

PM7_Energy_Gap_ev 7.051

PM7_Global_Hardness_ev 3.5255

PM7_Global_Softness_ev 0.28364770954474544

PM7_Chemical_Potential_ev -5.7675

PM7_Electronigativity_ev 5.7675

PM7_Back_Donation_Energy_ev -0.881375

PM7_Electrophilicity_ev 4.717636682740037

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

SMILES c1ccc(cc1)CC(C(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C)N4C(=O)c5ccccc5C4=O

Canonical_SMILES CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)[C@H](N1C(=O)c2c(C1=O)cccc2)Cc1ccccc1)C

InChI 1/C33H27NO8/c1-18(2)12-15-27(22-17-26(37)28-24(35)13-14-25(36)29(28)30(22)38)42-33(41)23(16-19-8-4-3-5-9-19)34-31(39)20-10-6-7-11-21(20)32(34)40/h3-14,17,23,27,35-36H,15-16H2,1-2H3

InChI_3D 1S/C33H27NO8/c1-18(2)12-15-27(22-17-26(37)28-24(35)13-14-25(36)29(28)30(22)38)42-33(41)23(16-19-8-4-3-5-9-19)34-31(39)20-10-6-7-11-21(20)32(34)40/h3-14,17,23,27,35-36H,15-16H2,1-2H3/t23-,27-/m1/s1

AuxInfo 1/0/N:28,29,1,4,5,2,3,8,9,6,7,25,10,11,31,30,19,26,16,12,13,24,33,17,18,20,32,14,15,21,22,23,27,34,40,41,35,36,37,38,39,42/E:(1,2)(4,5)(6,7)(8,9)(10,11)(20,21)(31,32)(39,40)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s2;s3;s4;d5;;d10;d6;d7s12;;s14;d8s9;s10d14;s11d15;;s14s19;s15;s12;s13;d19s21;;d25;;s26;s26;s16;s25;s24s31;s27s30;s22s23s33;d20;d21;d22;d23;d27;s17;s18;s27s32;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s25;s28;s28;s28;s29;s29;s29;s30;s30;s31;s31;s32;s33;s40;s41;/rC:4.2861,-5.2639,0;;0,-1.0058,0;5.1535,-4.7664,0;3.4185,-4.7665,0;.868,.5079,0;.868,-1.5037,0;5.1535,-3.7612,0;3.4185,-3.7613,0;12.0477,-.5019,0;11.5446,-1.3727,0;1.736,0,0;1.736,-1.0071,0;10.5435,.367,0;10.0416,-.5045,0;4.286,-3.2535,0;11.5451,.3633,0;10.5391,-1.3784,0;9.0377,1.2342,0;10.0425,1.2325,0;9.0387,-.5104,0;2.6938,.311,0;2.6938,-1.3184,0;8.5357,.3627,0;6.7856,2.3626,0;5.9196,2.8626,0;5.2858,-.5035,0;5.9195,3.8626,0;5.0536,2.3625,0;4.2859,-1.5035,0;6.7857,1.3626,0;6.7857,.3626,0;4.2858,-.5035,0;3.2858,-.5036,0;10.5428,2.0984,0;8.5409,-1.3777,0;3.0029,1.262,0;3.0028,-2.2695,0;5.7859,-1.3695,0;12.0456,1.229,0;10.0389,-2.2443,0;5.7857,.3626,0;4.2861,-5.7639,0;-.4337,.2487,0;-.4327,-1.2564,0;5.5862,-5.017,0;2.9859,-5.0171,0;.868,1.0079,0;.8677,-2.0037,0;5.5872,-3.5124,0;2.9847,-3.5126,0;12.5477,-.5013,0;11.7958,-1.8051,0;8.7878,1.6673,0;7.2186,2.6127,0;6.4195,3.8626,0;5.4195,3.8626,0;5.9195,4.3626,0;4.8036,2.7955,0;5.3036,1.9295,0;4.6206,2.1125,0;4.7859,-1.5035,0;3.7859,-1.5036,0;6.2857,1.3626,0;7.2857,1.3627,0;6.7858,-.1374,0;4.2858,-.0035,0;11.7958,1.6622,0;9.5389,-2.2442,0;

Duplicates CHEMBL5193696_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.sdf

Formula	C₃₃H₂₇NO₈
MW	565.58
InChIKey	XLKVCINHAVGUQH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	73
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	7
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.53
logP	4.5167
PSA	138.28
MR	156.65
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-221.61613
PM7_Total_Energy_ev	-6965.08993
PM7_Electronic_Energy_ev	-72927.24519
PM7_Dipole_Debye	3.5893
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.293
PM7_LUMO_Energy_ev	-2.242
PM7_COSMO_Area_square_ang	482.1
PM7_COSMO_Volue_cubic_ang	656.74
PM7_Electron_Affinity_ev	2.242
PM7_Ionization_Energy_ev	9.293
PM7_Energy_Gap_ev	7.051
PM7_Global_Hardness_ev	3.5255
PM7_Global_Softness_ev	0.28364770954474544
PM7_Chemical_Potential_ev	-5.7675
PM7_Electronigativity_ev	5.7675
PM7_Back_Donation_Energy_ev	-0.881375
PM7_Electrophilicity_ev	4.717636682740037
OPENEYE_Name	[(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] (2~{R})-2-(1,3-dioxoisoindolin-2-yl)-3-phenyl-propanoate
SMILES	c1ccc(cc1)CC(C(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C)N4C(=O)c5ccccc5C4=O
Canonical_SMILES	CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)OC(=O)[C@H](N1C(=O)c2c(C1=O)cccc2)Cc1ccccc1)C
InChI	1/C33H27NO8/c1-18(2)12-15-27(22-17-26(37)28-24(35)13-14-25(36)29(28)30(22)38)42-33(41)23(16-19-8-4-3-5-9-19)34-31(39)20-10-6-7-11-21(20)32(34)40/h3-14,17,23,27,35-36H,15-16H2,1-2H3
InChI_3D	1S/C33H27NO8/c1-18(2)12-15-27(22-17-26(37)28-24(35)13-14-25(36)29(28)30(22)38)42-33(41)23(16-19-8-4-3-5-9-19)34-31(39)20-10-6-7-11-21(20)32(34)40/h3-14,17,23,27,35-36H,15-16H2,1-2H3/t23-,27-/m1/s1
AuxInfo	1/0/N:28,29,1,4,5,2,3,8,9,6,7,25,10,11,31,30,19,26,16,12,13,24,33,17,18,20,32,14,15,21,22,23,27,34,40,41,35,36,37,38,39,42/E:(1,2)(4,5)(6,7)(8,9)(10,11)(20,21)(31,32)(39,40)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s2;s3;s4;d5;;d10;d6;d7s12;;s14;d8s9;s10d14;s11d15;;s14s19;s15;s12;s13;d19s21;;d25;;s26;s26;s16;s25;s24s31;s27s30;s22s23s33;d20;d21;d22;d23;d27;s17;s18;s27s32;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s19;s25;s28;s28;s28;s29;s29;s29;s30;s30;s31;s31;s32;s33;s40;s41;/rC:4.2861,-5.2639,0;;0,-1.0058,0;5.1535,-4.7664,0;3.4185,-4.7665,0;.868,.5079,0;.868,-1.5037,0;5.1535,-3.7612,0;3.4185,-3.7613,0;12.0477,-.5019,0;11.5446,-1.3727,0;1.736,0,0;1.736,-1.0071,0;10.5435,.367,0;10.0416,-.5045,0;4.286,-3.2535,0;11.5451,.3633,0;10.5391,-1.3784,0;9.0377,1.2342,0;10.0425,1.2325,0;9.0387,-.5104,0;2.6938,.311,0;2.6938,-1.3184,0;8.5357,.3627,0;6.7856,2.3626,0;5.9196,2.8626,0;5.2858,-.5035,0;5.9195,3.8626,0;5.0536,2.3625,0;4.2859,-1.5035,0;6.7857,1.3626,0;6.7857,.3626,0;4.2858,-.5035,0;3.2858,-.5036,0;10.5428,2.0984,0;8.5409,-1.3777,0;3.0029,1.262,0;3.0028,-2.2695,0;5.7859,-1.3695,0;12.0456,1.229,0;10.0389,-2.2443,0;5.7857,.3626,0;4.2861,-5.7639,0;-.4337,.2487,0;-.4327,-1.2564,0;5.5862,-5.017,0;2.9859,-5.0171,0;.868,1.0079,0;.8677,-2.0037,0;5.5872,-3.5124,0;2.9847,-3.5126,0;12.5477,-.5013,0;11.7958,-1.8051,0;8.7878,1.6673,0;7.2186,2.6127,0;6.4195,3.8626,0;5.4195,3.8626,0;5.9195,4.3626,0;4.8036,2.7955,0;5.3036,1.9295,0;4.6206,2.1125,0;4.7859,-1.5035,0;3.7859,-1.5036,0;6.2857,1.3626,0;7.2857,1.3627,0;6.7858,-.1374,0;4.2858,-.0035,0;11.7958,1.6622,0;9.5389,-2.2442,0;
Duplicates	CHEMBL5193696_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193500-0005193749/CHEMBL5193696_s0.sdf