CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108049 (8608)

Formula C₂₄H₁₈N₂O₂

MW 366.42

InChIKey UKLHUIWGVNJKIX-JJFURXLTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.69

logP 5.8586

PSA 62.22

MR 114.603

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 49.23707

PM7_Total_Energy_ev -4151.85911

PM7_Electronic_Energy_ev -32920.91828

PM7_Dipole_Debye 4.26681

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.363

PM7_LUMO_Energy_ev -1.731

PM7_COSMO_Area_square_ang 389.86

PM7_COSMO_Volue_cubic_ang 444.87

PM7_Electron_Affinity_ev 1.731

PM7_Ionization_Energy_ev 8.363

PM7_Energy_Gap_ev 6.632

PM7_Global_Hardness_ev 3.316

PM7_Global_Softness_ev 0.30156815440289503

PM7_Chemical_Potential_ev -5.047

PM7_Electronigativity_ev 5.047

PM7_Back_Donation_Energy_ev -0.829

PM7_Electrophilicity_ev 3.8408035283474065

OPENEYE_Name (2~{E},4~{E})-5-[3-(acridin-9-ylamino)phenyl]penta-2,4-dienoic acid

SMILES c1ccc2c(c1)c(c3ccccc3n2)Nc4cccc(c4)C=CC=CC(=O)O

Canonical_SMILES OC(=O)/C=C/C=C/c1cccc(c1)Nc1c2ccccc2nc2c1cccc2

InChI 1/C24H18N2O2/c27-23(28)15-6-1-8-17-9-7-10-18(16-17)25-24-19-11-2-4-13-21(19)26-22-14-5-3-12-20(22)24/h1-16H,(H,25,26)(H,27,28)/f/h25,27H

InChI_3D 1S/C24H18N2O2/c27-23(28)15-6-1-8-17-9-7-10-18(16-17)25-24-19-11-2-4-13-21(19)26-22-14-5-3-12-20(22)24/h1-16H,(H,25,26)(H,27,28)/b8-1+,15-6+

AuxInfo 1/1/N:21,1,2,3,4,22,5,20,8,11,6,7,9,10,23,12,15,18,13,14,16,17,24,19,26,25,27,28/E:(2,3)(4,5)(11,12)(13,14)(19,20)(21,22)(27,28)/F:21,1,2,3,4,22,5,20,8,11,6,7,9,10,23,12,15,18,13,14,16,17,24,19,26,25,28,27/E:(2,3)(4,5)(11,12)(13,14)(19,20)(21,22)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1;d2;d5;s3;d4;s5;;d6;s7;s8d12;d9s13;s10s14;d11s12;s13d14;s15;w20;s21;w22;s23;s16d17;s18s19;d24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s23;s26;s28;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;5.8537,3.1456,0;.8679,.5079,0;4.3415,.5094,0;5.8481,4.1456,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.9845,2.6406,0;4.113,4.1409,0;1.7358,0,0;3.4735,.0022,0;4.9822,4.6458,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;4.9809,5.6458,0;4.1143,6.1447,0;4.1131,7.1447,0;3.2464,7.6437,0;3.2452,8.6437,0;2.6038,-1.5046,0;2.5965,2.2567,0;4.1106,9.1447,0;2.3786,9.1426,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;6.2877,2.8974,0;.8679,1.0079,0;4.3406,1.0094,0;6.2804,4.3967,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.9873,2.1407,0;3.68,4.391,0;5.4136,5.8963,0;3.6816,5.8942,0;4.5458,7.3953,0;2.8137,7.3932,0;2.1628,2.5055,0;2.378,9.6426,0;

Duplicates CHEMBL108049;CHEMBL3277333_m2;CHEMBL3305516

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.sdf

Formula	C₂₄H₁₈N₂O₂
MW	366.42
InChIKey	UKLHUIWGVNJKIX-JJFURXLTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.69
logP	5.8586
PSA	62.22
MR	114.603
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	49.23707
PM7_Total_Energy_ev	-4151.85911
PM7_Electronic_Energy_ev	-32920.91828
PM7_Dipole_Debye	4.26681
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.363
PM7_LUMO_Energy_ev	-1.731
PM7_COSMO_Area_square_ang	389.86
PM7_COSMO_Volue_cubic_ang	444.87
PM7_Electron_Affinity_ev	1.731
PM7_Ionization_Energy_ev	8.363
PM7_Energy_Gap_ev	6.632
PM7_Global_Hardness_ev	3.316
PM7_Global_Softness_ev	0.30156815440289503
PM7_Chemical_Potential_ev	-5.047
PM7_Electronigativity_ev	5.047
PM7_Back_Donation_Energy_ev	-0.829
PM7_Electrophilicity_ev	3.8408035283474065
OPENEYE_Name	(2~{E},4~{E})-5-[3-(acridin-9-ylamino)phenyl]penta-2,4-dienoic acid
SMILES	c1ccc2c(c1)c(c3ccccc3n2)Nc4cccc(c4)C=CC=CC(=O)O
Canonical_SMILES	OC(=O)/C=C/C=C/c1cccc(c1)Nc1c2ccccc2nc2c1cccc2
InChI	1/C24H18N2O2/c27-23(28)15-6-1-8-17-9-7-10-18(16-17)25-24-19-11-2-4-13-21(19)26-22-14-5-3-12-20(22)24/h1-16H,(H,25,26)(H,27,28)/f/h25,27H
InChI_3D	1S/C24H18N2O2/c27-23(28)15-6-1-8-17-9-7-10-18(16-17)25-24-19-11-2-4-13-21(19)26-22-14-5-3-12-20(22)24/h1-16H,(H,25,26)(H,27,28)/b8-1+,15-6+
AuxInfo	1/1/N:21,1,2,3,4,22,5,20,8,11,6,7,9,10,23,12,15,18,13,14,16,17,24,19,26,25,27,28/E:(2,3)(4,5)(11,12)(13,14)(19,20)(21,22)(27,28)/F:21,1,2,3,4,22,5,20,8,11,6,7,9,10,23,12,15,18,13,14,16,17,24,19,26,25,28,27/E:(2,3)(4,5)(11,12)(13,14)(19,20)(21,22)/rA:46nCCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1;d2;d5;s3;d4;s5;;d6;s7;s8d12;d9s13;s10s14;d11s12;s13d14;s15;w20;s21;w22;s23;s16d17;s18s19;d24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s23;s26;s28;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;5.8537,3.1456,0;.8679,.5079,0;4.3415,.5094,0;5.8481,4.1456,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.9845,2.6406,0;4.113,4.1409,0;1.7358,0,0;3.4735,.0022,0;4.9822,4.6458,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;4.9809,5.6458,0;4.1143,6.1447,0;4.1131,7.1447,0;3.2464,7.6437,0;3.2452,8.6437,0;2.6038,-1.5046,0;2.5965,2.2567,0;4.1106,9.1447,0;2.3786,9.1426,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;6.2877,2.8974,0;.8679,1.0079,0;4.3406,1.0094,0;6.2804,4.3967,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.9873,2.1407,0;3.68,4.391,0;5.4136,5.8963,0;3.6816,5.8942,0;4.5458,7.3953,0;2.8137,7.3932,0;2.1628,2.5055,0;2.378,9.6426,0;
Duplicates	CHEMBL108049;CHEMBL3277333_m2;CHEMBL3305516
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108049.sdf