CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL106311 (6637)

Formula C₂₃H₂₀N₂O₃

MW 372.42

InChIKey UESIPPPOSZUNCM-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.24

logP 5.2304

PSA 71.45

MR 111.637

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -24.78533

PM7_Total_Energy_ev -4352.12973

PM7_Electronic_Energy_ev -34831.32263

PM7_Dipole_Debye 3.63913

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.106

PM7_LUMO_Energy_ev -1.59

PM7_COSMO_Area_square_ang 390.96

PM7_COSMO_Volue_cubic_ang 442.66

PM7_Electron_Affinity_ev 1.59

PM7_Ionization_Energy_ev 8.106

PM7_Energy_Gap_ev 6.516

PM7_Global_Hardness_ev 3.258

PM7_Global_Softness_ev 0.3069367710251688

PM7_Chemical_Potential_ev -4.848

PM7_Electronigativity_ev 4.848

PM7_Back_Donation_Energy_ev -0.8145

PM7_Electrophilicity_ev 3.6069834254143647

OPENEYE_Name 3-[4-(acridin-9-ylamino)-3-methoxy-phenyl]propanoic acid

SMILES c1ccc2c(c1)c(c3ccccc3n2)Nc4ccc(cc4OC)CCC(=O)O

Canonical_SMILES COc1cc(CCC(=O)O)ccc1Nc1c2ccccc2nc2c1cccc2

InChI 1/C23H20N2O3/c1-28-21-14-15(11-13-22(26)27)10-12-20(21)25-23-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)23/h2-10,12,14H,11,13H2,1H3,(H,24,25)(H,26,27)/f/h25-26H

InChI_3D 1S/C23H20N2O3/c1-28-21-14-15(11-13-22(26)27)10-12-20(21)25-23-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)23/h2-10,12,14H,11,13H2,1H3,(H,24,25)(H,26,27)

AuxInfo 1/1/N:21,1,2,3,4,5,6,8,9,7,22,10,23,11,14,12,13,15,16,17,19,20,18,24,25,26,27,28/E:(2,3)(4,5)(6,7)(8,9)(16,17)(18,19)(26,27)/F:21,1,2,3,4,5,6,8,9,7,22,10,23,11,14,12,13,15,16,17,19,20,18,24,25,27,26,28/E:(2,3)(4,5)(6,7)(8,9)(16,17)(18,19)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;;s3;d4;d7;;d5;s6;s7d11;d8s12;s9s13;s10;s12d13;s11d17;;;s14;s20s22;s15d16;s17s18;d20;s20;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s23;s23;s25;s27;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;-.6565,3.1178,0;.8679,-1.5033,0;4.3422,-1.5068,0;.211,2.6202,0;.2027,4.6253,0;1.7358,0,0;3.4735,.0022,0;-.665,4.1178,0;1.7371,-1.0057,0;3.4738,-1.0059,0;1.0786,3.1276,0;2.6012,.5067,0;1.0789,4.1328,0;-3.2736,5.5994,0;1.9365,5.6376,0;-1.5345,4.6117,0;-2.4041,5.1055,0;2.6038,-1.5046,0;2.5965,2.2567,0;-4.1361,5.0933,0;-3.2807,6.5994,0;1.9421,4.6376,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8679,1.0079,0;4.3406,1.0094,0;-1.0881,2.8654,0;.8677,-2.0033,0;4.3417,-2.0068,0;.213,2.1202,0;.1984,5.1253,0;1.4365,5.6348,0;2.4365,5.6404,0;1.9337,6.1376,0;-1.2876,5.0464,0;-1.7814,4.1769,0;-2.651,4.6708,0;-2.1571,5.5403,0;3.0289,2.5078,0;-3.7154,6.8463,0;

Duplicates CHEMBL106311;CHEMBL3277340_m2

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.sdf

Formula	C₂₃H₂₀N₂O₃
MW	372.42
InChIKey	UESIPPPOSZUNCM-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.24
logP	5.2304
PSA	71.45
MR	111.637
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-24.78533
PM7_Total_Energy_ev	-4352.12973
PM7_Electronic_Energy_ev	-34831.32263
PM7_Dipole_Debye	3.63913
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.106
PM7_LUMO_Energy_ev	-1.59
PM7_COSMO_Area_square_ang	390.96
PM7_COSMO_Volue_cubic_ang	442.66
PM7_Electron_Affinity_ev	1.59
PM7_Ionization_Energy_ev	8.106
PM7_Energy_Gap_ev	6.516
PM7_Global_Hardness_ev	3.258
PM7_Global_Softness_ev	0.3069367710251688
PM7_Chemical_Potential_ev	-4.848
PM7_Electronigativity_ev	4.848
PM7_Back_Donation_Energy_ev	-0.8145
PM7_Electrophilicity_ev	3.6069834254143647
OPENEYE_Name	3-[4-(acridin-9-ylamino)-3-methoxy-phenyl]propanoic acid
SMILES	c1ccc2c(c1)c(c3ccccc3n2)Nc4ccc(cc4OC)CCC(=O)O
Canonical_SMILES	COc1cc(CCC(=O)O)ccc1Nc1c2ccccc2nc2c1cccc2
InChI	1/C23H20N2O3/c1-28-21-14-15(11-13-22(26)27)10-12-20(21)25-23-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)23/h2-10,12,14H,11,13H2,1H3,(H,24,25)(H,26,27)/f/h25-26H
InChI_3D	1S/C23H20N2O3/c1-28-21-14-15(11-13-22(26)27)10-12-20(21)25-23-16-6-2-4-8-18(16)24-19-9-5-3-7-17(19)23/h2-10,12,14H,11,13H2,1H3,(H,24,25)(H,26,27)
AuxInfo	1/1/N:21,1,2,3,4,5,6,8,9,7,22,10,23,11,14,12,13,15,16,17,19,20,18,24,25,26,27,28/E:(2,3)(4,5)(6,7)(8,9)(16,17)(18,19)(26,27)/F:21,1,2,3,4,5,6,8,9,7,22,10,23,11,14,12,13,15,16,17,19,20,18,24,25,27,26,28/E:(2,3)(4,5)(6,7)(8,9)(16,17)(18,19)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;;s3;d4;d7;;d5;s6;s7d11;d8s12;s9s13;s10;s12d13;s11d17;;;s14;s20s22;s15d16;s17s18;d20;s20;s19s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s23;s23;s25;s27;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;-.6565,3.1178,0;.8679,-1.5033,0;4.3422,-1.5068,0;.211,2.6202,0;.2027,4.6253,0;1.7358,0,0;3.4735,.0022,0;-.665,4.1178,0;1.7371,-1.0057,0;3.4738,-1.0059,0;1.0786,3.1276,0;2.6012,.5067,0;1.0789,4.1328,0;-3.2736,5.5994,0;1.9365,5.6376,0;-1.5345,4.6117,0;-2.4041,5.1055,0;2.6038,-1.5046,0;2.5965,2.2567,0;-4.1361,5.0933,0;-3.2807,6.5994,0;1.9421,4.6376,0;-.4337,.2487,0;5.6486,.2525,0;-.4326,-1.2564,0;5.6486,-1.2557,0;.8679,1.0079,0;4.3406,1.0094,0;-1.0881,2.8654,0;.8677,-2.0033,0;4.3417,-2.0068,0;.213,2.1202,0;.1984,5.1253,0;1.4365,5.6348,0;2.4365,5.6404,0;1.9337,6.1376,0;-1.2876,5.0464,0;-1.7814,4.1769,0;-2.651,4.6708,0;-2.1571,5.5403,0;3.0289,2.5078,0;-3.7154,6.8463,0;
Duplicates	CHEMBL106311;CHEMBL3277340_m2
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106250-0000106499/CHEMBL106311.sdf