CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108796 (9426)

Formula C₂₂H₁₈N₂O₃

MW 358.4

InChIKey MACGUSJOINIBOU-HPRFPMAVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 7

Unbranched_Chain 3

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 2.98

logP 5.0581

PSA 71.45

MR 106.671

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -17.04658

PM7_Total_Energy_ev -4202.09476

PM7_Electronic_Energy_ev -32162.55188

PM7_Dipole_Debye 3.12058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.091

PM7_LUMO_Energy_ev -1.606

PM7_COSMO_Area_square_ang 375.62

PM7_COSMO_Volue_cubic_ang 419.69

PM7_Electron_Affinity_ev 1.606

PM7_Ionization_Energy_ev 8.091

PM7_Energy_Gap_ev 6.485

PM7_Global_Hardness_ev 3.2425

PM7_Global_Softness_ev 0.3084040092521203

PM7_Chemical_Potential_ev -4.8485

PM7_Electronigativity_ev 4.8485

PM7_Back_Donation_Energy_ev -0.810625

PM7_Electrophilicity_ev 3.624973361603701

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

SMILES c1ccc2c(c1)c(c3ccccc3n2)Nc4ccc(cc4)OCCC(=O)O

Canonical_SMILES OC(=O)CCOc1ccc(cc1)Nc1c2ccccc2nc2c1cccc2

InChI 1/C22H18N2O3/c25-21(26)13-14-27-16-11-9-15(10-12-16)23-22-17-5-1-3-7-19(17)24-20-8-4-2-6-18(20)22/h1-12H,13-14H2,(H,23,24)(H,25,26)/f/h23,25H

InChI_3D 1S/C22H18N2O3/c25-21(26)13-14-27-16-11-9-15(10-12-16)23-22-17-5-1-3-7-19(17)24-20-8-4-2-6-18(20)22/h1-12H,13-14H2,(H,23,24)(H,25,26)

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,21,22,17,19,13,14,15,16,20,18,24,23,25,26,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(17,18)(19,20)(25,26)/F:1,2,3,4,5,6,7,8,9,10,11,12,21,22,17,19,13,14,15,16,20,18,24,23,26,25,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(17,18)(19,20)/rA:45nCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;s3;d4;;;d9;s10;d5;s6;d7s13;s8s14;s9d10;s13d14;s11d12;;s20;s21;s15d16;s17s18;d20;s20;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s21;s22;s22;s24;s26;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.1042,4.1358,0;4.9757,2.6355,0;4.9733,4.6407,0;5.8448,3.1404,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;5.8481,4.1456,0;6.7048,7.6479,0;6.7074,6.6479,0;6.7101,5.6479,0;2.6038,-1.5046,0;2.5965,2.2567,0;7.5694,8.1502,0;5.8374,8.1456,0;6.7128,4.6479,0;-.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;.8677,-2.0033,0;4.3417,-2.0068,0;3.6701,4.384,0;4.9763,2.1355,0;4.9705,5.1407,0;6.2778,2.8903,0;7.2074,6.6492,0;6.2074,6.6466,0;7.2101,5.6492,0;6.2101,5.6466,0;2.1628,2.5055,0;5.8361,8.6456,0;

Duplicates CHEMBL108796

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.sdf

Formula	C₂₂H₁₈N₂O₃
MW	358.4
InChIKey	MACGUSJOINIBOU-HPRFPMAVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	7
Unbranched_Chain	3
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	2.98
logP	5.0581
PSA	71.45
MR	106.671
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-17.04658
PM7_Total_Energy_ev	-4202.09476
PM7_Electronic_Energy_ev	-32162.55188
PM7_Dipole_Debye	3.12058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.091
PM7_LUMO_Energy_ev	-1.606
PM7_COSMO_Area_square_ang	375.62
PM7_COSMO_Volue_cubic_ang	419.69
PM7_Electron_Affinity_ev	1.606
PM7_Ionization_Energy_ev	8.091
PM7_Energy_Gap_ev	6.485
PM7_Global_Hardness_ev	3.2425
PM7_Global_Softness_ev	0.3084040092521203
PM7_Chemical_Potential_ev	-4.8485
PM7_Electronigativity_ev	4.8485
PM7_Back_Donation_Energy_ev	-0.810625
PM7_Electrophilicity_ev	3.624973361603701
OPENEYE_Name	3-[4-(acridin-9-ylamino)phenoxy]propanoic acid
SMILES	c1ccc2c(c1)c(c3ccccc3n2)Nc4ccc(cc4)OCCC(=O)O
Canonical_SMILES	OC(=O)CCOc1ccc(cc1)Nc1c2ccccc2nc2c1cccc2
InChI	1/C22H18N2O3/c25-21(26)13-14-27-16-11-9-15(10-12-16)23-22-17-5-1-3-7-19(17)24-20-8-4-2-6-18(20)22/h1-12H,13-14H2,(H,23,24)(H,25,26)/f/h23,25H
InChI_3D	1S/C22H18N2O3/c25-21(26)13-14-27-16-11-9-15(10-12-16)23-22-17-5-1-3-7-19(17)24-20-8-4-2-6-18(20)22/h1-12H,13-14H2,(H,23,24)(H,25,26)
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,21,22,17,19,13,14,15,16,20,18,24,23,25,26,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(17,18)(19,20)(25,26)/F:1,2,3,4,5,6,7,8,9,10,11,12,21,22,17,19,13,14,15,16,20,18,24,23,26,25,27/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(17,18)(19,20)/rA:45nCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;s3;d4;;;d9;s10;d5;s6;d7s13;s8s14;s9d10;s13d14;s11d12;;s20;s21;s15d16;s17s18;d20;s20;s19s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s21;s22;s22;s24;s26;/rC:;5.2154,.0028,0;0,-1.0057,0;5.2158,-1.0053,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.1042,4.1358,0;4.9757,2.6355,0;4.9733,4.6407,0;5.8448,3.1404,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;5.8481,4.1456,0;6.7048,7.6479,0;6.7074,6.6479,0;6.7101,5.6479,0;2.6038,-1.5046,0;2.5965,2.2567,0;7.5694,8.1502,0;5.8374,8.1456,0;6.7128,4.6479,0;-.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;.8677,-2.0033,0;4.3417,-2.0068,0;3.6701,4.384,0;4.9763,2.1355,0;4.9705,5.1407,0;6.2778,2.8903,0;7.2074,6.6492,0;6.2074,6.6466,0;7.2101,5.6492,0;6.2101,5.6466,0;2.1628,2.5055,0;5.8361,8.6456,0;
Duplicates	CHEMBL108796
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108750-0000108999/CHEMBL108796.sdf