CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL106576 (6947)

Formula C₂₃H₂₀N₂O₃

MW 372.42

InChIKey YPGCBIOHBACIGM-PWIKPTQSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 8

Unbranched_Chain 4

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 3.47

logP 5.4482

PSA 71.45

MR 111.478

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -22.46578

PM7_Total_Energy_ev -4352.08447

PM7_Electronic_Energy_ev -33584.46729

PM7_Dipole_Debye 0.81098

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.117

PM7_LUMO_Energy_ev -1.64

PM7_COSMO_Area_square_ang 396.58

PM7_COSMO_Volue_cubic_ang 442.57

PM7_Electron_Affinity_ev 1.64

PM7_Ionization_Energy_ev 8.117

PM7_Energy_Gap_ev 6.477

PM7_Global_Hardness_ev 3.2385

PM7_Global_Softness_ev 0.3087849312953528

PM7_Chemical_Potential_ev -4.8785

PM7_Electronigativity_ev 4.8785

PM7_Back_Donation_Energy_ev -0.809625

PM7_Electrophilicity_ev 3.6745039756059903

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

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

Canonical_SMILES OC(=O)CCCOc1ccc(cc1)Nc1c2ccccc2nc2c1cccc2

InChI 1/C23H20N2O3/c26-22(27)10-5-15-28-17-13-11-16(12-14-17)24-23-18-6-1-3-8-20(18)25-21-9-4-2-7-19(21)23/h1-4,6-9,11-14H,5,10,15H2,(H,24,25)(H,26,27)/f/h24,26H

InChI_3D 1S/C23H20N2O3/c26-22(27)10-5-15-28-17-13-11-16(12-14-17)24-23-18-6-1-3-8-20(18)25-21-9-4-2-7-19(21)23/h1-4,6-9,11-14H,5,10,15H2,(H,24,25)(H,26,27)

AuxInfo 1/1/N:1,2,3,4,22,5,6,7,8,21,9,10,11,12,23,17,19,13,14,15,16,20,18,25,24,26,27,28/E:(1,2)(3,4)(6,7)(8,9)(11,12)(13,14)(18,19)(20,21)(26,27)/F:1,2,3,4,22,5,6,7,8,21,9,10,11,12,23,17,19,13,14,15,16,20,18,25,24,27,26,28/E:(1,2)(3,4)(6,7)(8,9)(11,12)(13,14)(18,19)(20,21)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;s3;d4;;;d9;s10;d5;s6;d7s13;s8s14;s9d10;s13d14;s11d12;;s20;s21;s22;s15d16;s17s18;d20;s20;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;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;.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;6.7021,8.6479,0;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;7.5668,9.1502,0;5.8347,9.1456,0;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;7.2048,7.6492,0;6.2048,7.6466,0;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;5.8334,9.6456,0;

Duplicates CHEMBL106576

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.sdf

Formula	C₂₃H₂₀N₂O₃
MW	372.42
InChIKey	YPGCBIOHBACIGM-PWIKPTQSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	8
Unbranched_Chain	4
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	3.47
logP	5.4482
PSA	71.45
MR	111.478
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-22.46578
PM7_Total_Energy_ev	-4352.08447
PM7_Electronic_Energy_ev	-33584.46729
PM7_Dipole_Debye	0.81098
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.117
PM7_LUMO_Energy_ev	-1.64
PM7_COSMO_Area_square_ang	396.58
PM7_COSMO_Volue_cubic_ang	442.57
PM7_Electron_Affinity_ev	1.64
PM7_Ionization_Energy_ev	8.117
PM7_Energy_Gap_ev	6.477
PM7_Global_Hardness_ev	3.2385
PM7_Global_Softness_ev	0.3087849312953528
PM7_Chemical_Potential_ev	-4.8785
PM7_Electronigativity_ev	4.8785
PM7_Back_Donation_Energy_ev	-0.809625
PM7_Electrophilicity_ev	3.6745039756059903
OPENEYE_Name	4-[4-(acridin-9-ylamino)phenoxy]butanoic acid
SMILES	c1ccc2c(c1)c(c3ccccc3n2)Nc4ccc(cc4)OCCCC(=O)O
Canonical_SMILES	OC(=O)CCCOc1ccc(cc1)Nc1c2ccccc2nc2c1cccc2
InChI	1/C23H20N2O3/c26-22(27)10-5-15-28-17-13-11-16(12-14-17)24-23-18-6-1-3-8-20(18)25-21-9-4-2-7-19(21)23/h1-4,6-9,11-14H,5,10,15H2,(H,24,25)(H,26,27)/f/h24,26H
InChI_3D	1S/C23H20N2O3/c26-22(27)10-5-15-28-17-13-11-16(12-14-17)24-23-18-6-1-3-8-20(18)25-21-9-4-2-7-19(21)23/h1-4,6-9,11-14H,5,10,15H2,(H,24,25)(H,26,27)
AuxInfo	1/1/N:1,2,3,4,22,5,6,7,8,21,9,10,11,12,23,17,19,13,14,15,16,20,18,25,24,26,27,28/E:(1,2)(3,4)(6,7)(8,9)(11,12)(13,14)(18,19)(20,21)(26,27)/F:1,2,3,4,22,5,6,7,8,21,9,10,11,12,23,17,19,13,14,15,16,20,18,25,24,27,26,28/E:(1,2)(3,4)(6,7)(8,9)(11,12)(13,14)(18,19)(20,21)/rA:48nCCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1;d2;s3;d4;;;d9;s10;d5;s6;d7s13;s8s14;s9d10;s13d14;s11d12;;s20;s21;s22;s15d16;s17s18;d20;s20;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;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;.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;6.7021,8.6479,0;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;7.5668,9.1502,0;5.8347,9.1456,0;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;7.2048,7.6492,0;6.2048,7.6466,0;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;5.8334,9.6456,0;
Duplicates	CHEMBL106576
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106576.sdf