CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108227 (8790)

Formula C₂₂H₁₆N₂O₂

MW 340.38

InChIKey ZZQKIPRBBJSMCG-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 45

Rotat_Bonds 5

Unbranched_Chain 2

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 3.95

logP 5.3024

PSA 62.22

MR 105.463

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 37.60994

PM7_Total_Energy_ev -3879.52793

PM7_Electronic_Energy_ev -30013.17458

PM7_Dipole_Debye 2.382

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.383

PM7_LUMO_Energy_ev -1.736

PM7_COSMO_Area_square_ang 355.42

PM7_COSMO_Volue_cubic_ang 402.55

PM7_Electron_Affinity_ev 1.736

PM7_Ionization_Energy_ev 8.383

PM7_Energy_Gap_ev 6.647

PM7_Global_Hardness_ev 3.3235

PM7_Global_Softness_ev 0.3008876184744998

PM7_Chemical_Potential_ev -5.0595

PM7_Electronigativity_ev 5.0595

PM7_Back_Donation_Energy_ev -0.830875

PM7_Electrophilicity_ev 3.851141906123063

OPENEYE_Name (~{E})-3-[2-(acridin-9-ylamino)phenyl]prop-2-enoic acid

SMILES c1ccc2c(c1)c(c3ccccc3n2)Nc4ccccc4C=CC(=O)O

Canonical_SMILES OC(=O)/C=C/c1ccccc1Nc1c2ccccc2nc2c1cccc2

InChI 1/C22H16N2O2/c25-21(26)14-13-15-7-1-4-10-18(15)24-22-16-8-2-5-11-19(16)23-20-12-6-3-9-17(20)22/h1-14H,(H,23,24)(H,25,26)/f/h24-25H

InChI_3D 1S/C22H16N2O2/c25-21(26)14-13-15-7-1-4-10-18(15)24-22-16-8-2-5-11-19(16)23-20-12-6-3-9-17(20)22/h1-14H,(H,23,24)(H,25,26)/b14-13+

AuxInfo 1/1/N:3,1,2,6,4,5,9,7,8,12,10,11,20,21,15,13,14,18,16,17,22,19,23,24,25,26/E:(2,3)(5,6)(8,9)(11,12)(16,17)(19,20)(25,26)/F:3,1,2,6,4,5,9,7,8,12,10,11,20,21,15,13,14,18,16,17,22,19,23,24,26,25/E:(2,3)(5,6)(8,9)(11,12)(16,17)(19,20)/rA:42nCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1;d2;s3;s4;d5;s6;d7;s8;d9;d10s13;s11s14;d12s15;s13d14;s15;w20;s21;s16d17;s18s19;d22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s24;s26;/rC:;5.2154,.0028,0;5.8481,4.1456,0;0,-1.0057,0;5.2158,-1.0053,0;5.8537,3.1456,0;.8679,.5079,0;4.3415,.5094,0;4.9822,4.6458,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.9845,2.6406,0;1.7358,0,0;3.4735,.0022,0;4.113,4.1409,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;3.2471,4.6411,0;3.2474,5.6411,0;2.3815,6.1414,0;2.6038,-1.5046,0;2.5965,2.2567,0;1.5153,5.6416,0;2.3818,7.1414,0;-.4337,.2487,0;5.6486,.2525,0;6.2804,4.3967,0;-.4326,-1.2564,0;5.6486,-1.2557,0;6.2877,2.8974,0;.8679,1.0079,0;4.3406,1.0094,0;4.9815,5.1458,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.9873,2.1407,0;2.814,4.3912,0;3.6804,5.891,0;2.1628,2.5055,0;1.9488,7.3915,0;

Duplicates CHEMBL108227;CHEMBL441110;CHEMBL3277336_m2

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.sdf

Formula	C₂₂H₁₆N₂O₂
MW	340.38
InChIKey	ZZQKIPRBBJSMCG-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	45
Rotat_Bonds	5
Unbranched_Chain	2
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	3.95
logP	5.3024
PSA	62.22
MR	105.463
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	37.60994
PM7_Total_Energy_ev	-3879.52793
PM7_Electronic_Energy_ev	-30013.17458
PM7_Dipole_Debye	2.382
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.383
PM7_LUMO_Energy_ev	-1.736
PM7_COSMO_Area_square_ang	355.42
PM7_COSMO_Volue_cubic_ang	402.55
PM7_Electron_Affinity_ev	1.736
PM7_Ionization_Energy_ev	8.383
PM7_Energy_Gap_ev	6.647
PM7_Global_Hardness_ev	3.3235
PM7_Global_Softness_ev	0.3008876184744998
PM7_Chemical_Potential_ev	-5.0595
PM7_Electronigativity_ev	5.0595
PM7_Back_Donation_Energy_ev	-0.830875
PM7_Electrophilicity_ev	3.851141906123063
OPENEYE_Name	(~{E})-3-[2-(acridin-9-ylamino)phenyl]prop-2-enoic acid
SMILES	c1ccc2c(c1)c(c3ccccc3n2)Nc4ccccc4C=CC(=O)O
Canonical_SMILES	OC(=O)/C=C/c1ccccc1Nc1c2ccccc2nc2c1cccc2
InChI	1/C22H16N2O2/c25-21(26)14-13-15-7-1-4-10-18(15)24-22-16-8-2-5-11-19(16)23-20-12-6-3-9-17(20)22/h1-14H,(H,23,24)(H,25,26)/f/h24-25H
InChI_3D	1S/C22H16N2O2/c25-21(26)14-13-15-7-1-4-10-18(15)24-22-16-8-2-5-11-19(16)23-20-12-6-3-9-17(20)22/h1-14H,(H,23,24)(H,25,26)/b14-13+
AuxInfo	1/1/N:3,1,2,6,4,5,9,7,8,12,10,11,20,21,15,13,14,18,16,17,22,19,23,24,25,26/E:(2,3)(5,6)(8,9)(11,12)(16,17)(19,20)(25,26)/F:3,1,2,6,4,5,9,7,8,12,10,11,20,21,15,13,14,18,16,17,22,19,23,24,26,25/E:(2,3)(5,6)(8,9)(11,12)(16,17)(19,20)/rA:42nCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;s1;d2;s3;s4;d5;s6;d7;s8;d9;d10s13;s11s14;d12s15;s13d14;s15;w20;s21;s16d17;s18s19;d22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s24;s26;/rC:;5.2154,.0028,0;5.8481,4.1456,0;0,-1.0057,0;5.2158,-1.0053,0;5.8537,3.1456,0;.8679,.5079,0;4.3415,.5094,0;4.9822,4.6458,0;.8679,-1.5033,0;4.3422,-1.5068,0;4.9845,2.6406,0;1.7358,0,0;3.4735,.0022,0;4.113,4.1409,0;1.7371,-1.0057,0;3.4738,-1.0059,0;4.1097,3.1357,0;2.6012,.5067,0;3.2471,4.6411,0;3.2474,5.6411,0;2.3815,6.1414,0;2.6038,-1.5046,0;2.5965,2.2567,0;1.5153,5.6416,0;2.3818,7.1414,0;-.4337,.2487,0;5.6486,.2525,0;6.2804,4.3967,0;-.4326,-1.2564,0;5.6486,-1.2557,0;6.2877,2.8974,0;.8679,1.0079,0;4.3406,1.0094,0;4.9815,5.1458,0;.8677,-2.0033,0;4.3417,-2.0068,0;4.9873,2.1407,0;2.814,4.3912,0;3.6804,5.891,0;2.1628,2.5055,0;1.9488,7.3915,0;
Duplicates	CHEMBL108227;CHEMBL441110;CHEMBL3277336_m2
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108227.sdf