CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186027_t1 (2527847)

Formula C₂₃H₂₀N₄O₂

MW 384.44

InChIKey JIXWGLBXKYHCCY-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.01

logP 5.7824

PSA 78.98

MR 114.641

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 63.07295

PM7_Total_Energy_ev -4427.9141

PM7_Electronic_Energy_ev -35873.78829

PM7_Dipole_Debye 6.0946

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.368

PM7_LUMO_Energy_ev -0.522

PM7_COSMO_Area_square_ang 411.74

PM7_COSMO_Volue_cubic_ang 454.03

PM7_Electron_Affinity_ev 0.522

PM7_Ionization_Energy_ev 8.368

PM7_Energy_Gap_ev 7.846

PM7_Global_Hardness_ev 3.923

PM7_Global_Softness_ev 0.2549069589599796

PM7_Chemical_Potential_ev -4.445

PM7_Electronigativity_ev 4.445

PM7_Back_Donation_Energy_ev -0.98075

PM7_Electrophilicity_ev 2.5182290339026254

OPENEYE_Name 2-[2-hydroxy-3-[(~{E})-phenylazo]indol-1-yl]-~{N}-(p-tolyl)acetamide

SMILES c1ccc(cc1)N=Nc2c3ccccc3n(c2O)CC(=O)Nc4ccc(cc4)C

Canonical_SMILES O=C(Cn1c2ccccc2c(c1O)/N=N/c1ccccc1)Nc1ccc(cc1)C

InChI 1/C23H20N4O2/c1-16-11-13-17(14-12-16)24-21(28)15-27-20-10-6-5-9-19(20)22(23(27)29)26-25-18-7-3-2-4-8-18/h2-14,29H,15H2,1H3,(H,24,28)/f/h24H

InChI_3D 1S/C23H20N4O2/c1-16-11-13-17(14-12-16)24-21(28)15-27-20-10-6-5-9-19(20)22(23(27)29)26-25-18-7-3-2-4-8-18/h2-14,29H,15H2,1H3,(H,24,28)/b26-25+

AuxInfo 1/1/N:22,1,4,5,2,3,10,11,6,9,7,8,12,13,23,15,17,18,14,16,21,19,20,26,27,24,25,29,28/E:(3,4)(7,8)(11,12)(13,14)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s2;;;s3;s4;d5;d7;s8;d6;s7d8;d9s14;s12d13;d10s11;s14;d19;;s15;s21;s19;s16s20s23;s17s21;s18w24;s20;d21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s26;s28;/rC:4.911,-4.3346,0;;0,1.0058,0;3.9323,-4.1295,0;5.5824,-3.5934,0;.868,-.4978,0;5.8915,5.5488,0;4.2414,6.0849,0;.868,1.5138,0;3.6217,-3.1735,0;5.2718,-2.6374,0;5.5809,4.5928,0;3.9308,5.1289,0;1.736,-.0012,0;5.2202,6.29,0;1.736,1.0058,0;4.599,4.378,0;4.2899,-2.4226,0;2.6938,-.3125,0;3.2858,.5023,0;3.3118,3.219,0;5.5292,7.2411,0;3.0028,2.268,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.29,3.4269,0;3.9809,-1.4715,0;4.2858,.5024,0;2.6427,3.9622,0;5.0655,-4.8102,0;-.4327,-.2506,0;-.4337,1.2545,0;3.5982,-4.5016,0;6.0713,-3.6981,0;.8677,-.9978,0;6.3804,5.6535,0;3.9074,6.457,0;.868,2.0138,0;3.1323,-3.071,0;5.6075,-2.2669,0;5.9166,4.2222,0;3.4414,5.0264,0;5.0537,7.3956,0;6.0047,7.0866,0;5.6837,7.7166,0;2.5273,2.4225,0;3.4783,2.1135,0;4.6245,3.0554,0;4.5358,.9354,0;

Duplicates CHEMBL5186027_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.sdf

Formula	C₂₃H₂₀N₄O₂
MW	384.44
InChIKey	JIXWGLBXKYHCCY-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.01
logP	5.7824
PSA	78.98
MR	114.641
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	63.07295
PM7_Total_Energy_ev	-4427.9141
PM7_Electronic_Energy_ev	-35873.78829
PM7_Dipole_Debye	6.0946
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.368
PM7_LUMO_Energy_ev	-0.522
PM7_COSMO_Area_square_ang	411.74
PM7_COSMO_Volue_cubic_ang	454.03
PM7_Electron_Affinity_ev	0.522
PM7_Ionization_Energy_ev	8.368
PM7_Energy_Gap_ev	7.846
PM7_Global_Hardness_ev	3.923
PM7_Global_Softness_ev	0.2549069589599796
PM7_Chemical_Potential_ev	-4.445
PM7_Electronigativity_ev	4.445
PM7_Back_Donation_Energy_ev	-0.98075
PM7_Electrophilicity_ev	2.5182290339026254
OPENEYE_Name	2-[2-hydroxy-3-[(~{E})-phenylazo]indol-1-yl]-~{N}-(p-tolyl)acetamide
SMILES	c1ccc(cc1)N=Nc2c3ccccc3n(c2O)CC(=O)Nc4ccc(cc4)C
Canonical_SMILES	O=C(Cn1c2ccccc2c(c1O)/N=N/c1ccccc1)Nc1ccc(cc1)C
InChI	1/C23H20N4O2/c1-16-11-13-17(14-12-16)24-21(28)15-27-20-10-6-5-9-19(20)22(23(27)29)26-25-18-7-3-2-4-8-18/h2-14,29H,15H2,1H3,(H,24,28)/f/h24H
InChI_3D	1S/C23H20N4O2/c1-16-11-13-17(14-12-16)24-21(28)15-27-20-10-6-5-9-19(20)22(23(27)29)26-25-18-7-3-2-4-8-18/h2-14,29H,15H2,1H3,(H,24,28)/b26-25+
AuxInfo	1/1/N:22,1,4,5,2,3,10,11,6,9,7,8,12,13,23,15,17,18,14,16,21,19,20,26,27,24,25,29,28/E:(3,4)(7,8)(11,12)(13,14)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s2;;;s3;s4;d5;d7;s8;d6;s7d8;d9s14;s12d13;d10s11;s14;d19;;s15;s21;s19;s16s20s23;s17s21;s18w24;s20;d21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s22;s22;s22;s23;s23;s26;s28;/rC:4.911,-4.3346,0;;0,1.0058,0;3.9323,-4.1295,0;5.5824,-3.5934,0;.868,-.4978,0;5.8915,5.5488,0;4.2414,6.0849,0;.868,1.5138,0;3.6217,-3.1735,0;5.2718,-2.6374,0;5.5809,4.5928,0;3.9308,5.1289,0;1.736,-.0012,0;5.2202,6.29,0;1.736,1.0058,0;4.599,4.378,0;4.2899,-2.4226,0;2.6938,-.3125,0;3.2858,.5023,0;3.3118,3.219,0;5.5292,7.2411,0;3.0028,2.268,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.29,3.4269,0;3.9809,-1.4715,0;4.2858,.5024,0;2.6427,3.9622,0;5.0655,-4.8102,0;-.4327,-.2506,0;-.4337,1.2545,0;3.5982,-4.5016,0;6.0713,-3.6981,0;.8677,-.9978,0;6.3804,5.6535,0;3.9074,6.457,0;.868,2.0138,0;3.1323,-3.071,0;5.6075,-2.2669,0;5.9166,4.2222,0;3.4414,5.0264,0;5.0537,7.3956,0;6.0047,7.0866,0;5.6837,7.7166,0;2.5273,2.4225,0;3.4783,2.1135,0;4.6245,3.0554,0;4.5358,.9354,0;
Duplicates	CHEMBL5186027_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186027_t1.sdf