CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195070_m2_p7_t0 (2537739)

Formula C₂₃H₂₃ClN₅O₃

MW 452.92

InChIKey DGUWNTHQJPVGBY-QJUPZREHNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.8

logP 2.9896

PSA 87.47

MR 137.573

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 151.92915

PM7_Total_Energy_ev -5210.48142

PM7_Electronic_Energy_ev -46807.76165

PM7_Dipole_Debye 20.98047

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.468

PM7_LUMO_Energy_ev -3.99

PM7_COSMO_Area_square_ang 414.17

PM7_COSMO_Volue_cubic_ang 509.97

PM7_Electron_Affinity_ev 3.99

PM7_Ionization_Energy_ev 10.468

PM7_Energy_Gap_ev 6.478

PM7_Global_Hardness_ev 3.239

PM7_Global_Softness_ev 0.30873726458783574

PM7_Chemical_Potential_ev -7.229

PM7_Electronigativity_ev 7.229

PM7_Back_Donation_Energy_ev -0.80975

PM7_Electrophilicity_ev 8.067064062982402

OPENEYE_Name (3~{Z})-5-chloro-3-[(3~{E})-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxo-ethoxy]iminoindolin-2-ylidene]indolin-2-one

SMILES c1ccc2c(c1)C(=NOCC(=O)N3CC[NH+](CC3)C)C(=C4c5cc(ccc5NC4=O)Cl)N2

Canonical_SMILES C[N@@H+]1CCN(CC1)C(=O)CO/N=C/1c2ccccc2NC1=C1/C(=O)Nc2c1cc(Cl)cc2

InChI 1/C23H22ClN5O3/c1-28-8-10-29(11-9-28)19(30)13-32-27-21-15-4-2-3-5-17(15)25-22(21)20-16-12-14(24)6-7-18(16)26-23(20)31/h2-7,12,25H,8-11,13H2,1H3,(H,26,31)/p+1/fC23H23ClN5O3/h26,28H/q+1

InChI_3D 1S/C23H22ClN5O3/c1-28-8-10-29(11-9-28)19(30)13-32-27-21-15-4-2-3-5-17(15)25-22(21)20-16-12-14(24)6-7-18(16)26-23(20)31/h2-7,12,25H,8-11,13H2,1H3,(H,26,31)/p+1/b22-20-,27-21+

AuxInfo 1/1/N:22,1,2,3,4,6,5,20,21,18,19,7,23,12,8,9,10,11,17,13,14,15,16,32,25,26,24,28,27,30,29,31/E:(8,9)(10,11)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;s5d9;s6d7;s9;s8;w13s14;s13;;;;s18;s19;;s17;w14;s10s15;s11s16;s17s18s19;s20s21s22;d16;d17;s23s24;s12;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s22;s23;s23;s25;s26;s28;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5868,1.6747,0;6.3718,2.6572,0;4.6736,2.2961,0;1.736,-.0012,0;4.8778,1.3171,0;1.736,1.0058,0;5.8355,1.0061,0;5.4152,2.9679,0;4.2858,.5024,0;2.6938,-.3125,0;3.2858,.5023,0;4.8779,-.3124,0;3.1833,-4.6221,0;4.8285,-4.0851,0;4.4677,-5.782,0;5.8116,-4.2942,0;5.4509,-5.991,0;7.6713,-4.4237,0;2.8743,-3.6711,0;3.2345,-1.9769,0;2.6938,1.3169,0;5.8355,-.001,0;4.1614,-4.8301,0;6.1277,-5.2481,0;4.569,-1.2635,0;2.5141,-5.3652,0;2.5653,-2.72,0;5.2057,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0623,1.5202,0;6.7423,2.9929,0;4.1981,2.4508,0;4.404,-3.8209,0;5.0154,-3.6214,0;4.4498,-6.2817,0;3.9725,-5.8507,0;5.8282,-3.7944,0;6.3065,-4.2227,0;5.8739,-6.2576,0;5.2627,-6.4542,0;7.4357,-3.9826,0;7.9068,-4.8647,0;8.1123,-4.1881,0;3.3498,-3.5166,0;2.3988,-3.8255,0;2.8483,1.7924,0;6.24,-.2948,0;6.4347,-5.6427,0;

Duplicates CHEMBL5195070_m2_p7_t0;CHEMBL5222320_p7_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.sdf

Formula	C₂₃H₂₃ClN₅O₃
MW	452.92
InChIKey	DGUWNTHQJPVGBY-QJUPZREHNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.8
logP	2.9896
PSA	87.47
MR	137.573
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	151.92915
PM7_Total_Energy_ev	-5210.48142
PM7_Electronic_Energy_ev	-46807.76165
PM7_Dipole_Debye	20.98047
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.468
PM7_LUMO_Energy_ev	-3.99
PM7_COSMO_Area_square_ang	414.17
PM7_COSMO_Volue_cubic_ang	509.97
PM7_Electron_Affinity_ev	3.99
PM7_Ionization_Energy_ev	10.468
PM7_Energy_Gap_ev	6.478
PM7_Global_Hardness_ev	3.239
PM7_Global_Softness_ev	0.30873726458783574
PM7_Chemical_Potential_ev	-7.229
PM7_Electronigativity_ev	7.229
PM7_Back_Donation_Energy_ev	-0.80975
PM7_Electrophilicity_ev	8.067064062982402
OPENEYE_Name	(3~{Z})-5-chloro-3-[(3~{E})-3-[2-(4-methylpiperazin-4-ium-1-yl)-2-oxo-ethoxy]iminoindolin-2-ylidene]indolin-2-one
SMILES	c1ccc2c(c1)C(=NOCC(=O)N3CC[NH+](CC3)C)C(=C4c5cc(ccc5NC4=O)Cl)N2
Canonical_SMILES	C[N@@H+]1CCN(CC1)C(=O)CO/N=C/1c2ccccc2NC1=C1/C(=O)Nc2c1cc(Cl)cc2
InChI	1/C23H22ClN5O3/c1-28-8-10-29(11-9-28)19(30)13-32-27-21-15-4-2-3-5-17(15)25-22(21)20-16-12-14(24)6-7-18(16)26-23(20)31/h2-7,12,25H,8-11,13H2,1H3,(H,26,31)/p+1/fC23H23ClN5O3/h26,28H/q+1
InChI_3D	1S/C23H22ClN5O3/c1-28-8-10-29(11-9-28)19(30)13-32-27-21-15-4-2-3-5-17(15)25-22(21)20-16-12-14(24)6-7-18(16)26-23(20)31/h2-7,12,25H,8-11,13H2,1H3,(H,26,31)/p+1/b22-20-,27-21+
AuxInfo	1/1/N:22,1,2,3,4,6,5,20,21,18,19,7,23,12,8,9,10,11,17,13,14,15,16,32,25,26,24,28,27,30,29,31/E:(8,9)(10,11)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNNN+OOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;s5d9;s6d7;s9;s8;w13s14;s13;;;;s18;s19;;s17;w14;s10s15;s11s16;s17s18s19;s20s21s22;d16;d17;s23s24;s12;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s22;s23;s23;s25;s26;s28;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;6.5868,1.6747,0;6.3718,2.6572,0;4.6736,2.2961,0;1.736,-.0012,0;4.8778,1.3171,0;1.736,1.0058,0;5.8355,1.0061,0;5.4152,2.9679,0;4.2858,.5024,0;2.6938,-.3125,0;3.2858,.5023,0;4.8779,-.3124,0;3.1833,-4.6221,0;4.8285,-4.0851,0;4.4677,-5.782,0;5.8116,-4.2942,0;5.4509,-5.991,0;7.6713,-4.4237,0;2.8743,-3.6711,0;3.2345,-1.9769,0;2.6938,1.3169,0;5.8355,-.001,0;4.1614,-4.8301,0;6.1277,-5.2481,0;4.569,-1.2635,0;2.5141,-5.3652,0;2.5653,-2.72,0;5.2057,3.9457,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0623,1.5202,0;6.7423,2.9929,0;4.1981,2.4508,0;4.404,-3.8209,0;5.0154,-3.6214,0;4.4498,-6.2817,0;3.9725,-5.8507,0;5.8282,-3.7944,0;6.3065,-4.2227,0;5.8739,-6.2576,0;5.2627,-6.4542,0;7.4357,-3.9826,0;7.9068,-4.8647,0;8.1123,-4.1881,0;3.3498,-3.5166,0;2.3988,-3.8255,0;2.8483,1.7924,0;6.24,-.2948,0;6.4347,-5.6427,0;
Duplicates	CHEMBL5195070_m2_p7_t0;CHEMBL5222320_p7_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195070_m2_p7_t0.sdf