CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186183_m2_p7_t0 (2528010)

Formula C₂₃H₂₃ClN₅O₃

MW 452.92

InChIKey VNPQWISOXDFPJC-VCTFXCSCNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 2

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.33

logP 3.9277

PSA 108.43

MR 133.47

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 132.89472

PM7_Total_Energy_ev -5211.24279

PM7_Electronic_Energy_ev -47419.01304

PM7_Dipole_Debye 19.44272

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.597

PM7_LUMO_Energy_ev -3.737

PM7_COSMO_Area_square_ang 409.7

PM7_COSMO_Volue_cubic_ang 508.44

PM7_Electron_Affinity_ev 3.737

PM7_Ionization_Energy_ev 10.597

PM7_Energy_Gap_ev 6.86

PM7_Global_Hardness_ev 3.43

PM7_Global_Softness_ev 0.2915451895043732

PM7_Chemical_Potential_ev -7.167

PM7_Electronigativity_ev 7.167

PM7_Back_Donation_Energy_ev -0.8575

PM7_Electrophilicity_ev 7.487738921282799

OPENEYE_Name 2-[(~{E})-[(2~{Z})-2-(5-chloro-2-oxo-indolin-3-ylidene)indolin-3-ylidene]amino]oxy-~{N}-piperidin-1-ium-4-yl-acetamide

SMILES c1ccc2c(c1)C(=NOCC(=O)NC3CC[NH2+]CC3)C(=C4c5cc(ccc5NC4=O)Cl)N2

Canonical_SMILES O=C(NC1CC[NH2+]CC1)CO/N=C/1c2ccccc2NC1=C1/C(=O)Nc2c1cc(Cl)cc2

InChI 1/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,27H,7-10,12H2,(H,26,30)(H,28,31)/p+1/fC23H23ClN5O3/h25-26,28H/q+1

InChI_3D 1S/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,27H,7-10,12H2,(H,26,30)(H,28,31)/p+1/b22-20-,29-21+

AuxInfo 1/1/N:1,2,3,4,6,5,18,19,20,21,7,23,12,22,8,9,10,11,17,13,14,15,16,32,27,28,25,26,24,30,29,31/E:(7,8)(9,10)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNN+NOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;s5d9;s6d7;s9;s8;w13s14;s13;;;;s18;s19;s18s19;s17;w14;s10s15;s11s16;s20s21;s17s22;d16;d17;s23s24;s12;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s25;s26;s27;s28;s27;/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;2.9515,-3.9088,0;3.4418,-7.102,0;1.8325,-6.4535,0;3.0661,-8.0343,0;1.4568,-7.3859,0;2.8231,-6.3163,0;2.6426,-2.9578,0;3.0028,-1.2636,0;2.6938,1.3169,0;5.8355,-.001,0;2.0717,-8.181,0;2.2824,-4.6519,0;4.569,-1.2635,0;3.9297,-4.1168,0;2.3336,-2.0067,0;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;3.7753,-6.7295,0;3.8663,-7.3662,0;1.3434,-6.3495,0;1.8505,-5.9539,0;3.5554,-8.1369,0;3.051,-8.5341,0;1.1211,-7.7564,0;1.0331,-7.1205,0;3.2641,-6.0807,0;3.1181,-2.8033,0;2.167,-3.1122,0;2.8483,1.7924,0;6.24,-.2948,0;2.2276,-8.6561,0;1.7933,-4.548,0;1.63,-8.4153,0;

Duplicates CHEMBL5186183_m2_p7_t0;CHEMBL5221877_p7_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.sdf

Formula	C₂₃H₂₃ClN₅O₃
MW	452.92
InChIKey	VNPQWISOXDFPJC-VCTFXCSCNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	2
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.33
logP	3.9277
PSA	108.43
MR	133.47
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	132.89472
PM7_Total_Energy_ev	-5211.24279
PM7_Electronic_Energy_ev	-47419.01304
PM7_Dipole_Debye	19.44272
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.597
PM7_LUMO_Energy_ev	-3.737
PM7_COSMO_Area_square_ang	409.7
PM7_COSMO_Volue_cubic_ang	508.44
PM7_Electron_Affinity_ev	3.737
PM7_Ionization_Energy_ev	10.597
PM7_Energy_Gap_ev	6.86
PM7_Global_Hardness_ev	3.43
PM7_Global_Softness_ev	0.2915451895043732
PM7_Chemical_Potential_ev	-7.167
PM7_Electronigativity_ev	7.167
PM7_Back_Donation_Energy_ev	-0.8575
PM7_Electrophilicity_ev	7.487738921282799
OPENEYE_Name	2-[(~{E})-[(2~{Z})-2-(5-chloro-2-oxo-indolin-3-ylidene)indolin-3-ylidene]amino]oxy-~{N}-piperidin-1-ium-4-yl-acetamide
SMILES	c1ccc2c(c1)C(=NOCC(=O)NC3CC[NH2+]CC3)C(=C4c5cc(ccc5NC4=O)Cl)N2
Canonical_SMILES	O=C(NC1CC[NH2+]CC1)CO/N=C/1c2ccccc2NC1=C1/C(=O)Nc2c1cc(Cl)cc2
InChI	1/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,27H,7-10,12H2,(H,26,30)(H,28,31)/p+1/fC23H23ClN5O3/h25-26,28H/q+1
InChI_3D	1S/C23H22ClN5O3/c24-13-5-6-18-16(11-13)20(23(31)28-18)22-21(15-3-1-2-4-17(15)27-22)29-32-12-19(30)26-14-7-9-25-10-8-14/h1-6,11,14,25,27H,7-10,12H2,(H,26,30)(H,28,31)/p+1/b22-20-,29-21+
AuxInfo	1/1/N:1,2,3,4,6,5,18,19,20,21,7,23,12,22,8,9,10,11,17,13,14,15,16,32,27,28,25,26,24,30,29,31/E:(7,8)(9,10)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCCNNNN+NOOOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;s7;d4s8;s5d9;s6d7;s9;s8;w13s14;s13;;;;s18;s19;s18s19;s17;w14;s10s15;s11s16;s20s21;s17s22;d16;d17;s23s24;s12;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s25;s26;s27;s28;s27;/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;2.9515,-3.9088,0;3.4418,-7.102,0;1.8325,-6.4535,0;3.0661,-8.0343,0;1.4568,-7.3859,0;2.8231,-6.3163,0;2.6426,-2.9578,0;3.0028,-1.2636,0;2.6938,1.3169,0;5.8355,-.001,0;2.0717,-8.181,0;2.2824,-4.6519,0;4.569,-1.2635,0;3.9297,-4.1168,0;2.3336,-2.0067,0;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;3.7753,-6.7295,0;3.8663,-7.3662,0;1.3434,-6.3495,0;1.8505,-5.9539,0;3.5554,-8.1369,0;3.051,-8.5341,0;1.1211,-7.7564,0;1.0331,-7.1205,0;3.2641,-6.0807,0;3.1181,-2.8033,0;2.167,-3.1122,0;2.8483,1.7924,0;6.24,-.2948,0;2.2276,-8.6561,0;1.7933,-4.548,0;1.63,-8.4153,0;
Duplicates	CHEMBL5186183_m2_p7_t0;CHEMBL5221877_p7_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186183_m2_p7_t0.sdf