CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195285 (2537981)

Formula C₂₂H₂₀ClN₃O₃

MW 409.87

InChIKey KHZQBWGDKSRMLX-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.87

logP 3.5396

PSA 78.51

MR 118.688

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.75295

PM7_Total_Energy_ev -4683.75586

PM7_Electronic_Energy_ev -37086.69474

PM7_Dipole_Debye 5.75024

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.023

PM7_LUMO_Energy_ev -0.963

PM7_COSMO_Area_square_ang 409.19

PM7_COSMO_Volue_cubic_ang 464.73

PM7_Electron_Affinity_ev 0.963

PM7_Ionization_Energy_ev 9.023

PM7_Energy_Gap_ev 8.06

PM7_Global_Hardness_ev 4.03

PM7_Global_Softness_ev 0.24813895781637718

PM7_Chemical_Potential_ev -4.993

PM7_Electronigativity_ev 4.993

PM7_Back_Donation_Energy_ev -1.0075

PM7_Electrophilicity_ev 3.093058188585608

OPENEYE_Name (~{E})-~{N}-(4-chlorophenyl)-4-oxo-4-[(3~{R})-2-oxospiro[1,4-dihydroquinoline-3,2'-pyrrolidine]-1'-yl]but-2-enamide

SMILES c1ccc2c(c1)CC3(C(=O)N2)CCCN3C(=O)C=CC(=O)Nc4ccc(cc4)Cl

Canonical_SMILES O=C(Nc1ccc(cc1)Cl)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O

InChI 1/C22H20ClN3O3/c23-16-6-8-17(9-7-16)24-19(27)10-11-20(28)26-13-3-12-22(26)14-15-4-1-2-5-18(15)25-21(22)29/h1-2,4-11H,3,12-14H2,(H,24,27)(H,25,29)/f/h24-25H

InChI_3D 1S/C22H20ClN3O3/c23-16-6-8-17(9-7-16)24-19(27)10-11-20(28)26-13-3-12-22(26)14-15-4-1-2-5-18(15)25-21(22)29/h1-2,4-11H,3,12-14H2,(H,24,27)(H,25,29)/b11-10+/t22-/m1/s1

AuxInfo 1/1/N:1,2,19,3,4,7,8,5,6,15,14,20,21,18,9,12,11,10,17,16,13,22,29,25,23,24,28,27,26/E:(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;d3;d4s9;s5d6;s7d8;;;w14;s14;s15;s9;;s19;s19;s13s18s20;s10s13;s16s21s22;s11s17;d13;d16;d17;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s25;/rC:-2.2817,-9.1641,0;-1.3306,-8.8551,0;-3.0248,-8.4949,0;-1.1227,-7.8769,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.8169,-7.5168,0;-1.8658,-7.2078,0;;0,2.0104,0;-2.4011,-5.5605,0;-1.7321,-3,0;-.866,-2.5,0;-1.7321,-4,0;-.866,-1.5,0;-3.56,-6.8477,0;-4.8303,-5.2114,0;-4.3303,-6.0774,0;-4.1611,-4.4683,0;-3.3521,-5.8695,0;-1.6579,-6.2296,0;-3.2476,-4.875,0;0,-1,0;-2.1932,-4.5824,0;-.866,-4.5,0;-1.7321,-1,0;0,3.0104,0;-2.3856,-9.6532,0;-.959,-9.1896,0;-3.5003,-8.6495,0;-.6472,-7.7224,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.1651,-2.75,0;-.433,-2.75,0;-3.825,-7.2717,0;-4.0236,-6.6604,0;-5.2348,-5.5053,0;-5.1648,-4.8398,0;-4.1758,-6.553,0;-4.787,-6.2808,0;-4.5656,-4.1744,0;-3.9111,-4.0353,0;-1.1824,-6.0751,0;.433,-1.25,0;

Duplicates CHEMBL5195285

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.sdf

Formula	C₂₂H₂₀ClN₃O₃
MW	409.87
InChIKey	KHZQBWGDKSRMLX-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.87
logP	3.5396
PSA	78.51
MR	118.688
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.75295
PM7_Total_Energy_ev	-4683.75586
PM7_Electronic_Energy_ev	-37086.69474
PM7_Dipole_Debye	5.75024
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.023
PM7_LUMO_Energy_ev	-0.963
PM7_COSMO_Area_square_ang	409.19
PM7_COSMO_Volue_cubic_ang	464.73
PM7_Electron_Affinity_ev	0.963
PM7_Ionization_Energy_ev	9.023
PM7_Energy_Gap_ev	8.06
PM7_Global_Hardness_ev	4.03
PM7_Global_Softness_ev	0.24813895781637718
PM7_Chemical_Potential_ev	-4.993
PM7_Electronigativity_ev	4.993
PM7_Back_Donation_Energy_ev	-1.0075
PM7_Electrophilicity_ev	3.093058188585608
OPENEYE_Name	(~{E})-~{N}-(4-chlorophenyl)-4-oxo-4-[(3~{R})-2-oxospiro[1,4-dihydroquinoline-3,2'-pyrrolidine]-1'-yl]but-2-enamide
SMILES	c1ccc2c(c1)CC3(C(=O)N2)CCCN3C(=O)C=CC(=O)Nc4ccc(cc4)Cl
Canonical_SMILES	O=C(Nc1ccc(cc1)Cl)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O
InChI	1/C22H20ClN3O3/c23-16-6-8-17(9-7-16)24-19(27)10-11-20(28)26-13-3-12-22(26)14-15-4-1-2-5-18(15)25-21(22)29/h1-2,4-11H,3,12-14H2,(H,24,27)(H,25,29)/f/h24-25H
InChI_3D	1S/C22H20ClN3O3/c23-16-6-8-17(9-7-16)24-19(27)10-11-20(28)26-13-3-12-22(26)14-15-4-1-2-5-18(15)25-21(22)29/h1-2,4-11H,3,12-14H2,(H,24,27)(H,25,29)/b11-10+/t22-/m1/s1
AuxInfo	1/1/N:1,2,19,3,4,7,8,5,6,15,14,20,21,18,9,12,11,10,17,16,13,22,29,25,23,24,28,27,26/E:(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d5;s6;d3;d4s9;s5d6;s7d8;;;w14;s14;s15;s9;;s19;s19;s13s18s20;s10s13;s16s21s22;s11s17;d13;d16;d17;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s25;/rC:-2.2817,-9.1641,0;-1.3306,-8.8551,0;-3.0248,-8.4949,0;-1.1227,-7.8769,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.8169,-7.5168,0;-1.8658,-7.2078,0;;0,2.0104,0;-2.4011,-5.5605,0;-1.7321,-3,0;-.866,-2.5,0;-1.7321,-4,0;-.866,-1.5,0;-3.56,-6.8477,0;-4.8303,-5.2114,0;-4.3303,-6.0774,0;-4.1611,-4.4683,0;-3.3521,-5.8695,0;-1.6579,-6.2296,0;-3.2476,-4.875,0;0,-1,0;-2.1932,-4.5824,0;-.866,-4.5,0;-1.7321,-1,0;0,3.0104,0;-2.3856,-9.6532,0;-.959,-9.1896,0;-3.5003,-8.6495,0;-.6472,-7.7224,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.1651,-2.75,0;-.433,-2.75,0;-3.825,-7.2717,0;-4.0236,-6.6604,0;-5.2348,-5.5053,0;-5.1648,-4.8398,0;-4.1758,-6.553,0;-4.787,-6.2808,0;-4.5656,-4.1744,0;-3.9111,-4.0353,0;-1.1824,-6.0751,0;.433,-1.25,0;
Duplicates	CHEMBL5195285
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195285.sdf