CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187343 (2529248)

Formula C₂₃H₂₃N₃O₄

MW 405.45

InChIKey MFWCLUAJCNUOHW-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.11

logP 2.8948

PSA 87.74

MR 120.17

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -89.92317

PM7_Total_Energy_ev -4875.04241

PM7_Electronic_Energy_ev -39912.24141

PM7_Dipole_Debye 2.12154

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.601

PM7_LUMO_Energy_ev -0.653

PM7_COSMO_Area_square_ang 417.05

PM7_COSMO_Volue_cubic_ang 476.01

PM7_Electron_Affinity_ev 0.653

PM7_Ionization_Energy_ev 8.601

PM7_Energy_Gap_ev 7.948

PM7_Global_Hardness_ev 3.974

PM7_Global_Softness_ev 0.25163563160543534

PM7_Chemical_Potential_ev -4.627

PM7_Electronigativity_ev 4.627

PM7_Back_Donation_Energy_ev -0.9935

PM7_Electrophilicity_ev 2.693649849018621

OPENEYE_Name (~{E})-~{N}-(2-methoxyphenyl)-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)Nc4ccccc4OC

Canonical_SMILES COc1ccccc1NC(=O)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O

InChI 1/C23H23N3O4/c1-30-19-10-5-4-9-18(19)24-20(27)11-12-21(28)26-14-6-13-23(26)15-16-7-2-3-8-17(16)25-22(23)29/h2-5,7-12H,6,13-15H2,1H3,(H,24,27)(H,25,29)/f/h24-25H

InChI_3D 1S/C23H23N3O4/c1-30-19-10-5-4-9-18(19)24-20(27)11-12-21(28)26-14-6-13-23(26)15-16-7-2-3-8-17(16)25-22(23)29/h2-5,7-12H,6,13-15H2,1H3,(H,24,27)(H,25,29)/b12-11+/t23-/m1/s1

AuxInfo 1/1/N:23,1,2,3,4,19,5,6,7,8,15,14,20,21,18,9,10,11,12,17,16,13,22,26,24,25,29,28,27,30/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;d8s11;;;w14;s14;s15;s9;;s19;s19;s13s18s20;;s10s13;s16s21s22;s11s17;d13;d16;d17;s12s23;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s23;s24;s26;/rC:9.9523,4.082,0;9.2111,4.7533,0;;-.8675,.4975,0;9.7415,3.1044,0;8.2592,4.4471,0;.8675,.4975,0;-.8675,1.5027,0;8.7895,2.7982,0;8.0484,3.4696,0;.8675,1.5027,0;0,2.0104,0;6.8856,2.1858,0;4.3316,1.4925,0;3.467,1.995,0;5.1991,1.9899,0;2.5995,1.4976,0;8.5787,1.8207,0;7.7912,-.0952,0;8.2937,.7694,0;6.8136,.1156,0;7.6268,1.5145,0;-.866,3.5104,0;7.0964,3.1633,0;6.712,1.1105,0;1.735,2.0001,0;5.9336,1.8796,0;5.202,2.9899,0;2.5966,.4976,0;0,3.0104,0;10.4283,4.2351,0;9.3165,5.2421,0;0,-.5,0;-1.3001,.2469,0;10.1121,2.7688,0;7.8886,4.7827,0;1.3001,.2469,0;-1.3012,1.7514,0;4.3301,.9925,0;3.4685,2.495,0;9.0784,1.8018,0;8.6469,1.3254,0;8.2473,-.2999,0;7.6353,-.5702,0;8.6294,1.14,0;8.6974,.4743,0;6.7599,-.3815,0;6.3136,.1171,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;6.7258,3.499,0;1.7365,2.5001,0;

Duplicates CHEMBL5187343

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.sdf

Formula	C₂₃H₂₃N₃O₄
MW	405.45
InChIKey	MFWCLUAJCNUOHW-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.11
logP	2.8948
PSA	87.74
MR	120.17
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-89.92317
PM7_Total_Energy_ev	-4875.04241
PM7_Electronic_Energy_ev	-39912.24141
PM7_Dipole_Debye	2.12154
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.601
PM7_LUMO_Energy_ev	-0.653
PM7_COSMO_Area_square_ang	417.05
PM7_COSMO_Volue_cubic_ang	476.01
PM7_Electron_Affinity_ev	0.653
PM7_Ionization_Energy_ev	8.601
PM7_Energy_Gap_ev	7.948
PM7_Global_Hardness_ev	3.974
PM7_Global_Softness_ev	0.25163563160543534
PM7_Chemical_Potential_ev	-4.627
PM7_Electronigativity_ev	4.627
PM7_Back_Donation_Energy_ev	-0.9935
PM7_Electrophilicity_ev	2.693649849018621
OPENEYE_Name	(~{E})-~{N}-(2-methoxyphenyl)-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)Nc4ccccc4OC
Canonical_SMILES	COc1ccccc1NC(=O)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O
InChI	1/C23H23N3O4/c1-30-19-10-5-4-9-18(19)24-20(27)11-12-21(28)26-14-6-13-23(26)15-16-7-2-3-8-17(16)25-22(23)29/h2-5,7-12H,6,13-15H2,1H3,(H,24,27)(H,25,29)/f/h24-25H
InChI_3D	1S/C23H23N3O4/c1-30-19-10-5-4-9-18(19)24-20(27)11-12-21(28)26-14-6-13-23(26)15-16-7-2-3-8-17(16)25-22(23)29/h2-5,7-12H,6,13-15H2,1H3,(H,24,27)(H,25,29)/b12-11+/t23-/m1/s1
AuxInfo	1/1/N:23,1,2,3,4,19,5,6,7,8,15,14,20,21,18,9,10,11,12,17,16,13,22,26,24,25,29,28,27,30/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;d8s11;;;w14;s14;s15;s9;;s19;s19;s13s18s20;;s10s13;s16s21s22;s11s17;d13;d16;d17;s12s23;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s23;s24;s26;/rC:9.9523,4.082,0;9.2111,4.7533,0;;-.8675,.4975,0;9.7415,3.1044,0;8.2592,4.4471,0;.8675,.4975,0;-.8675,1.5027,0;8.7895,2.7982,0;8.0484,3.4696,0;.8675,1.5027,0;0,2.0104,0;6.8856,2.1858,0;4.3316,1.4925,0;3.467,1.995,0;5.1991,1.9899,0;2.5995,1.4976,0;8.5787,1.8207,0;7.7912,-.0952,0;8.2937,.7694,0;6.8136,.1156,0;7.6268,1.5145,0;-.866,3.5104,0;7.0964,3.1633,0;6.712,1.1105,0;1.735,2.0001,0;5.9336,1.8796,0;5.202,2.9899,0;2.5966,.4976,0;0,3.0104,0;10.4283,4.2351,0;9.3165,5.2421,0;0,-.5,0;-1.3001,.2469,0;10.1121,2.7688,0;7.8886,4.7827,0;1.3001,.2469,0;-1.3012,1.7514,0;4.3301,.9925,0;3.4685,2.495,0;9.0784,1.8018,0;8.6469,1.3254,0;8.2473,-.2999,0;7.6353,-.5702,0;8.6294,1.14,0;8.6974,.4743,0;6.7599,-.3815,0;6.3136,.1171,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;6.7258,3.499,0;1.7365,2.5001,0;
Duplicates	CHEMBL5187343
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187343.sdf