CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111749_p0 (12824)

Formula C₂₁H₂₆ClN₃O₂

MW 387.91

InChIKey DCJWAUUNGWWIFD-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.45

logP 4.0424

PSA 53.6

MR 113.465

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -35.75669

PM7_Total_Energy_ev -4345.9582

PM7_Electronic_Energy_ev -36261.55603

PM7_Dipole_Debye 6.44062

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.626

PM7_LUMO_Energy_ev -0.266

PM7_COSMO_Area_square_ang 411.95

PM7_COSMO_Volue_cubic_ang 475.23

PM7_Electron_Affinity_ev 0.266

PM7_Ionization_Energy_ev 8.626

PM7_Energy_Gap_ev 8.36

PM7_Global_Hardness_ev 4.18

PM7_Global_Softness_ev 0.23923444976076555

PM7_Chemical_Potential_ev -4.446

PM7_Electronigativity_ev 4.446

PM7_Back_Donation_Energy_ev -1.045

PM7_Electrophilicity_ev 2.364463636363636

OPENEYE_Name ~{N}-[(1~{R},3~{R},4~{S})-1-benzyl-4-methyl-pyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide

SMILES c1ccc(cc1)CN2CC(C(C2)NC(=O)c3cc(c(cc3OC)NC)Cl)C

Canonical_SMILES COc1cc(NC)c(cc1C(=O)N[C@H]1CN(C[C@@H]1C)Cc1ccccc1)Cl

InChI 1/C21H26ClN3O2/c1-14-11-25(12-15-7-5-4-6-8-15)13-19(14)24-21(26)16-9-17(22)18(23-2)10-20(16)27-3/h4-10,14,19,23H,11-13H2,1-3H3,(H,24,26)/f/h24H

InChI_3D 1S/C21H26ClN3O2/c1-14-11-25(12-15-7-5-4-6-8-15)13-19(14)24-21(26)16-9-17(22)18(23-2)10-20(16)27-3/h4-10,14,19,23H,11-13H2,1-3H3,(H,24,26)/t14-,19-/m0/s1

AuxInfo 1/1/N:18,19,20,1,2,3,4,5,6,7,14,21,15,16,9,8,12,10,17,11,13,27,23,24,22,25,26/E:(5,6)(7,8)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d4s5;s7;d7s8;s6d10;s8;;;s14;s15s16;s16;;;s9;s14s15s21;s10s19;s13s17;d13;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;/rC:.4947,5.553,0;1.3629,5.0568,0;-.3721,5.0542,0;1.3645,4.0516,0;-.3705,4.049,0;4.3084,-2.4837,0;5.6481,-.9918,0;3.998,-1.5276,0;.4977,3.5426,0;5.9586,-1.9478,0;4.6694,-.7865,0;5.2903,-2.6986,0;3.0202,-1.3182,0;-.3065,.9518,0;1.3133,.9518,0;;1.0015,0,0;-1.7124,-.3609,0;7.6044,-1.408,0;5.0298,.9076,0;.4993,2.5426,0;.5008,1.5426,0;6.9373,-2.153,0;2.7127,-.3666,0;2.3498,-2.0602,0;4.3605,.1646,0;5.5992,-3.6497,0;.4939,6.053,0;1.7952,5.3081,0;-.8051,5.3041,0;1.7986,3.8036,0;-.8039,3.7996,0;3.9727,-2.8542,0;5.9822,-.6197,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.0518,-.4973,0;.9488,-.4972,0;-1.6093,-.8501,0;-1.8155,.1284,0;-2.2016,-.4639,0;7.2319,-1.0744,0;7.9769,-1.7415,0;7.9379,-1.0355,0;4.6583,1.2422,0;5.4013,.573,0;5.3644,1.2791,0;.9993,2.5434,0;-.0007,2.5418,0;7.0932,-2.6281,0;3.0478,.0044,0;

Duplicates CHEMBL111749_p0;CHEMBL326454_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.sdf

Formula	C₂₁H₂₆ClN₃O₂
MW	387.91
InChIKey	DCJWAUUNGWWIFD-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.45
logP	4.0424
PSA	53.6
MR	113.465
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-35.75669
PM7_Total_Energy_ev	-4345.9582
PM7_Electronic_Energy_ev	-36261.55603
PM7_Dipole_Debye	6.44062
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.626
PM7_LUMO_Energy_ev	-0.266
PM7_COSMO_Area_square_ang	411.95
PM7_COSMO_Volue_cubic_ang	475.23
PM7_Electron_Affinity_ev	0.266
PM7_Ionization_Energy_ev	8.626
PM7_Energy_Gap_ev	8.36
PM7_Global_Hardness_ev	4.18
PM7_Global_Softness_ev	0.23923444976076555
PM7_Chemical_Potential_ev	-4.446
PM7_Electronigativity_ev	4.446
PM7_Back_Donation_Energy_ev	-1.045
PM7_Electrophilicity_ev	2.364463636363636
OPENEYE_Name	~{N}-[(1~{R},3~{R},4~{S})-1-benzyl-4-methyl-pyrrolidin-3-yl]-5-chloro-2-methoxy-4-(methylamino)benzamide
SMILES	c1ccc(cc1)CN2CC(C(C2)NC(=O)c3cc(c(cc3OC)NC)Cl)C
Canonical_SMILES	COc1cc(NC)c(cc1C(=O)N[C@H]1CN(C[C@@H]1C)Cc1ccccc1)Cl
InChI	1/C21H26ClN3O2/c1-14-11-25(12-15-7-5-4-6-8-15)13-19(14)24-21(26)16-9-17(22)18(23-2)10-20(16)27-3/h4-10,14,19,23H,11-13H2,1-3H3,(H,24,26)/f/h24H
InChI_3D	1S/C21H26ClN3O2/c1-14-11-25(12-15-7-5-4-6-8-15)13-19(14)24-21(26)16-9-17(22)18(23-2)10-20(16)27-3/h4-10,14,19,23H,11-13H2,1-3H3,(H,24,26)/t14-,19-/m0/s1
AuxInfo	1/1/N:18,19,20,1,2,3,4,5,6,7,14,21,15,16,9,8,12,10,17,11,13,27,23,24,22,25,26/E:(5,6)(7,8)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;d4s5;s7;d7s8;s6d10;s8;;;s14;s15s16;s16;;;s9;s14s15s21;s10s19;s13s17;d13;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;/rC:.4947,5.553,0;1.3629,5.0568,0;-.3721,5.0542,0;1.3645,4.0516,0;-.3705,4.049,0;4.3084,-2.4837,0;5.6481,-.9918,0;3.998,-1.5276,0;.4977,3.5426,0;5.9586,-1.9478,0;4.6694,-.7865,0;5.2903,-2.6986,0;3.0202,-1.3182,0;-.3065,.9518,0;1.3133,.9518,0;;1.0015,0,0;-1.7124,-.3609,0;7.6044,-1.408,0;5.0298,.9076,0;.4993,2.5426,0;.5008,1.5426,0;6.9373,-2.153,0;2.7127,-.3666,0;2.3498,-2.0602,0;4.3605,.1646,0;5.5992,-3.6497,0;.4939,6.053,0;1.7952,5.3081,0;-.8051,5.3041,0;1.7986,3.8036,0;-.8039,3.7996,0;3.9727,-2.8542,0;5.9822,-.6197,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;.0518,-.4973,0;.9488,-.4972,0;-1.6093,-.8501,0;-1.8155,.1284,0;-2.2016,-.4639,0;7.2319,-1.0744,0;7.9769,-1.7415,0;7.9379,-1.0355,0;4.6583,1.2422,0;5.4013,.573,0;5.3644,1.2791,0;.9993,2.5434,0;-.0007,2.5418,0;7.0932,-2.6281,0;3.0478,.0044,0;
Duplicates	CHEMBL111749_p0;CHEMBL326454_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111749_p0.sdf