CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197102 (2539955)

Formula C₂₀H₁₈ClN₃O₂

MW 367.83

InChIKey UTDQICSADFPUBS-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 48

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.13

logP 3.4015

PSA 63.58

MR 103.488

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 23.41872

PM7_Total_Energy_ev -4113.72044

PM7_Electronic_Energy_ev -32896.2051

PM7_Dipole_Debye 4.57267

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.077

PM7_LUMO_Energy_ev -1.007

PM7_COSMO_Area_square_ang 357.87

PM7_COSMO_Volue_cubic_ang 413.94

PM7_Electron_Affinity_ev 1.007

PM7_Ionization_Energy_ev 9.077

PM7_Energy_Gap_ev 8.07

PM7_Global_Hardness_ev 4.035

PM7_Global_Softness_ev 0.24783147459727387

PM7_Chemical_Potential_ev -5.042

PM7_Electronigativity_ev 5.042

PM7_Back_Donation_Energy_ev -1.00875

PM7_Electrophilicity_ev 3.1501566294919456

OPENEYE_Name (1~{S},2~{R},6~{R},7~{R})-~{N}-(4-chlorophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide

SMILES c1cc(cnc1)C2=NOC3(C2C4CCC3C4)C(=O)Nc5ccc(cc5)Cl

Canonical_SMILES Clc1ccc(cc1)NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1

InChI 1/C20H18ClN3O2/c21-15-5-7-16(8-6-15)23-19(25)20-14-4-3-12(10-14)17(20)18(24-26-20)13-2-1-9-22-11-13/h1-2,5-9,11-12,14,17H,3-4,10H2,(H,23,25)/f/h23H

InChI_3D 1S/C20H18ClN3O2/c21-15-5-7-16(8-6-15)23-19(25)20-14-4-3-12(10-14)17(20)18(24-26-20)13-2-1-9-22-11-13/h1-2,5-9,11-12,14,17H,3-4,10H2,(H,23,25)/t12-,14+,17-,20-/m1/s1

AuxInfo 1/1/N:1,2,14,15,5,6,3,4,7,16,8,18,9,19,11,10,17,12,13,20,26,21,23,22,24,25/E:(5,6)(7,8)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s2d8;s3d4;s5d6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10s13;d13;s20s22;s11;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;/rC:-.4419,-4.1764,0;-.7407,-3.222,0;1.8779,2.034,0;.1522,2.2134,0;1.9819,3.0338,0;.2562,3.2132,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.1716,3.6285,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.275,4.6231,0;-.7799,-4.5448,0;-1.229,-3.1143,0;2.2823,1.7399,0;-.304,2.0089,0;2.4391,3.2363,0;-.1495,3.5055,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;1.1874,-.4052,0;

Duplicates CHEMBL5197102

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.sdf

Formula	C₂₀H₁₈ClN₃O₂
MW	367.83
InChIKey	UTDQICSADFPUBS-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	48
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.13
logP	3.4015
PSA	63.58
MR	103.488
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	23.41872
PM7_Total_Energy_ev	-4113.72044
PM7_Electronic_Energy_ev	-32896.2051
PM7_Dipole_Debye	4.57267
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.077
PM7_LUMO_Energy_ev	-1.007
PM7_COSMO_Area_square_ang	357.87
PM7_COSMO_Volue_cubic_ang	413.94
PM7_Electron_Affinity_ev	1.007
PM7_Ionization_Energy_ev	9.077
PM7_Energy_Gap_ev	8.07
PM7_Global_Hardness_ev	4.035
PM7_Global_Softness_ev	0.24783147459727387
PM7_Chemical_Potential_ev	-5.042
PM7_Electronigativity_ev	5.042
PM7_Back_Donation_Energy_ev	-1.00875
PM7_Electrophilicity_ev	3.1501566294919456
OPENEYE_Name	(1~{S},2~{R},6~{R},7~{R})-~{N}-(4-chlorophenyl)-5-(3-pyridyl)-3-oxa-4-azatricyclo[5.2.1.0^{2,6}]dec-4-ene-2-carboxamide
SMILES	c1cc(cnc1)C2=NOC3(C2C4CCC3C4)C(=O)Nc5ccc(cc5)Cl
Canonical_SMILES	Clc1ccc(cc1)NC(=O)[C@@]12ON=C([C@H]2[C@H]2C[C@@H]1CC2)c1cccnc1
InChI	1/C20H18ClN3O2/c21-15-5-7-16(8-6-15)23-19(25)20-14-4-3-12(10-14)17(20)18(24-26-20)13-2-1-9-22-11-13/h1-2,5-9,11-12,14,17H,3-4,10H2,(H,23,25)/f/h23H
InChI_3D	1S/C20H18ClN3O2/c21-15-5-7-16(8-6-15)23-19(25)20-14-4-3-12(10-14)17(20)18(24-26-20)13-2-1-9-22-11-13/h1-2,5-9,11-12,14,17H,3-4,10H2,(H,23,25)/t12-,14+,17-,20-/m1/s1
AuxInfo	1/1/N:1,2,14,15,5,6,3,4,7,16,8,18,9,19,11,10,17,12,13,20,26,21,23,22,24,25/E:(5,6)(7,8)/F:m/E:m/rA:44cCCCCCCCCCCCCCCCCCCCCNNNOOClHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s4;s1;;s2d8;s3d4;s5d6;s9;;;s14;;s12;s14s16s17;s15s16;s13s17s19;d7s8;d12;s10s13;d13;s20s22;s11;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s23;/rC:-.4419,-4.1764,0;-.7407,-3.222,0;1.8779,2.034,0;.1522,2.2134,0;1.9819,3.0338,0;.2562,3.2132,0;.5397,-4.393,0;.9136,-2.6988,0;-.068,-2.4821,0;.9636,1.6289,0;1.1716,3.6285,0;-.5982,-.8144,0;-.1305,-.5195,0;-3.2852,-.4992,0;-3.2856,.5069,0;-2.9659,-.0171,0;-1.5469,-.4983,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5474,.5076,0;1.2224,-3.6553,0;;.7826,-.1117,0;-.2339,-1.5141,0;-.5899,.8205,0;1.275,4.6231,0;-.7799,-4.5448,0;-1.229,-3.1143,0;2.2823,1.7399,0;-.304,2.0089,0;2.4391,3.2363,0;-.1495,3.5055,0;.6891,-4.8702,0;1.25,-2.3288,0;-3.4606,-.9674,0;-3.7772,-.4102,0;-3.7781,.4203,0;-3.4559,.977,0;-3.3513,-.3357,0;-3.3524,.3001,0;-1.495,-.9956,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;1.1874,-.4052,0;
Duplicates	CHEMBL5197102
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197102.sdf