CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186924 (2528805)

Formula C₂₀H₂₁BrN₂O₂

MW 401.3

InChIKey PIYOSRSWASFYBD-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 50

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.38

logP 4.3801

PSA 61.96

MR 102.224

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -60.95782

PM7_Total_Energy_ev -3926.69297

PM7_Electronic_Energy_ev -31830.80475

PM7_Dipole_Debye 3.30469

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -9.128

PM7_LUMO_Energy_ev -1.158

PM7_COSMO_Area_square_ang 349.77

PM7_COSMO_Volue_cubic_ang 414.79

PM7_Electron_Affinity_ev 1.158

PM7_Ionization_Energy_ev 9.128

PM7_Energy_Gap_ev 7.97

PM7_Global_Hardness_ev 3.985

PM7_Global_Softness_ev 0.25094102885821834

PM7_Chemical_Potential_ev -5.143

PM7_Electronigativity_ev 5.143

PM7_Back_Donation_Energy_ev -0.99625

PM7_Electrophilicity_ev 3.3187514429109157

OPENEYE_Name ~{N}-(1-adamantyl)-7-bromo-4-oxo-1~{H}-quinoline-3-carboxamide

SMILES c1cc(cc2c1c(=O)c(c[nH]2)C(=O)NC34CC5CC(C3)CC(C5)C4)Br

Canonical_SMILES Brc1ccc2c(c1)[nH]cc(c2=O)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3

InChI 1/C20H21BrN2O2/c21-14-1-2-15-17(6-14)22-10-16(18(15)24)19(25)23-20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,6,10-13H,3-5,7-9H2,(H,22,24)(H,23,25)/f/h22-23H

InChI_3D 1S/C20H21BrN2O2/c21-14-1-2-15-17(6-14)22-10-16(18(15)24)19(25)23-20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,6,10-13H,3-5,7-9H2,(H,22,24)(H,23,25)/t11-,12+,13-,20-

AuxInfo 1/1/N:2,1,11,12,13,3,14,15,16,7,17,18,19,6,4,9,5,8,10,20,25,21,22,23,24/E:(3,4,5)(7,8,9)(11,12,13)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4;d7s8;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s5s7;s10s20;d8;d10;s6;s1;s2;s3;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s22;/rC:.8707,-.4993,0;;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;7.2189,-3.1997,0;8.2961,-1.4444,0;7.5886,-1.3633,0;6.4826,-1.5852,0;5.9079,-1.5177,0;6.9064,.1489,0;7.471,-2.1253,0;6.8362,-2.022,0;7.8504,-.3797,0;6.0757,-.5219,0;2.6125,1.5125,0;5.2125,-.017,0;2.5983,-1.5053,0;4.3381,-1.5121,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;3.9191,1.2491,0;7.6392,-3.4706,0;6.8228,-3.5048,0;8.7363,-1.2072,0;8.5752,-1.8593,0;8.0875,-1.3302,0;7.7799,-1.8253,0;6.3776,-2.074,0;5.9841,-1.6236,0;5.719,-1.9806,0;5.427,-1.3809,0;6.5455,.495,0;7.2039,.5507,0;7.8957,-2.389,0;6.4517,-2.3417,0;8.2235,-.0468,0;2.614,2.0125,0;5.2153,.483,0;

Duplicates CHEMBL5186924

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.sdf

Formula	C₂₀H₂₁BrN₂O₂
MW	401.3
InChIKey	PIYOSRSWASFYBD-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	50
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.38
logP	4.3801
PSA	61.96
MR	102.224
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-60.95782
PM7_Total_Energy_ev	-3926.69297
PM7_Electronic_Energy_ev	-31830.80475
PM7_Dipole_Debye	3.30469
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-9.128
PM7_LUMO_Energy_ev	-1.158
PM7_COSMO_Area_square_ang	349.77
PM7_COSMO_Volue_cubic_ang	414.79
PM7_Electron_Affinity_ev	1.158
PM7_Ionization_Energy_ev	9.128
PM7_Energy_Gap_ev	7.97
PM7_Global_Hardness_ev	3.985
PM7_Global_Softness_ev	0.25094102885821834
PM7_Chemical_Potential_ev	-5.143
PM7_Electronigativity_ev	5.143
PM7_Back_Donation_Energy_ev	-0.99625
PM7_Electrophilicity_ev	3.3187514429109157
OPENEYE_Name	~{N}-(1-adamantyl)-7-bromo-4-oxo-1~{H}-quinoline-3-carboxamide
SMILES	c1cc(cc2c1c(=O)c(c[nH]2)C(=O)NC34CC5CC(C3)CC(C5)C4)Br
Canonical_SMILES	Brc1ccc2c(c1)[nH]cc(c2=O)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
InChI	1/C20H21BrN2O2/c21-14-1-2-15-17(6-14)22-10-16(18(15)24)19(25)23-20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,6,10-13H,3-5,7-9H2,(H,22,24)(H,23,25)/f/h22-23H
InChI_3D	1S/C20H21BrN2O2/c21-14-1-2-15-17(6-14)22-10-16(18(15)24)19(25)23-20-7-11-3-12(8-20)5-13(4-11)9-20/h1-2,6,10-13H,3-5,7-9H2,(H,22,24)(H,23,25)/t11-,12+,13-,20-
AuxInfo	1/1/N:2,1,11,12,13,3,14,15,16,7,17,18,19,6,4,9,5,8,10,20,25,21,22,23,24/E:(3,4,5)(7,8,9)(11,12,13)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4;d7s8;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s5s7;s10s20;d8;d10;s6;s1;s2;s3;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s22;/rC:.8707,-.4993,0;;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;7.2189,-3.1997,0;8.2961,-1.4444,0;7.5886,-1.3633,0;6.4826,-1.5852,0;5.9079,-1.5177,0;6.9064,.1489,0;7.471,-2.1253,0;6.8362,-2.022,0;7.8504,-.3797,0;6.0757,-.5219,0;2.6125,1.5125,0;5.2125,-.017,0;2.5983,-1.5053,0;4.3381,-1.5121,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;3.9191,1.2491,0;7.6392,-3.4706,0;6.8228,-3.5048,0;8.7363,-1.2072,0;8.5752,-1.8593,0;8.0875,-1.3302,0;7.7799,-1.8253,0;6.3776,-2.074,0;5.9841,-1.6236,0;5.719,-1.9806,0;5.427,-1.3809,0;6.5455,.495,0;7.2039,.5507,0;7.8957,-2.389,0;6.4517,-2.3417,0;8.2235,-.0468,0;2.614,2.0125,0;5.2153,.483,0;
Duplicates	CHEMBL5186924
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186924.sdf