CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189652 (2531748)

Formula C₂₀H₂₁BrN₂O₂

MW 401.3

InChIKey IFXDQNIZWPRHIR-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 3.64

logP 4.3801

PSA 61.96

MR 102.224

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -50.18905

PM7_Total_Energy_ev -3926.30384

PM7_Electronic_Energy_ev -31715.14257

PM7_Dipole_Debye 6.70121

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.177

PM7_LUMO_Energy_ev -1.062

PM7_COSMO_Area_square_ang 353.28

PM7_COSMO_Volue_cubic_ang 415.51

PM7_Electron_Affinity_ev 1.062

PM7_Ionization_Energy_ev 9.177

PM7_Energy_Gap_ev 8.115

PM7_Global_Hardness_ev 4.0575

PM7_Global_Softness_ev 0.24645717806531114

PM7_Chemical_Potential_ev -5.1195

PM7_Electronigativity_ev 5.1195

PM7_Back_Donation_Energy_ev -1.014375

PM7_Electrophilicity_ev 3.229732624768946

OPENEYE_Name ~{N}-(1-adamantyl)-7-bromo-4-oxo-1~{H}-quinoline-2-carboxamide

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

Canonical_SMILES Brc1ccc2c(c1)[nH]c(cc2=O)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3

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

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

AuxInfo 1/1/N:2,1,11,12,13,3,7,14,15,16,17,18,19,6,4,5,9,8,10,20,25,21,22,23,24/E:(3,4,5)(8,9,10)(11,12,13)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4s7;d7;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s5s9;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;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;4.3535,1.4968,0;8.1182,2.644,0;7.1362,4.4543,0;6.7124,3.882,0;6.3518,2.8131,0;6.0062,2.3491,0;5.0616,4.0468,0;7.3136,3.3993,0;6.9069,2.9011,0;5.9912,4.6004,0;5.2275,2.9921,0;2.6125,1.5125,0;4.3588,2.4968,0;2.5983,-1.5053,0;5.2168,.9922,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;3.9121,-.2597,0;8.5629,2.8727,0;8.1845,2.1485,0;7.1507,4.9541,0;7.635,4.4887,0;6.933,4.3307,0;7.2081,3.8168,0;6.7228,2.4779,0;6.136,2.3621,0;6.3127,1.9541,0;5.6473,2.0009,0;4.5815,3.9072,0;4.8623,4.5054,0;7.7543,3.6354,0;6.9917,2.4083,0;5.8894,5.0899,0;2.614,2.0125,0;3.9271,2.7491,0;

Duplicates CHEMBL5189652

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.sdf

Formula	C₂₀H₂₁BrN₂O₂
MW	401.3
InChIKey	IFXDQNIZWPRHIR-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	3.64
logP	4.3801
PSA	61.96
MR	102.224
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-50.18905
PM7_Total_Energy_ev	-3926.30384
PM7_Electronic_Energy_ev	-31715.14257
PM7_Dipole_Debye	6.70121
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.177
PM7_LUMO_Energy_ev	-1.062
PM7_COSMO_Area_square_ang	353.28
PM7_COSMO_Volue_cubic_ang	415.51
PM7_Electron_Affinity_ev	1.062
PM7_Ionization_Energy_ev	9.177
PM7_Energy_Gap_ev	8.115
PM7_Global_Hardness_ev	4.0575
PM7_Global_Softness_ev	0.24645717806531114
PM7_Chemical_Potential_ev	-5.1195
PM7_Electronigativity_ev	5.1195
PM7_Back_Donation_Energy_ev	-1.014375
PM7_Electrophilicity_ev	3.229732624768946
OPENEYE_Name	~{N}-(1-adamantyl)-7-bromo-4-oxo-1~{H}-quinoline-2-carboxamide
SMILES	c1cc(cc2c1c(=O)cc([nH]2)C(=O)NC34CC5CC(C3)CC(C5)C4)Br
Canonical_SMILES	Brc1ccc2c(c1)[nH]c(cc2=O)C(=O)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
InChI	1/C20H21BrN2O2/c21-14-1-2-15-16(6-14)22-17(7-18(15)24)19(25)23-20-8-11-3-12(9-20)5-13(4-11)10-20/h1-2,6-7,11-13H,3-5,8-10H2,(H,22,24)(H,23,25)/f/h22-23H
InChI_3D	1S/C20H21BrN2O2/c21-14-1-2-15-16(6-14)22-17(7-18(15)24)19(25)23-20-8-11-3-12(9-20)5-13(4-11)10-20/h1-2,6-7,11-13H,3-5,8-10H2,(H,22,24)(H,23,25)/t11-,12+,13-,20-
AuxInfo	1/1/N:2,1,11,12,13,3,7,14,15,16,17,18,19,6,4,5,9,8,10,20,25,21,22,23,24/E:(3,4,5)(8,9,10)(11,12,13)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOBrHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s3d4;s2d3;;s4s7;d7;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s5s9;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;3.4805,-.0073,0;2.6039,-.5053,0;3.4848,1.0014,0;4.3535,1.4968,0;8.1182,2.644,0;7.1362,4.4543,0;6.7124,3.882,0;6.3518,2.8131,0;6.0062,2.3491,0;5.0616,4.0468,0;7.3136,3.3993,0;6.9069,2.9011,0;5.9912,4.6004,0;5.2275,2.9921,0;2.6125,1.5125,0;4.3588,2.4968,0;2.5983,-1.5053,0;5.2168,.9922,0;-.8675,1.5063,0;.8712,-.9993,0;-.4326,-.2506,0;.8707,2.0185,0;3.9121,-.2597,0;8.5629,2.8727,0;8.1845,2.1485,0;7.1507,4.9541,0;7.635,4.4887,0;6.933,4.3307,0;7.2081,3.8168,0;6.7228,2.4779,0;6.136,2.3621,0;6.3127,1.9541,0;5.6473,2.0009,0;4.5815,3.9072,0;4.8623,4.5054,0;7.7543,3.6354,0;6.9917,2.4083,0;5.8894,5.0899,0;2.614,2.0125,0;3.9271,2.7491,0;
Duplicates	CHEMBL5189652
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189652.sdf