CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194106 (2536681)

Formula C₂₀H₂₀Cl₂N₂O₂

MW 391.3

InChIKey ABLQLBZRZNAACF-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 26

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 4.08

logP 4.9244

PSA 61.96

MR 104.544

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -69.34178

PM7_Total_Energy_ev -4224.2968

PM7_Electronic_Energy_ev -34246.82597

PM7_Dipole_Debye 5.11647

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.321

PM7_LUMO_Energy_ev -1.328

PM7_COSMO_Area_square_ang 360

PM7_COSMO_Volue_cubic_ang 433.64

PM7_Electron_Affinity_ev 1.328

PM7_Ionization_Energy_ev 9.321

PM7_Energy_Gap_ev 7.993

PM7_Global_Hardness_ev 3.9965

PM7_Global_Softness_ev 0.25021894157387714

PM7_Chemical_Potential_ev -5.3245

PM7_Electronigativity_ev 5.3245

PM7_Back_Donation_Energy_ev -0.999125

PM7_Electrophilicity_ev 3.546891060928312

OPENEYE_Name ~{N}-(1-adamantyl)-7,8-dichloro-4-oxo-1~{H}-quinoline-2-carboxamide

SMILES c1cc(c(c2c1c(=O)cc([nH]2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl)Cl

Canonical_SMILES O=C(c1cc(=O)c2c([nH]1)c(Cl)c(cc2)Cl)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3

InChI 1/C20H20Cl2N2O2/c21-14-2-1-13-16(25)6-15(23-18(13)17(14)22)19(26)24-20-7-10-3-11(8-20)5-12(4-10)9-20/h1-2,6,10-12H,3-5,7-9H2,(H,23,25)(H,24,26)/f/h23-24H

InChI_3D 1S/C20H20Cl2N2O2/c21-14-2-1-13-16(25)6-15(23-18(13)17(14)22)19(26)24-20-7-10-3-11(8-20)5-12(4-10)9-20/h1-2,6,10-12H,3-5,7-9H2,(H,23,25)(H,24,26)/t10-,11+,12-,20-

AuxInfo 1/1/N:1,2,11,12,13,7,14,15,16,17,18,19,3,5,9,8,6,4,10,20,25,26,21,22,23,24/E:(3,4,5)(7,8,9)(10,11,12)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;;s3s7;d7;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s4s9;s10s20;d8;d10;s5;s6;s1;s2;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s22;/rC:.8707,-.4993,0;;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;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;.8707,2.5185,0;.8712,-.9993,0;-.4326,-.2506,0;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;7.2081,3.8169,0;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 CHEMBL5194106

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.sdf

Formula	C₂₀H₂₀Cl₂N₂O₂
MW	391.3
InChIKey	ABLQLBZRZNAACF-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	26
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	4.08
logP	4.9244
PSA	61.96
MR	104.544
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-69.34178
PM7_Total_Energy_ev	-4224.2968
PM7_Electronic_Energy_ev	-34246.82597
PM7_Dipole_Debye	5.11647
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.321
PM7_LUMO_Energy_ev	-1.328
PM7_COSMO_Area_square_ang	360
PM7_COSMO_Volue_cubic_ang	433.64
PM7_Electron_Affinity_ev	1.328
PM7_Ionization_Energy_ev	9.321
PM7_Energy_Gap_ev	7.993
PM7_Global_Hardness_ev	3.9965
PM7_Global_Softness_ev	0.25021894157387714
PM7_Chemical_Potential_ev	-5.3245
PM7_Electronigativity_ev	5.3245
PM7_Back_Donation_Energy_ev	-0.999125
PM7_Electrophilicity_ev	3.546891060928312
OPENEYE_Name	~{N}-(1-adamantyl)-7,8-dichloro-4-oxo-1~{H}-quinoline-2-carboxamide
SMILES	c1cc(c(c2c1c(=O)cc([nH]2)C(=O)NC34CC5CC(C3)CC(C5)C4)Cl)Cl
Canonical_SMILES	O=C(c1cc(=O)c2c([nH]1)c(Cl)c(cc2)Cl)N[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
InChI	1/C20H20Cl2N2O2/c21-14-2-1-13-16(25)6-15(23-18(13)17(14)22)19(26)24-20-7-10-3-11(8-20)5-12(4-10)9-20/h1-2,6,10-12H,3-5,7-9H2,(H,23,25)(H,24,26)/f/h23-24H
InChI_3D	1S/C20H20Cl2N2O2/c21-14-2-1-13-16(25)6-15(23-18(13)17(14)22)19(26)24-20-7-10-3-11(8-20)5-12(4-10)9-20/h1-2,6,10-12H,3-5,7-9H2,(H,23,25)(H,24,26)/t10-,11+,12-,20-
AuxInfo	1/1/N:1,2,11,12,13,7,14,15,16,17,18,19,3,5,9,8,6,4,10,20,25,26,21,22,23,24/E:(3,4,5)(7,8,9)(10,11,12)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;;s3s7;d7;s9;;;;;;;s11s12s14;s11s13s15;s12s13s16;s14s15s16;s4s9;s10s20;d8;d10;s5;s6;s1;s2;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s21;s22;/rC:.8707,-.4993,0;;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;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;.8707,2.5185,0;.8712,-.9993,0;-.4326,-.2506,0;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;7.2081,3.8169,0;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	CHEMBL5194106
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194000-0005194249/CHEMBL5194106.sdf