CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07289 (6703)

Formula C₂₀H₁₆BrNO₅S

MW 462.31

InChIKey XEQPGVUGYAUMSA-HPRFPMAVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.54

logP 5.0243

PSA 124.1

MR 111.278

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -117.10374

PM7_Total_Energy_ev -4733.52848

PM7_Electronic_Energy_ev -35049.40004

PM7_Dipole_Debye 6.89859

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.45

PM7_LUMO_Energy_ev -1.513

PM7_COSMO_Area_square_ang 410.34

PM7_COSMO_Volue_cubic_ang 463.44

PM7_Electron_Affinity_ev 1.513

PM7_Ionization_Energy_ev 8.45

PM7_Energy_Gap_ev 6.937

PM7_Global_Hardness_ev 3.4685

PM7_Global_Softness_ev 0.2883090673201672

PM7_Chemical_Potential_ev -4.9815

PM7_Electronigativity_ev 4.9815

PM7_Back_Donation_Energy_ev -0.867125

PM7_Electrophilicity_ev 3.57724408966412

OPENEYE_Name 5-[3-(benzylamino)phenyl]-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid

SMILES c1ccc(cc1)CNc2cccc(c2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br

Canonical_SMILES OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NCc1ccccc1

InChI 1/C20H16BrNO5S/c21-16-17(27-11-15(23)24)19(20(25)26)28-18(16)13-7-4-8-14(9-13)22-10-12-5-2-1-3-6-12/h1-9,22H,10-11H2,(H,23,24)(H,25,26)/f/h23,25H

InChI_3D 1S/C20H16BrNO5S/c21-16-17(27-11-15(23)24)19(20(25)26)28-18(16)13-7-4-8-14(9-13)22-10-12-5-2-1-3-6-12/h1-9,22H,10-11H2,(H,23,24)(H,25,26)

AuxInfo 1/1/N:1,2,3,4,6,7,5,8,9,19,20,11,10,12,18,14,13,15,16,17,28,21,23,25,22,24,26,27/E:(2,3)(5,6)(23,24)(25,26)/F:1,2,3,4,6,7,5,8,9,19,20,11,10,12,18,14,13,15,16,17,28,21,25,23,24,22,26,27/E:(2,3)(5,6)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOOSBrHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;s13;s10d14;d13;s16;;s11;s18;s12s19;d17;d18;s17;s18;s13s20;s15s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s24;s25;/rC:8.5268,1.4623,0;8.3218,.4835,0;7.7856,2.1336,0;3.4257,2.5489,0;2.4755,2.2371,0;7.3658,.1728,0;6.8296,1.8229,0;4.1727,1.8763,0;3.0118,.5869,0;2.2648,1.2595,0;6.6148,.841,0;3.9696,.8919,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;-1.2577,1.2604,0;.2222,-2.6364,0;5.6638,.5319,0;-.1833,-1.7223,0;4.7128,.2228,0;-1.466,2.2385,0;-.3666,-3.4446,0;-2.0006,.591,0;1.2166,-2.7422,0;-.5888,-.8082,0;.5008,1.5426,0;1.5883,-.8097,0;9.0023,1.6168,0;8.6939,.1495,0;7.8902,2.6225,0;3.5289,3.0381,0;2.1039,2.5716,0;7.2633,-.3165,0;6.459,2.1585,0;4.6478,2.0323,0;2.9065,.0981,0;5.8183,.0564,0;5.5093,1.0074,0;-.6403,-1.9251,0;.2737,-1.5196,0;4.6088,-.2663,0;-2.4761,.7453,0;1.4194,-3.1993,0;

Duplicates DB07289

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.sdf

Formula	C₂₀H₁₆BrNO₅S
MW	462.31
InChIKey	XEQPGVUGYAUMSA-HPRFPMAVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.54
logP	5.0243
PSA	124.1
MR	111.278
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-117.10374
PM7_Total_Energy_ev	-4733.52848
PM7_Electronic_Energy_ev	-35049.40004
PM7_Dipole_Debye	6.89859
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.45
PM7_LUMO_Energy_ev	-1.513
PM7_COSMO_Area_square_ang	410.34
PM7_COSMO_Volue_cubic_ang	463.44
PM7_Electron_Affinity_ev	1.513
PM7_Ionization_Energy_ev	8.45
PM7_Energy_Gap_ev	6.937
PM7_Global_Hardness_ev	3.4685
PM7_Global_Softness_ev	0.2883090673201672
PM7_Chemical_Potential_ev	-4.9815
PM7_Electronigativity_ev	4.9815
PM7_Back_Donation_Energy_ev	-0.867125
PM7_Electrophilicity_ev	3.57724408966412
OPENEYE_Name	5-[3-(benzylamino)phenyl]-4-bromo-3-(carboxymethoxy)thiophene-2-carboxylic acid
SMILES	c1ccc(cc1)CNc2cccc(c2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br
Canonical_SMILES	OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NCc1ccccc1
InChI	1/C20H16BrNO5S/c21-16-17(27-11-15(23)24)19(20(25)26)28-18(16)13-7-4-8-14(9-13)22-10-12-5-2-1-3-6-12/h1-9,22H,10-11H2,(H,23,24)(H,25,26)/f/h23,25H
InChI_3D	1S/C20H16BrNO5S/c21-16-17(27-11-15(23)24)19(20(25)26)28-18(16)13-7-4-8-14(9-13)22-10-12-5-2-1-3-6-12/h1-9,22H,10-11H2,(H,23,24)(H,25,26)
AuxInfo	1/1/N:1,2,3,4,6,7,5,8,9,19,20,11,10,12,18,14,13,15,16,17,28,21,23,25,22,24,26,27/E:(2,3)(5,6)(23,24)(25,26)/F:1,2,3,4,6,7,5,8,9,19,20,11,10,12,18,14,13,15,16,17,28,21,25,23,24,22,26,27/E:(2,3)(5,6)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOOSBrHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;d8s9;;s13;s10d14;d13;s16;;s11;s18;s12s19;d17;d18;s17;s18;s13s20;s15s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s24;s25;/rC:8.5268,1.4623,0;8.3218,.4835,0;7.7856,2.1336,0;3.4257,2.5489,0;2.4755,2.2371,0;7.3658,.1728,0;6.8296,1.8229,0;4.1727,1.8763,0;3.0118,.5869,0;2.2648,1.2595,0;6.6148,.841,0;3.9696,.8919,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;-1.2577,1.2604,0;.2222,-2.6364,0;5.6638,.5319,0;-.1833,-1.7223,0;4.7128,.2228,0;-1.466,2.2385,0;-.3666,-3.4446,0;-2.0006,.591,0;1.2166,-2.7422,0;-.5888,-.8082,0;.5008,1.5426,0;1.5883,-.8097,0;9.0023,1.6168,0;8.6939,.1495,0;7.8902,2.6225,0;3.5289,3.0381,0;2.1039,2.5716,0;7.2633,-.3165,0;6.459,2.1585,0;4.6478,2.0323,0;2.9065,.0981,0;5.8183,.0564,0;5.5093,1.0074,0;-.6403,-1.9251,0;.2737,-1.5196,0;4.6088,-.2663,0;-2.4761,.7453,0;1.4194,-3.1993,0;
Duplicates	DB07289
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07289.sdf