CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06829 (6139)

Formula C₁₉H₂₀BrNO₅S

MW 454.33

InChIKey RXDVFLTWXCTCEX-VVKINWOJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 9

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 3.88

logP 5.1568

PSA 124.1

MR 108.712

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -163.25513

PM7_Total_Energy_ev -4665.71679

PM7_Electronic_Energy_ev -35920.76285

PM7_Dipole_Debye 4.58369

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.409

PM7_LUMO_Energy_ev -1.54

PM7_COSMO_Area_square_ang 398.73

PM7_COSMO_Volue_cubic_ang 461.75

PM7_Electron_Affinity_ev 1.54

PM7_Ionization_Energy_ev 8.409

PM7_Energy_Gap_ev 6.869

PM7_Global_Hardness_ev 3.4345

PM7_Global_Softness_ev 0.29116319697190274

PM7_Chemical_Potential_ev -4.9745

PM7_Electronigativity_ev 4.9745

PM7_Back_Donation_Energy_ev -0.858625

PM7_Electrophilicity_ev 3.6025113189692823

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

SMILES c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br

Canonical_SMILES OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NC1CCCCC1

InChI 1/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)/f/h22,24H

InChI_3D 1S/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)

AuxInfo 1/1/N:13,14,15,1,2,16,17,3,4,19,5,18,6,12,8,7,9,10,11,27,20,22,24,21,23,25,26/E:(2,3)(6,7)(22,23)(24,25)/F:13,14,15,1,2,16,17,3,4,19,5,18,6,12,8,7,9,10,11,27,20,24,22,23,21,25,26/E:(2,3)(6,7)/rA:47nCCCCCCCCCCCCCCCCCCCNOOOOOSBrHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;s7;s5d8;d7;s10;;;s13;s13;s14;s15;s16s17;s12;s6s18;d11;d12;s11;s12;s7s19;s9s10;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s23;s24;/rC:3.4257,2.5489,0;2.4755,2.2371,0;4.1727,1.8763,0;3.0118,.5869,0;2.2648,1.2595,0;3.9696,.8919,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;-1.2577,1.2604,0;.2222,-2.6364,0;8.2396,.007,0;7.4522,-.6095,0;8.1052,.998,0;6.5209,-.2311,0;7.174,1.3763,0;6.3771,.7637,0;-.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;3.5289,3.0381,0;2.1039,2.5716,0;4.6478,2.0323,0;2.9065,.0981,0;8.7156,.1601,0;8.474,-.4347,0;7.8238,-.944,0;7.1869,-1.0332,0;8.2106,1.4867,0;8.6049,.9786,0;6.417,-.7202,0;6.0212,-.2147,0;6.8044,1.713,0;7.4406,1.7993,0;6.1441,1.2061,0;-.6403,-1.9251,0;.2737,-1.5196,0;4.6088,-.2663,0;-2.4761,.7453,0;1.4194,-3.1993,0;

Duplicates DB06829

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.sdf

Formula	C₁₉H₂₀BrNO₅S
MW	454.33
InChIKey	RXDVFLTWXCTCEX-VVKINWOJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	9
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	3.88
logP	5.1568
PSA	124.1
MR	108.712
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-163.25513
PM7_Total_Energy_ev	-4665.71679
PM7_Electronic_Energy_ev	-35920.76285
PM7_Dipole_Debye	4.58369
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.409
PM7_LUMO_Energy_ev	-1.54
PM7_COSMO_Area_square_ang	398.73
PM7_COSMO_Volue_cubic_ang	461.75
PM7_Electron_Affinity_ev	1.54
PM7_Ionization_Energy_ev	8.409
PM7_Energy_Gap_ev	6.869
PM7_Global_Hardness_ev	3.4345
PM7_Global_Softness_ev	0.29116319697190274
PM7_Chemical_Potential_ev	-4.9745
PM7_Electronigativity_ev	4.9745
PM7_Back_Donation_Energy_ev	-0.858625
PM7_Electrophilicity_ev	3.6025113189692823
OPENEYE_Name	4-bromo-3-(carboxymethoxy)-5-[3-(cyclohexylamino)phenyl]thiophene-2-carboxylic acid
SMILES	c1cc(cc(c1)NC2CCCCC2)c3c(c(c(s3)C(=O)O)OCC(=O)O)Br
Canonical_SMILES	OC(=O)COc1c(Br)c(sc1C(=O)O)c1cccc(c1)NC1CCCCC1
InChI	1/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)/f/h22,24H
InChI_3D	1S/C19H20BrNO5S/c20-15-16(26-10-14(22)23)18(19(24)25)27-17(15)11-5-4-8-13(9-11)21-12-6-2-1-3-7-12/h4-5,8-9,12,21H,1-3,6-7,10H2,(H,22,23)(H,24,25)
AuxInfo	1/1/N:13,14,15,1,2,16,17,3,4,19,5,18,6,12,8,7,9,10,11,27,20,22,24,21,23,25,26/E:(2,3)(6,7)(22,23)(24,25)/F:13,14,15,1,2,16,17,3,4,19,5,18,6,12,8,7,9,10,11,27,20,24,22,23,21,25,26/E:(2,3)(6,7)/rA:47nCCCCCCCCCCCCCCCCCCCNOOOOOSBrHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;s7;s5d8;d7;s10;;;s13;s13;s14;s15;s16s17;s12;s6s18;d11;d12;s11;s12;s7s19;s9s10;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s23;s24;/rC:3.4257,2.5489,0;2.4755,2.2371,0;4.1727,1.8763,0;3.0118,.5869,0;2.2648,1.2595,0;3.9696,.8919,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;-1.2577,1.2604,0;.2222,-2.6364,0;8.2396,.007,0;7.4522,-.6095,0;8.1052,.998,0;6.5209,-.2311,0;7.174,1.3763,0;6.3771,.7637,0;-.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;3.5289,3.0381,0;2.1039,2.5716,0;4.6478,2.0323,0;2.9065,.0981,0;8.7156,.1601,0;8.474,-.4347,0;7.8238,-.944,0;7.1869,-1.0332,0;8.2106,1.4867,0;8.6049,.9786,0;6.417,-.7202,0;6.0212,-.2147,0;6.8044,1.713,0;7.4406,1.7993,0;6.1441,1.2061,0;-.6403,-1.9251,0;.2737,-1.5196,0;4.6088,-.2663,0;-2.4761,.7453,0;1.4194,-3.1993,0;
Duplicates	DB06829
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06829.sdf