CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13609_p0 (11381)

Formula C₂₂H₂₅BrN₂O₃S

MW 477.42

InChIKey KCFYEAOKVJSACF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.63

logP 5.177

PSA 80

MR 122.694

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -55.74276

PM7_Total_Energy_ev -4696.36369

PM7_Electronic_Energy_ev -41431.75625

PM7_Dipole_Debye 4.62455

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.327

PM7_LUMO_Energy_ev -0.744

PM7_COSMO_Area_square_ang 419.54

PM7_COSMO_Volue_cubic_ang 522.86

PM7_Electron_Affinity_ev 0.744

PM7_Ionization_Energy_ev 8.327

PM7_Energy_Gap_ev 7.583

PM7_Global_Hardness_ev 3.7915

PM7_Global_Softness_ev 0.2637478570486615

PM7_Chemical_Potential_ev -4.5355

PM7_Electronigativity_ev 4.5355

PM7_Back_Donation_Energy_ev -0.947875

PM7_Electrophilicity_ev 2.712746966899644

OPENEYE_Name ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate

SMILES c1ccc(cc1)SCc2c(c3c(c(c(cc3n2C)Br)O)CN(C)C)C(=O)OCC

Canonical_SMILES CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(CN(C)C)c(O)c(c2)Br)C

InChI 1/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3

InChI_3D 1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3

AuxInfo 1/0/N:16,18,19,17,22,1,2,3,4,5,6,20,21,12,9,13,10,14,7,8,11,15,29,24,23,26,25,27,28/E:(2,3)(7,8)(9,10)/rA:54nCCCCCCCCCCCCCCCCCCCCCCNNOOOSBrHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;s7;d7;d6s7;s9;d4s5;s6d11;d8;s8;;;;;s9;s14;s16;s10s14s17;s18s19s20;d15;s11;s15s22;s12s21;s13;s1;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:6.7908,3.1096,0;5.7908,3.1124,0;7.2934,2.245,0;5.2883,2.2419,0;6.7909,1.3745,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;.868,-.4978,0;1.736,1.0058,0;;5.7857,1.3685,0;0,1.0058,0;3.2858,.5023,0;3.0028,-1.2636,0;4.5988,-3.3737,0;3.0028,2.268,0;1.7323,-3.7483,0;.0003,-3.7473,0;.8671,-2.2478,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6938,1.3169,0;.8666,-3.2478,0;2.3336,-2.0067,0;-.8653,-.5013,0;3.9809,-1.4715,0;5.2858,.5024,0;-.8675,1.5032,0;7.0408,3.5426,0;5.5414,3.5458,0;7.7934,2.2458,0;4.7883,2.2433,0;7.0422,.9422,0;.868,2.0138,0;4.1233,-3.5282,0;5.0744,-3.2192,0;4.7533,-3.8492,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;1.9826,-3.3154,0;1.4821,-4.1811,0;2.1652,-3.9985,0;.2501,-4.1805,0;-.2495,-3.3142,0;-.4329,-3.9971,0;1.3671,-2.2481,0;.3671,-2.2475,0;4.2858,.0024,0;4.2858,1.0024,0;4.7654,-2.2681,0;3.8143,-2.5771,0;-.8646,-1.0013,0;

Duplicates DB13609_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.sdf

Formula	C₂₂H₂₅BrN₂O₃S
MW	477.42
InChIKey	KCFYEAOKVJSACF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.63
logP	5.177
PSA	80
MR	122.694
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-55.74276
PM7_Total_Energy_ev	-4696.36369
PM7_Electronic_Energy_ev	-41431.75625
PM7_Dipole_Debye	4.62455
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.327
PM7_LUMO_Energy_ev	-0.744
PM7_COSMO_Area_square_ang	419.54
PM7_COSMO_Volue_cubic_ang	522.86
PM7_Electron_Affinity_ev	0.744
PM7_Ionization_Energy_ev	8.327
PM7_Energy_Gap_ev	7.583
PM7_Global_Hardness_ev	3.7915
PM7_Global_Softness_ev	0.2637478570486615
PM7_Chemical_Potential_ev	-4.5355
PM7_Electronigativity_ev	4.5355
PM7_Back_Donation_Energy_ev	-0.947875
PM7_Electrophilicity_ev	2.712746966899644
OPENEYE_Name	ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate
SMILES	c1ccc(cc1)SCc2c(c3c(c(c(cc3n2C)Br)O)CN(C)C)C(=O)OCC
Canonical_SMILES	CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(CN(C)C)c(O)c(c2)Br)C
InChI	1/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3
InChI_3D	1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3
AuxInfo	1/0/N:16,18,19,17,22,1,2,3,4,5,6,20,21,12,9,13,10,14,7,8,11,15,29,24,23,26,25,27,28/E:(2,3)(7,8)(9,10)/rA:54nCCCCCCCCCCCCCCCCCCCCCCNNOOOSBrHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;s7;d7;d6s7;s9;d4s5;s6d11;d8;s8;;;;;s9;s14;s16;s10s14s17;s18s19s20;d15;s11;s15s22;s12s21;s13;s1;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:6.7908,3.1096,0;5.7908,3.1124,0;7.2934,2.245,0;5.2883,2.2419,0;6.7909,1.3745,0;.868,1.5138,0;1.736,-.0012,0;2.6938,-.3125,0;.868,-.4978,0;1.736,1.0058,0;;5.7857,1.3685,0;0,1.0058,0;3.2858,.5023,0;3.0028,-1.2636,0;4.5988,-3.3737,0;3.0028,2.268,0;1.7323,-3.7483,0;.0003,-3.7473,0;.8671,-2.2478,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6938,1.3169,0;.8666,-3.2478,0;2.3336,-2.0067,0;-.8653,-.5013,0;3.9809,-1.4715,0;5.2858,.5024,0;-.8675,1.5032,0;7.0408,3.5426,0;5.5414,3.5458,0;7.7934,2.2458,0;4.7883,2.2433,0;7.0422,.9422,0;.868,2.0138,0;4.1233,-3.5282,0;5.0744,-3.2192,0;4.7533,-3.8492,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;1.9826,-3.3154,0;1.4821,-4.1811,0;2.1652,-3.9985,0;.2501,-4.1805,0;-.2495,-3.3142,0;-.4329,-3.9971,0;1.3671,-2.2481,0;.3671,-2.2475,0;4.2858,.0024,0;4.2858,1.0024,0;4.7654,-2.2681,0;3.8143,-2.5771,0;-.8646,-1.0013,0;
Duplicates	DB13609_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p0.sdf