CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13609_p7 (11382)

Formula C₂₂H₂₆BrN₂O₃S

MW 478.42

InChIKey KCFYEAOKVJSACF-ZUXZCFEINA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 55

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.63

logP 3.7599

PSA 81.2

MR 123.951

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 60.97175

PM7_Total_Energy_ev -4704.52618

PM7_Electronic_Energy_ev -41726.00966

PM7_Dipole_Debye 5.92144

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.911

PM7_LUMO_Energy_ev -3.859

PM7_COSMO_Area_square_ang 427.59

PM7_COSMO_Volue_cubic_ang 519.44

PM7_Electron_Affinity_ev 3.859

PM7_Ionization_Energy_ev 10.911

PM7_Energy_Gap_ev 7.052

PM7_Global_Hardness_ev 3.526

PM7_Global_Softness_ev 0.28360748723766305

PM7_Chemical_Potential_ev -7.385

PM7_Electronigativity_ev 7.385

PM7_Back_Donation_Energy_ev -0.8815

PM7_Electrophilicity_ev 7.733724475326149

OPENEYE_Name [6-bromo-3-ethoxycarbonyl-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indol-4-yl]methyl-dimethyl-ammonium

SMILES c1ccc(cc1)SCc2c(c3c(c(c(cc3n2C)Br)O)C[NH+](C)C)C(=O)OCC

Canonical_SMILES CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(C[NH+](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/p+1/fC22H26BrN2O3S/h24H/q+1

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/p+1

AuxInfo 1/1/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)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCNN+OOOSBrHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s24;/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;-.133,-2.4973,0;.8664,-3.4978,0;.8675,-1.4978,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6938,1.3169,0;.867,-2.4978,0;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;-.1328,-1.9973,0;-.1333,-2.9973,0;-.633,-2.497,0;.3664,-3.4975,0;1.3664,-3.4981,0;.8662,-3.9978,0;.3675,-1.4975,0;1.3675,-1.4981,0;4.2858,.0024,0;4.2858,1.0024,0;4.7654,-2.2681,0;3.8143,-2.5771,0;-.8646,-1.0013,0;1.367,-2.4981,0;

Duplicates DB13609_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.sdf

Formula	C₂₂H₂₆BrN₂O₃S
MW	478.42
InChIKey	KCFYEAOKVJSACF-ZUXZCFEINA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	55
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.63
logP	3.7599
PSA	81.2
MR	123.951
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	60.97175
PM7_Total_Energy_ev	-4704.52618
PM7_Electronic_Energy_ev	-41726.00966
PM7_Dipole_Debye	5.92144
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.911
PM7_LUMO_Energy_ev	-3.859
PM7_COSMO_Area_square_ang	427.59
PM7_COSMO_Volue_cubic_ang	519.44
PM7_Electron_Affinity_ev	3.859
PM7_Ionization_Energy_ev	10.911
PM7_Energy_Gap_ev	7.052
PM7_Global_Hardness_ev	3.526
PM7_Global_Softness_ev	0.28360748723766305
PM7_Chemical_Potential_ev	-7.385
PM7_Electronigativity_ev	7.385
PM7_Back_Donation_Energy_ev	-0.8815
PM7_Electrophilicity_ev	7.733724475326149
OPENEYE_Name	[6-bromo-3-ethoxycarbonyl-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indol-4-yl]methyl-dimethyl-ammonium
SMILES	c1ccc(cc1)SCc2c(c3c(c(c(cc3n2C)Br)O)C[NH+](C)C)C(=O)OCC
Canonical_SMILES	CCOC(=O)c1c(CSc2ccccc2)n(c2c1c(C[NH+](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/p+1/fC22H26BrN2O3S/h24H/q+1
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/p+1
AuxInfo	1/1/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)/F:m/E:m/rA:55nCCCCCCCCCCCCCCCCCCCCCCNN+OOOSBrHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s24;/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;-.133,-2.4973,0;.8664,-3.4978,0;.8675,-1.4978,0;4.2858,.5024,0;4.2899,-2.4226,0;2.6938,1.3169,0;.867,-2.4978,0;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;-.1328,-1.9973,0;-.1333,-2.9973,0;-.633,-2.497,0;.3664,-3.4975,0;1.3664,-3.4981,0;.8662,-3.9978,0;.3675,-1.4975,0;1.3675,-1.4981,0;4.2858,.0024,0;4.2858,1.0024,0;4.7654,-2.2681,0;3.8143,-2.5771,0;-.8646,-1.0013,0;1.367,-2.4981,0;
Duplicates	DB13609_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13609_p7.sdf