CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03771_p7 (4055)

Formula C₂₂H₂₃BrNO₂

MW 413.33

InChIKey KCNKJCHARANTIP-SHTMOHBQNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 49

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 8

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 3

HB_Donor 1

HB_Acceptor 0

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 6.17

logP 4.498

PSA 26.81

MR 112.697

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 178.89267

PM7_Total_Energy_ev -4002.69405

PM7_Electronic_Energy_ev -29762.37037

PM7_Dipole_Debye 41.69717

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.334

PM7_LUMO_Energy_ev -4.245

PM7_COSMO_Area_square_ang 420.1

PM7_COSMO_Volue_cubic_ang 462.73

PM7_Electron_Affinity_ev 4.245

PM7_Ionization_Energy_ev 10.334

PM7_Energy_Gap_ev 6.089

PM7_Global_Hardness_ev 3.0445

PM7_Global_Softness_ev 0.32846115946789295

PM7_Chemical_Potential_ev -7.2895

PM7_Electronigativity_ev 7.2895

PM7_Back_Donation_Energy_ev -0.761125

PM7_Electrophilicity_ev 8.72668915257021

OPENEYE_Name (~{R})-allyl-[(~{E})-4-[3-(4-bromophenyl)benzofuran-6-yl]oxybut-2-enyl]-methyl-ammonium

SMILES c1cc(cc2c1c(co2)c3ccc(cc3)Br)OCC=CC[NH+](C)CC=C

Canonical_SMILES C=CC[N@H+](C/C=C/COc1ccc2c(c1)occ2c1ccc(cc1)Br)C

InChI 1/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/p+1/fC22H23BrNO2/h24H/q+1

InChI_3D 1S/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/p+1/b5-4+

AuxInfo 1/1/N:15,19,16,17,18,2,3,5,6,4,1,20,21,22,7,8,10,14,13,9,11,12,26,23,25,24/E:(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCN+OOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;s1;s2d3;d8s9s10;s7d9;s4d7;s5d6;;d15;;w17;;s16;s17;s18;s19s20s21;s8s12;s13s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;/rC:.868,-.4978,0;3.9815,-1.4687,0;2.3314,-2.0048,0;;4.2921,-2.4247,0;2.642,-2.9608,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;3.0028,-1.2636,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;3.6239,-3.1756,0;-7.7898,-.5172,0;-6.9223,-1.0147,0;-3.4641,.9956,0;-2.5966,.4981,0;-4.6906,-.8741,0;-6.0577,-.5121,0;-4.3286,.493,0;-1.732,1.0007,0;-5.1932,-.0095,0;2.6938,1.3169,0;-.8675,1.5032,0;3.9329,-4.1267,0;.8677,-.9978,0;4.3156,-1.0967,0;1.8425,-1.9001,0;-.4327,-.2506,0;4.7815,-2.5273,0;2.3063,-3.3313,0;.868,2.0138,0;3.7858,.5023,0;-8.222,-.7685,0;-7.7912,-.0172,0;-6.9208,-1.5147,0;-3.4656,1.4956,0;-2.5951,-.0019,0;-4.2583,-.6228,0;-5.1229,-1.1254,0;-4.4393,-1.3064,0;-6.309,-.0798,0;-5.8064,-.9444,0;-4.0774,.0607,0;-4.5799,.9253,0;-1.9833,1.433,0;-1.4808,.5684,0;-5.4445,.4227,0;

Duplicates DB03771_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.sdf

Formula	C₂₂H₂₃BrNO₂
MW	413.33
InChIKey	KCNKJCHARANTIP-SHTMOHBQNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	49
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	8
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	3
HB_Donor	1
HB_Acceptor	0
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	6.17
logP	4.498
PSA	26.81
MR	112.697
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	178.89267
PM7_Total_Energy_ev	-4002.69405
PM7_Electronic_Energy_ev	-29762.37037
PM7_Dipole_Debye	41.69717
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.334
PM7_LUMO_Energy_ev	-4.245
PM7_COSMO_Area_square_ang	420.1
PM7_COSMO_Volue_cubic_ang	462.73
PM7_Electron_Affinity_ev	4.245
PM7_Ionization_Energy_ev	10.334
PM7_Energy_Gap_ev	6.089
PM7_Global_Hardness_ev	3.0445
PM7_Global_Softness_ev	0.32846115946789295
PM7_Chemical_Potential_ev	-7.2895
PM7_Electronigativity_ev	7.2895
PM7_Back_Donation_Energy_ev	-0.761125
PM7_Electrophilicity_ev	8.72668915257021
OPENEYE_Name	(~{R})-allyl-[(~{E})-4-[3-(4-bromophenyl)benzofuran-6-yl]oxybut-2-enyl]-methyl-ammonium
SMILES	c1cc(cc2c1c(co2)c3ccc(cc3)Br)OCC=CC[NH+](C)CC=C
Canonical_SMILES	C=CC[N@H+](C/C=C/COc1ccc2c(c1)occ2c1ccc(cc1)Br)C
InChI	1/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/p+1/fC22H23BrNO2/h24H/q+1
InChI_3D	1S/C22H22BrNO2/c1-3-12-24(2)13-4-5-14-25-19-10-11-20-21(16-26-22(20)15-19)17-6-8-18(23)9-7-17/h3-11,15-16H,1,12-14H2,2H3/p+1/b5-4+
AuxInfo	1/1/N:15,19,16,17,18,2,3,5,6,4,1,20,21,22,7,8,10,14,13,9,11,12,26,23,25,24/E:(6,7)(8,9)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCN+OOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;;;s1;s2d3;d8s9s10;s7d9;s4d7;s5d6;;d15;;w17;;s16;s17;s18;s19s20s21;s8s12;s13s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s23;/rC:.868,-.4978,0;3.9815,-1.4687,0;2.3314,-2.0048,0;;4.2921,-2.4247,0;2.642,-2.9608,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;3.0028,-1.2636,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;3.6239,-3.1756,0;-7.7898,-.5172,0;-6.9223,-1.0147,0;-3.4641,.9956,0;-2.5966,.4981,0;-4.6906,-.8741,0;-6.0577,-.5121,0;-4.3286,.493,0;-1.732,1.0007,0;-5.1932,-.0095,0;2.6938,1.3169,0;-.8675,1.5032,0;3.9329,-4.1267,0;.8677,-.9978,0;4.3156,-1.0967,0;1.8425,-1.9001,0;-.4327,-.2506,0;4.7815,-2.5273,0;2.3063,-3.3313,0;.868,2.0138,0;3.7858,.5023,0;-8.222,-.7685,0;-7.7912,-.0172,0;-6.9208,-1.5147,0;-3.4656,1.4956,0;-2.5951,-.0019,0;-4.2583,-.6228,0;-5.1229,-1.1254,0;-4.4393,-1.3064,0;-6.309,-.0798,0;-5.8064,-.9444,0;-4.0774,.0607,0;-4.5799,.9253,0;-1.9833,1.433,0;-1.4808,.5684,0;-5.4445,.4227,0;
Duplicates	DB03771_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03771_p7.sdf