CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06140_p0 (5663)

Formula C₂₁H₂₄BrN₃O₃S

MW 478.4

InChIKey GWCYPEHWIZXYFZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.32

logP 4.3534

PSA 63.16

MR 125.709

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.16751

PM7_Total_Energy_ev -4745.10351

PM7_Electronic_Energy_ev -41866.60631

PM7_Dipole_Debye 5.05168

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.339

PM7_LUMO_Energy_ev -1.063

PM7_COSMO_Area_square_ang 403.76

PM7_COSMO_Volue_cubic_ang 505.81

PM7_Electron_Affinity_ev 1.063

PM7_Ionization_Energy_ev 8.339

PM7_Energy_Gap_ev 7.276

PM7_Global_Hardness_ev 3.638

PM7_Global_Softness_ev 0.2748763056624519

PM7_Chemical_Potential_ev -4.701

PM7_Electronigativity_ev 4.701

PM7_Back_Donation_Energy_ev -0.9095

PM7_Electrophilicity_ev 3.0373008521165477

OPENEYE_Name 1-(2-bromophenyl)sulfonyl-5-methoxy-3-[(4-methylpiperazin-1-yl)methyl]indole

SMILES c1ccc(c(c1)S(=O)(=O)n2cc(c3c2ccc(c3)OC)CN4CCN(CC4)C)Br

Canonical_SMILES COc1ccc2c(c1)c(CN1CCN(CC1)C)cn2S(=O)(=O)c1ccccc1Br

InChI 1/C21H24BrN3O3S/c1-23-9-11-24(12-10-23)14-16-15-25(20-8-7-17(28-2)13-18(16)20)29(26,27)21-6-4-3-5-19(21)22/h3-8,13,15H,9-12,14H2,1-2H3

InChI_3D 1S/C21H24BrN3O3S/c1-23-9-11-24(12-10-23)14-16-15-25(20-8-7-17(28-2)13-18(16)20)29(26,27)21-6-4-3-5-19(21)22/h3-8,13,15H,9-12,14H2,1-2H3

AuxInfo 1/0/N:19,20,2,1,6,5,4,3,15,16,17,18,7,21,8,10,12,9,14,11,13,29,23,24,22,25,26,27,28/E:(9,10)(11,12)(26,27)/CRV:29.6/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNOOOSBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;;;s7;d8s9;s3d9;s4d7;d5;d6s13;;;s15;s16;;;s10;s8s11;s15s16s19;s17s18s21;;;s12s20;s13s22d25d26;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:2.946,4.9151,0;3.9229,5.1288,0;.868,1.5138,0;0,1.0058,0;2.637,3.964,0;4.5977,4.3838,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;;3.3118,3.219,0;4.2956,3.4251,0;2.9541,-3.9212,0;4.604,-3.3852,0;2.6436,-2.9653,0;4.2935,-2.4293,0;4.2418,-5.0776,0;-.8639,-1.5013,0;3.0028,-1.2636,0;2.6938,1.3169,0;3.9328,-4.1265,0;3.3117,-2.2146,0;3.9539,1.959,0;2.0517,2.577,0;-.8653,-.5013,0;3.0028,2.268,0;4.9669,2.684,0;2.6103,5.2857,0;4.0753,5.605,0;.868,2.0138,0;-.4337,1.2545,0;2.1481,3.8593,0;5.0862,4.4906,0;.8677,-.9978,0;3.7858,.5023,0;2.9376,-4.421,0;2.4591,-3.9913,0;5.0458,-3.1509,0;4.9111,-3.7798,0;2.2026,-3.2009,0;2.3343,-2.5725,0;4.3129,-1.9297,0;4.7888,-2.3607,0;4.7173,-4.9231,0;3.7663,-5.232,0;4.3963,-5.5531,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;

Duplicates DB06140_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.sdf

Formula	C₂₁H₂₄BrN₃O₃S
MW	478.4
InChIKey	GWCYPEHWIZXYFZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.32
logP	4.3534
PSA	63.16
MR	125.709
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.16751
PM7_Total_Energy_ev	-4745.10351
PM7_Electronic_Energy_ev	-41866.60631
PM7_Dipole_Debye	5.05168
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.339
PM7_LUMO_Energy_ev	-1.063
PM7_COSMO_Area_square_ang	403.76
PM7_COSMO_Volue_cubic_ang	505.81
PM7_Electron_Affinity_ev	1.063
PM7_Ionization_Energy_ev	8.339
PM7_Energy_Gap_ev	7.276
PM7_Global_Hardness_ev	3.638
PM7_Global_Softness_ev	0.2748763056624519
PM7_Chemical_Potential_ev	-4.701
PM7_Electronigativity_ev	4.701
PM7_Back_Donation_Energy_ev	-0.9095
PM7_Electrophilicity_ev	3.0373008521165477
OPENEYE_Name	1-(2-bromophenyl)sulfonyl-5-methoxy-3-[(4-methylpiperazin-1-yl)methyl]indole
SMILES	c1ccc(c(c1)S(=O)(=O)n2cc(c3c2ccc(c3)OC)CN4CCN(CC4)C)Br
Canonical_SMILES	COc1ccc2c(c1)c(CN1CCN(CC1)C)cn2S(=O)(=O)c1ccccc1Br
InChI	1/C21H24BrN3O3S/c1-23-9-11-24(12-10-23)14-16-15-25(20-8-7-17(28-2)13-18(16)20)29(26,27)21-6-4-3-5-19(21)22/h3-8,13,15H,9-12,14H2,1-2H3
InChI_3D	1S/C21H24BrN3O3S/c1-23-9-11-24(12-10-23)14-16-15-25(20-8-7-17(28-2)13-18(16)20)29(26,27)21-6-4-3-5-19(21)22/h3-8,13,15H,9-12,14H2,1-2H3
AuxInfo	1/0/N:19,20,2,1,6,5,4,3,15,16,17,18,7,21,8,10,12,9,14,11,13,29,23,24,22,25,26,27,28/E:(9,10)(11,12)(26,27)/CRV:29.6/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNOOOSBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;;;s7;d8s9;s3d9;s4d7;d5;d6s13;;;s15;s16;;;s10;s8s11;s15s16s19;s17s18s21;;;s12s20;s13s22d25d26;s14;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:2.946,4.9151,0;3.9229,5.1288,0;.868,1.5138,0;0,1.0058,0;2.637,3.964,0;4.5977,4.3838,0;.868,-.4978,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;;3.3118,3.219,0;4.2956,3.4251,0;2.9541,-3.9212,0;4.604,-3.3852,0;2.6436,-2.9653,0;4.2935,-2.4293,0;4.2418,-5.0776,0;-.8639,-1.5013,0;3.0028,-1.2636,0;2.6938,1.3169,0;3.9328,-4.1265,0;3.3117,-2.2146,0;3.9539,1.959,0;2.0517,2.577,0;-.8653,-.5013,0;3.0028,2.268,0;4.9669,2.684,0;2.6103,5.2857,0;4.0753,5.605,0;.868,2.0138,0;-.4337,1.2545,0;2.1481,3.8593,0;5.0862,4.4906,0;.8677,-.9978,0;3.7858,.5023,0;2.9376,-4.421,0;2.4591,-3.9913,0;5.0458,-3.1509,0;4.9111,-3.7798,0;2.2026,-3.2009,0;2.3343,-2.5725,0;4.3129,-1.9297,0;4.7888,-2.3607,0;4.7173,-4.9231,0;3.7663,-5.232,0;4.3963,-5.5531,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;3.4783,-1.1091,0;2.5272,-1.4181,0;
Duplicates	DB06140_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06140_p0.sdf