CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12557 (10327)

Formula C₂₁H₂₃Cl₂N₃O₃S

MW 468.4

InChIKey UYGZODVVDUIDDQ-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 9

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.38

logP 6.4213

PSA 89.44

MR 121.656

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -86.19139

PM7_Total_Energy_ev -5045.12761

PM7_Electronic_Energy_ev -42394.4312

PM7_Dipole_Debye 7.544

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.42

PM7_LUMO_Energy_ev -1.136

PM7_COSMO_Area_square_ang 447.09

PM7_COSMO_Volue_cubic_ang 530.47

PM7_Electron_Affinity_ev 1.136

PM7_Ionization_Energy_ev 9.42

PM7_Energy_Gap_ev 8.284

PM7_Global_Hardness_ev 4.142

PM7_Global_Softness_ev 0.24142926122646063

PM7_Chemical_Potential_ev -5.278

PM7_Electronigativity_ev 5.278

PM7_Back_Donation_Energy_ev -1.0355

PM7_Electrophilicity_ev 3.3627817479478512

OPENEYE_Name 3-[(2,4-dichlorophenyl)methyl]-2-methyl-~{N}-pentylsulfonyl-benzimidazole-5-carboxamide

SMILES c1cc2c(cc1C(=O)NS(=O)(=O)CCCCC)n(c(n2)C)Cc3ccc(cc3Cl)Cl

Canonical_SMILES CCCCCS(=O)(=O)NC(=O)c1ccc2c(c1)n(Cc1ccc(cc1Cl)Cl)c(n2)C

InChI 1/C21H23Cl2N3O3S/c1-3-4-5-10-30(28,29)25-21(27)15-7-9-19-20(11-15)26(14(2)24-19)13-16-6-8-17(22)12-18(16)23/h6-9,11-12H,3-5,10,13H2,1-2H3,(H,25,27)/f/h25H

InChI_3D 1S/C21H23Cl2N3O3S/c1-3-4-5-10-30(28,29)25-21(27)15-7-9-19-20(11-15)26(14(2)24-19)13-16-6-8-17(22)12-18(16)23/h6-9,11-12H,3-5,10,13H2,1-2H3,(H,25,27)

AuxInfo 1/1/N:16,15,18,19,20,2,1,4,3,21,5,6,17,13,7,8,11,12,9,10,14,29,30,22,24,23,25,26,27,28/E:(28,29)/F:m/E:m/CRV:30.6/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNOOOSClClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s3;s5d9;s4d6;s6d8;;s7;s13;;s8;s16;s18;s19;s20;s9d13;s10s13s17;s14;d14;;;s21s24d26d27;s11;s12;s1;s2;s3;s4;s5;s6;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:;4.2958,3.4249,0;.868,-.4979,0;4.6049,4.376,0;.868,1.5137,0;2.9562,4.917,0;0,1.0058,0;3.3119,3.2189,0;1.736,-.0013,0;1.736,1.0058,0;3.9401,5.1231,0;2.6372,3.9639,0;3.2858,.5022,0;-.8675,1.5033,0;4.2858,.5023,0;-6.9369,3.9856,0;3.0028,2.2678,0;-6.0694,3.4881,0;-5.202,2.9907,0;-4.3345,2.4932,0;-3.467,1.9957,0;2.6938,-.3126,0;2.6938,1.3168,0;-1.732,1.0008,0;-.8704,2.5033,0;-2.102,2.3657,0;-3.097,.6308,0;-2.5995,1.4982,0;4.2533,6.0728,0;1.6584,3.7589,0;-.4327,-.2506,0;4.6297,3.0529,0;.8677,-.9979,0;5.0942,4.4785,0;.868,2.0137,0;2.6239,5.2906,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;-7.1856,3.5519,0;-6.6882,4.4194,0;-7.3706,4.2344,0;3.4784,2.1133,0;2.5273,2.4224,0;-5.8207,3.9219,0;-6.3182,3.0544,0;-4.9532,3.4244,0;-5.4507,2.5569,0;-4.0857,2.9269,0;-4.5832,2.0595,0;-3.2183,2.4295,0;-3.7157,1.562,0;-1.7306,.5008,0;

Duplicates DB12557

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.sdf

Formula	C₂₁H₂₃Cl₂N₃O₃S
MW	468.4
InChIKey	UYGZODVVDUIDDQ-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	9
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.38
logP	6.4213
PSA	89.44
MR	121.656
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-86.19139
PM7_Total_Energy_ev	-5045.12761
PM7_Electronic_Energy_ev	-42394.4312
PM7_Dipole_Debye	7.544
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.42
PM7_LUMO_Energy_ev	-1.136
PM7_COSMO_Area_square_ang	447.09
PM7_COSMO_Volue_cubic_ang	530.47
PM7_Electron_Affinity_ev	1.136
PM7_Ionization_Energy_ev	9.42
PM7_Energy_Gap_ev	8.284
PM7_Global_Hardness_ev	4.142
PM7_Global_Softness_ev	0.24142926122646063
PM7_Chemical_Potential_ev	-5.278
PM7_Electronigativity_ev	5.278
PM7_Back_Donation_Energy_ev	-1.0355
PM7_Electrophilicity_ev	3.3627817479478512
OPENEYE_Name	3-[(2,4-dichlorophenyl)methyl]-2-methyl-~{N}-pentylsulfonyl-benzimidazole-5-carboxamide
SMILES	c1cc2c(cc1C(=O)NS(=O)(=O)CCCCC)n(c(n2)C)Cc3ccc(cc3Cl)Cl
Canonical_SMILES	CCCCCS(=O)(=O)NC(=O)c1ccc2c(c1)n(Cc1ccc(cc1Cl)Cl)c(n2)C
InChI	1/C21H23Cl2N3O3S/c1-3-4-5-10-30(28,29)25-21(27)15-7-9-19-20(11-15)26(14(2)24-19)13-16-6-8-17(22)12-18(16)23/h6-9,11-12H,3-5,10,13H2,1-2H3,(H,25,27)/f/h25H
InChI_3D	1S/C21H23Cl2N3O3S/c1-3-4-5-10-30(28,29)25-21(27)15-7-9-19-20(11-15)26(14(2)24-19)13-16-6-8-17(22)12-18(16)23/h6-9,11-12H,3-5,10,13H2,1-2H3,(H,25,27)
AuxInfo	1/1/N:16,15,18,19,20,2,1,4,3,21,5,6,17,13,7,8,11,12,9,10,14,29,30,22,24,23,25,26,27,28/E:(28,29)/F:m/E:m/CRV:30.6/rA:53nCCCCCCCCCCCCCCCCCCCCCNNNOOOSClClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s3;s5d9;s4d6;s6d8;;s7;s13;;s8;s16;s18;s19;s20;s9d13;s10s13s17;s14;d14;;;s21s24d26d27;s11;s12;s1;s2;s3;s4;s5;s6;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s24;/rC:;4.2958,3.4249,0;.868,-.4979,0;4.6049,4.376,0;.868,1.5137,0;2.9562,4.917,0;0,1.0058,0;3.3119,3.2189,0;1.736,-.0013,0;1.736,1.0058,0;3.9401,5.1231,0;2.6372,3.9639,0;3.2858,.5022,0;-.8675,1.5033,0;4.2858,.5023,0;-6.9369,3.9856,0;3.0028,2.2678,0;-6.0694,3.4881,0;-5.202,2.9907,0;-4.3345,2.4932,0;-3.467,1.9957,0;2.6938,-.3126,0;2.6938,1.3168,0;-1.732,1.0008,0;-.8704,2.5033,0;-2.102,2.3657,0;-3.097,.6308,0;-2.5995,1.4982,0;4.2533,6.0728,0;1.6584,3.7589,0;-.4327,-.2506,0;4.6297,3.0529,0;.8677,-.9979,0;5.0942,4.4785,0;.868,2.0137,0;2.6239,5.2906,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;-7.1856,3.5519,0;-6.6882,4.4194,0;-7.3706,4.2344,0;3.4784,2.1133,0;2.5273,2.4224,0;-5.8207,3.9219,0;-6.3182,3.0544,0;-4.9532,3.4244,0;-5.4507,2.5569,0;-4.0857,2.9269,0;-4.5832,2.0595,0;-3.2183,2.4295,0;-3.7157,1.562,0;-1.7306,.5008,0;
Duplicates	DB12557
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12557.sdf