CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06769 (6094)

Formula C₁₆H₂₁Cl₂N₃O₂

MW 358.27

InChIKey YTKUWDBFDASYHO-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 45

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.52

logP 3.2646

PSA 58.36

MR 95.5668

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -72.10095

PM7_Total_Energy_ev -3931.97619

PM7_Electronic_Energy_ev -29190.41421

PM7_Dipole_Debye 3.84242

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.97

PM7_LUMO_Energy_ev -0.31

PM7_COSMO_Area_square_ang 365.58

PM7_COSMO_Volue_cubic_ang 416.51

PM7_Electron_Affinity_ev 0.31

PM7_Ionization_Energy_ev 7.97

PM7_Energy_Gap_ev 7.66

PM7_Global_Hardness_ev 3.83

PM7_Global_Softness_ev 0.26109660574412535

PM7_Chemical_Potential_ev -4.14

PM7_Electronigativity_ev 4.14

PM7_Back_Donation_Energy_ev -0.9575

PM7_Electrophilicity_ev 2.2375456919060053

OPENEYE_Name 4-[5-[bis(2-chloroethyl)amino]-1-methyl-benzimidazol-2-yl]butanoic acid

SMILES c1cc(cc2c1n(c(n2)CCCC(=O)O)C)N(CCCl)CCCl

Canonical_SMILES ClCCN(c1ccc2c(c1)nc(n2C)CCCC(=O)O)CCCl

InChI 1/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)/f/h22H

InChI_3D 1S/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)

AuxInfo 1/1/N:9,12,10,11,2,1,15,16,13,14,3,6,4,5,7,8,22,23,17,18,19,20,21/E:(7,8)(9,10)(17,18)(22,23)/F:9,12,10,11,2,1,15,16,13,14,3,6,4,5,7,8,22,23,17,18,19,21,20/E:(7,8)(9,10)(17,18)/rA:44nCCCCCCCCCCCCCCCCNNNOOClClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;;;s7;s8;s10s11;;;s13;s14;s4d7;s5s7s9;s6s13s14;d8;s8;s15;s16;s1;s2;s3;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s21;/rC:.868,.5079,0;;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;3.2858,-.5036,0;7.2858,-.5034,0;3.0029,1.262,0;4.2858,-.5035,0;6.2858,-.5034,0;5.2858,-.5035,0;-.8639,-2.507,0;-1.732,-1.0082,0;-.8625,-3.507,0;-2.5988,-.5094,0;2.6938,-1.3184,0;2.6938,.311,0;-.8653,-1.507,0;7.7859,-1.3694,0;7.7857,.3627,0;-.8611,-4.507,0;-3.4655,-.0107,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;2.5273,1.4166,0;3.1574,1.7376,0;3.4784,1.1075,0;4.2858,-.0035,0;4.2858,-1.0035,0;6.2858,-1.0034,0;6.2858,-.0034,0;5.2858,-.0035,0;5.2858,-1.0035,0;-1.3639,-2.5077,0;-.3639,-2.5063,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-1.3625,-3.5077,0;-.3625,-3.5063,0;-2.3494,-.0761,0;-2.8482,-.9428,0;8.2857,.3627,0;

Duplicates DB06769

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.sdf

Formula	C₁₆H₂₁Cl₂N₃O₂
MW	358.27
InChIKey	YTKUWDBFDASYHO-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	45
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.52
logP	3.2646
PSA	58.36
MR	95.5668
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-72.10095
PM7_Total_Energy_ev	-3931.97619
PM7_Electronic_Energy_ev	-29190.41421
PM7_Dipole_Debye	3.84242
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.97
PM7_LUMO_Energy_ev	-0.31
PM7_COSMO_Area_square_ang	365.58
PM7_COSMO_Volue_cubic_ang	416.51
PM7_Electron_Affinity_ev	0.31
PM7_Ionization_Energy_ev	7.97
PM7_Energy_Gap_ev	7.66
PM7_Global_Hardness_ev	3.83
PM7_Global_Softness_ev	0.26109660574412535
PM7_Chemical_Potential_ev	-4.14
PM7_Electronigativity_ev	4.14
PM7_Back_Donation_Energy_ev	-0.9575
PM7_Electrophilicity_ev	2.2375456919060053
OPENEYE_Name	4-[5-[bis(2-chloroethyl)amino]-1-methyl-benzimidazol-2-yl]butanoic acid
SMILES	c1cc(cc2c1n(c(n2)CCCC(=O)O)C)N(CCCl)CCCl
Canonical_SMILES	ClCCN(c1ccc2c(c1)nc(n2C)CCCC(=O)O)CCCl
InChI	1/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)/f/h22H
InChI_3D	1S/C16H21Cl2N3O2/c1-20-14-6-5-12(21(9-7-17)10-8-18)11-13(14)19-15(20)3-2-4-16(22)23/h5-6,11H,2-4,7-10H2,1H3,(H,22,23)
AuxInfo	1/1/N:9,12,10,11,2,1,15,16,13,14,3,6,4,5,7,8,22,23,17,18,19,20,21/E:(7,8)(9,10)(17,18)(22,23)/F:9,12,10,11,2,1,15,16,13,14,3,6,4,5,7,8,22,23,17,18,19,21,20/E:(7,8)(9,10)(17,18)/rA:44nCCCCCCCCCCCCCCCCNNNOOClClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;;;;s7;s8;s10s11;;;s13;s14;s4d7;s5s7s9;s6s13s14;d8;s8;s15;s16;s1;s2;s3;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s21;/rC:.868,.5079,0;;.868,-1.5037,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;3.2858,-.5036,0;7.2858,-.5034,0;3.0029,1.262,0;4.2858,-.5035,0;6.2858,-.5034,0;5.2858,-.5035,0;-.8639,-2.507,0;-1.732,-1.0082,0;-.8625,-3.507,0;-2.5988,-.5094,0;2.6938,-1.3184,0;2.6938,.311,0;-.8653,-1.507,0;7.7859,-1.3694,0;7.7857,.3627,0;-.8611,-4.507,0;-3.4655,-.0107,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;2.5273,1.4166,0;3.1574,1.7376,0;3.4784,1.1075,0;4.2858,-.0035,0;4.2858,-1.0035,0;6.2858,-1.0034,0;6.2858,-.0034,0;5.2858,-.0035,0;5.2858,-1.0035,0;-1.3639,-2.5077,0;-.3639,-2.5063,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-1.3625,-3.5077,0;-.3625,-3.5063,0;-2.3494,-.0761,0;-2.8482,-.9428,0;8.2857,.3627,0;
Duplicates	DB06769
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06769.sdf