CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08019_p0 (7538)

Formula C₂₀H₂₈ClN₅

MW 373.93

InChIKey VWCMAGONQJHIJZ-MRSUPTMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 5

HB_Donor 4

HB_Acceptor 1

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.94

logP 3.8273

PSA 75

MR 111.925

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 47.08481

PM7_Total_Energy_ev -4032.14694

PM7_Electronic_Energy_ev -32003.94825

PM7_Dipole_Debye 4.87125

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.952

PM7_LUMO_Energy_ev -0.269

PM7_COSMO_Area_square_ang 424.14

PM7_COSMO_Volue_cubic_ang 468.8

PM7_Electron_Affinity_ev 0.269

PM7_Ionization_Energy_ev 8.952

PM7_Energy_Gap_ev 8.683

PM7_Global_Hardness_ev 4.3415

PM7_Global_Softness_ev 0.23033513762524474

PM7_Chemical_Potential_ev -4.6105

PM7_Electronigativity_ev 4.6105

PM7_Back_Donation_Energy_ev -1.085375

PM7_Electrophilicity_ev 2.4480836404468502

OPENEYE_Name ~{N}'-[(3~{R},4~{S})-4-[(6-amino-4-methyl-2-pyridyl)methyl]pyrrolidin-3-yl]-~{N}-[(3-chlorophenyl)methyl]ethane-1,2-diamine

SMILES c1cc(cc(c1)Cl)CNCCNC2CNCC2Cc3cc(cc(n3)N)C

Canonical_SMILES Clc1cccc(c1)CNCCN[C@H]1CNC[C@@H]1Cc1cc(C)cc(n1)N

InChI 1/C20H28ClN5/c1-14-7-18(26-20(22)8-14)10-16-12-24-13-19(16)25-6-5-23-11-15-3-2-4-17(21)9-15/h2-4,7-9,16,19,23-25H,5-6,10-13H2,1H3,(H2,22,26)/f/h22H2

InChI_3D 1S/C20H28ClN5/c1-14-7-18(26-20(22)8-14)10-16-12-24-13-19(16)25-6-5-23-11-15-3-2-4-17(21)9-15/h2-4,7-9,16,19,23-25H,5-6,10-13H2,1H3,(H2,22,26)/t16-,19-/m0/s1

AuxInfo 1/1/N:16,1,2,3,20,19,5,6,4,18,17,12,13,8,7,14,9,10,15,11,26,23,25,22,24,21/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCNNNNNClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;d5s6;d3s4;s5;d6;;;s12;s13s14;s8;s7;s10s14;;s19;d10s11;s12s13;s11;s15s19;s17s20;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s22;s23;s23;s24;s25;/rC:.0135,10.7836,0;-.7252,10.1096,0;.9707,10.4765,0;.4406,8.8245,0;-.8675,.4975,0;.8675,.4975,0;-.5166,9.1316,0;;1.189,9.4954,0;-.8675,1.5027,0;.8675,1.5027,0;-4.2045,3.1785,0;-3.2574,4.4926,0;-3.2531,2.8707,0;-2.6676,3.6831,0;0,-1,0;-1.2582,8.4608,0;-1.735,2.0001,0;-1.5797,5.8347,0;-1.7898,6.8124,0;0,2.0104,0;-4.2118,4.1789,0;1.735,2.0001,0;-1.3696,4.857,0;-1.9999,7.7901,0;2.1412,9.1899,0;-.0929,11.2722,0;-1.2013,10.2624,0;1.34,10.8135,0;.5449,8.3355,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3069,2.6891,0;-4.702,3.2282,0;-3.462,4.9488,0;-2.8249,4.7435,0;-3.4555,2.4135,0;-2.295,3.3497,0;.5,-1,0;0,-1.5,0;-.5,-1,0;-.9228,8.09,0;-1.5936,8.8317,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-1.0909,5.9397,0;-2.0686,5.7296,0;-2.2786,6.7073,0;-1.301,6.9174,0;-4.6178,4.4706,0;1.7365,2.5001,0;2.1673,1.7489,0;-.8938,4.7035,0;-2.4758,7.9435,0;

Duplicates DB08019_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.sdf

Formula	C₂₀H₂₈ClN₅
MW	373.93
InChIKey	VWCMAGONQJHIJZ-MRSUPTMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	5
HB_Donor	4
HB_Acceptor	1
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.94
logP	3.8273
PSA	75
MR	111.925
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	47.08481
PM7_Total_Energy_ev	-4032.14694
PM7_Electronic_Energy_ev	-32003.94825
PM7_Dipole_Debye	4.87125
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.952
PM7_LUMO_Energy_ev	-0.269
PM7_COSMO_Area_square_ang	424.14
PM7_COSMO_Volue_cubic_ang	468.8
PM7_Electron_Affinity_ev	0.269
PM7_Ionization_Energy_ev	8.952
PM7_Energy_Gap_ev	8.683
PM7_Global_Hardness_ev	4.3415
PM7_Global_Softness_ev	0.23033513762524474
PM7_Chemical_Potential_ev	-4.6105
PM7_Electronigativity_ev	4.6105
PM7_Back_Donation_Energy_ev	-1.085375
PM7_Electrophilicity_ev	2.4480836404468502
OPENEYE_Name	~{N}'-[(3~{R},4~{S})-4-[(6-amino-4-methyl-2-pyridyl)methyl]pyrrolidin-3-yl]-~{N}-[(3-chlorophenyl)methyl]ethane-1,2-diamine
SMILES	c1cc(cc(c1)Cl)CNCCNC2CNCC2Cc3cc(cc(n3)N)C
Canonical_SMILES	Clc1cccc(c1)CNCCN[C@H]1CNC[C@@H]1Cc1cc(C)cc(n1)N
InChI	1/C20H28ClN5/c1-14-7-18(26-20(22)8-14)10-16-12-24-13-19(16)25-6-5-23-11-15-3-2-4-17(21)9-15/h2-4,7-9,16,19,23-25H,5-6,10-13H2,1H3,(H2,22,26)/f/h22H2
InChI_3D	1S/C20H28ClN5/c1-14-7-18(26-20(22)8-14)10-16-12-24-13-19(16)25-6-5-23-11-15-3-2-4-17(21)9-15/h2-4,7-9,16,19,23-25H,5-6,10-13H2,1H3,(H2,22,26)/t16-,19-/m0/s1
AuxInfo	1/1/N:16,1,2,3,20,19,5,6,4,18,17,12,13,8,7,14,9,10,15,11,26,23,25,22,24,21/F:m/rA:54cCCCCCCCCCCCCCCCCCCCCNNNNNClHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;d5s6;d3s4;s5;d6;;;s12;s13s14;s8;s7;s10s14;;s19;d10s11;s12s13;s11;s15s19;s17s20;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s22;s23;s23;s24;s25;/rC:.0135,10.7836,0;-.7252,10.1096,0;.9707,10.4765,0;.4406,8.8245,0;-.8675,.4975,0;.8675,.4975,0;-.5166,9.1316,0;;1.189,9.4954,0;-.8675,1.5027,0;.8675,1.5027,0;-4.2045,3.1785,0;-3.2574,4.4926,0;-3.2531,2.8707,0;-2.6676,3.6831,0;0,-1,0;-1.2582,8.4608,0;-1.735,2.0001,0;-1.5797,5.8347,0;-1.7898,6.8124,0;0,2.0104,0;-4.2118,4.1789,0;1.735,2.0001,0;-1.3696,4.857,0;-1.9999,7.7901,0;2.1412,9.1899,0;-.0929,11.2722,0;-1.2013,10.2624,0;1.34,10.8135,0;.5449,8.3355,0;-1.3001,.2469,0;1.3001,.2469,0;-4.3069,2.6891,0;-4.702,3.2282,0;-3.462,4.9488,0;-2.8249,4.7435,0;-3.4555,2.4135,0;-2.295,3.3497,0;.5,-1,0;0,-1.5,0;-.5,-1,0;-.9228,8.09,0;-1.5936,8.8317,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-1.0909,5.9397,0;-2.0686,5.7296,0;-2.2786,6.7073,0;-1.301,6.9174,0;-4.6178,4.4706,0;1.7365,2.5001,0;2.1673,1.7489,0;-.8938,4.7035,0;-2.4758,7.9435,0;
Duplicates	DB08019_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08019_p0.sdf