CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04505 (4813)

Formula C₂₀H₂₂ClN₅O₃

MW 415.88

InChIKey WUJFGZAAFADPSF-MRSUPTMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.43

logP 3.6731

PSA 97.31

MR 112.318

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 21.98548

PM7_Total_Energy_ev -4834.14264

PM7_Electronic_Energy_ev -40723.63177

PM7_Dipole_Debye 3.70277

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.886

PM7_LUMO_Energy_ev -0.401

PM7_COSMO_Area_square_ang 418.56

PM7_COSMO_Volue_cubic_ang 493.13

PM7_Electron_Affinity_ev 0.401

PM7_Ionization_Energy_ev 8.886

PM7_Energy_Gap_ev 8.485

PM7_Global_Hardness_ev 4.2425

PM7_Global_Softness_ev 0.2357100766057749

PM7_Chemical_Potential_ev -4.6435

PM7_Electronigativity_ev 4.6435

PM7_Back_Donation_Energy_ev -1.060625

PM7_Electrophilicity_ev 2.5412012080141424

OPENEYE_Name 8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]-9-pent-4-ynyl-purin-6-amine

SMILES C#CCCCn1c2c(c(ncn2)N)nc1Cc3cc(c(c(c3Cl)OC)OC)OC

Canonical_SMILES C#CCCCn1c(Cc2cc(OC)c(c(c2Cl)OC)OC)nc2c1ncnc2N

InChI 1/C20H22ClN5O3/c1-5-6-7-8-26-14(25-16-19(22)23-11-24-20(16)26)10-12-9-13(27-2)17(28-3)18(29-4)15(12)21/h1,9,11H,6-8,10H2,2-4H3,(H2,22,23,24)/f/h22H2

InChI_3D 1S/C20H22ClN5O3/c1-5-6-7-8-26-14(25-16-19(22)23-11-24-20(16)26)10-12-9-13(27-2)17(28-3)18(29-4)15(12)21/h1,9,11H,6-8,10H2,2-4H3,(H2,22,23,24)

AuxInfo 1/1/N:1,14,15,16,2,17,19,20,3,18,4,5,7,13,10,6,8,9,12,11,29,25,22,21,23,24,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;;s3;d7;s8;s5d9;d6;s6;;;;;s2;s5s13;s17;s19;d4s11;s4d12;s6d13;s11s13s20;s12;s7s14;s8s15;s9s16;s10;s1;s3;s4;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s25;s25;/rC:3.3707,-6.5817,0;3.0617,-5.6306,0;4.9179,-1.8834,0;-.868,-1.5137,0;4.4178,-1.0114,0;.868,-.5079,0;5.9179,-1.8834,0;6.4229,-1.0202,0;5.9229,-.1482,0;4.9178,-.1394,0;.868,-1.515,0;;2.4178,-1.0115,0;7.4154,-2.7537,0;7.9267,-.1607,0;5.933,1.5838,0;2.7527,-4.6795,0;3.4178,-1.0114,0;2.4437,-3.7284,0;2.1348,-2.7774,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.4154,-2.7508,0;7.4229,-1.0246,0;6.4279,.7149,0;4.4203,.7281,0;3.5251,-7.0572,0;4.6673,-2.316,0;-1.3007,-1.7643,0;7.4168,-2.2537,0;7.9154,-2.7552,0;7.414,-3.2537,0;7.4948,.0912,0;8.3586,-.4126,0;8.1786,.2712,0;5.4985,1.3363,0;6.3674,1.8313,0;5.6855,2.0183,0;2.2772,-4.834,0;3.2282,-4.525,0;3.4178,-1.5114,0;3.4178,-.5114,0;1.9682,-3.8829,0;2.9193,-3.574,0;1.6592,-2.9319,0;2.6103,-2.6229,0;-.433,1.25,0;.433,1.25,0;

Duplicates DB04505

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.sdf

Formula	C₂₀H₂₂ClN₅O₃
MW	415.88
InChIKey	WUJFGZAAFADPSF-MRSUPTMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.43
logP	3.6731
PSA	97.31
MR	112.318
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	21.98548
PM7_Total_Energy_ev	-4834.14264
PM7_Electronic_Energy_ev	-40723.63177
PM7_Dipole_Debye	3.70277
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.886
PM7_LUMO_Energy_ev	-0.401
PM7_COSMO_Area_square_ang	418.56
PM7_COSMO_Volue_cubic_ang	493.13
PM7_Electron_Affinity_ev	0.401
PM7_Ionization_Energy_ev	8.886
PM7_Energy_Gap_ev	8.485
PM7_Global_Hardness_ev	4.2425
PM7_Global_Softness_ev	0.2357100766057749
PM7_Chemical_Potential_ev	-4.6435
PM7_Electronigativity_ev	4.6435
PM7_Back_Donation_Energy_ev	-1.060625
PM7_Electrophilicity_ev	2.5412012080141424
OPENEYE_Name	8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]-9-pent-4-ynyl-purin-6-amine
SMILES	C#CCCCn1c2c(c(ncn2)N)nc1Cc3cc(c(c(c3Cl)OC)OC)OC
Canonical_SMILES	C#CCCCn1c(Cc2cc(OC)c(c(c2Cl)OC)OC)nc2c1ncnc2N
InChI	1/C20H22ClN5O3/c1-5-6-7-8-26-14(25-16-19(22)23-11-24-20(16)26)10-12-9-13(27-2)17(28-3)18(29-4)15(12)21/h1,9,11H,6-8,10H2,2-4H3,(H2,22,23,24)/f/h22H2
InChI_3D	1S/C20H22ClN5O3/c1-5-6-7-8-26-14(25-16-19(22)23-11-24-20(16)26)10-12-9-13(27-2)17(28-3)18(29-4)15(12)21/h1,9,11H,6-8,10H2,2-4H3,(H2,22,23,24)
AuxInfo	1/1/N:1,14,15,16,2,17,19,20,3,18,4,5,7,13,10,6,8,9,12,11,29,25,22,21,23,24,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d3;;s3;d7;s8;s5d9;d6;s6;;;;;s2;s5s13;s17;s19;d4s11;s4d12;s6d13;s11s13s20;s12;s7s14;s8s15;s9s16;s10;s1;s3;s4;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s25;s25;/rC:3.3707,-6.5817,0;3.0617,-5.6306,0;4.9179,-1.8834,0;-.868,-1.5137,0;4.4178,-1.0114,0;.868,-.5079,0;5.9179,-1.8834,0;6.4229,-1.0202,0;5.9229,-.1482,0;4.9178,-.1394,0;.868,-1.515,0;;2.4178,-1.0115,0;7.4154,-2.7537,0;7.9267,-.1607,0;5.933,1.5838,0;2.7527,-4.6795,0;3.4178,-1.0114,0;2.4437,-3.7284,0;2.1348,-2.7774,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.4154,-2.7508,0;7.4229,-1.0246,0;6.4279,.7149,0;4.4203,.7281,0;3.5251,-7.0572,0;4.6673,-2.316,0;-1.3007,-1.7643,0;7.4168,-2.2537,0;7.9154,-2.7552,0;7.414,-3.2537,0;7.4948,.0912,0;8.3586,-.4126,0;8.1786,.2712,0;5.4985,1.3363,0;6.3674,1.8313,0;5.6855,2.0183,0;2.2772,-4.834,0;3.2282,-4.525,0;3.4178,-1.5114,0;3.4178,-.5114,0;1.9682,-3.8829,0;2.9193,-3.574,0;1.6592,-2.9319,0;2.6103,-2.6229,0;-.433,1.25,0;.433,1.25,0;
Duplicates	DB04505
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04505.sdf