CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02550 (2827)

Formula C₂₀H₂₁ClFN₅O₃

MW 433.87

InChIKey KCIOVTSUEXGUFJ-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

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 4.01

logP 3.8122

PSA 97.31

MR 112.276

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -18.09917

PM7_Total_Energy_ev -5286.05841

PM7_Electronic_Energy_ev -43384.45898

PM7_Dipole_Debye 5.44735

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.109

PM7_LUMO_Energy_ev -0.582

PM7_COSMO_Area_square_ang 425.24

PM7_COSMO_Volue_cubic_ang 500.29

PM7_Electron_Affinity_ev 0.582

PM7_Ionization_Energy_ev 9.109

PM7_Energy_Gap_ev 8.527

PM7_Global_Hardness_ev 4.2635

PM7_Global_Softness_ev 0.23454907939486339

PM7_Chemical_Potential_ev -4.8455

PM7_Electronigativity_ev 4.8455

PM7_Back_Donation_Energy_ev -1.065875

PM7_Electrophilicity_ev 2.7534737011844728

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

SMILES C#CCCCn1c2c(c(nc(n2)F)N)nc1Cc3cc(c(c(c3Cl)OC)OC)OC

Canonical_SMILES C#CCCCn1c(Cc2cc(OC)c(c(c2Cl)OC)OC)nc2c1nc(F)nc2N

InChI 1/C20H21ClFN5O3/c1-5-6-7-8-27-13(24-15-18(23)25-20(22)26-19(15)27)10-11-9-12(28-2)16(29-3)17(30-4)14(11)21/h1,9H,6-8,10H2,2-4H3,(H2,23,25,26)/f/h23H2

InChI_3D 1S/C20H21ClFN5O3/c1-5-6-7-8-27-13(24-15-18(23)25-20(22)26-19(15)27)10-11-9-12(28-2)16(29-3)17(30-4)14(11)21/h1,9H,6-8,10H2,2-4H3,(H2,23,25,26)

AuxInfo 1/1/N:1,14,15,16,2,17,19,20,3,18,4,6,12,9,5,7,8,11,10,13,30,29,25,21,23,22,24,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;s3;d6;s7;s4d8;d5;s5;;;;;;s2;s4s12;s17;s19;s5d12;s10d13;d11s13;s10s12s20;s11;s6s14;s7s15;s8s16;s13;s9;s1;s3;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;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;-.868,-1.5137,0;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;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;6.4154,-2.7508,0;7.4229,-1.0246,0;6.4279,.7149,0;-1.7333,-2.0149,0;4.4203,.7281,0;3.5251,-7.0572,0;4.6673,-2.316,0;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 DB02550

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.sdf

Formula	C₂₀H₂₁ClFN₅O₃
MW	433.87
InChIKey	KCIOVTSUEXGUFJ-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
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	4.01
logP	3.8122
PSA	97.31
MR	112.276
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-18.09917
PM7_Total_Energy_ev	-5286.05841
PM7_Electronic_Energy_ev	-43384.45898
PM7_Dipole_Debye	5.44735
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.109
PM7_LUMO_Energy_ev	-0.582
PM7_COSMO_Area_square_ang	425.24
PM7_COSMO_Volue_cubic_ang	500.29
PM7_Electron_Affinity_ev	0.582
PM7_Ionization_Energy_ev	9.109
PM7_Energy_Gap_ev	8.527
PM7_Global_Hardness_ev	4.2635
PM7_Global_Softness_ev	0.23454907939486339
PM7_Chemical_Potential_ev	-4.8455
PM7_Electronigativity_ev	4.8455
PM7_Back_Donation_Energy_ev	-1.065875
PM7_Electrophilicity_ev	2.7534737011844728
OPENEYE_Name	8-[(2-chloro-3,4,5-trimethoxy-phenyl)methyl]-2-fluoro-9-pent-4-ynyl-purin-6-amine
SMILES	C#CCCCn1c2c(c(nc(n2)F)N)nc1Cc3cc(c(c(c3Cl)OC)OC)OC
Canonical_SMILES	C#CCCCn1c(Cc2cc(OC)c(c(c2Cl)OC)OC)nc2c1nc(F)nc2N
InChI	1/C20H21ClFN5O3/c1-5-6-7-8-27-13(24-15-18(23)25-20(22)26-19(15)27)10-11-9-12(28-2)16(29-3)17(30-4)14(11)21/h1,9H,6-8,10H2,2-4H3,(H2,23,25,26)/f/h23H2
InChI_3D	1S/C20H21ClFN5O3/c1-5-6-7-8-27-13(24-15-18(23)25-20(22)26-19(15)27)10-11-9-12(28-2)16(29-3)17(30-4)14(11)21/h1,9H,6-8,10H2,2-4H3,(H2,23,25,26)
AuxInfo	1/1/N:1,14,15,16,2,17,19,20,3,18,4,6,12,9,5,7,8,11,10,13,30,29,25,21,23,22,24,26,27,28/F:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFClHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;;s3;d6;s7;s4d8;d5;s5;;;;;;s2;s4s12;s17;s19;s5d12;s10d13;d11s13;s10s12s20;s11;s6s14;s7s15;s8s16;s13;s9;s1;s3;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;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;-.868,-1.5137,0;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;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;6.4154,-2.7508,0;7.4229,-1.0246,0;6.4279,.7149,0;-1.7333,-2.0149,0;4.4203,.7281,0;3.5251,-7.0572,0;4.6673,-2.316,0;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	DB02550
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02550.sdf