CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12443 (10203)

Formula C₁₈H₂₀ClN₅O₅

MW 421.84

InChIKey WUCQGGOGHZRELS-HPHMPNDVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 9

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.58

logP 0.8761

PSA 148.77

MR 103.47

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -117.83726

PM7_Total_Energy_ev -5153.85808

PM7_Electronic_Energy_ev -42497.96839

PM7_Dipole_Debye 2.8947

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.134

PM7_LUMO_Energy_ev -0.505

PM7_COSMO_Area_square_ang 393.64

PM7_COSMO_Volue_cubic_ang 463.97

PM7_Electron_Affinity_ev 0.505

PM7_Ionization_Energy_ev 9.134

PM7_Energy_Gap_ev 8.629

PM7_Global_Hardness_ev 4.3145

PM7_Global_Softness_ev 0.23177656738903696

PM7_Chemical_Potential_ev -4.8195

PM7_Electronigativity_ev 4.8195

PM7_Back_Donation_Energy_ev -1.078625

PM7_Electrophilicity_ev 2.6918044095491944

OPENEYE_Name (2~{R},3~{R},4~{S},5~{R})-2-[6-amino-2-[2-(4-chlorophenyl)ethoxy]purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

SMILES c1cc(ccc1CCOc2nc3c(c(n2)N)ncn3C4C(C(C(O4)CO)O)O)Cl

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(OCCc1ccc(cc1)Cl)nc2N

InChI 1/C18H20ClN5O5/c19-10-3-1-9(2-4-10)5-6-28-18-22-15(20)12-16(23-18)24(8-21-12)17-14(27)13(26)11(7-25)29-17/h1-4,8,11,13-14,17,25-27H,5-7H2,(H2,20,22,23)/f/h20H2

InChI_3D 1S/C18H20ClN5O5/c19-10-3-1-9(2-4-10)5-6-28-18-22-15(20)12-16(23-18)24(8-21-12)17-14(27)13(26)11(7-25)29-17/h1-4,8,11,13-14,17,25-27H,5-7H2,(H2,20,22,23)/t11-,13-,14-,17-/m1/s1

AuxInfo 1/1/N:1,2,3,4,16,18,17,5,6,8,14,7,12,13,10,9,15,11,29,23,19,21,20,22,27,25,26,28,24/E:(1,2)(3,4)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;s3d4;d7;s7;;;s12;s12;s13;s6;s14;s16;d5s7;s9d11;d10s11;s5s9s15;s10;s14s15;s12;s13;s17;s11s18;s8;s1;s2;s3;s4;s5;s12;s13;s14;s15;s16;s16;s17;s17;s18;s18;s23;s23;s25;s26;s27;/rC:-4.332,.4815,0;-5.1974,-1.0223,0;-5.2032,.9829,0;-6.0686,-.5209,0;2.4178,-1.0115,0;-4.3335,-.5186,0;.868,-.5079,0;-6.076,.4842,0;.868,-1.515,0;;-.868,-1.5137,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-3.4668,-1.0173,0;-.6605,-3.6225,0;-2.6,-1.5161,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.6392,-3.417,0;-1.7333,-2.0149,0;-6.9427,.983,0;-3.899,.7315,0;-5.196,-1.5223,0;-5.2025,1.4829,0;-6.5005,-.7728,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-3.7162,-1.4507,0;-3.2174,-.584,0;-.7633,-4.1119,0;-.5577,-3.1332,0;-2.8494,-1.9495,0;-2.3507,-1.0828,0;-.433,1.25,0;.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.9728,-3.7894,0;

Duplicates DB12443

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.sdf

Formula	C₁₈H₂₀ClN₅O₅
MW	421.84
InChIKey	WUCQGGOGHZRELS-HPHMPNDVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	9
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.58
logP	0.8761
PSA	148.77
MR	103.47
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-117.83726
PM7_Total_Energy_ev	-5153.85808
PM7_Electronic_Energy_ev	-42497.96839
PM7_Dipole_Debye	2.8947
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.134
PM7_LUMO_Energy_ev	-0.505
PM7_COSMO_Area_square_ang	393.64
PM7_COSMO_Volue_cubic_ang	463.97
PM7_Electron_Affinity_ev	0.505
PM7_Ionization_Energy_ev	9.134
PM7_Energy_Gap_ev	8.629
PM7_Global_Hardness_ev	4.3145
PM7_Global_Softness_ev	0.23177656738903696
PM7_Chemical_Potential_ev	-4.8195
PM7_Electronigativity_ev	4.8195
PM7_Back_Donation_Energy_ev	-1.078625
PM7_Electrophilicity_ev	2.6918044095491944
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{R})-2-[6-amino-2-[2-(4-chlorophenyl)ethoxy]purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
SMILES	c1cc(ccc1CCOc2nc3c(c(n2)N)ncn3C4C(C(C(O4)CO)O)O)Cl
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(OCCc1ccc(cc1)Cl)nc2N
InChI	1/C18H20ClN5O5/c19-10-3-1-9(2-4-10)5-6-28-18-22-15(20)12-16(23-18)24(8-21-12)17-14(27)13(26)11(7-25)29-17/h1-4,8,11,13-14,17,25-27H,5-7H2,(H2,20,22,23)/f/h20H2
InChI_3D	1S/C18H20ClN5O5/c19-10-3-1-9(2-4-10)5-6-28-18-22-15(20)12-16(23-18)24(8-21-12)17-14(27)13(26)11(7-25)29-17/h1-4,8,11,13-14,17,25-27H,5-7H2,(H2,20,22,23)/t11-,13-,14-,17-/m1/s1
AuxInfo	1/1/N:1,2,3,4,16,18,17,5,6,8,14,7,12,13,10,9,15,11,29,23,19,21,20,22,27,25,26,28,24/E:(1,2)(3,4)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;s3d4;d7;s7;;;s12;s12;s13;s6;s14;s16;d5s7;s9d11;d10s11;s5s9s15;s10;s14s15;s12;s13;s17;s11s18;s8;s1;s2;s3;s4;s5;s12;s13;s14;s15;s16;s16;s17;s17;s18;s18;s23;s23;s25;s26;s27;/rC:-4.332,.4815,0;-5.1974,-1.0223,0;-5.2032,.9829,0;-6.0686,-.5209,0;2.4178,-1.0115,0;-4.3335,-.5186,0;.868,-.5079,0;-6.076,.4842,0;.868,-1.515,0;;-.868,-1.5137,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-3.4668,-1.0173,0;-.6605,-3.6225,0;-2.6,-1.5161,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.6392,-3.417,0;-1.7333,-2.0149,0;-6.9427,.983,0;-3.899,.7315,0;-5.196,-1.5223,0;-5.2025,1.4829,0;-6.5005,-.7728,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-3.7162,-1.4507,0;-3.2174,-.584,0;-.7633,-4.1119,0;-.5577,-3.1332,0;-2.8494,-1.9495,0;-2.3507,-1.0828,0;-.433,1.25,0;.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.9728,-3.7894,0;
Duplicates	DB12443
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12443.sdf