CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186981 (2528865)

Formula C₂₁H₂₄ClN₅O₅

MW 461.9

InChIKey VKBVKOURJLIITC-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.56

logP 1.5762

PSA 134.78

MR 115.712

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -115.85812

PM7_Total_Energy_ev -5576.24474

PM7_Electronic_Energy_ev -47819.93686

PM7_Dipole_Debye 7.55548

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.072

PM7_LUMO_Energy_ev -0.673

PM7_COSMO_Area_square_ang 438.9

PM7_COSMO_Volue_cubic_ang 508.28

PM7_Electron_Affinity_ev 0.673

PM7_Ionization_Energy_ev 9.072

PM7_Energy_Gap_ev 8.399

PM7_Global_Hardness_ev 4.1995

PM7_Global_Softness_ev 0.2381235861412073

PM7_Chemical_Potential_ev -4.8725

PM7_Electronigativity_ev 4.8725

PM7_Back_Donation_Energy_ev -1.049875

PM7_Electrophilicity_ev 2.8266765388736754

OPENEYE_Name (2~{R},3~{R},4~{S},5~{R})-2-[6-[[(1~{R},2~{R})-2-(4-chlorophenoxy)cyclopentyl]amino]purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

SMILES c1cc(ccc1OC2CCCC2Nc3c4c(ncn3)n(cn4)C5C(C(C(O5)CO)O)O)Cl

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N[C@@H]1CCC[C@H]1Oc1ccc(cc1)Cl

InChI 1/C21H24ClN5O5/c22-11-4-6-12(7-5-11)31-14-3-1-2-13(14)26-19-16-20(24-9-23-19)27(10-25-16)21-18(30)17(29)15(8-28)32-21/h4-7,9-10,13-15,17-18,21,28-30H,1-3,8H2,(H,23,24,26)/f/h26H

InChI_3D 1S/C21H24ClN5O5/c22-11-4-6-12(7-5-11)31-14-3-1-2-13(14)26-19-16-20(24-9-23-19)27(10-25-16)21-18(30)17(29)15(8-28)32-21/h4-7,9-10,13-15,17-18,21,28-30H,1-3,8H2,(H,23,24,26)/t13-,14-,15-,17-,18-,21-/m1/s1

AuxInfo 1/1/N:12,13,14,3,4,1,2,21,5,6,9,8,15,16,19,7,17,18,11,10,20,32,23,22,24,26,25,30,28,29,31,27/E:(4,5)(6,7)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d7;s7;;s12;s12;s13;s14s15;;s17;s17;s18;s19;d5s10;s5d11;d6s7;s6s10s20;s11s15;s19s20;s17;s18;s21;s8s16;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s26;s28;s29;s30;/rC:-5.7877,1.6628,0;-4.3825,.6451,0;-6.3773,.8486,0;-4.9721,-.169,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;-4.7933,1.5569,0;-5.9725,-.0714,0;.868,-1.515,0;;-1.5175,3.4968,0;-.9262,2.6884,0;-2.4696,3.1865,0;-1.5155,1.875,0;-2.4661,2.1865,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.6605,-3.6225,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;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;-4.2067,2.3668,0;-6.5591,-.8813,0;-5.9911,2.1195,0;-3.8851,.5943,0;-6.8745,.9016,0;-4.7667,-.6249,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-1.0851,3.7479,0;-1.7216,3.9533,0;-.554,2.3545,0;-.5555,3.0239,0;-2.5744,3.6754,0;-2.9667,3.1329,0;-1.7195,1.4185,0;-2.5703,1.6975,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-.7633,-4.1119,0;-.5577,-3.1332,0;.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.9728,-3.7894,0;

Duplicates CHEMBL5186981

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.sdf

Formula	C₂₁H₂₄ClN₅O₅
MW	461.9
InChIKey	VKBVKOURJLIITC-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.56
logP	1.5762
PSA	134.78
MR	115.712
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-115.85812
PM7_Total_Energy_ev	-5576.24474
PM7_Electronic_Energy_ev	-47819.93686
PM7_Dipole_Debye	7.55548
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.072
PM7_LUMO_Energy_ev	-0.673
PM7_COSMO_Area_square_ang	438.9
PM7_COSMO_Volue_cubic_ang	508.28
PM7_Electron_Affinity_ev	0.673
PM7_Ionization_Energy_ev	9.072
PM7_Energy_Gap_ev	8.399
PM7_Global_Hardness_ev	4.1995
PM7_Global_Softness_ev	0.2381235861412073
PM7_Chemical_Potential_ev	-4.8725
PM7_Electronigativity_ev	4.8725
PM7_Back_Donation_Energy_ev	-1.049875
PM7_Electrophilicity_ev	2.8266765388736754
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{R})-2-[6-[[(1~{R},2~{R})-2-(4-chlorophenoxy)cyclopentyl]amino]purin-9-yl]-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
SMILES	c1cc(ccc1OC2CCCC2Nc3c4c(ncn3)n(cn4)C5C(C(C(O5)CO)O)O)Cl
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N[C@@H]1CCC[C@H]1Oc1ccc(cc1)Cl
InChI	1/C21H24ClN5O5/c22-11-4-6-12(7-5-11)31-14-3-1-2-13(14)26-19-16-20(24-9-23-19)27(10-25-16)21-18(30)17(29)15(8-28)32-21/h4-7,9-10,13-15,17-18,21,28-30H,1-3,8H2,(H,23,24,26)/f/h26H
InChI_3D	1S/C21H24ClN5O5/c22-11-4-6-12(7-5-11)31-14-3-1-2-13(14)26-19-16-20(24-9-23-19)27(10-25-16)21-18(30)17(29)15(8-28)32-21/h4-7,9-10,13-15,17-18,21,28-30H,1-3,8H2,(H,23,24,26)/t13-,14-,15-,17-,18-,21-/m1/s1
AuxInfo	1/1/N:12,13,14,3,4,1,2,21,5,6,9,8,15,16,19,7,17,18,11,10,20,32,23,22,24,26,25,30,28,29,31,27/E:(4,5)(6,7)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d7;s7;;s12;s12;s13;s14s15;;s17;s17;s18;s19;d5s10;s5d11;d6s7;s6s10s20;s11s15;s19s20;s17;s18;s21;s8s16;s9;s1;s2;s3;s4;s5;s6;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s20;s21;s21;s26;s28;s29;s30;/rC:-5.7877,1.6628,0;-4.3825,.6451,0;-6.3773,.8486,0;-4.9721,-.169,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;-4.7933,1.5569,0;-5.9725,-.0714,0;.868,-1.515,0;;-1.5175,3.4968,0;-.9262,2.6884,0;-2.4696,3.1865,0;-1.5155,1.875,0;-2.4661,2.1865,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.6605,-3.6225,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;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;-4.2067,2.3668,0;-6.5591,-.8813,0;-5.9911,2.1195,0;-3.8851,.5943,0;-6.8745,.9016,0;-4.7667,-.6249,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-1.0851,3.7479,0;-1.7216,3.9533,0;-.554,2.3545,0;-.5555,3.0239,0;-2.5744,3.6754,0;-2.9667,3.1329,0;-1.7195,1.4185,0;-2.5703,1.6975,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-.7633,-4.1119,0;-.5577,-3.1332,0;.433,1.25,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-1.9728,-3.7894,0;
Duplicates	CHEMBL5186981
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186981.sdf