CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191989 (2534343)

Formula C₂₃H₂₇ClN₆O₅

MW 502.96

InChIKey QHCCYMQVQIXGMM-HIVOMVAKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 6

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.19

logP 2.1109

PSA 143.65

MR 127.166

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.40157

PM7_Total_Energy_ev -6049.24563

PM7_Electronic_Energy_ev -56307.91471

PM7_Dipole_Debye 3.48021

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.863

PM7_LUMO_Energy_ev -0.463

PM7_COSMO_Area_square_ang 462.54

PM7_COSMO_Volue_cubic_ang 566.02

PM7_Electron_Affinity_ev 0.463

PM7_Ionization_Energy_ev 8.863

PM7_Energy_Gap_ev 8.4

PM7_Global_Hardness_ev 4.2

PM7_Global_Softness_ev 0.23809523809523808

PM7_Chemical_Potential_ev -4.663

PM7_Electronigativity_ev 4.663

PM7_Back_Donation_Energy_ev -1.05

PM7_Electrophilicity_ev 2.5885201190476193

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

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

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

InChI 1/C23H27ClN6O5/c1-2-25-22(33)19-17(31)18(32)23(35-19)30-11-28-16-20(26-10-27-21(16)30)29-14-4-3-5-15(14)34-13-8-6-12(24)7-9-13/h6-11,14-15,17-19,23,31-32H,2-5H2,1H3,(H,25,33)(H,26,27,29)/f/h25,29H

InChI_3D 1S/C23H27ClN6O5/c1-2-25-22(33)19-17(31)18(32)23(35-19)30-11-28-16-20(26-10-27-21(16)30)29-14-4-3-5-15(14)34-13-8-6-12(24)7-9-13/h6-11,14-15,17-19,23,31-32H,2-5H2,1H3,(H,25,33)(H,26,27,29)/t14-,15-,17+,18-,19+,23-/m1/s1

AuxInfo 1/1/N:22,23,13,14,15,3,4,1,2,5,6,9,8,17,18,7,19,20,16,11,10,12,21,35,29,25,24,26,28,27,32,33,30,34,31/E:(6,7)(8,9)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d7;s7;;;s13;s13;s12;s14;s15s17;s16;s19;s20;;s22;d5s10;s5d11;d6s7;s6s10s21;s11s17;s12s23;d12;s16s21;s19;s20;s8s18;s9;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s28;s29;s32;s33;/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;;4.3898,-2.3745,0;-1.5175,3.4968,0;-.9262,2.6884,0;-2.4696,3.1865,0;3.7188,-3.1159,0;-1.5155,1.875,0;-2.4661,2.1865,0;3.2201,-3.9826,0;2.2408,-3.7733,0;2.1348,-2.7774,0;5.9806,-4.4885,0;5.674,-3.5367,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;5.3674,-2.5849,0;4.0832,-1.4226,0;3.0528,-2.3694,0;4.1339,-4.3888,0;.4908,-3.7742,0;-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;4.1232,-3.41,0;-1.7195,1.4185,0;-2.5703,1.6975,0;3.0655,-4.4581,0;2.1883,-4.2706,0;1.6458,-2.8816,0;6.4566,-4.3352,0;5.5047,-4.6418,0;6.1339,-4.9645,0;5.1981,-3.69,0;6.15,-3.3834,0;.433,1.25,0;5.7029,-2.2141,0;4.1865,-4.886,0;.241,-4.2073,0;

Duplicates CHEMBL5191989

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.sdf

Formula	C₂₃H₂₇ClN₆O₅
MW	502.96
InChIKey	QHCCYMQVQIXGMM-HIVOMVAKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	6
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.19
logP	2.1109
PSA	143.65
MR	127.166
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.40157
PM7_Total_Energy_ev	-6049.24563
PM7_Electronic_Energy_ev	-56307.91471
PM7_Dipole_Debye	3.48021
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.863
PM7_LUMO_Energy_ev	-0.463
PM7_COSMO_Area_square_ang	462.54
PM7_COSMO_Volue_cubic_ang	566.02
PM7_Electron_Affinity_ev	0.463
PM7_Ionization_Energy_ev	8.863
PM7_Energy_Gap_ev	8.4
PM7_Global_Hardness_ev	4.2
PM7_Global_Softness_ev	0.23809523809523808
PM7_Chemical_Potential_ev	-4.663
PM7_Electronigativity_ev	4.663
PM7_Back_Donation_Energy_ev	-1.05
PM7_Electrophilicity_ev	2.5885201190476193
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{R})-5-[6-[[(1~{R},2~{R})-2-(4-chlorophenoxy)cyclopentyl]amino]purin-9-yl]-~{N}-ethyl-3,4-dihydroxy-tetrahydrofuran-2-carboxamide
SMILES	c1cc(ccc1OC2CCCC2Nc3c4c(ncn3)n(cn4)C5C(C(C(O5)C(=O)NCC)O)O)Cl
Canonical_SMILES	CCNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N[C@@H]1CCC[C@H]1Oc1ccc(cc1)Cl
InChI	1/C23H27ClN6O5/c1-2-25-22(33)19-17(31)18(32)23(35-19)30-11-28-16-20(26-10-27-21(16)30)29-14-4-3-5-15(14)34-13-8-6-12(24)7-9-13/h6-11,14-15,17-19,23,31-32H,2-5H2,1H3,(H,25,33)(H,26,27,29)/f/h25,29H
InChI_3D	1S/C23H27ClN6O5/c1-2-25-22(33)19-17(31)18(32)23(35-19)30-11-28-16-20(26-10-27-21(16)30)29-14-4-3-5-15(14)34-13-8-6-12(24)7-9-13/h6-11,14-15,17-19,23,31-32H,2-5H2,1H3,(H,25,33)(H,26,27,29)/t14-,15-,17+,18-,19+,23-/m1/s1
AuxInfo	1/1/N:22,23,13,14,15,3,4,1,2,5,6,9,8,17,18,7,19,20,16,11,10,12,21,35,29,25,24,26,28,27,32,33,30,34,31/E:(6,7)(8,9)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d7;s7;;;s13;s13;s12;s14;s15s17;s16;s19;s20;;s22;d5s10;s5d11;d6s7;s6s10s21;s11s17;s12s23;d12;s16s21;s19;s20;s8s18;s9;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s28;s29;s32;s33;/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;;4.3898,-2.3745,0;-1.5175,3.4968,0;-.9262,2.6884,0;-2.4696,3.1865,0;3.7188,-3.1159,0;-1.5155,1.875,0;-2.4661,2.1865,0;3.2201,-3.9826,0;2.2408,-3.7733,0;2.1348,-2.7774,0;5.9806,-4.4885,0;5.674,-3.5367,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;5.3674,-2.5849,0;4.0832,-1.4226,0;3.0528,-2.3694,0;4.1339,-4.3888,0;.4908,-3.7742,0;-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;4.1232,-3.41,0;-1.7195,1.4185,0;-2.5703,1.6975,0;3.0655,-4.4581,0;2.1883,-4.2706,0;1.6458,-2.8816,0;6.4566,-4.3352,0;5.5047,-4.6418,0;6.1339,-4.9645,0;5.1981,-3.69,0;6.15,-3.3834,0;.433,1.25,0;5.7029,-2.2141,0;4.1865,-4.886,0;.241,-4.2073,0;
Duplicates	CHEMBL5191989
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191750-0005191999/CHEMBL5191989.sdf