CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195772 (2538502)

Formula C₂₃H₂₇IN₆O₅

MW 594.41

InChIKey LLDRFBQDVJOILS-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 11

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.72

logP 1.5954

PSA 143.65

MR 135.372

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -65.99623

PM7_Total_Energy_ev -6004.05573

PM7_Electronic_Energy_ev -57561.64404

PM7_Dipole_Debye 2.82815

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.489

PM7_LUMO_Energy_ev -0.518

PM7_COSMO_Area_square_ang 444.76

PM7_COSMO_Volue_cubic_ang 602.47

PM7_Electron_Affinity_ev 0.518

PM7_Ionization_Energy_ev 8.489

PM7_Energy_Gap_ev 7.971

PM7_Global_Hardness_ev 3.9855

PM7_Global_Softness_ev 0.25090954710826746

PM7_Chemical_Potential_ev -4.5035

PM7_Electronigativity_ev 4.5035

PM7_Back_Donation_Energy_ev -0.996375

PM7_Electrophilicity_ev 2.5444125266591393

OPENEYE_Name (1~{S},2~{R},3~{S},4~{R},5~{S})-4-[6-[2-(3,4-dimethoxyphenyl)ethylamino]-2-iodo-purin-9-yl]-2,3-dihydroxy-~{N}-methyl-bicyclo[3.1.0]hexane-1-carboxamide

SMILES c1cc(c(cc1CCNc2c3c(nc(n2)I)n(cn3)C4C5CC5(C(C4O)O)C(=O)NC)OC)OC

Canonical_SMILES CNC(=O)[C@]12C[C@@H]2[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(I)nc2NCCc1ccc(c(c1)OC)OC

InChI 1/C23H27IN6O5/c1-25-21(33)23-9-12(23)16(17(31)18(23)32)30-10-27-15-19(28-22(24)29-20(15)30)26-7-6-11-4-5-13(34-2)14(8-11)35-3/h4-5,8,10,12,16-18,31-32H,6-7,9H2,1-3H3,(H,25,33)(H,26,28,29)/f/h25-26H

InChI_3D 1S/C23H27IN6O5/c1-25-21(33)23-9-12(23)16(17(31)18(23)32)30-10-27-15-19(28-22(24)29-20(15)30)26-7-6-11-4-5-13(34-2)14(8-11)35-3/h4-5,8,10,12,16-18,31-32H,6-7,9H2,1-3H3,(H,25,33)(H,26,28,29)/t12-,16-,17+,18+,23+/m1/s1

AuxInfo 1/1/N:19,20,21,1,2,22,23,3,13,4,5,14,7,8,6,15,16,17,10,9,12,11,18,35,29,28,24,26,25,27,31,32,30,33,34/F:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOIHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;s2;s3d7;d6;s6;;;;s13;s14;s15;s16;s12s13s14s17;;;;s5;s22;d4s6;s9d11;d10s11;s4s9s15;s10s23;s12s19;d12;s16;s17;s7s20;s8s21;s11;s1;s2;s3;s4;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s28;s29;s31;s32;/rC:-2.5995,3.5,0;-3.4634,4.0038,0;-3.4693,1.9987,0;2.4178,-1.0115,0;-2.5981,2.5,0;.868,-.5079,0;-4.3347,3.5025,0;-4.342,2.4974,0;.868,-1.515,0;;-.868,-1.5137,0;5.5478,-4.539,0;4.2583,-2.8761,0;3.28,-3.084,0;2.3665,-3.4907,0;2.4709,-4.4853,0;3.4491,-4.6931,0;3.9491,-3.8271,0;6.5657,-5.9404,0;-5.1941,5.0063,0;-6.0741,2.4999,0;-1.7321,2,0;-.866,1.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;5.6522,-5.5336,0;6.3568,-3.9513,0;.7209,-4.4852,0;2.9084,-6.3575,0;-5.1985,4.0063,0;-5.2088,1.9986,0;-1.7333,-2.0149,0;-2.1662,3.7494,0;-3.4619,4.5038,0;-3.4686,1.4987,0;2.9178,-1.0115,0;4.2409,-2.3764,0;4.7534,-2.9457,0;3.1255,-2.6084,0;1.8774,-3.5946,0;2.4187,-4.9825,0;3.9059,-4.8965,0;6.3623,-6.3971,0;6.7691,-5.4836,0;7.0225,-6.1438,0;-4.6941,5.0041,0;-5.6941,5.0085,0;-5.1919,5.5063,0;-5.8235,2.9325,0;-6.3247,2.0672,0;-6.5067,2.7505,0;-1.4821,2.433,0;-1.9821,1.567,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;5.2477,-5.8274,0;.4709,-4.9182,0;3.243,-6.729,0;

Duplicates CHEMBL5195772

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.sdf

Formula	C₂₃H₂₇IN₆O₅
MW	594.41
InChIKey	LLDRFBQDVJOILS-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	11
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.72
logP	1.5954
PSA	143.65
MR	135.372
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-65.99623
PM7_Total_Energy_ev	-6004.05573
PM7_Electronic_Energy_ev	-57561.64404
PM7_Dipole_Debye	2.82815
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.489
PM7_LUMO_Energy_ev	-0.518
PM7_COSMO_Area_square_ang	444.76
PM7_COSMO_Volue_cubic_ang	602.47
PM7_Electron_Affinity_ev	0.518
PM7_Ionization_Energy_ev	8.489
PM7_Energy_Gap_ev	7.971
PM7_Global_Hardness_ev	3.9855
PM7_Global_Softness_ev	0.25090954710826746
PM7_Chemical_Potential_ev	-4.5035
PM7_Electronigativity_ev	4.5035
PM7_Back_Donation_Energy_ev	-0.996375
PM7_Electrophilicity_ev	2.5444125266591393
OPENEYE_Name	(1~{S},2~{R},3~{S},4~{R},5~{S})-4-[6-[2-(3,4-dimethoxyphenyl)ethylamino]-2-iodo-purin-9-yl]-2,3-dihydroxy-~{N}-methyl-bicyclo[3.1.0]hexane-1-carboxamide
SMILES	c1cc(c(cc1CCNc2c3c(nc(n2)I)n(cn3)C4C5CC5(C(C4O)O)C(=O)NC)OC)OC
Canonical_SMILES	CNC(=O)[C@]12C[C@@H]2[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(I)nc2NCCc1ccc(c(c1)OC)OC
InChI	1/C23H27IN6O5/c1-25-21(33)23-9-12(23)16(17(31)18(23)32)30-10-27-15-19(28-22(24)29-20(15)30)26-7-6-11-4-5-13(34-2)14(8-11)35-3/h4-5,8,10,12,16-18,31-32H,6-7,9H2,1-3H3,(H,25,33)(H,26,28,29)/f/h25-26H
InChI_3D	1S/C23H27IN6O5/c1-25-21(33)23-9-12(23)16(17(31)18(23)32)30-10-27-15-19(28-22(24)29-20(15)30)26-7-6-11-4-5-13(34-2)14(8-11)35-3/h4-5,8,10,12,16-18,31-32H,6-7,9H2,1-3H3,(H,25,33)(H,26,28,29)/t12-,16-,17+,18+,23+/m1/s1
AuxInfo	1/1/N:19,20,21,1,2,22,23,3,13,4,5,14,7,8,6,15,16,17,10,9,12,11,18,35,29,28,24,26,25,27,31,32,30,33,34/F:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOIHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;s2;s3d7;d6;s6;;;;s13;s14;s15;s16;s12s13s14s17;;;;s5;s22;d4s6;s9d11;d10s11;s4s9s15;s10s23;s12s19;d12;s16;s17;s7s20;s8s21;s11;s1;s2;s3;s4;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s28;s29;s31;s32;/rC:-2.5995,3.5,0;-3.4634,4.0038,0;-3.4693,1.9987,0;2.4178,-1.0115,0;-2.5981,2.5,0;.868,-.5079,0;-4.3347,3.5025,0;-4.342,2.4974,0;.868,-1.515,0;;-.868,-1.5137,0;5.5478,-4.539,0;4.2583,-2.8761,0;3.28,-3.084,0;2.3665,-3.4907,0;2.4709,-4.4853,0;3.4491,-4.6931,0;3.9491,-3.8271,0;6.5657,-5.9404,0;-5.1941,5.0063,0;-6.0741,2.4999,0;-1.7321,2,0;-.866,1.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;5.6522,-5.5336,0;6.3568,-3.9513,0;.7209,-4.4852,0;2.9084,-6.3575,0;-5.1985,4.0063,0;-5.2088,1.9986,0;-1.7333,-2.0149,0;-2.1662,3.7494,0;-3.4619,4.5038,0;-3.4686,1.4987,0;2.9178,-1.0115,0;4.2409,-2.3764,0;4.7534,-2.9457,0;3.1255,-2.6084,0;1.8774,-3.5946,0;2.4187,-4.9825,0;3.9059,-4.8965,0;6.3623,-6.3971,0;6.7691,-5.4836,0;7.0225,-6.1438,0;-4.6941,5.0041,0;-5.6941,5.0085,0;-5.1919,5.5063,0;-5.8235,2.9325,0;-6.3247,2.0672,0;-6.5067,2.7505,0;-1.4821,2.433,0;-1.9821,1.567,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;5.2477,-5.8274,0;.4709,-4.9182,0;3.243,-6.729,0;
Duplicates	CHEMBL5195772
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195772.sdf