CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12885 (10653)

Formula C₁₈H₁₈ClIN₆O₄

MW 544.74

InChIKey IPSYPUKKXMNCNQ-XBTAAFKLNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 4

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 1

XLogP3 0

XLogP 2.47

logP 1.5255

PSA 134.42

MR 116.436

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -54.55864

PM7_Total_Energy_ev -5241.3738

PM7_Electronic_Energy_ev -42470.09652

PM7_Dipole_Debye 5.00927

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.046

PM7_LUMO_Energy_ev -0.879

PM7_COSMO_Area_square_ang 433.37

PM7_COSMO_Volue_cubic_ang 496.76

PM7_Electron_Affinity_ev 0.879

PM7_Ionization_Energy_ev 9.046

PM7_Energy_Gap_ev 8.167

PM7_Global_Hardness_ev 4.0835

PM7_Global_Softness_ev 0.24488796375658137

PM7_Chemical_Potential_ev -4.9625

PM7_Electronigativity_ev 4.9625

PM7_Back_Donation_Energy_ev -1.020875

PM7_Electrophilicity_ev 3.015355240602424

OPENEYE_Name (2~{S},3~{S},4~{R},5~{R})-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-~{N}-methyl-tetrahydrofuran-2-carboxamide

SMILES c1cc(cc(c1)I)CNc2c3c(nc(n2)Cl)n(cn3)C4C(C(C(O4)C(=O)NC)O)O

Canonical_SMILES CNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)I

InChI 1/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/f/h21-22H

InChI_3D 1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1

AuxInfo 1/1/N:17,1,2,3,4,18,5,6,8,7,14,15,13,10,9,12,16,11,29,30,24,23,19,21,20,22,27,28,25,26/F:m/rA:48cCCCCCCCCCCCCCCCCCCNNNNNNOOOOClIHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;;d3s4;d7;s7;;;s12;s13;s14;s15;;s6;d5s7;s9d11;d10s11;s5s9s16;s10s18;s12s17;d12;s13s16;s14;s15;s11;s8;s1;s2;s3;s4;s5;s13;s14;s15;s16;s17;s17;s17;s18;s18;s23;s24;s27;s28;/rC:-3.467,1.9975,0;-2.5988,1.5012,0;-3.4685,3.0027,0;-1.7335,3.0052,0;2.4178,-1.0115,0;-1.7321,2,0;.868,-.5079,0;-2.6017,3.5116,0;.868,-1.515,0;;-.868,-1.5137,0;.512,-5.6468,0;1.0521,-3.9822,0;1.965,-4.3904,0;2.6343,-3.6455,0;2.1348,-2.7774,0;-.7746,-6.8063,0;-.866,1.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-.466,-5.8551,0;1.1815,-6.3897,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.7333,-2.0149,0;-2.6032,4.5116,0;-3.8993,1.7462,0;-2.5981,1.0012,0;-3.9026,3.2508,0;-1.3001,3.2545,0;2.9178,-1.0115,0;.5628,-3.8795,0;1.7146,-4.8232,0;2.969,-4.017,0;2.5917,-2.5743,0;-1.2502,-6.652,0;-.299,-6.9606,0;-.9289,-7.2819,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;-.8007,-5.4837,0;3.3287,-5.9161,0;4.5074,-2.8213,0;

Duplicates DB12885

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.sdf

Formula	C₁₈H₁₈ClIN₆O₄
MW	544.74
InChIKey	IPSYPUKKXMNCNQ-XBTAAFKLNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	4
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	1
XLogP3	0
XLogP	2.47
logP	1.5255
PSA	134.42
MR	116.436
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-54.55864
PM7_Total_Energy_ev	-5241.3738
PM7_Electronic_Energy_ev	-42470.09652
PM7_Dipole_Debye	5.00927
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.046
PM7_LUMO_Energy_ev	-0.879
PM7_COSMO_Area_square_ang	433.37
PM7_COSMO_Volue_cubic_ang	496.76
PM7_Electron_Affinity_ev	0.879
PM7_Ionization_Energy_ev	9.046
PM7_Energy_Gap_ev	8.167
PM7_Global_Hardness_ev	4.0835
PM7_Global_Softness_ev	0.24488796375658137
PM7_Chemical_Potential_ev	-4.9625
PM7_Electronigativity_ev	4.9625
PM7_Back_Donation_Energy_ev	-1.020875
PM7_Electrophilicity_ev	3.015355240602424
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{R})-5-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]-3,4-dihydroxy-~{N}-methyl-tetrahydrofuran-2-carboxamide
SMILES	c1cc(cc(c1)I)CNc2c3c(nc(n2)Cl)n(cn3)C4C(C(C(O4)C(=O)NC)O)O
Canonical_SMILES	CNC(=O)[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(Cl)nc2NCc1cccc(c1)I
InChI	1/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/f/h21-22H
InChI_3D	1S/C18H18ClIN6O4/c1-21-16(29)13-11(27)12(28)17(30-13)26-7-23-10-14(24-18(19)25-15(10)26)22-6-8-3-2-4-9(20)5-8/h2-5,7,11-13,17,27-28H,6H2,1H3,(H,21,29)(H,22,24,25)/t11-,12+,13-,17+/m0/s1
AuxInfo	1/1/N:17,1,2,3,4,18,5,6,8,7,14,15,13,10,9,12,16,11,29,30,24,23,19,21,20,22,27,28,25,26/F:m/rA:48cCCCCCCCCCCCCCCCCCCNNNNNNOOOOClIHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;;d3s4;d7;s7;;;s12;s13;s14;s15;;s6;d5s7;s9d11;d10s11;s5s9s16;s10s18;s12s17;d12;s13s16;s14;s15;s11;s8;s1;s2;s3;s4;s5;s13;s14;s15;s16;s17;s17;s17;s18;s18;s23;s24;s27;s28;/rC:-3.467,1.9975,0;-2.5988,1.5012,0;-3.4685,3.0027,0;-1.7335,3.0052,0;2.4178,-1.0115,0;-1.7321,2,0;.868,-.5079,0;-2.6017,3.5116,0;.868,-1.515,0;;-.868,-1.5137,0;.512,-5.6468,0;1.0521,-3.9822,0;1.965,-4.3904,0;2.6343,-3.6455,0;2.1348,-2.7774,0;-.7746,-6.8063,0;-.866,1.5,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-.466,-5.8551,0;1.1815,-6.3897,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-1.7333,-2.0149,0;-2.6032,4.5116,0;-3.8993,1.7462,0;-2.5981,1.0012,0;-3.9026,3.2508,0;-1.3001,3.2545,0;2.9178,-1.0115,0;.5628,-3.8795,0;1.7146,-4.8232,0;2.969,-4.017,0;2.5917,-2.5743,0;-1.2502,-6.652,0;-.299,-6.9606,0;-.9289,-7.2819,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;-.8007,-5.4837,0;3.3287,-5.9161,0;4.5074,-2.8213,0;
Duplicates	DB12885
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12885.sdf