CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02733 (3007)

Formula C₂₀H₂₅ClN₆O₃

MW 432.91

InChIKey ZKDXRFMOHZVXSG-HPLCAKGNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.27

logP 4.0772

PSA 125.19

MR 117.408

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -67.61823

PM7_Total_Energy_ev -5064.0335

PM7_Electronic_Energy_ev -43584.30095

PM7_Dipole_Debye 5.38017

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.559

PM7_LUMO_Energy_ev -1.008

PM7_COSMO_Area_square_ang 426.28

PM7_COSMO_Volue_cubic_ang 506.27

PM7_Electron_Affinity_ev 1.008

PM7_Ionization_Energy_ev 8.559

PM7_Energy_Gap_ev 7.551

PM7_Global_Hardness_ev 3.7755

PM7_Global_Softness_ev 0.2648655807177857

PM7_Chemical_Potential_ev -4.7835

PM7_Electronigativity_ev 4.7835

PM7_Back_Donation_Energy_ev -0.943875

PM7_Electrophilicity_ev 3.030310190703218

OPENEYE_Name 2-chloro-4-[[2-[[(1~{R})-1-(hydroxymethyl)-2-methyl-propyl]amino]-9-isopropyl-purin-6-yl]amino]benzoic acid

SMILES c1cc(cc(c1C(=O)O)Cl)Nc2c3c(nc(n2)NC(CO)C(C)C)n(cn3)C(C)C

Canonical_SMILES OC[C@@H](C(C)C)Nc1nc(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C

InChI 1/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/f/h23-24,29H

InChI_3D 1S/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/t15-/m0/s1

AuxInfo 1/1/N:13,14,15,16,2,1,3,17,4,18,19,7,5,8,20,6,10,9,12,11,30,21,25,26,23,22,24,29,27,28/E:(1,2)(3,4)(29,30)/F:13,14,15,16,2,1,3,17,4,18,19,7,5,8,20,6,10,9,12,11,30,21,25,26,23,22,24,29,28,27/E:(1,2)(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;s2d3;s3d5;d6;s6;;s5;;;;;;s13s14;s15s16;s17s18;d4s6;s9d11;d10s11;s4s9s19;s7s10;s11s20;d12;s12;s17;s8;s1;s2;s3;s4;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s19;s20;s25;s26;s28;s29;/rC:-1.7313,3.0038,0;-.8675,2.5,0;-1.7373,.9987,0;2.4178,-1.0115,0;-2.6026,2.5025,0;.868,-.5079,0;-.866,1.5,0;-2.61,1.4974,0;.868,-1.515,0;;-.868,-1.5137,0;-3.4664,3.0063,0;-3.3795,-4.3922,0;-4.3809,-3.3936,0;1.4154,-3.7996,0;3.3176,-3.1817,0;-1.3809,-3.3894,0;-3.3809,-3.3922,0;2.3665,-3.4907,0;-2.3809,-3.3908,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-2.3823,-2.3908,0;-4.3346,2.5101,0;-3.462,4.0063,0;-1.3795,-4.3894,0;-3.4767,.9986,0;-1.7299,3.5038,0;-.4341,2.7494,0;-1.7365,.4987,0;2.9178,-1.0115,0;-2.8795,-4.3915,0;-3.8795,-4.3929,0;-3.3788,-4.8922,0;-4.3802,-3.8936,0;-4.3816,-2.8936,0;-4.8809,-3.3943,0;1.5699,-4.2752,0;.9399,-3.9541,0;1.2609,-3.3241,0;3.1631,-2.7062,0;3.4721,-3.6572,0;3.7931,-3.0272,0;-.8809,-3.3887,0;-1.3816,-2.8894,0;-3.3816,-2.8922,0;2.521,-3.9662,0;-2.3802,-3.8908,0;.433,1.25,0;-2.8157,-2.1414,0;-3.8939,4.2582,0;-.9462,-4.6388,0;

Duplicates DB02733

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.sdf

Formula	C₂₀H₂₅ClN₆O₃
MW	432.91
InChIKey	ZKDXRFMOHZVXSG-HPLCAKGNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.27
logP	4.0772
PSA	125.19
MR	117.408
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-67.61823
PM7_Total_Energy_ev	-5064.0335
PM7_Electronic_Energy_ev	-43584.30095
PM7_Dipole_Debye	5.38017
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.559
PM7_LUMO_Energy_ev	-1.008
PM7_COSMO_Area_square_ang	426.28
PM7_COSMO_Volue_cubic_ang	506.27
PM7_Electron_Affinity_ev	1.008
PM7_Ionization_Energy_ev	8.559
PM7_Energy_Gap_ev	7.551
PM7_Global_Hardness_ev	3.7755
PM7_Global_Softness_ev	0.2648655807177857
PM7_Chemical_Potential_ev	-4.7835
PM7_Electronigativity_ev	4.7835
PM7_Back_Donation_Energy_ev	-0.943875
PM7_Electrophilicity_ev	3.030310190703218
OPENEYE_Name	2-chloro-4-[[2-[[(1~{R})-1-(hydroxymethyl)-2-methyl-propyl]amino]-9-isopropyl-purin-6-yl]amino]benzoic acid
SMILES	c1cc(cc(c1C(=O)O)Cl)Nc2c3c(nc(n2)NC(CO)C(C)C)n(cn3)C(C)C
Canonical_SMILES	OC[C@@H](C(C)C)Nc1nc(Nc2ccc(c(c2)Cl)C(=O)O)c2c(n1)n(cn2)C(C)C
InChI	1/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/f/h23-24,29H
InChI_3D	1S/C20H25ClN6O3/c1-10(2)15(8-28)24-20-25-17(16-18(26-20)27(9-22-16)11(3)4)23-12-5-6-13(19(29)30)14(21)7-12/h5-7,9-11,15,28H,8H2,1-4H3,(H,29,30)(H2,23,24,25,26)/t15-/m0/s1
AuxInfo	1/1/N:13,14,15,16,2,1,3,17,4,18,19,7,5,8,20,6,10,9,12,11,30,21,25,26,23,22,24,29,27,28/E:(1,2)(3,4)(29,30)/F:13,14,15,16,2,1,3,17,4,18,19,7,5,8,20,6,10,9,12,11,30,21,25,26,23,22,24,29,28,27/E:(1,2)(3,4)/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;s2d3;s3d5;d6;s6;;s5;;;;;;s13s14;s15s16;s17s18;d4s6;s9d11;d10s11;s4s9s19;s7s10;s11s20;d12;s12;s17;s8;s1;s2;s3;s4;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s19;s20;s25;s26;s28;s29;/rC:-1.7313,3.0038,0;-.8675,2.5,0;-1.7373,.9987,0;2.4178,-1.0115,0;-2.6026,2.5025,0;.868,-.5079,0;-.866,1.5,0;-2.61,1.4974,0;.868,-1.515,0;;-.868,-1.5137,0;-3.4664,3.0063,0;-3.3795,-4.3922,0;-4.3809,-3.3936,0;1.4154,-3.7996,0;3.3176,-3.1817,0;-1.3809,-3.3894,0;-3.3809,-3.3922,0;2.3665,-3.4907,0;-2.3809,-3.3908,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-1.8263,0;0,1,0;-2.3823,-2.3908,0;-4.3346,2.5101,0;-3.462,4.0063,0;-1.3795,-4.3894,0;-3.4767,.9986,0;-1.7299,3.5038,0;-.4341,2.7494,0;-1.7365,.4987,0;2.9178,-1.0115,0;-2.8795,-4.3915,0;-3.8795,-4.3929,0;-3.3788,-4.8922,0;-4.3802,-3.8936,0;-4.3816,-2.8936,0;-4.8809,-3.3943,0;1.5699,-4.2752,0;.9399,-3.9541,0;1.2609,-3.3241,0;3.1631,-2.7062,0;3.4721,-3.6572,0;3.7931,-3.0272,0;-.8809,-3.3887,0;-1.3816,-2.8894,0;-3.3816,-2.8922,0;2.521,-3.9662,0;-2.3802,-3.8908,0;.433,1.25,0;-2.8157,-2.1414,0;-3.8939,4.2582,0;-.9462,-4.6388,0;
Duplicates	DB02733
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02733.sdf