CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196916 (2539765)

Formula C₂₇H₂₅ClN₆O₅S

MW 581.04

InChIKey HEQOMIVWTXTFCQ-CYSPOYASNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 40

Number_Rings 6

Number_Bonds 70

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 2.95

logP 2.76

PSA 182.89

MR 148.688

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 9.62164

PM7_Total_Energy_ev -6686.80886

PM7_Electronic_Energy_ev -63100.24547

PM7_Dipole_Debye 4.26098

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.594

PM7_LUMO_Energy_ev -1.363

PM7_COSMO_Area_square_ang 544.05

PM7_COSMO_Volue_cubic_ang 649.27

PM7_Electron_Affinity_ev 1.363

PM7_Ionization_Energy_ev 8.594

PM7_Energy_Gap_ev 7.231

PM7_Global_Hardness_ev 3.6155

PM7_Global_Softness_ev 0.27658691743880515

PM7_Chemical_Potential_ev -4.9785

PM7_Electronigativity_ev 4.9785

PM7_Back_Donation_Energy_ev -0.903875

PM7_Electrophilicity_ev 3.4276673005116858

OPENEYE_Name (1~{S},2~{R},3~{S},4~{R},5~{S})-4-[2-[2-(5-chloro-2-thienyl)ethynyl]-6-[(4-hydroxy-3-methoxy-phenyl)methylamino]purin-9-yl]-2,3-dihydroxy-~{N}-methyl-bicyclo[3.1.0]hexane-1-carboxamide

SMILES C(#Cc1nc2c(c(n1)NCc3ccc(c(c3)OC)O)ncn2C4C5CC5(C(C4O)O)C(=O)NC)c6ccc(s6)Cl

Canonical_SMILES CNC(=O)[C@@]12C[C@@H]1[C@H]([C@@H]([C@@H]2O)O)n1cnc2c1nc(C#Cc1ccc(s1)Cl)nc2NCc1ccc(c(c1)OC)O

InChI 1/C27H25ClN6O5S/c1-29-26(38)27-10-15(27)21(22(36)23(27)37)34-12-31-20-24(30-11-13-3-6-16(35)17(9-13)39-2)32-19(33-25(20)34)8-5-14-4-7-18(28)40-14/h3-4,6-7,9,12,15,21-23,35-37H,10-11H2,1-2H3,(H,29,38)(H,30,32,33)/f/h29-30H

InChI_3D 1S/C27H25ClN6O5S/c1-29-26(38)27-10-15(27)21(22(36)23(27)37)34-12-31-20-24(30-11-13-3-6-16(35)17(9-13)39-2)32-19(33-25(20)34)8-5-14-4-7-18(28)40-14/h3-4,6-7,9,12,15,21-23,35-37H,10-11H2,1-2H3,(H,29,38)(H,30,32,33)/t15-,21-,22+,23+,27+/m1/s1

AuxInfo 1/1/N:25,26,4,3,1,5,6,2,7,19,27,8,11,9,20,13,14,17,10,12,21,22,23,16,15,18,24,40,33,32,28,30,29,31,35,36,37,34,38,39/F:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d4;s3;;;s1d3;s2;s4d7;;s5;s7d13;d12;s12;d6;;;s19;s20;s21;s22;s18s19s20s23;;;s11;d8s12;d10s15;s10d16;s8s15s21;s16s27;s18s25;d18;s13;s22;s23;s14s26;s9s17;s17;s3;s4;s5;s6;s7;s8;s19;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s35;s36;s37;/rC:-2.5986,-2.5161,0;-1.7333,-2.0149,0;-4.3768,-2.6091,0;-1.7335,3,0;-2.5974,3.5038,0;-5.0462,-3.3541,0;-2.6033,1.4987,0;2.4178,-1.0115,0;-3.464,-3.0173,0;-.868,-1.5137,0;-1.7321,2,0;.868,-.5079,0;-3.4686,3.0025,0;-3.476,1.9974,0;.868,-1.515,0;;-4.5466,-4.2222,0;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;-5.2081,1.9999,0;-.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;-4.3324,3.5063,0;.7209,-4.4852,0;2.9084,-6.3575,0;-4.3428,1.4986,0;-3.5641,-4.0127,0;-4.9537,-5.1355,0;-4.4806,-2.12,0;-1.3001,3.2494,0;-2.5959,4.0038,0;-5.5434,-3.3017,0;-2.6026,.9987,0;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;-5.4587,1.5672,0;-4.9574,2.4325,0;-5.6407,2.2505,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;5.2477,-5.8274,0;-4.3302,4.0063,0;.4709,-4.9182,0;3.243,-6.729,0;

Duplicates CHEMBL5196916

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.sdf

Formula	C₂₇H₂₅ClN₆O₅S
MW	581.04
InChIKey	HEQOMIVWTXTFCQ-CYSPOYASNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	40
Number_Rings	6
Number_Bonds	70
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	2.95
logP	2.76
PSA	182.89
MR	148.688
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	9.62164
PM7_Total_Energy_ev	-6686.80886
PM7_Electronic_Energy_ev	-63100.24547
PM7_Dipole_Debye	4.26098
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.594
PM7_LUMO_Energy_ev	-1.363
PM7_COSMO_Area_square_ang	544.05
PM7_COSMO_Volue_cubic_ang	649.27
PM7_Electron_Affinity_ev	1.363
PM7_Ionization_Energy_ev	8.594
PM7_Energy_Gap_ev	7.231
PM7_Global_Hardness_ev	3.6155
PM7_Global_Softness_ev	0.27658691743880515
PM7_Chemical_Potential_ev	-4.9785
PM7_Electronigativity_ev	4.9785
PM7_Back_Donation_Energy_ev	-0.903875
PM7_Electrophilicity_ev	3.4276673005116858
OPENEYE_Name	(1~{S},2~{R},3~{S},4~{R},5~{S})-4-[2-[2-(5-chloro-2-thienyl)ethynyl]-6-[(4-hydroxy-3-methoxy-phenyl)methylamino]purin-9-yl]-2,3-dihydroxy-~{N}-methyl-bicyclo[3.1.0]hexane-1-carboxamide
SMILES	C(#Cc1nc2c(c(n1)NCc3ccc(c(c3)OC)O)ncn2C4C5CC5(C(C4O)O)C(=O)NC)c6ccc(s6)Cl
Canonical_SMILES	CNC(=O)[C@@]12C[C@@H]1[C@H]([C@@H]([C@@H]2O)O)n1cnc2c1nc(C#Cc1ccc(s1)Cl)nc2NCc1ccc(c(c1)OC)O
InChI	1/C27H25ClN6O5S/c1-29-26(38)27-10-15(27)21(22(36)23(27)37)34-12-31-20-24(30-11-13-3-6-16(35)17(9-13)39-2)32-19(33-25(20)34)8-5-14-4-7-18(28)40-14/h3-4,6-7,9,12,15,21-23,35-37H,10-11H2,1-2H3,(H,29,38)(H,30,32,33)/f/h29-30H
InChI_3D	1S/C27H25ClN6O5S/c1-29-26(38)27-10-15(27)21(22(36)23(27)37)34-12-31-20-24(30-11-13-3-6-16(35)17(9-13)39-2)32-19(33-25(20)34)8-5-14-4-7-18(28)40-14/h3-4,6-7,9,12,15,21-23,35-37H,10-11H2,1-2H3,(H,29,38)(H,30,32,33)/t15-,21-,22+,23+,27+/m1/s1
AuxInfo	1/1/N:25,26,4,3,1,5,6,2,7,19,27,8,11,9,20,13,14,17,10,12,21,22,23,16,15,18,24,40,33,32,28,30,29,31,35,36,37,34,38,39/F:m/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;d4;s3;;;s1d3;s2;s4d7;;s5;s7d13;d12;s12;d6;;;s19;s20;s21;s22;s18s19s20s23;;;s11;d8s12;d10s15;s10d16;s8s15s21;s16s27;s18s25;d18;s13;s22;s23;s14s26;s9s17;s17;s3;s4;s5;s6;s7;s8;s19;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s32;s33;s35;s36;s37;/rC:-2.5986,-2.5161,0;-1.7333,-2.0149,0;-4.3768,-2.6091,0;-1.7335,3,0;-2.5974,3.5038,0;-5.0462,-3.3541,0;-2.6033,1.4987,0;2.4178,-1.0115,0;-3.464,-3.0173,0;-.868,-1.5137,0;-1.7321,2,0;.868,-.5079,0;-3.4686,3.0025,0;-3.476,1.9974,0;.868,-1.515,0;;-4.5466,-4.2222,0;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;-5.2081,1.9999,0;-.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;-4.3324,3.5063,0;.7209,-4.4852,0;2.9084,-6.3575,0;-4.3428,1.4986,0;-3.5641,-4.0127,0;-4.9537,-5.1355,0;-4.4806,-2.12,0;-1.3001,3.2494,0;-2.5959,4.0038,0;-5.5434,-3.3017,0;-2.6026,.9987,0;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;-5.4587,1.5672,0;-4.9574,2.4325,0;-5.6407,2.2505,0;-.616,1.933,0;-1.116,1.067,0;.433,1.25,0;5.2477,-5.8274,0;-4.3302,4.0063,0;.4709,-4.9182,0;3.243,-6.729,0;
Duplicates	CHEMBL5196916
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196750-0005196999/CHEMBL5196916.sdf