CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194565 (2537181)

Formula C₂₈H₂₇N₃O₈

MW 533.54

InChIKey SEKICYSMWLVXKN-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 39

Number_Rings 5

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 8

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 1.83

logP 1.7038

PSA 163.37

MR 141.228

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -242.20254

PM7_Total_Energy_ev -6724.22496

PM7_Electronic_Energy_ev -59564.93901

PM7_Dipole_Debye 7.14097

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.089

PM7_LUMO_Energy_ev -1.167

PM7_COSMO_Area_square_ang 515.34

PM7_COSMO_Volue_cubic_ang 601.67

PM7_Electron_Affinity_ev 1.167

PM7_Ionization_Energy_ev 9.089

PM7_Energy_Gap_ev 7.922

PM7_Global_Hardness_ev 3.961

PM7_Global_Softness_ev 0.25246149962130776

PM7_Chemical_Potential_ev -5.128

PM7_Electronigativity_ev 5.128

PM7_Back_Donation_Energy_ev -0.99025

PM7_Electrophilicity_ev 3.3194122696288817

OPENEYE_Name 7-[3-methyl-4-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-1-oxo-~{N}-(3-pyridyl)isoquinoline-2-carboxamide

SMILES c1cc(cnc1)NC(=O)n2ccc3ccc(cc3c2=O)c4ccc(c(c4)C)OC5C(C(C(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@H](Oc2ccc(cc2C)c2ccc3c(c2)c(=O)n(cc3)C(=O)Nc2cccnc2)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C28H27N3O8/c1-15-11-17(6-7-21(15)38-27-25(35)24(34)23(33)22(14-32)39-27)18-5-4-16-8-10-31(26(36)20(16)12-18)28(37)30-19-3-2-9-29-13-19/h2-13,22-25,27,32-35H,14H2,1H3,(H,30,37)/f/h30H

InChI_3D 1S/C28H27N3O8/c1-15-11-17(6-7-21(15)38-27-25(35)24(34)23(33)22(14-32)39-27)18-5-4-16-8-10-31(26(36)20(16)12-18)28(37)30-19-3-2-9-29-13-19/h2-13,22-25,27,32-35H,14H2,1H3,(H,30,37)/t22-,23-,24+,25+,27+/m1/s1

AuxInfo 1/1/N:27,1,5,4,2,3,6,18,9,19,8,7,10,28,15,13,12,11,16,14,17,25,23,22,24,20,26,21,29,31,30,38,36,35,37,32,33,39,34/F:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d1;d3;;;s1;;s2d7;s3d8s11;s4;s7d13;s8;s5d10;s6d15;s13;d18;s14;;;s22;s22;s23;s24;s15;s25;d9s10;s19s20s21;s16s21;d20;d21;s25s26;s22;s23;s24;s28;s17s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s18;s19;s22;s23;s24;s25;s26;s27;s27;s27;s28;s28;s31;s35;s36;s37;s38;/rC:6.1008,4.4913,0;;-1.7306,1.0012,0;.8707,-.4993,0;5.2343,3.9921,0;-2.6026,1.5013,0;.8707,1.5185,0;-.8676,2.5064,0;6.9694,3.9853,0;6.0961,2.4862,0;0,1.0089,0;-.8675,1.5063,0;1.7371,0,0;1.7414,1.0089,0;-1.7396,3.0064,0;5.2275,2.9921,0;-2.6115,2.5064,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6125,1.5125,0;4.3535,1.4968,0;-5.9699,1.8965,0;-6.3211,2.8328,0;-4.9844,1.7268,0;-5.6803,3.6073,0;-4.3436,2.5012,0;-1.7396,4.0064,0;-5.0996,5.2581,0;6.9714,2.9802,0;3.4848,1.0014,0;4.3588,2.4968,0;2.6154,2.5125,0;5.2168,.9922,0;-4.6883,3.4454,0;-5.9595,.1465,0;-7.8289,1.9445,0;-4.1154,1.2319,0;-4.7678,6.2015,0;-3.479,3.0038,0;6.102,4.9913,0;-.4326,-.2506,0;-1.7284,.5013,0;.8712,-.9993,0;4.8022,4.2438,0;-3.0341,1.2487,0;.8707,2.0185,0;-.4349,2.757,0;7.4026,4.2349,0;6.0926,1.9862,0;2.6011,-1.0053,0;3.9121,-.2597,0;-6.4616,1.8058,0;-6.6455,3.2133,0;-5.1531,1.2561,0;-6.1155,3.8534,0;-4.0203,2.1198,0;-2.2396,4.0064,0;-1.2396,4.0064,0;-1.7396,4.5064,0;-5.5713,5.424,0;-4.628,5.0922,0;3.9271,2.7491,0;-6.3911,-.106,0;-8.2641,2.1906,0;-4.1124,.7319,0;-5.0933,6.581,0;

Duplicates CHEMBL5194565

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.sdf

Formula	C₂₈H₂₇N₃O₈
MW	533.54
InChIKey	SEKICYSMWLVXKN-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	39
Number_Rings	5
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	8
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	1.83
logP	1.7038
PSA	163.37
MR	141.228
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-242.20254
PM7_Total_Energy_ev	-6724.22496
PM7_Electronic_Energy_ev	-59564.93901
PM7_Dipole_Debye	7.14097
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.089
PM7_LUMO_Energy_ev	-1.167
PM7_COSMO_Area_square_ang	515.34
PM7_COSMO_Volue_cubic_ang	601.67
PM7_Electron_Affinity_ev	1.167
PM7_Ionization_Energy_ev	9.089
PM7_Energy_Gap_ev	7.922
PM7_Global_Hardness_ev	3.961
PM7_Global_Softness_ev	0.25246149962130776
PM7_Chemical_Potential_ev	-5.128
PM7_Electronigativity_ev	5.128
PM7_Back_Donation_Energy_ev	-0.99025
PM7_Electrophilicity_ev	3.3194122696288817
OPENEYE_Name	7-[3-methyl-4-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-1-oxo-~{N}-(3-pyridyl)isoquinoline-2-carboxamide
SMILES	c1cc(cnc1)NC(=O)n2ccc3ccc(cc3c2=O)c4ccc(c(c4)C)OC5C(C(C(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](Oc2ccc(cc2C)c2ccc3c(c2)c(=O)n(cc3)C(=O)Nc2cccnc2)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C28H27N3O8/c1-15-11-17(6-7-21(15)38-27-25(35)24(34)23(33)22(14-32)39-27)18-5-4-16-8-10-31(26(36)20(16)12-18)28(37)30-19-3-2-9-29-13-19/h2-13,22-25,27,32-35H,14H2,1H3,(H,30,37)/f/h30H
InChI_3D	1S/C28H27N3O8/c1-15-11-17(6-7-21(15)38-27-25(35)24(34)23(33)22(14-32)39-27)18-5-4-16-8-10-31(26(36)20(16)12-18)28(37)30-19-3-2-9-29-13-19/h2-13,22-25,27,32-35H,14H2,1H3,(H,30,37)/t22-,23-,24+,25+,27+/m1/s1
AuxInfo	1/1/N:27,1,5,4,2,3,6,18,9,19,8,7,10,28,15,13,12,11,16,14,17,25,23,22,24,20,26,21,29,31,30,38,36,35,37,32,33,39,34/F:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d1;d3;;;s1;;s2d7;s3d8s11;s4;s7d13;s8;s5d10;s6d15;s13;d18;s14;;;s22;s22;s23;s24;s15;s25;d9s10;s19s20s21;s16s21;d20;d21;s25s26;s22;s23;s24;s28;s17s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s18;s19;s22;s23;s24;s25;s26;s27;s27;s27;s28;s28;s31;s35;s36;s37;s38;/rC:6.1008,4.4913,0;;-1.7306,1.0012,0;.8707,-.4993,0;5.2343,3.9921,0;-2.6026,1.5013,0;.8707,1.5185,0;-.8676,2.5064,0;6.9694,3.9853,0;6.0961,2.4862,0;0,1.0089,0;-.8675,1.5063,0;1.7371,0,0;1.7414,1.0089,0;-1.7396,3.0064,0;5.2275,2.9921,0;-2.6115,2.5064,0;2.6039,-.5053,0;3.4805,-.0073,0;2.6125,1.5125,0;4.3535,1.4968,0;-5.9699,1.8965,0;-6.3211,2.8328,0;-4.9844,1.7268,0;-5.6803,3.6073,0;-4.3436,2.5012,0;-1.7396,4.0064,0;-5.0996,5.2581,0;6.9714,2.9802,0;3.4848,1.0014,0;4.3588,2.4968,0;2.6154,2.5125,0;5.2168,.9922,0;-4.6883,3.4454,0;-5.9595,.1465,0;-7.8289,1.9445,0;-4.1154,1.2319,0;-4.7678,6.2015,0;-3.479,3.0038,0;6.102,4.9913,0;-.4326,-.2506,0;-1.7284,.5013,0;.8712,-.9993,0;4.8022,4.2438,0;-3.0341,1.2487,0;.8707,2.0185,0;-.4349,2.757,0;7.4026,4.2349,0;6.0926,1.9862,0;2.6011,-1.0053,0;3.9121,-.2597,0;-6.4616,1.8058,0;-6.6455,3.2133,0;-5.1531,1.2561,0;-6.1155,3.8534,0;-4.0203,2.1198,0;-2.2396,4.0064,0;-1.2396,4.0064,0;-1.7396,4.5064,0;-5.5713,5.424,0;-4.628,5.0922,0;3.9271,2.7491,0;-6.3911,-.106,0;-8.2641,2.1906,0;-4.1124,.7319,0;-5.0933,6.581,0;
Duplicates	CHEMBL5194565
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194565.sdf