CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189884 (2532026)

Formula C₂₈H₂₆N₂O₉S

MW 566.58

InChIKey MGECAOGYFSMHHI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 11

HB_Donor 2

HB_Acceptor 7

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP 3.46

logP 4.5308

PSA 183.58

MR 145.074

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -229.89944

PM7_Total_Energy_ev -6994.17889

PM7_Electronic_Energy_ev -63358.39326

PM7_Dipole_Debye 6.55761

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.731

PM7_LUMO_Energy_ev -2.384

PM7_COSMO_Area_square_ang 541.09

PM7_COSMO_Volue_cubic_ang 653.08

PM7_Electron_Affinity_ev 2.384

PM7_Ionization_Energy_ev 8.731

PM7_Energy_Gap_ev 6.347

PM7_Global_Hardness_ev 3.1735

PM7_Global_Softness_ev 0.3151095005514416

PM7_Chemical_Potential_ev -5.5575

PM7_Electronigativity_ev 5.5575

PM7_Back_Donation_Energy_ev -0.793375

PM7_Electrophilicity_ev 4.866205490783047

OPENEYE_Name [(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 2-[[5-(3,4-dimethoxyphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate

SMILES c1cc(c(cc1c2nnc(o2)SCC(=O)OC(C3=CC(=O)c4c(c(ccc4O)O)C3=O)CC=C(C)C)OC)OC

Canonical_SMILES COc1cc(ccc1OC)c1nnc(o1)SCC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C

InChI 1/C28H26N2O9S/c1-14(2)5-9-20(16-12-19(33)24-17(31)7-8-18(32)25(24)26(16)35)38-23(34)13-40-28-30-29-27(39-28)15-6-10-21(36-3)22(11-15)37-4/h5-8,10-12,20,31-32H,9,13H2,1-4H3

InChI_3D 1S/C28H26N2O9S/c1-14(2)5-9-20(16-12-19(33)24-17(31)7-8-18(32)25(24)26(16)35)38-23(34)13-40-28-30-29-27(39-28)15-6-10-21(36-3)22(11-15)37-4/h5-8,10-12,20,31-32H,9,13H2,1-4H3/t20-/m1/s1

AuxInfo 1/0/N:22,23,24,25,19,1,3,4,26,2,5,15,27,20,6,18,9,10,16,28,11,12,21,7,8,17,13,14,29,30,35,36,31,33,32,37,38,39,34,40/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s1d5;;s7;s3d7;s4d8;s2;s5d11;s6;;;s7s15;s8;d15s17;;d19;;s20;s20;;;s19;s21;s18s26;d13;d14s29;d16;d17;d21;s13s14;s9;s10;s11s24;s12s25;s21s28;s14s27;s1;s2;s3;s4;s5;s15;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s28;s35;s36;/rC:1.1622,1.2853,0;2.1124,1.5971,0;2.5132,5.8542,0;1.8398,6.6011,0;1.6985,-.3649,0;.9515,.3077,0;1.2231,4.691,0;.5506,5.4388,0;2.202,4.9033,0;.8551,6.3971,0;2.8594,.9245,0;2.6563,-.0599,0;;-1.6198,0,0;-.069,3.529,0;.9135,3.7401,0;-.4314,5.2356,0;-.7414,4.2768,0;-2.8697,5.8684,0;-3.8209,6.177,0;-2.9876,2.2647,0;-4.0292,7.1551,0;-4.5637,5.5076,0;4.0145,2.2152,0;4.3505,-.4199,0;-2.6614,4.8903,0;-2.7793,1.2867,0;-2.4531,3.9122,0;-.3118,-.9518,0;-1.3133,-.9518,0;1.5832,2.9975,0;-1.0991,5.9801,0;-3.9388,2.5734,0;-.8125,.5908,0;2.8718,4.1609,0;.1855,7.1398,0;3.8095,1.2364,0;3.3995,-.729,0;-2.2447,2.9342,0;-2.571,.3086,0;.7906,1.6198,0;2.2156,2.0863,0;3.0024,5.9578,0;1.9953,7.0763,0;1.5932,-.8537,0;-.2231,3.0534,0;-2.4983,6.2031,0;-3.5402,7.2592,0;-4.5182,7.0509,0;-4.1333,7.6441,0;-4.8985,5.879,0;-4.229,5.1361,0;-4.9352,5.1728,0;3.5251,2.3176,0;4.5039,2.1127,0;4.117,2.7045,0;4.196,.0556,0;4.505,-.8954,0;4.826,-.2654,0;-3.1504,4.7862,0;-2.1723,4.9945,0;-3.2683,1.1825,0;-2.2903,1.3908,0;-2.9421,3.8081,0;2.7178,3.6852,0;.3397,7.6154,0;

Duplicates CHEMBL5189884

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.sdf

Formula	C₂₈H₂₆N₂O₉S
MW	566.58
InChIKey	MGECAOGYFSMHHI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	11
HB_Donor	2
HB_Acceptor	7
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	3.46
logP	4.5308
PSA	183.58
MR	145.074
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-229.89944
PM7_Total_Energy_ev	-6994.17889
PM7_Electronic_Energy_ev	-63358.39326
PM7_Dipole_Debye	6.55761
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.731
PM7_LUMO_Energy_ev	-2.384
PM7_COSMO_Area_square_ang	541.09
PM7_COSMO_Volue_cubic_ang	653.08
PM7_Electron_Affinity_ev	2.384
PM7_Ionization_Energy_ev	8.731
PM7_Energy_Gap_ev	6.347
PM7_Global_Hardness_ev	3.1735
PM7_Global_Softness_ev	0.3151095005514416
PM7_Chemical_Potential_ev	-5.5575
PM7_Electronigativity_ev	5.5575
PM7_Back_Donation_Energy_ev	-0.793375
PM7_Electrophilicity_ev	4.866205490783047
OPENEYE_Name	[(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] 2-[[5-(3,4-dimethoxyphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
SMILES	c1cc(c(cc1c2nnc(o2)SCC(=O)OC(C3=CC(=O)c4c(c(ccc4O)O)C3=O)CC=C(C)C)OC)OC
Canonical_SMILES	COc1cc(ccc1OC)c1nnc(o1)SCC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C
InChI	1/C28H26N2O9S/c1-14(2)5-9-20(16-12-19(33)24-17(31)7-8-18(32)25(24)26(16)35)38-23(34)13-40-28-30-29-27(39-28)15-6-10-21(36-3)22(11-15)37-4/h5-8,10-12,20,31-32H,9,13H2,1-4H3
InChI_3D	1S/C28H26N2O9S/c1-14(2)5-9-20(16-12-19(33)24-17(31)7-8-18(32)25(24)26(16)35)38-23(34)13-40-28-30-29-27(39-28)15-6-10-21(36-3)22(11-15)37-4/h5-8,10-12,20,31-32H,9,13H2,1-4H3/t20-/m1/s1
AuxInfo	1/0/N:22,23,24,25,19,1,3,4,26,2,5,15,27,20,6,18,9,10,16,28,11,12,21,7,8,17,13,14,29,30,35,36,31,33,32,37,38,39,34,40/E:(1,2)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;s1d5;;s7;s3d7;s4d8;s2;s5d11;s6;;;s7s15;s8;d15s17;;d19;;s20;s20;;;s19;s21;s18s26;d13;d14s29;d16;d17;d21;s13s14;s9;s10;s11s24;s12s25;s21s28;s14s27;s1;s2;s3;s4;s5;s15;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s28;s35;s36;/rC:1.1622,1.2853,0;2.1124,1.5971,0;2.5132,5.8542,0;1.8398,6.6011,0;1.6985,-.3649,0;.9515,.3077,0;1.2231,4.691,0;.5506,5.4388,0;2.202,4.9033,0;.8551,6.3971,0;2.8594,.9245,0;2.6563,-.0599,0;;-1.6198,0,0;-.069,3.529,0;.9135,3.7401,0;-.4314,5.2356,0;-.7414,4.2768,0;-2.8697,5.8684,0;-3.8209,6.177,0;-2.9876,2.2647,0;-4.0292,7.1551,0;-4.5637,5.5076,0;4.0145,2.2152,0;4.3505,-.4199,0;-2.6614,4.8903,0;-2.7793,1.2867,0;-2.4531,3.9122,0;-.3118,-.9518,0;-1.3133,-.9518,0;1.5832,2.9975,0;-1.0991,5.9801,0;-3.9388,2.5734,0;-.8125,.5908,0;2.8718,4.1609,0;.1855,7.1398,0;3.8095,1.2364,0;3.3995,-.729,0;-2.2447,2.9342,0;-2.571,.3086,0;.7906,1.6198,0;2.2156,2.0863,0;3.0024,5.9578,0;1.9953,7.0763,0;1.5932,-.8537,0;-.2231,3.0534,0;-2.4983,6.2031,0;-3.5402,7.2592,0;-4.5182,7.0509,0;-4.1333,7.6441,0;-4.8985,5.879,0;-4.229,5.1361,0;-4.9352,5.1728,0;3.5251,2.3176,0;4.5039,2.1127,0;4.117,2.7045,0;4.196,.0556,0;4.505,-.8954,0;4.826,-.2654,0;-3.1504,4.7862,0;-2.1723,4.9945,0;-3.2683,1.1825,0;-2.2903,1.3908,0;-2.9421,3.8081,0;2.7178,3.6852,0;.3397,7.6154,0;
Duplicates	CHEMBL5189884
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189884.sdf