CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108138_s0_t0 (8699)

Formula C₂₁H₂₂N₂O₈S

MW 462.47

InChIKey ZQHLVBFQXDCKIC-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 10

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.68

logP 3.3285

PSA 171.26

MR 121.245

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -198.24546

PM7_Total_Energy_ev -5784.49884

PM7_Electronic_Energy_ev -50254.26315

PM7_Dipole_Debye 5.28954

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.975

PM7_LUMO_Energy_ev -1.301

PM7_COSMO_Area_square_ang 416.31

PM7_COSMO_Volue_cubic_ang 512.8

PM7_Electron_Affinity_ev 1.301

PM7_Ionization_Energy_ev 8.975

PM7_Energy_Gap_ev 7.674

PM7_Global_Hardness_ev 3.837

PM7_Global_Softness_ev 0.26062027625749284

PM7_Chemical_Potential_ev -5.138

PM7_Electronigativity_ev 5.138

PM7_Back_Donation_Energy_ev -0.95925

PM7_Electrophilicity_ev 3.4400630701068544

OPENEYE_Name (2~{R})-2-[(2~{R},5~{S})-2-(4-hydroxy-3,5-dimethoxy-phenyl)-5-methyl-4-oxo-thiazolidin-3-yl]-3-(4-nitrophenyl)propanoic acid

SMILES c1cc(ccc1CC(C(=O)O)N2C(=O)C(SC2c3cc(c(c(c3)OC)O)OC)C)[N+](=O)[O-]

Canonical_SMILES COc1cc(cc(c1O)OC)[C@H]1S[C@H](C(=O)N1[C@@H](C(=O)O)Cc1ccc(cc1)[N](=O)O)C

InChI 1/C21H22N2O8S/c1-11-19(25)22(15(21(26)27)8-12-4-6-14(7-5-12)23(28)29)20(32-11)13-9-16(30-2)18(24)17(10-13)31-3/h4-7,9-11,15,20,24H,8H2,1-3H3,(H,26,27)/f/h26H

InChI_3D 1S/C21H23N2O8S/c1-11-19(25)22(15(21(26)27)8-12-4-6-14(7-5-12)23(28)29)20(32-11)13-9-16(30-2)18(24)17(10-13)31-3/h4-7,9-11,15,20,24H,8H2,1-3H3,(H,26,27)(H,28,29)/t11-,15+,20+/m0/s1

AuxInfo 1/1/N:17,18,19,1,2,3,4,20,5,6,16,8,7,9,21,10,11,12,13,15,14,22,23,28,25,26,29,24,27,30,31,32/E:(2,3)(4,5)(6,7)(9,10)(16,17)(26,27)(28,29)(30,31)/F:17,18,19,1,2,3,4,20,5,6,16,8,7,9,21,10,11,12,13,15,14,22,23,28,25,29,26,24,27,30,31,32/E:(2,3)(4,5)(6,7)(9,10)(16,17)(28,29)(30,31)/CRV:23.5/rA:54cCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5s6;s1d2;s3d4;s5;d6;d10s11;;;s7;s13;s16;;;s8;s14s20;s13s15s21;s9;s23;d13;d14;d23;s12;s14;s10s18;s11s19;s15s16;s1;s2;s3;s4;s5;s6;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s28;s29;/rC:4.1965,-2.9301,0;2.7917,-3.9483,0;4.7864,-3.7439,0;3.3816,-4.7622,0;2.814,1.8135,0;1.3123,2.6825,0;1.814,1.8174,0;3.2021,-3.0363,0;4.3819,-4.6641,0;3.3175,2.6835,0;1.8158,3.5525,0;2.8209,3.5575,0;;1.2187,-2.0038,0;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;4.814,1.8116,0;1.8124,5.2846,0;2.6153,-2.2266,0;2.0284,-1.417,0;1.0014,0,0;4.9688,-5.4738,0;5.9634,-5.3704,0;-.5889,-.8082,0;.3056,-1.596,0;4.561,-6.3869,0;3.3218,4.423,0;1.3221,-2.9985,0;4.3175,2.6796,0;1.3141,4.4176,0;.5007,1.5426,0;4.3997,-2.4732,0;2.2943,-3.9992,0;5.2836,-3.6908,0;3.1764,-5.2181,0;3.0629,1.3799,0;.8123,2.6823,0;1.7695,.7478,0;-.5571,1.3846,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;4.38,1.5633,0;5.248,2.0599,0;5.0623,1.3776,0;2.2459,5.0354,0;1.3789,5.5338,0;2.0616,5.7181,0;2.2104,-2.5201,0;3.0201,-1.9332,0;2.4332,-1.1235,0;3.8218,4.4225,0;.9173,-3.2919,0;

Duplicates CHEMBL108138_s0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.sdf

Formula	C₂₁H₂₂N₂O₈S
MW	462.47
InChIKey	ZQHLVBFQXDCKIC-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	10
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.68
logP	3.3285
PSA	171.26
MR	121.245
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-198.24546
PM7_Total_Energy_ev	-5784.49884
PM7_Electronic_Energy_ev	-50254.26315
PM7_Dipole_Debye	5.28954
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.975
PM7_LUMO_Energy_ev	-1.301
PM7_COSMO_Area_square_ang	416.31
PM7_COSMO_Volue_cubic_ang	512.8
PM7_Electron_Affinity_ev	1.301
PM7_Ionization_Energy_ev	8.975
PM7_Energy_Gap_ev	7.674
PM7_Global_Hardness_ev	3.837
PM7_Global_Softness_ev	0.26062027625749284
PM7_Chemical_Potential_ev	-5.138
PM7_Electronigativity_ev	5.138
PM7_Back_Donation_Energy_ev	-0.95925
PM7_Electrophilicity_ev	3.4400630701068544
OPENEYE_Name	(2~{R})-2-[(2~{R},5~{S})-2-(4-hydroxy-3,5-dimethoxy-phenyl)-5-methyl-4-oxo-thiazolidin-3-yl]-3-(4-nitrophenyl)propanoic acid
SMILES	c1cc(ccc1CC(C(=O)O)N2C(=O)C(SC2c3cc(c(c(c3)OC)O)OC)C)[N+](=O)[O-]
Canonical_SMILES	COc1cc(cc(c1O)OC)[C@H]1S[C@H](C(=O)N1[C@@H](C(=O)O)Cc1ccc(cc1)[N](=O)O)C
InChI	1/C21H22N2O8S/c1-11-19(25)22(15(21(26)27)8-12-4-6-14(7-5-12)23(28)29)20(32-11)13-9-16(30-2)18(24)17(10-13)31-3/h4-7,9-11,15,20,24H,8H2,1-3H3,(H,26,27)/f/h26H
InChI_3D	1S/C21H23N2O8S/c1-11-19(25)22(15(21(26)27)8-12-4-6-14(7-5-12)23(28)29)20(32-11)13-9-16(30-2)18(24)17(10-13)31-3/h4-7,9-11,15,20,24H,8H2,1-3H3,(H,26,27)(H,28,29)/t11-,15+,20+/m0/s1
AuxInfo	1/1/N:17,18,19,1,2,3,4,20,5,6,16,8,7,9,21,10,11,12,13,15,14,22,23,28,25,26,29,24,27,30,31,32/E:(2,3)(4,5)(6,7)(9,10)(16,17)(26,27)(28,29)(30,31)/F:17,18,19,1,2,3,4,20,5,6,16,8,7,9,21,10,11,12,13,15,14,22,23,28,25,29,26,24,27,30,31,32/E:(2,3)(4,5)(6,7)(9,10)(16,17)(28,29)(30,31)/CRV:23.5/rA:54cCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5s6;s1d2;s3d4;s5;d6;d10s11;;;s7;s13;s16;;;s8;s14s20;s13s15s21;s9;s23;d13;d14;d23;s12;s14;s10s18;s11s19;s15s16;s1;s2;s3;s4;s5;s6;s15;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s28;s29;/rC:4.1965,-2.9301,0;2.7917,-3.9483,0;4.7864,-3.7439,0;3.3816,-4.7622,0;2.814,1.8135,0;1.3123,2.6825,0;1.814,1.8174,0;3.2021,-3.0363,0;4.3819,-4.6641,0;3.3175,2.6835,0;1.8158,3.5525,0;2.8209,3.5575,0;;1.2187,-2.0038,0;1.3131,.9519,0;-.3065,.9519,0;-1.9057,.2411,0;4.814,1.8116,0;1.8124,5.2846,0;2.6153,-2.2266,0;2.0284,-1.417,0;1.0014,0,0;4.9688,-5.4738,0;5.9634,-5.3704,0;-.5889,-.8082,0;.3056,-1.596,0;4.561,-6.3869,0;3.3218,4.423,0;1.3221,-2.9985,0;4.3175,2.6796,0;1.3141,4.4176,0;.5007,1.5426,0;4.3997,-2.4732,0;2.2943,-3.9992,0;5.2836,-3.6908,0;3.1764,-5.2181,0;3.0629,1.3799,0;.8123,2.6823,0;1.7695,.7478,0;-.5571,1.3846,0;-1.7026,-.2158,0;-2.1087,.698,0;-2.3626,.038,0;4.38,1.5633,0;5.248,2.0599,0;5.0623,1.3776,0;2.2459,5.0354,0;1.3789,5.5338,0;2.0616,5.7181,0;2.2104,-2.5201,0;3.0201,-1.9332,0;2.4332,-1.1235,0;3.8218,4.4225,0;.9173,-3.2919,0;
Duplicates	CHEMBL108138_s0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108138_s0_t0.sdf