CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111460 (12489)

Formula C₂₇H₃₁N₃O₇S₂

MW 573.68

InChIKey UTQLDSRMYUQUPD-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 10

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3.34

logP 5.2684

PSA 150.08

MR 152.336

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.67496

PM7_Total_Energy_ev -6712.02371

PM7_Electronic_Energy_ev -64736.80311

PM7_Dipole_Debye 7.8947

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.344

PM7_LUMO_Energy_ev -0.564

PM7_COSMO_Area_square_ang 527.2

PM7_COSMO_Volue_cubic_ang 650.61

PM7_Electron_Affinity_ev 0.564

PM7_Ionization_Energy_ev 9.344

PM7_Energy_Gap_ev 8.78

PM7_Global_Hardness_ev 4.39

PM7_Global_Softness_ev 0.22779043280182232

PM7_Chemical_Potential_ev -4.954

PM7_Electronigativity_ev 4.954

PM7_Back_Donation_Energy_ev -1.0975

PM7_Electrophilicity_ev 2.7952296127562644

OPENEYE_Name (1~{R},2~{R},3~{S},4~{R})-3-methyl-1-[4-(o-tolylmethoxy)phenyl]sulfonyl-4-(p-tolylsulfonyl)piperazine-2-carbohydroxamic acid

SMILES c1ccc(c(c1)C)COc2ccc(cc2)S(=O)(=O)N3CCN(C(C3C(=O)NO)C)S(=O)(=O)c4ccc(cc4)C

Canonical_SMILES ONC(=O)[C@H]1[C@H](C)N(CCN1S(=O)(=O)c1ccc(cc1)OCc1ccccc1C)S(=O)(=O)c1ccc(cc1)C

InChI 1/C27H31N3O7S2/c1-19-8-12-24(13-9-19)38(33,34)29-16-17-30(26(21(29)3)27(31)28-32)39(35,36)25-14-10-23(11-15-25)37-18-22-7-5-4-6-20(22)2/h4-15,21,26,32H,16-18H2,1-3H3,(H,28,31)/f/h28H

InChI_3D 1S/C27H31N3O7S2/c1-19-8-12-24(13-9-19)38(33,34)29-16-17-30(26(21(29)3)27(31)28-32)39(35,36)25-14-10-23(11-15-25)37-18-22-7-5-4-6-20(22)2/h4-15,21,26,32H,16-18H2,1-3H3,(H,28,31)/t21-,26+/m0/s1

AuxInfo 1/1/N:24,25,26,1,2,3,4,5,6,7,8,9,10,11,12,21,20,27,13,14,23,15,16,18,17,22,19,30,29,28,31,36,34,35,32,33,37,39,38/E:(8,9)(10,11)(12,13)(14,15)(33,34)(35,36)/F:m/E:m/CRV:38.6,39.6/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d5;s6;d7;s8;s5d6;d3;d4s14;s7d8;s11d12;s9d10;;;s20;s19;s22;s13;s14;s23;s15;s20s22;s21s23;s19;d19;;;;;s30;s16s27;s17s28d32d33;s18s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s30;s36;/rC:4.3405,-7.5132,0;3.4759,-8.0157,0;4.3434,-6.5132,0;2.6054,-7.5131,0;-.0001,5.7755,0;1.7349,5.7755,0;-.0001,-4.0105,0;1.7349,-4.0105,0;-.0001,4.7703,0;1.7349,4.7703,0;-.0001,-3.0053,0;1.7349,-3.0053,0;.8674,6.273,0;3.4729,-6.0106,0;2.5994,-6.508,0;.8674,-4.508,0;.8674,-2.4976,0;.8674,4.2626,0;3.4585,.3023,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;.8674,7.273,0;3.4758,-5.0106,0;2.0804,1.9435,0;1.7334,-6.008,0;.8674,-.4976,0;.8674,1.5126,0;4.1006,-.4643,0;3.8014,1.2417,0;-.1326,-1.4976,0;1.8674,-1.4976,0;-.1326,3.2626,0;1.8674,3.2626,0;5.0855,-.2916,0;.8674,-5.508,0;.8674,-1.4976,0;.8674,3.2626,0;4.7735,-7.7632,0;3.4766,-8.5157,0;4.7768,-6.2638,0;2.1731,-7.7644,0;-.4327,6.0261,0;2.1676,6.0261,0;-.4328,-4.2611,0;2.1675,-4.2611,0;-.4338,4.5216,0;2.1686,4.5216,0;-.4338,-2.7566,0;2.1686,-2.7566,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;1.9049,-.4702,0;2.227,.9173,0;1.3674,7.273,0;.3674,7.273,0;.8674,7.773,0;2.9758,-5.0091,0;3.9758,-5.0121,0;3.4773,-4.5106,0;1.6113,2.1163,0;2.5496,1.7706,0;2.2533,2.4127,0;1.4834,-6.441,0;1.9834,-5.575,0;3.9291,-.934,0;5.4066,-.6749,0;

Duplicates CHEMBL111460

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.sdf

Formula	C₂₇H₃₁N₃O₇S₂
MW	573.68
InChIKey	UTQLDSRMYUQUPD-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	10
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3.34
logP	5.2684
PSA	150.08
MR	152.336
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.67496
PM7_Total_Energy_ev	-6712.02371
PM7_Electronic_Energy_ev	-64736.80311
PM7_Dipole_Debye	7.8947
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.344
PM7_LUMO_Energy_ev	-0.564
PM7_COSMO_Area_square_ang	527.2
PM7_COSMO_Volue_cubic_ang	650.61
PM7_Electron_Affinity_ev	0.564
PM7_Ionization_Energy_ev	9.344
PM7_Energy_Gap_ev	8.78
PM7_Global_Hardness_ev	4.39
PM7_Global_Softness_ev	0.22779043280182232
PM7_Chemical_Potential_ev	-4.954
PM7_Electronigativity_ev	4.954
PM7_Back_Donation_Energy_ev	-1.0975
PM7_Electrophilicity_ev	2.7952296127562644
OPENEYE_Name	(1~{R},2~{R},3~{S},4~{R})-3-methyl-1-[4-(o-tolylmethoxy)phenyl]sulfonyl-4-(p-tolylsulfonyl)piperazine-2-carbohydroxamic acid
SMILES	c1ccc(c(c1)C)COc2ccc(cc2)S(=O)(=O)N3CCN(C(C3C(=O)NO)C)S(=O)(=O)c4ccc(cc4)C
Canonical_SMILES	ONC(=O)[C@H]1[C@H](C)N(CCN1S(=O)(=O)c1ccc(cc1)OCc1ccccc1C)S(=O)(=O)c1ccc(cc1)C
InChI	1/C27H31N3O7S2/c1-19-8-12-24(13-9-19)38(33,34)29-16-17-30(26(21(29)3)27(31)28-32)39(35,36)25-14-10-23(11-15-25)37-18-22-7-5-4-6-20(22)2/h4-15,21,26,32H,16-18H2,1-3H3,(H,28,31)/f/h28H
InChI_3D	1S/C27H31N3O7S2/c1-19-8-12-24(13-9-19)38(33,34)29-16-17-30(26(21(29)3)27(31)28-32)39(35,36)25-14-10-23(11-15-25)37-18-22-7-5-4-6-20(22)2/h4-15,21,26,32H,16-18H2,1-3H3,(H,28,31)/t21-,26+/m0/s1
AuxInfo	1/1/N:24,25,26,1,2,3,4,5,6,7,8,9,10,11,12,21,20,27,13,14,23,15,16,18,17,22,19,30,29,28,31,36,34,35,32,33,37,39,38/E:(8,9)(10,11)(12,13)(14,15)(33,34)(35,36)/F:m/E:m/CRV:38.6,39.6/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;;d5;s6;d7;s8;s5d6;d3;d4s14;s7d8;s11d12;s9d10;;;s20;s19;s22;s13;s14;s23;s15;s20s22;s21s23;s19;d19;;;;;s30;s16s27;s17s28d32d33;s18s29d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s20;s21;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s30;s36;/rC:4.3405,-7.5132,0;3.4759,-8.0157,0;4.3434,-6.5132,0;2.6054,-7.5131,0;-.0001,5.7755,0;1.7349,5.7755,0;-.0001,-4.0105,0;1.7349,-4.0105,0;-.0001,4.7703,0;1.7349,4.7703,0;-.0001,-3.0053,0;1.7349,-3.0053,0;.8674,6.273,0;3.4729,-6.0106,0;2.5994,-6.508,0;.8674,-4.508,0;.8674,-2.4976,0;.8674,4.2626,0;3.4585,.3023,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;.8674,7.273,0;3.4758,-5.0106,0;2.0804,1.9435,0;1.7334,-6.008,0;.8674,-.4976,0;.8674,1.5126,0;4.1006,-.4643,0;3.8014,1.2417,0;-.1326,-1.4976,0;1.8674,-1.4976,0;-.1326,3.2626,0;1.8674,3.2626,0;5.0855,-.2916,0;.8674,-5.508,0;.8674,-1.4976,0;.8674,3.2626,0;4.7735,-7.7632,0;3.4766,-8.5157,0;4.7768,-6.2638,0;2.1731,-7.7644,0;-.4327,6.0261,0;2.1676,6.0261,0;-.4328,-4.2611,0;2.1675,-4.2611,0;-.4338,4.5216,0;2.1686,4.5216,0;-.4338,-2.7566,0;2.1686,-2.7566,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;1.9049,-.4702,0;2.227,.9173,0;1.3674,7.273,0;.3674,7.273,0;.8674,7.773,0;2.9758,-5.0091,0;3.9758,-5.0121,0;3.4773,-4.5106,0;1.6113,2.1163,0;2.5496,1.7706,0;2.2533,2.4127,0;1.4834,-6.441,0;1.9834,-5.575,0;3.9291,-.934,0;5.4066,-.6749,0;
Duplicates	CHEMBL111460
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111250-0000111499/CHEMBL111460.sdf