CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111862 (12954)

Formula C₂₁H₂₃F₂N₃O₆S

MW 483.49

InChIKey RCOBSDNFRJAUBV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.52

logP 3.0066

PSA 124.63

MR 119.519

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.47679

PM7_Total_Energy_ev -6326.61598

PM7_Electronic_Energy_ev -51729.40104

PM7_Dipole_Debye 5.51922

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.252

PM7_LUMO_Energy_ev -1.093

PM7_COSMO_Area_square_ang 438.2

PM7_COSMO_Volue_cubic_ang 525.4

PM7_Electron_Affinity_ev 1.093

PM7_Ionization_Energy_ev 9.252

PM7_Energy_Gap_ev 8.159

PM7_Global_Hardness_ev 4.0795

PM7_Global_Softness_ev 0.24512807942149772

PM7_Chemical_Potential_ev -5.1725

PM7_Electronigativity_ev 5.1725

PM7_Back_Donation_Energy_ev -1.019875

PM7_Electrophilicity_ev 3.2791710074764064

OPENEYE_Name (1~{S},2~{R},3~{S})-4-acetyl-1-[4-[(3,5-difluorophenyl)methoxy]phenyl]sulfonyl-3-methyl-piperazine-2-carbohydroxamic acid

SMILES c1cc(ccc1OCc2cc(cc(c2)F)F)S(=O)(=O)N3CCN(C(C3C(=O)NO)C)C(=O)C

Canonical_SMILES ONC(=O)[C@H]1[C@H](C)N(CCN1S(=O)(=O)c1ccc(cc1)OCc1cc(F)cc(c1)F)C(=O)C

InChI 1/C21H23F2N3O6S/c1-13-20(21(28)24-29)26(8-7-25(13)14(2)27)33(30,31)19-5-3-18(4-6-19)32-12-15-9-16(22)11-17(23)10-15/h3-6,9-11,13,20,29H,7-8,12H2,1-2H3,(H,24,28)/f/h24H

InChI_3D 1S/C21H23F2N3O6S/c1-13-20(21(28)24-29)26(8-7-25(13)14(2)27)33(30,31)19-5-3-18(4-6-19)32-12-15-9-16(22)11-17(23)10-15/h3-6,9-11,13,20,29H,7-8,12H2,1-2H3,(H,24,28)/t13-,20+/m0/s1

AuxInfo 1/1/N:20,19,1,2,3,4,15,16,5,6,7,21,18,14,8,10,11,9,12,17,13,31,32,24,22,23,26,25,29,27,28,30,33/E:(3,4)(5,6)(9,10)(16,17)(22,23)(30,31)/F:m/E:m/CRV:33.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFFSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;d5s6;s1d2;s5d7;d6s7;s3d4;;;;s15;s13;s17;s14;s18;s8;s14s15s18;s16s17;s13;d13;d14;;;s24;s9s21;s10;s11;s12s23d27d28;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s29;/rC:-.0001,-4.0105,0;1.7349,-4.0105,0;-.0001,-3.0053,0;1.7349,-3.0053,0;2.6009,-7.508,0;3.4707,-6.0067,0;4.336,-7.5105,0;2.5994,-6.508,0;.8674,-4.508,0;3.4648,-8.0118,0;4.3434,-6.5054,0;.8674,-2.4976,0;3.4585,.3023,0;.8674,3.2626,0;0,1.0051,0;;1.7348,0,0;1.7348,1.0051,0;.0014,3.7626,0;2.3397,2.6472,0;1.7334,-6.008,0;.8674,1.5126,0;.8674,-.4976,0;4.1006,-.4643,0;3.8014,1.2417,0;1.7334,3.7626,0;-.1326,-1.4976,0;1.8674,-1.4976,0;5.0855,-.2916,0;.8674,-5.508,0;3.4619,-9.0118,0;5.2102,-6.0066,0;.8674,-1.4976,0;-.4328,-4.2611,0;2.1675,-4.2611,0;-.4338,-2.7566,0;2.1686,-2.7566,0;2.1675,-7.7574,0;3.47,-5.5067,0;4.7679,-7.7624,0;-.4922,.9173,0;-.1728,1.4743,0;-.1701,-.4702,0;-.4925,.0864,0;1.9049,-.4702,0;2.227,.9173,0;-.2486,3.3296,0;-.4316,4.0126,0;.2514,4.1956,0;1.8705,2.8201,0;2.8089,2.4744,0;2.5125,3.1164,0;1.4834,-6.441,0;1.9834,-5.575,0;3.9291,-.934,0;5.4066,-.6749,0;

Duplicates CHEMBL111862

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.sdf

Formula	C₂₁H₂₃F₂N₃O₆S
MW	483.49
InChIKey	RCOBSDNFRJAUBV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.52
logP	3.0066
PSA	124.63
MR	119.519
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.47679
PM7_Total_Energy_ev	-6326.61598
PM7_Electronic_Energy_ev	-51729.40104
PM7_Dipole_Debye	5.51922
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.252
PM7_LUMO_Energy_ev	-1.093
PM7_COSMO_Area_square_ang	438.2
PM7_COSMO_Volue_cubic_ang	525.4
PM7_Electron_Affinity_ev	1.093
PM7_Ionization_Energy_ev	9.252
PM7_Energy_Gap_ev	8.159
PM7_Global_Hardness_ev	4.0795
PM7_Global_Softness_ev	0.24512807942149772
PM7_Chemical_Potential_ev	-5.1725
PM7_Electronigativity_ev	5.1725
PM7_Back_Donation_Energy_ev	-1.019875
PM7_Electrophilicity_ev	3.2791710074764064
OPENEYE_Name	(1~{S},2~{R},3~{S})-4-acetyl-1-[4-[(3,5-difluorophenyl)methoxy]phenyl]sulfonyl-3-methyl-piperazine-2-carbohydroxamic acid
SMILES	c1cc(ccc1OCc2cc(cc(c2)F)F)S(=O)(=O)N3CCN(C(C3C(=O)NO)C)C(=O)C
Canonical_SMILES	ONC(=O)[C@H]1[C@H](C)N(CCN1S(=O)(=O)c1ccc(cc1)OCc1cc(F)cc(c1)F)C(=O)C
InChI	1/C21H23F2N3O6S/c1-13-20(21(28)24-29)26(8-7-25(13)14(2)27)33(30,31)19-5-3-18(4-6-19)32-12-15-9-16(22)11-17(23)10-15/h3-6,9-11,13,20,29H,7-8,12H2,1-2H3,(H,24,28)/f/h24H
InChI_3D	1S/C21H23F2N3O6S/c1-13-20(21(28)24-29)26(8-7-25(13)14(2)27)33(30,31)19-5-3-18(4-6-19)32-12-15-9-16(22)11-17(23)10-15/h3-6,9-11,13,20,29H,7-8,12H2,1-2H3,(H,24,28)/t13-,20+/m0/s1
AuxInfo	1/1/N:20,19,1,2,3,4,15,16,5,6,7,21,18,14,8,10,11,9,12,17,13,31,32,24,22,23,26,25,29,27,28,30,33/E:(3,4)(5,6)(9,10)(16,17)(22,23)(30,31)/F:m/E:m/CRV:33.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFFSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;d5s6;s1d2;s5d7;d6s7;s3d4;;;;s15;s13;s17;s14;s18;s8;s14s15s18;s16s17;s13;d13;d14;;;s24;s9s21;s10;s11;s12s23d27d28;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s29;/rC:-.0001,-4.0105,0;1.7349,-4.0105,0;-.0001,-3.0053,0;1.7349,-3.0053,0;2.6009,-7.508,0;3.4707,-6.0067,0;4.336,-7.5105,0;2.5994,-6.508,0;.8674,-4.508,0;3.4648,-8.0118,0;4.3434,-6.5054,0;.8674,-2.4976,0;3.4585,.3023,0;.8674,3.2626,0;0,1.0051,0;;1.7348,0,0;1.7348,1.0051,0;.0014,3.7626,0;2.3397,2.6472,0;1.7334,-6.008,0;.8674,1.5126,0;.8674,-.4976,0;4.1006,-.4643,0;3.8014,1.2417,0;1.7334,3.7626,0;-.1326,-1.4976,0;1.8674,-1.4976,0;5.0855,-.2916,0;.8674,-5.508,0;3.4619,-9.0118,0;5.2102,-6.0066,0;.8674,-1.4976,0;-.4328,-4.2611,0;2.1675,-4.2611,0;-.4338,-2.7566,0;2.1686,-2.7566,0;2.1675,-7.7574,0;3.47,-5.5067,0;4.7679,-7.7624,0;-.4922,.9173,0;-.1728,1.4743,0;-.1701,-.4702,0;-.4925,.0864,0;1.9049,-.4702,0;2.227,.9173,0;-.2486,3.3296,0;-.4316,4.0126,0;.2514,4.1956,0;1.8705,2.8201,0;2.8089,2.4744,0;2.5125,3.1164,0;1.4834,-6.441,0;1.9834,-5.575,0;3.9291,-.934,0;5.4066,-.6749,0;
Duplicates	CHEMBL111862
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111750-0000111999/CHEMBL111862.sdf