CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193805 (2536353)

Formula C₂₁H₁₆ClF₃N₄O₄S

MW 512.89

InChIKey RXISTOYAZFSXTN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 2.61

logP 2.65988

PSA 149.72

MR 114.052

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.91396

PM7_Total_Energy_ev -6558.85007

PM7_Electronic_Energy_ev -50437.28335

PM7_Dipole_Debye 3.24562

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.482

PM7_LUMO_Energy_ev -1.595

PM7_COSMO_Area_square_ang 449.74

PM7_COSMO_Volue_cubic_ang 533.4

PM7_Electron_Affinity_ev 1.595

PM7_Ionization_Energy_ev 9.482

PM7_Energy_Gap_ev 7.887

PM7_Global_Hardness_ev 3.9435

PM7_Global_Softness_ev 0.2535818435400025

PM7_Chemical_Potential_ev -5.5385

PM7_Electronigativity_ev 5.5385

PM7_Back_Donation_Energy_ev -0.985875

PM7_Electrophilicity_ev 3.8893092747559277

OPENEYE_Name 2-chloro-4-[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,5-dihydroxy-6-(hydroxymethyl)-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]tetrahydropyran-2-yl]sulfanyl-benzonitrile

SMILES C(#N)c1ccc(cc1Cl)SC2C(C(C(C(O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O

Canonical_SMILES OC[C@H]1O[C@H](Sc2ccc(c(c2)Cl)C#N)[C@@H]([C@H]([C@H]1O)n1nnc(c1)c1cc(F)c(c(c1)F)F)O

InChI 1/C21H16ClF3N4O4S/c22-12-5-11(2-1-9(12)6-26)34-21-20(32)18(19(31)16(8-30)33-21)29-7-15(27-28-29)10-3-13(23)17(25)14(24)4-10/h1-5,7,16,18-21,30-32H,8H2

InChI_3D 1S/C21H16ClF3N4O4S/c22-12-5-11(2-1-9(12)6-26)34-21-20(32)18(19(31)16(8-30)33-21)29-7-15(27-28-29)10-3-13(23)17(25)14(24)4-10/h1-5,7,16,18-21,30-32H,8H2/t16-,18+,19+,20-,21-/m1/s1

AuxInfo 1/0/N:2,3,4,5,6,1,7,21,8,9,13,14,10,11,15,19,12,16,17,18,20,34,30,31,32,22,23,24,25,29,27,28,26,33/E:(3,4)(13,14)(23,24)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFSClHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2;d4s5;s4;d5;d10s11;s3d6;s6d8;d7s9;;s16;s16;s17;s18;s19;t1;s15;d23;s7s16s24;s19s20;s17;s18;s21;s10;s11;s12;s13s20;s14;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;/rC:6.7682,1.4333,0;5.9006,2.9359,0;5.0331,3.4334,0;.1259,-2.673,0;-1.2765,-1.6513,0;4.1657,1.9307,0;;5.9007,1.9307,0;-.2823,-1.76,0;-.4661,-3.4854,0;-1.8684,-2.4638,0;-1.4662,-3.3849,0;4.1656,2.9359,0;5.0332,1.423,0;.3065,-.9518,0;.8046,2.3408,0;.4575,3.2787,0;1.7894,2.1667,0;1.1017,4.0503,0;2.4336,2.9384,0;1.6897,5.6986,0;7.6357,.9359,0;1.308,-.9518,0;1.6198,0,0;.8073,.5908,0;2.093,3.8841,0;-1.0541,2.397,0;2.6562,1.6681,0;2.0257,6.6404,0;-.0578,-4.3983,0;-2.8624,-2.355,0;-2.055,-4.1932,0;3.3003,3.4371,0;5.0332,.423,0;6.3333,3.1866,0;5.0331,3.9334,0;.6231,-2.7252,0;-1.4786,-1.194,0;3.7319,1.682,0;-.4756,.1543,0;.3125,2.2523,0;.1348,3.6606,0;1.6186,1.6968,0;.6676,4.2984,0;2.7552,2.5555,0;1.2187,5.8666,0;2.1606,5.5306,0;-1.4882,2.645,0;2.6569,1.1681,0;1.7018,7.0214,0;

Duplicates CHEMBL5193805

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.sdf

Formula	C₂₁H₁₆ClF₃N₄O₄S
MW	512.89
InChIKey	RXISTOYAZFSXTN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	2.61
logP	2.65988
PSA	149.72
MR	114.052
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.91396
PM7_Total_Energy_ev	-6558.85007
PM7_Electronic_Energy_ev	-50437.28335
PM7_Dipole_Debye	3.24562
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.482
PM7_LUMO_Energy_ev	-1.595
PM7_COSMO_Area_square_ang	449.74
PM7_COSMO_Volue_cubic_ang	533.4
PM7_Electron_Affinity_ev	1.595
PM7_Ionization_Energy_ev	9.482
PM7_Energy_Gap_ev	7.887
PM7_Global_Hardness_ev	3.9435
PM7_Global_Softness_ev	0.2535818435400025
PM7_Chemical_Potential_ev	-5.5385
PM7_Electronigativity_ev	5.5385
PM7_Back_Donation_Energy_ev	-0.985875
PM7_Electrophilicity_ev	3.8893092747559277
OPENEYE_Name	2-chloro-4-[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,5-dihydroxy-6-(hydroxymethyl)-4-[4-(3,4,5-trifluorophenyl)triazol-1-yl]tetrahydropyran-2-yl]sulfanyl-benzonitrile
SMILES	C(#N)c1ccc(cc1Cl)SC2C(C(C(C(O2)CO)O)n3cc(nn3)c4cc(c(c(c4)F)F)F)O
Canonical_SMILES	OC[C@H]1O[C@H](Sc2ccc(c(c2)Cl)C#N)[C@@H]([C@H]([C@H]1O)n1nnc(c1)c1cc(F)c(c(c1)F)F)O
InChI	1/C21H16ClF3N4O4S/c22-12-5-11(2-1-9(12)6-26)34-21-20(32)18(19(31)16(8-30)33-21)29-7-15(27-28-29)10-3-13(23)17(25)14(24)4-10/h1-5,7,16,18-21,30-32H,8H2
InChI_3D	1S/C21H16ClF3N4O4S/c22-12-5-11(2-1-9(12)6-26)34-21-20(32)18(19(31)16(8-30)33-21)29-7-15(27-28-29)10-3-13(23)17(25)14(24)4-10/h1-5,7,16,18-21,30-32H,8H2/t16-,18+,19+,20-,21-/m1/s1
AuxInfo	1/0/N:2,3,4,5,6,1,7,21,8,9,13,14,10,11,15,19,12,16,17,18,20,34,30,31,32,22,23,24,25,29,27,28,26,33/E:(3,4)(13,14)(23,24)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFSClHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2;d4s5;s4;d5;d10s11;s3d6;s6d8;d7s9;;s16;s16;s17;s18;s19;t1;s15;d23;s7s16s24;s19s20;s17;s18;s21;s10;s11;s12;s13s20;s14;s2;s3;s4;s5;s6;s7;s16;s17;s18;s19;s20;s21;s21;s27;s28;s29;/rC:6.7682,1.4333,0;5.9006,2.9359,0;5.0331,3.4334,0;.1259,-2.673,0;-1.2765,-1.6513,0;4.1657,1.9307,0;;5.9007,1.9307,0;-.2823,-1.76,0;-.4661,-3.4854,0;-1.8684,-2.4638,0;-1.4662,-3.3849,0;4.1656,2.9359,0;5.0332,1.423,0;.3065,-.9518,0;.8046,2.3408,0;.4575,3.2787,0;1.7894,2.1667,0;1.1017,4.0503,0;2.4336,2.9384,0;1.6897,5.6986,0;7.6357,.9359,0;1.308,-.9518,0;1.6198,0,0;.8073,.5908,0;2.093,3.8841,0;-1.0541,2.397,0;2.6562,1.6681,0;2.0257,6.6404,0;-.0578,-4.3983,0;-2.8624,-2.355,0;-2.055,-4.1932,0;3.3003,3.4371,0;5.0332,.423,0;6.3333,3.1866,0;5.0331,3.9334,0;.6231,-2.7252,0;-1.4786,-1.194,0;3.7319,1.682,0;-.4756,.1543,0;.3125,2.2523,0;.1348,3.6606,0;1.6186,1.6968,0;.6676,4.2984,0;2.7552,2.5555,0;1.2187,5.8666,0;2.1606,5.5306,0;-1.4882,2.645,0;2.6569,1.1681,0;1.7018,7.0214,0;
Duplicates	CHEMBL5193805
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193805.sdf