CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185309 (2527082)

Formula C₂₀H₂₂F₃N₅O₃S

MW 469.49

InChIKey JOIBREKTSIJEFY-PECIQRARNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.69

logP 5.6649

PSA 120.51

MR 113.807

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -185.7319

PM7_Total_Energy_ev -6143.72082

PM7_Electronic_Energy_ev -48956.64293

PM7_Dipole_Debye 3.09841

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.478

PM7_LUMO_Energy_ev -1.041

PM7_COSMO_Area_square_ang 428.91

PM7_COSMO_Volue_cubic_ang 506.18

PM7_Electron_Affinity_ev 1.041

PM7_Ionization_Energy_ev 8.478

PM7_Energy_Gap_ev 7.437

PM7_Global_Hardness_ev 3.7185

PM7_Global_Softness_ev 0.26892564205997044

PM7_Chemical_Potential_ev -4.7595

PM7_Electronigativity_ev 4.7595

PM7_Back_Donation_Energy_ev -0.929625

PM7_Electrophilicity_ev 3.0459648043565952

OPENEYE_Name ~{N}-[4-[4-amino-5-(4-methoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]-1,1,1-trifluoro-methanesulfonamide

SMILES c1cc(ccc1c2cn(c3c2c(ncn3)N)C4CCC(CC4)NS(=O)(=O)C(F)(F)F)OC

Canonical_SMILES COc1ccc(cc1)c1cn(c2c1c(N)ncn2)[C@@H]1CC[C@@H](CC1)NS(=O)(=O)C(F)(F)F

InChI 1/C20H22F3N5O3S/c1-31-15-8-2-12(3-9-15)16-10-28(19-17(16)18(24)25-11-26-19)14-6-4-13(5-7-14)27-32(29,30)20(21,22)23/h2-3,8-11,13-14,27H,4-7H2,1H3,(H2,24,25,26)/f/h24H2

InChI_3D 1S/C20H22F3N5O3S/c1-31-15-8-2-12(3-9-15)16-10-28(19-17(16)18(24)25-11-26-19)14-6-4-13(5-7-14)27-32(29,30)20(21,22)23/h2-3,8-11,13-14,27H,4-7H2,1H3,(H2,24,25,26)/t13-,14+

AuxInfo 1/1/N:19,1,2,15,16,13,14,3,4,5,6,8,18,17,10,9,7,12,11,20,29,30,31,24,22,21,25,23,26,27,28,32/E:(2,3)(4,5)(6,7)(8,9)(21,22,23)(29,30)/F:m/E:m/CRV:32.6/rA:54nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7s8;s3d4;d7;s7;;;s13;s14;s13s14;s15s16;;;d6s11;s6d12;s5s11s17;s12;s18;;;s10s19;s20;s20;s20;s20s25d26d27;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s24;s24;s25;/rC:1.5196,1.8694,0;-.1304,2.4056,0;1.8303,2.8254,0;.1802,3.3616,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;1.1622,3.5763,0;-.9578,-1.3181,0;-1.8258,.1969,0;1.1594,-4.0795,0;-.4499,-3.431,0;.7837,-5.0118,0;-.8256,-4.3633,0;.5407,-3.2938,0;-.2107,-5.1585,0;2.4494,4.7352,0;-.9991,-8.3114,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;.3349,-6.8213,0;.413,-8.2333,0;-1.0772,-6.8993,0;1.4712,4.5274,0;-1.6661,-9.0565,0;-.254,-8.9784,0;-1.7442,-7.6444,0;-.3321,-7.5663,0;1.8536,1.4973,0;-.6194,2.3009,0;2.3197,2.9279,0;-.1554,3.7322,0;1.092,-.8146,0;-3.1265,-1.5674,0;1.4929,-3.7069,0;1.5839,-4.3436,0;-.9389,-3.327,0;-.4319,-2.9313,0;1.2731,-5.1143,0;.7687,-5.5116,0;-1.1613,-4.7339,0;-1.2493,-4.0979,0;.9817,-3.0582,0;-.6524,-5.3928,0;2.5533,4.2462,0;2.3454,5.2243,0;2.9384,4.8392,0;-2.2588,1.4469,0;-1.3928,1.4469,0;.8243,-6.9238,0;

Duplicates CHEMBL5185309

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.sdf

Formula	C₂₀H₂₂F₃N₅O₃S
MW	469.49
InChIKey	JOIBREKTSIJEFY-PECIQRARNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.69
logP	5.6649
PSA	120.51
MR	113.807
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-185.7319
PM7_Total_Energy_ev	-6143.72082
PM7_Electronic_Energy_ev	-48956.64293
PM7_Dipole_Debye	3.09841
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.478
PM7_LUMO_Energy_ev	-1.041
PM7_COSMO_Area_square_ang	428.91
PM7_COSMO_Volue_cubic_ang	506.18
PM7_Electron_Affinity_ev	1.041
PM7_Ionization_Energy_ev	8.478
PM7_Energy_Gap_ev	7.437
PM7_Global_Hardness_ev	3.7185
PM7_Global_Softness_ev	0.26892564205997044
PM7_Chemical_Potential_ev	-4.7595
PM7_Electronigativity_ev	4.7595
PM7_Back_Donation_Energy_ev	-0.929625
PM7_Electrophilicity_ev	3.0459648043565952
OPENEYE_Name	~{N}-[4-[4-amino-5-(4-methoxyphenyl)pyrrolo[2,3-d]pyrimidin-7-yl]cyclohexyl]-1,1,1-trifluoro-methanesulfonamide
SMILES	c1cc(ccc1c2cn(c3c2c(ncn3)N)C4CCC(CC4)NS(=O)(=O)C(F)(F)F)OC
Canonical_SMILES	COc1ccc(cc1)c1cn(c2c1c(N)ncn2)[C@@H]1CC[C@@H](CC1)NS(=O)(=O)C(F)(F)F
InChI	1/C20H22F3N5O3S/c1-31-15-8-2-12(3-9-15)16-10-28(19-17(16)18(24)25-11-26-19)14-6-4-13(5-7-14)27-32(29,30)20(21,22)23/h2-3,8-11,13-14,27H,4-7H2,1H3,(H2,24,25,26)/f/h24H2
InChI_3D	1S/C20H22F3N5O3S/c1-31-15-8-2-12(3-9-15)16-10-28(19-17(16)18(24)25-11-26-19)14-6-4-13(5-7-14)27-32(29,30)20(21,22)23/h2-3,8-11,13-14,27H,4-7H2,1H3,(H2,24,25,26)/t13-,14+
AuxInfo	1/1/N:19,1,2,15,16,13,14,3,4,5,6,8,18,17,10,9,7,12,11,20,29,30,31,24,22,21,25,23,26,27,28,32/E:(2,3)(4,5)(6,7)(8,9)(21,22,23)(29,30)/F:m/E:m/CRV:32.6/rA:54nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s7s8;s3d4;d7;s7;;;s13;s14;s13s14;s15s16;;;d6s11;s6d12;s5s11s17;s12;s18;;;s10s19;s20;s20;s20;s20s25d26d27;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s24;s24;s25;/rC:1.5196,1.8694,0;-.1304,2.4056,0;1.8303,2.8254,0;.1802,3.3616,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;.5408,1.6643,0;;1.1622,3.5763,0;-.9578,-1.3181,0;-1.8258,.1969,0;1.1594,-4.0795,0;-.4499,-3.431,0;.7837,-5.0118,0;-.8256,-4.3633,0;.5407,-3.2938,0;-.2107,-5.1585,0;2.4494,4.7352,0;-.9991,-8.3114,0;-1.8258,-1.8147,0;-2.6938,-.311,0;0,-1.6294,0;-1.8258,1.1969,0;.3349,-6.8213,0;.413,-8.2333,0;-1.0772,-6.8993,0;1.4712,4.5274,0;-1.6661,-9.0565,0;-.254,-8.9784,0;-1.7442,-7.6444,0;-.3321,-7.5663,0;1.8536,1.4973,0;-.6194,2.3009,0;2.3197,2.9279,0;-.1554,3.7322,0;1.092,-.8146,0;-3.1265,-1.5674,0;1.4929,-3.7069,0;1.5839,-4.3436,0;-.9389,-3.327,0;-.4319,-2.9313,0;1.2731,-5.1143,0;.7687,-5.5116,0;-1.1613,-4.7339,0;-1.2493,-4.0979,0;.9817,-3.0582,0;-.6524,-5.3928,0;2.5533,4.2462,0;2.3454,5.2243,0;2.9384,4.8392,0;-2.2588,1.4469,0;-1.3928,1.4469,0;.8243,-6.9238,0;
Duplicates	CHEMBL5185309
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185309.sdf