CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193883 (2536438)

Formula C₂₈H₂₇FN₂O₆

MW 506.53

InChIKey HUKKVNABBDLSAP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 37

Number_Rings 6

Number_Bonds 69

Rotat_Bonds 9

Unbranched_Chain 5

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 4.14

logP 3.9671

PSA 95.06

MR 133.745

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -144.44613

PM7_Total_Energy_ev -6410.14705

PM7_Electronic_Energy_ev -52635.4262

PM7_Dipole_Debye 3.0762

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.583

PM7_LUMO_Energy_ev -0.744

PM7_COSMO_Area_square_ang 512.24

PM7_COSMO_Volue_cubic_ang 569.75

PM7_Electron_Affinity_ev 0.744

PM7_Ionization_Energy_ev 8.583

PM7_Energy_Gap_ev 7.839

PM7_Global_Hardness_ev 3.9195

PM7_Global_Softness_ev 0.25513458349279244

PM7_Chemical_Potential_ev -4.6635

PM7_Electronigativity_ev 4.6635

PM7_Back_Donation_Energy_ev -0.979875

PM7_Electrophilicity_ev 2.774363088404133

OPENEYE_Name (3~{R},3~{a}~{R},6~{R},6~{a}~{R})-6-[[6-fluoro-5-[4-[4-(2-methoxyethoxy)phenyl]phenyl]-1~{H}-pyrrolo[3,2-b]pyridin-2-yl]oxy]-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-3-ol

SMILES c1cc(ccc1c2ccc(cc2)OCCOC)c3c(cc4c(n3)cc([nH]4)OC5COC6C5OCC6O)F

Canonical_SMILES COCCOc1ccc(cc1)c1ccc(cc1)c1nc2cc([nH]c2cc1F)O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2O

InChI 1/C28H27FN2O6/c1-33-10-11-34-19-8-6-17(7-9-19)16-2-4-18(5-3-16)26-20(29)12-21-22(31-26)13-25(30-21)37-24-15-36-27-23(32)14-35-28(24)27/h2-9,12-13,23-24,27-28,30,32H,10-11,14-15H2,1H3

InChI_3D 1S/C28H27FN2O6/c1-33-10-11-34-19-8-6-17(7-9-19)16-2-4-18(5-3-16)26-20(29)12-21-22(31-26)13-25(30-21)37-24-15-36-27-23(32)14-35-28(24)27/h2-9,12-13,23-24,27-28,30,32H,10-11,14-15H2,1H3/t23-,24-,27-,28-/m1/s1

AuxInfo 1/0/N:26,1,2,3,4,5,6,7,8,28,27,10,9,20,21,11,12,13,16,17,15,14,24,25,19,18,22,23,37,30,29,33,36,34,31,32,35/E:(2,3)(4,5)(6,7)(8,9)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;;;s1d2;s5d6s11;s3d4;s9;d10s14;s7d8;s10;s13d17;d9;;;;s22;s20s22;s21s23;;;s27;d14s18;s15s19;s20s23;s21s22;s24;s16s27;s19s25;s26s28;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s28;s28;s30;s33;/rC:-2.6093,-1.5146,0;-1.7397,-3.016,0;-1.7395,-1.0108,0;-.8698,-2.5121,0;-4.3356,-2.5146,0;-3.466,-4.0159,0;-5.2054,-3.0184,0;-4.3358,-4.5197,0;2.6938,-1.3184,0;.868,.5079,0;-2.605,-2.5147,0;-3.4703,-3.0159,0;-.8653,-1.507,0;1.736,-1.0071,0;1.736,0,0;-5.2099,-4.0235,0;;0,-1.0058,0;3.2858,-.5036,0;5.9677,3.5111,0;5.9698,.4243,0;6.4698,1.9633,0;5.4697,1.9633,0;6.7811,2.9196,0;5.1607,1.0121,0;-9.5422,-2.5296,0;-6.942,-4.0259,0;-7.8087,-3.5271,0;.868,-1.5037,0;2.6938,.311,0;5.154,2.9203,0;6.7788,1.0122,0;7.6568,4.4348,0;-6.0753,-4.5247,0;4.2858,-.5035,0;-8.6754,-3.0284,0;-.8675,.4975,0;-3.043,-1.2659,0;-1.7397,-3.516,0;-1.7416,-.5108,0;-.4372,-2.7628,0;-4.3356,-2.0146,0;-3.0323,-4.2647,0;-5.638,-2.7677,0;-4.3336,-5.0197,0;2.8483,-1.7939,0;.868,1.0079,0;5.6333,3.8828,0;6.3024,3.8825,0;6.3044,.0527,0;5.6353,.0527,0;6.9698,1.9631,0;4.9697,1.9622,0;7.2378,2.716,0;4.7039,1.2154,0;-9.2928,-2.0962,0;-9.7916,-2.9629,0;-9.9755,-2.2802,0;-7.1914,-4.4593,0;-6.6926,-3.5926,0;-7.5593,-3.0938,0;-8.0581,-3.9605,0;2.8483,.7865,0;8.1568,4.4346,0;

Duplicates CHEMBL5193883

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.sdf

Formula	C₂₈H₂₇FN₂O₆
MW	506.53
InChIKey	HUKKVNABBDLSAP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	37
Number_Rings	6
Number_Bonds	69
Rotat_Bonds	9
Unbranched_Chain	5
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	4.14
logP	3.9671
PSA	95.06
MR	133.745
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-144.44613
PM7_Total_Energy_ev	-6410.14705
PM7_Electronic_Energy_ev	-52635.4262
PM7_Dipole_Debye	3.0762
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.583
PM7_LUMO_Energy_ev	-0.744
PM7_COSMO_Area_square_ang	512.24
PM7_COSMO_Volue_cubic_ang	569.75
PM7_Electron_Affinity_ev	0.744
PM7_Ionization_Energy_ev	8.583
PM7_Energy_Gap_ev	7.839
PM7_Global_Hardness_ev	3.9195
PM7_Global_Softness_ev	0.25513458349279244
PM7_Chemical_Potential_ev	-4.6635
PM7_Electronigativity_ev	4.6635
PM7_Back_Donation_Energy_ev	-0.979875
PM7_Electrophilicity_ev	2.774363088404133
OPENEYE_Name	(3~{R},3~{a}~{R},6~{R},6~{a}~{R})-6-[[6-fluoro-5-[4-[4-(2-methoxyethoxy)phenyl]phenyl]-1~{H}-pyrrolo[3,2-b]pyridin-2-yl]oxy]-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-3-ol
SMILES	c1cc(ccc1c2ccc(cc2)OCCOC)c3c(cc4c(n3)cc([nH]4)OC5COC6C5OCC6O)F
Canonical_SMILES	COCCOc1ccc(cc1)c1ccc(cc1)c1nc2cc([nH]c2cc1F)O[C@@H]1CO[C@H]2[C@@H]1OC[C@H]2O
InChI	1/C28H27FN2O6/c1-33-10-11-34-19-8-6-17(7-9-19)16-2-4-18(5-3-16)26-20(29)12-21-22(31-26)13-25(30-21)37-24-15-36-27-23(32)14-35-28(24)27/h2-9,12-13,23-24,27-28,30,32H,10-11,14-15H2,1H3
InChI_3D	1S/C28H27FN2O6/c1-33-10-11-34-19-8-6-17(7-9-19)16-2-4-18(5-3-16)26-20(29)12-21-22(31-26)13-25(30-21)37-24-15-36-27-23(32)14-35-28(24)27/h2-9,12-13,23-24,27-28,30,32H,10-11,14-15H2,1H3/t23-,24-,27-,28-/m1/s1
AuxInfo	1/0/N:26,1,2,3,4,5,6,7,8,28,27,10,9,20,21,11,12,13,16,17,15,14,24,25,19,18,22,23,37,30,29,33,36,34,31,32,35/E:(2,3)(4,5)(6,7)(8,9)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;;;s1d2;s5d6s11;s3d4;s9;d10s14;s7d8;s10;s13d17;d9;;;;s22;s20s22;s21s23;;;s27;d14s18;s15s19;s20s23;s21s22;s24;s16s27;s19s25;s26s28;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s28;s28;s30;s33;/rC:-2.6093,-1.5146,0;-1.7397,-3.016,0;-1.7395,-1.0108,0;-.8698,-2.5121,0;-4.3356,-2.5146,0;-3.466,-4.0159,0;-5.2054,-3.0184,0;-4.3358,-4.5197,0;2.6938,-1.3184,0;.868,.5079,0;-2.605,-2.5147,0;-3.4703,-3.0159,0;-.8653,-1.507,0;1.736,-1.0071,0;1.736,0,0;-5.2099,-4.0235,0;;0,-1.0058,0;3.2858,-.5036,0;5.9677,3.5111,0;5.9698,.4243,0;6.4698,1.9633,0;5.4697,1.9633,0;6.7811,2.9196,0;5.1607,1.0121,0;-9.5422,-2.5296,0;-6.942,-4.0259,0;-7.8087,-3.5271,0;.868,-1.5037,0;2.6938,.311,0;5.154,2.9203,0;6.7788,1.0122,0;7.6568,4.4348,0;-6.0753,-4.5247,0;4.2858,-.5035,0;-8.6754,-3.0284,0;-.8675,.4975,0;-3.043,-1.2659,0;-1.7397,-3.516,0;-1.7416,-.5108,0;-.4372,-2.7628,0;-4.3356,-2.0146,0;-3.0323,-4.2647,0;-5.638,-2.7677,0;-4.3336,-5.0197,0;2.8483,-1.7939,0;.868,1.0079,0;5.6333,3.8828,0;6.3024,3.8825,0;6.3044,.0527,0;5.6353,.0527,0;6.9698,1.9631,0;4.9697,1.9622,0;7.2378,2.716,0;4.7039,1.2154,0;-9.2928,-2.0962,0;-9.7916,-2.9629,0;-9.9755,-2.2802,0;-7.1914,-4.4593,0;-6.6926,-3.5926,0;-7.5593,-3.0938,0;-8.0581,-3.9605,0;2.8483,.7865,0;8.1568,4.4346,0;
Duplicates	CHEMBL5193883
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193883.sdf