CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11786 (9496)

Formula C₂₆H₃₄F₅NO₄

MW 519.56

InChIKey SVCSMAZYWOQCBW-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 72

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 3.28

logP 5.1573

PSA 78.79

MR 125.339

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -395.05406

PM7_Total_Energy_ev -7348.42726

PM7_Electronic_Energy_ev -62415.14114

PM7_Dipole_Debye 5.12674

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.613

PM7_LUMO_Energy_ev -0.025

PM7_COSMO_Area_square_ang 503.78

PM7_COSMO_Volue_cubic_ang 614.63

PM7_Electron_Affinity_ev 0.025

PM7_Ionization_Energy_ev 8.613

PM7_Energy_Gap_ev 8.588

PM7_Global_Hardness_ev 4.294

PM7_Global_Softness_ev 0.2328830926874709

PM7_Chemical_Potential_ev -4.319

PM7_Electronigativity_ev 4.319

PM7_Back_Donation_Energy_ev -1.0735

PM7_Electrophilicity_ev 2.172072775966465

OPENEYE_Name 2-[(1~{S})-1-[(3~{a}~{S},4~{E},7~{a}~{S})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-3~{a},5,6,7-tetrahydro-3~{H}-inden-1-yl]ethoxy]-~{N}-(2,2,3,3,3-pentafluoropropyl)acetamide

SMILES C1=C(C2(CCCC(=CC=C3C(=C)C(CC(C3)O)O)C2C1)C)C(C)OCC(=O)NCC(C(F)(F)F)(F)F

Canonical_SMILES O=C(NCC(C(F)(F)F)(F)F)CO[C@H](C1=CC[C@@H]2[C@]1(C)CCC/C/2=CC=C/1C[C@@H](O)C[C@@H](C1=C)O)C

InChI 1/C26H34F5NO4/c1-15-18(11-19(33)12-22(15)34)7-6-17-5-4-10-24(3)20(8-9-21(17)24)16(2)36-13-23(35)32-14-25(27,28)26(29,30)31/h6-8,16,19,21-22,33-34H,1,4-5,9-14H2,2-3H3,(H,32,35)/f/h32H

InChI_3D 1S/C26H34F5NO4/c1-15-18(11-19(33)12-22(15)34)7-6-17-5-4-10-24(3)20(8-9-21(17)24)16(2)36-13-23(35)32-14-25(27,28)26(29,30)31/h6-8,16,19,21-22,33-34H,1,4-5,9-14H2,2-3H3,(H,32,35)/b17-6+,18-7-/t16-,19+,21-,22-,24+/m0/s1

AuxInfo 1/1/N:6,21,20,13,12,8,7,1,10,14,11,15,22,23,3,24,5,4,18,2,17,16,9,19,25,26,32,33,34,35,36,27,30,29,28,31/E:(27,28)(29,30,31)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFFFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;d3;w4;w5s7;;s1;s4;s5;s12;s13;;s3s15;s5s10;s11s15;s2s14s17;s19;;s9;;s2s21;s23;s25;s9s23;d9;s16;s18;s22s24;s25;s25;s26;s26;s26;s1;s6;s6;s7;s8;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s27;s29;s30;/rC:3.2858,.5022,0;2.6938,1.3168,0;2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;4.1618,5.8343,0;2.6938,-.3126,0;.8625,-3.5018,0;;0,1.0058,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;.8575,-4.5069,0;1.736,1.0058,0;1.9242,2.7457,0;4.1857,2.6721,0;3.8527,4.8832,0;5.449,6.9932,0;3.2346,2.9811,0;5.758,7.9442,0;6.0671,8.8953,0;5.1399,6.0421,0;3.4927,6.5774,0;3.203,-6.1435,0;-.8656,-4.2011,0;3.5437,3.9322,0;6.7091,7.6352,0;4.807,8.2533,0;7.0181,8.5862,0;5.116,9.2043,0;6.3761,9.8463,0;3.7858,.5022,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;3.1268,-.5626,0;2.4904,-.7694,0;.692,-3.0317,0;.3699,-3.5871,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;.5459,1.8961,0;1.1901,1.8961,0;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;.6878,-4.9772,0;1.4271,2.7994,0;2.4213,2.6919,0;1.9779,3.2428,0;4.3402,3.1476,0;4.0312,2.1966,0;4.6612,2.5176,0;3.3772,5.0377,0;4.3283,4.7287,0;4.9735,7.1477,0;5.9245,6.8387,0;2.7591,3.1357,0;5.4745,5.6706,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;

Duplicates DB11786

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.sdf

Formula	C₂₆H₃₄F₅NO₄
MW	519.56
InChIKey	SVCSMAZYWOQCBW-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	72
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	3.28
logP	5.1573
PSA	78.79
MR	125.339
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-395.05406
PM7_Total_Energy_ev	-7348.42726
PM7_Electronic_Energy_ev	-62415.14114
PM7_Dipole_Debye	5.12674
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.613
PM7_LUMO_Energy_ev	-0.025
PM7_COSMO_Area_square_ang	503.78
PM7_COSMO_Volue_cubic_ang	614.63
PM7_Electron_Affinity_ev	0.025
PM7_Ionization_Energy_ev	8.613
PM7_Energy_Gap_ev	8.588
PM7_Global_Hardness_ev	4.294
PM7_Global_Softness_ev	0.2328830926874709
PM7_Chemical_Potential_ev	-4.319
PM7_Electronigativity_ev	4.319
PM7_Back_Donation_Energy_ev	-1.0735
PM7_Electrophilicity_ev	2.172072775966465
OPENEYE_Name	2-[(1~{S})-1-[(3~{a}~{S},4~{E},7~{a}~{S})-4-[(2~{Z})-2-[(3~{S},5~{R})-3,5-dihydroxy-2-methylene-cyclohexylidene]ethylidene]-7~{a}-methyl-3~{a},5,6,7-tetrahydro-3~{H}-inden-1-yl]ethoxy]-~{N}-(2,2,3,3,3-pentafluoropropyl)acetamide
SMILES	C1=C(C2(CCCC(=CC=C3C(=C)C(CC(C3)O)O)C2C1)C)C(C)OCC(=O)NCC(C(F)(F)F)(F)F
Canonical_SMILES	O=C(NCC(C(F)(F)F)(F)F)CO[C@H](C1=CC[C@@H]2[C@]1(C)CCC/C/2=CC=C/1C[C@@H](O)C[C@@H](C1=C)O)C
InChI	1/C26H34F5NO4/c1-15-18(11-19(33)12-22(15)34)7-6-17-5-4-10-24(3)20(8-9-21(17)24)16(2)36-13-23(35)32-14-25(27,28)26(29,30)31/h6-8,16,19,21-22,33-34H,1,4-5,9-14H2,2-3H3,(H,32,35)/f/h32H
InChI_3D	1S/C26H34F5NO4/c1-15-18(11-19(33)12-22(15)34)7-6-17-5-4-10-24(3)20(8-9-21(17)24)16(2)36-13-23(35)32-14-25(27,28)26(29,30)31/h6-8,16,19,21-22,33-34H,1,4-5,9-14H2,2-3H3,(H,32,35)/b17-6+,18-7-/t16-,19+,21-,22-,24+/m0/s1
AuxInfo	1/1/N:6,21,20,13,12,8,7,1,10,14,11,15,22,23,3,24,5,4,18,2,17,16,9,19,25,26,32,33,34,35,36,27,30,29,28,31/E:(27,28)(29,30,31)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFFFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;;d3;w4;w5s7;;s1;s4;s5;s12;s13;;s3s15;s5s10;s11s15;s2s14s17;s19;;s9;;s2s21;s23;s25;s9s23;d9;s16;s18;s22s24;s25;s25;s26;s26;s26;s1;s6;s6;s7;s8;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s27;s29;s30;/rC:3.2858,.5022,0;2.6938,1.3168,0;2.5977,-3.5001,0;1.7326,-2.9984,0;.868,-.4979,0;3.4632,-2.9994,0;1.7332,-1.9984,0;.8674,-1.4979,0;4.1618,5.8343,0;2.6938,-.3126,0;.8625,-3.5018,0;;0,1.0058,0;.868,1.5137,0;1.7314,-5.0035,0;2.6014,-4.5002,0;1.736,-.0013,0;.8575,-4.5069,0;1.736,1.0058,0;1.9242,2.7457,0;4.1857,2.6721,0;3.8527,4.8832,0;5.449,6.9932,0;3.2346,2.9811,0;5.758,7.9442,0;6.0671,8.8953,0;5.1399,6.0421,0;3.4927,6.5774,0;3.203,-6.1435,0;-.8656,-4.2011,0;3.5437,3.9322,0;6.7091,7.6352,0;4.807,8.2533,0;7.0181,8.5862,0;5.116,9.2043,0;6.3761,9.8463,0;3.7858,.5022,0;3.4628,-2.4994,0;3.8965,-3.249,0;2.1663,-1.7486,0;.4343,-1.7477,0;3.1268,-.5626,0;2.4904,-.7694,0;.692,-3.0317,0;.3699,-3.5871,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.918,0;-.1728,1.475,0;.5459,1.8961,0;1.1901,1.8961,0;1.4118,-5.3881,0;2.0539,-5.3856,0;3.0936,-4.412,0;1.3035,.2496,0;.6878,-4.9772,0;1.4271,2.7994,0;2.4213,2.6919,0;1.9779,3.2428,0;4.3402,3.1476,0;4.0312,2.1966,0;4.6612,2.5176,0;3.3772,5.0377,0;4.3283,4.7287,0;4.9735,7.1477,0;5.9245,6.8387,0;2.7591,3.1357,0;5.4745,5.6706,0;3.6956,-6.2294,0;-1.1874,-4.5838,0;
Duplicates	DB11786
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11786.sdf