CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16343 (13010)

Formula C₂₉H₂₅F₄N₃O₅S

MW 603.59

InChIKey VYLOOGHLKSNNEK-YLHGWYNBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 42

Number_Rings 7

Number_Bonds 73

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 2

XLogP3 0

XLogP 6.82

logP 7.3462

PSA 126.16

MR 148.511

ABS 0.17

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -239.9921

PM7_Total_Energy_ev -7971.03768

PM7_Electronic_Energy_ev -74085.0655

PM7_Dipole_Debye 4.16695

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.647

PM7_LUMO_Energy_ev -1.081

PM7_COSMO_Area_square_ang 508.69

PM7_COSMO_Volue_cubic_ang 651.23

PM7_Electron_Affinity_ev 1.081

PM7_Ionization_Energy_ev 8.647

PM7_Energy_Gap_ev 7.566

PM7_Global_Hardness_ev 3.783

PM7_Global_Softness_ev 0.26434047052603754

PM7_Chemical_Potential_ev -4.864

PM7_Electronigativity_ev 4.864

PM7_Back_Donation_Energy_ev -0.94575

PM7_Electrophilicity_ev 3.1269489822891883

OPENEYE_Name 2-[(1~{S},5~{R})-3-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]isoxazol-4-yl]methoxy]-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid

SMILES c1ccc(c(c1)c2c(c(on2)C3CC3)COC4CC5CCC(C4)N5c6nc7c(cc(cc7s6)C(=O)O)F)OC(F)(F)F

Canonical_SMILES OC(=O)c1cc(F)c2c(c1)sc(n2)N1[C@@H]2CC[C@H]1C[C@H](C2)OCc1c(onc1c1ccccc1OC(F)(F)F)C1CC1

InChI 1/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/f/h37H

InChI_3D 1S/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/t16-,17+,18+

AuxInfo 1/1/N:1,2,3,4,18,19,20,21,5,6,22,23,28,24,8,25,26,27,7,9,12,11,13,14,10,15,17,16,29,38,39,40,41,30,31,32,33,35,37,36,34,42/E:(5,6)(7,8)(11,12)(16,17)(31,32,33)(37,38)/F:1,2,3,4,18,19,20,21,5,6,22,23,28,24,8,25,26,27,7,9,12,11,13,14,10,15,17,16,29,38,39,40,41,30,31,32,35,33,37,36,34,42/E:(5,6)(7,8)(11,12)(16,17)(31,32,33)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFFSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s6;;;d4s7;s5d10;d6s10;s7s9;d9;;s8;;s18;;s20;;;s15s18s19;s20s22;s21s23;s22s23;s9;;s10d16;d14;s16s25s26;d17;s15s31;s17;s11s29;s27s28;s12;s29;s29;s29;s13s16;s1;s2;s3;s4;s5;s6;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s28;s28;s35;/rC:11.6135,3.2805,0;12.5041,3.7353,0;10.7712,3.8196,0;12.553,4.7393,0;;.868,1.5138,0;10.8201,4.8236,0;0,1.0058,0;9.0456,4.9964,0;1.736,-.0012,0;11.7112,5.2886,0;.868,-.4978,0;1.736,1.0058,0;9.9778,5.3626,0;8.4123,5.7701,0;3.2858,.5023,0;-.8675,1.5032,0;7.1799,6.6836,0;6.454,5.9958,0;6.2807,-1.0213,0;7.1681,-1.4825,0;6.5525,1.9106,0;7.227,1.3749,0;7.4141,5.7095,0;5.7111,.7375,0;6.6917,.1057,0;8.2883,2.0935,0;8.7932,4.0287,0;12.6856,7.4938,0;2.6938,-.3125,0;9.9199,6.3625,0;4.2858,.5024,0;-.8705,2.5032,0;8.9476,6.6152,0;-1.732,1.0007,0;11.7963,7.0365,0;8.5407,3.0611,0;.8675,-1.4978,0;13.1429,6.6045,0;12.2282,8.3831,0;13.5749,7.9511,0;2.6938,1.3169,0;11.5892,2.7811,0;12.9241,3.4639,0;10.3269,3.5903,0;12.9983,4.9666,0;-.4327,-.2506,0;.868,2.0138,0;6.9041,7.1007,0;7.6385,6.883,0;6.2302,5.5487,0;6.0524,6.2937,0;6.174,-1.5098,0;5.7813,-1.0458,0;7.6678,-1.4653,0;7.0578,-1.9702,0;6.0881,2.096,0;6.621,2.4059,0;7.7102,1.2465,0;7.4471,.926,0;7.3569,5.2128,0;5.4472,1.1622,0;7.191,.0788,0;8.6965,1.8049,0;9.277,3.9025,0;8.3094,4.155,0;-2.1658,1.2494,0;

Duplicates DB16343

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.sdf

Formula	C₂₉H₂₅F₄N₃O₅S
MW	603.59
InChIKey	VYLOOGHLKSNNEK-YLHGWYNBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	42
Number_Rings	7
Number_Bonds	73
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	2
XLogP3	0
XLogP	6.82
logP	7.3462
PSA	126.16
MR	148.511
ABS	0.17
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-239.9921
PM7_Total_Energy_ev	-7971.03768
PM7_Electronic_Energy_ev	-74085.0655
PM7_Dipole_Debye	4.16695
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.647
PM7_LUMO_Energy_ev	-1.081
PM7_COSMO_Area_square_ang	508.69
PM7_COSMO_Volue_cubic_ang	651.23
PM7_Electron_Affinity_ev	1.081
PM7_Ionization_Energy_ev	8.647
PM7_Energy_Gap_ev	7.566
PM7_Global_Hardness_ev	3.783
PM7_Global_Softness_ev	0.26434047052603754
PM7_Chemical_Potential_ev	-4.864
PM7_Electronigativity_ev	4.864
PM7_Back_Donation_Energy_ev	-0.94575
PM7_Electrophilicity_ev	3.1269489822891883
OPENEYE_Name	2-[(1~{S},5~{R})-3-[[5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]isoxazol-4-yl]methoxy]-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid
SMILES	c1ccc(c(c1)c2c(c(on2)C3CC3)COC4CC5CCC(C4)N5c6nc7c(cc(cc7s6)C(=O)O)F)OC(F)(F)F
Canonical_SMILES	OC(=O)c1cc(F)c2c(c1)sc(n2)N1[C@@H]2CC[C@H]1C[C@H](C2)OCc1c(onc1c1ccccc1OC(F)(F)F)C1CC1
InChI	1/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/f/h37H
InChI_3D	1S/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/t16-,17+,18+
AuxInfo	1/1/N:1,2,3,4,18,19,20,21,5,6,22,23,28,24,8,25,26,27,7,9,12,11,13,14,10,15,17,16,29,38,39,40,41,30,31,32,33,35,37,36,34,42/E:(5,6)(7,8)(11,12)(16,17)(31,32,33)(37,38)/F:1,2,3,4,18,19,20,21,5,6,22,23,28,24,8,25,26,27,7,9,12,11,13,14,10,15,17,16,29,38,39,40,41,30,31,32,35,33,37,36,34,42/E:(5,6)(7,8)(11,12)(16,17)(31,32,33)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFFSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s6;;;d4s7;s5d10;d6s10;s7s9;d9;;s8;;s18;;s20;;;s15s18s19;s20s22;s21s23;s22s23;s9;;s10d16;d14;s16s25s26;d17;s15s31;s17;s11s29;s27s28;s12;s29;s29;s29;s13s16;s1;s2;s3;s4;s5;s6;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s28;s28;s35;/rC:11.6135,3.2805,0;12.5041,3.7353,0;10.7712,3.8196,0;12.553,4.7393,0;;.868,1.5138,0;10.8201,4.8236,0;0,1.0058,0;9.0456,4.9964,0;1.736,-.0012,0;11.7112,5.2886,0;.868,-.4978,0;1.736,1.0058,0;9.9778,5.3626,0;8.4123,5.7701,0;3.2858,.5023,0;-.8675,1.5032,0;7.1799,6.6836,0;6.454,5.9958,0;6.2807,-1.0213,0;7.1681,-1.4825,0;6.5525,1.9106,0;7.227,1.3749,0;7.4141,5.7095,0;5.7111,.7375,0;6.6917,.1057,0;8.2883,2.0935,0;8.7932,4.0287,0;12.6856,7.4938,0;2.6938,-.3125,0;9.9199,6.3625,0;4.2858,.5024,0;-.8705,2.5032,0;8.9476,6.6152,0;-1.732,1.0007,0;11.7963,7.0365,0;8.5407,3.0611,0;.8675,-1.4978,0;13.1429,6.6045,0;12.2282,8.3831,0;13.5749,7.9511,0;2.6938,1.3169,0;11.5892,2.7811,0;12.9241,3.4639,0;10.3269,3.5903,0;12.9983,4.9666,0;-.4327,-.2506,0;.868,2.0138,0;6.9041,7.1007,0;7.6385,6.883,0;6.2302,5.5487,0;6.0524,6.2937,0;6.174,-1.5098,0;5.7813,-1.0458,0;7.6678,-1.4653,0;7.0578,-1.9702,0;6.0881,2.096,0;6.621,2.4059,0;7.7102,1.2465,0;7.4471,.926,0;7.3569,5.2128,0;5.4472,1.1622,0;7.191,.0788,0;8.6965,1.8049,0;9.277,3.9025,0;8.3094,4.155,0;-2.1658,1.2494,0;
Duplicates	DB16343
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16343.sdf