CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15328 (12391)

Formula C₂₉H₂₆F₃N₅O₃

MW 549.56

InChIKey DDOOFTLHJSMHLN-QQYWGXKINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 40

Number_Rings 6

Number_Bonds 71

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 2.5

logP 3.9974

PSA 104.29

MR 145.574

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -184.01759

PM7_Total_Energy_ev -7127.67467

PM7_Electronic_Energy_ev -63447.07011

PM7_Dipole_Debye 8.50515

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.631

PM7_LUMO_Energy_ev -0.782

PM7_COSMO_Area_square_ang 510.46

PM7_COSMO_Volue_cubic_ang 614.12

PM7_Electron_Affinity_ev 0.782

PM7_Ionization_Energy_ev 9.631

PM7_Energy_Gap_ev 8.849

PM7_Global_Hardness_ev 4.4245

PM7_Global_Softness_ev 0.22601423889705052

PM7_Chemical_Potential_ev -5.2065

PM7_Electronigativity_ev 5.2065

PM7_Back_Donation_Energy_ev -1.106125

PM7_Electrophilicity_ev 3.06335656571364

OPENEYE_Name (3~{S})-~{N}-[(3~{S},5~{S},6~{R})-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-3-piperidyl]-2-oxo-spiro[1~{H}-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide

SMILES c1ccc(cc1)C2CC(C(=O)N(C2C)CC(F)(F)F)NC(=O)c3cc4c(nc3)CC5(C4)c6cccnc6NC5=O

Canonical_SMILES O=C(c1cnc2c(c1)C[C@@]1(C2)C(=O)Nc2c1cccn2)N[C@H]1C[C@@H](c2ccccc2)[C@H](N(C1=O)CC(F)(F)F)C

InChI 1/C29H26F3N5O3/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40)/f/h35-36H

InChI_3D 1S/C29H26F3N5O3/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40)/t16-,20-,22+,28+/m1/s1

AuxInfo 1/1/N:27,1,2,3,4,5,6,7,9,8,22,20,21,10,28,25,12,14,11,23,13,24,15,16,19,17,18,26,29,38,39,40,31,30,34,32,33,37,35,36/E:(3,4)(6,7)(30,31,32)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;;d8s10;d5s6;s7;s8;d14;d13;;;s11;s14;s15;;s12s22;s17s22;s23;s13s18s20s21;s25;;s28;d10s15;d9s16;s16s18;s17s25s28;s19s24;d17;d18;d19;s29;s29;s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s22;s23;s24;s25;s27;s27;s27;s28;s28;s32;s34;/rC:2.1468,-3.0386,0;1.1618,-2.8659,0;2.7933,-2.2757,0;-4.2433,-7.3559,0;.8198,-1.9207,0;2.4513,-1.3304,0;-4.1061,-6.3653,0;-3.772,-2.4396,0;-5.1698,-7.7323,0;-2.1433,-3.0288,0;-2.7875,-2.264,0;1.4629,-1.1481,0;-4.8953,-5.7512,0;-4.1122,-3.3799,0;-3.4679,-4.1447,0;-5.8217,-6.1276,0;-.8675,1.5027,0;-5.9377,-4.5137,0;-2.4473,-1.3237,0;-5.0387,-3.7563,0;-3.9962,-4.9938,0;;.8675,.4975,0;-.8675,.4975,0;.8675,1.5027,0;-4.967,-4.7538,0;1.2132,2.441,0;0,3.7604,0;0,4.7604,0;-2.4835,-3.9692,0;-5.959,-7.1181,0;-6.466,-5.3628,0;0,2.0104,0;-1.4629,-1.1481,0;-1.735,2.0001,0;-6.3141,-3.5872,0;-3.0916,-.5589,0;-1,4.7604,0;1,4.7604,0;0,5.7604,0;2.3169,-3.5088,0;.8402,-3.2488,0;3.2854,-2.3641,0;-3.8487,-7.6629,0;.3273,-1.8343,0;2.7746,-.949,0;-3.6429,-6.1771,0;-4.0941,-2.0572,0;-5.2384,-8.2275,0;-1.651,-2.941,0;-5.1774,-3.276,0;-5.5309,-3.8441,0;-4.1663,-5.464,0;-3.5464,-5.2121,0;.321,-.3833,0;-.321,-.3833,0;1.36,.5838,0;-1.36,.5838,0;1.3597,1.4149,0;1.6824,2.2682,0;1.3861,2.9102,0;.744,2.6139,0;.5,3.7604,0;-.5,3.7604,0;-6.9647,-5.3986,0;-1.1407,-1.5305,0;

Duplicates DB15328

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.sdf

Formula	C₂₉H₂₆F₃N₅O₃
MW	549.56
InChIKey	DDOOFTLHJSMHLN-QQYWGXKINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	40
Number_Rings	6
Number_Bonds	71
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	2.5
logP	3.9974
PSA	104.29
MR	145.574
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-184.01759
PM7_Total_Energy_ev	-7127.67467
PM7_Electronic_Energy_ev	-63447.07011
PM7_Dipole_Debye	8.50515
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.631
PM7_LUMO_Energy_ev	-0.782
PM7_COSMO_Area_square_ang	510.46
PM7_COSMO_Volue_cubic_ang	614.12
PM7_Electron_Affinity_ev	0.782
PM7_Ionization_Energy_ev	9.631
PM7_Energy_Gap_ev	8.849
PM7_Global_Hardness_ev	4.4245
PM7_Global_Softness_ev	0.22601423889705052
PM7_Chemical_Potential_ev	-5.2065
PM7_Electronigativity_ev	5.2065
PM7_Back_Donation_Energy_ev	-1.106125
PM7_Electrophilicity_ev	3.06335656571364
OPENEYE_Name	(3~{S})-~{N}-[(3~{S},5~{S},6~{R})-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-3-piperidyl]-2-oxo-spiro[1~{H}-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide
SMILES	c1ccc(cc1)C2CC(C(=O)N(C2C)CC(F)(F)F)NC(=O)c3cc4c(nc3)CC5(C4)c6cccnc6NC5=O
Canonical_SMILES	O=C(c1cnc2c(c1)C[C@@]1(C2)C(=O)Nc2c1cccn2)N[C@H]1C[C@@H](c2ccccc2)[C@H](N(C1=O)CC(F)(F)F)C
InChI	1/C29H26F3N5O3/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40)/f/h35-36H
InChI_3D	1S/C29H26F3N5O3/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40)/t16-,20-,22+,28+/m1/s1
AuxInfo	1/1/N:27,1,2,3,4,5,6,7,9,8,22,20,21,10,28,25,12,14,11,23,13,24,15,16,19,17,18,26,29,38,39,40,31,30,34,32,33,37,35,36/E:(3,4)(6,7)(30,31,32)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;;d8s10;d5s6;s7;s8;d14;d13;;;s11;s14;s15;;s12s22;s17s22;s23;s13s18s20s21;s25;;s28;d10s15;d9s16;s16s18;s17s25s28;s19s24;d17;d18;d19;s29;s29;s29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s21;s21;s22;s22;s23;s24;s25;s27;s27;s27;s28;s28;s32;s34;/rC:2.1468,-3.0386,0;1.1618,-2.8659,0;2.7933,-2.2757,0;-4.2433,-7.3559,0;.8198,-1.9207,0;2.4513,-1.3304,0;-4.1061,-6.3653,0;-3.772,-2.4396,0;-5.1698,-7.7323,0;-2.1433,-3.0288,0;-2.7875,-2.264,0;1.4629,-1.1481,0;-4.8953,-5.7512,0;-4.1122,-3.3799,0;-3.4679,-4.1447,0;-5.8217,-6.1276,0;-.8675,1.5027,0;-5.9377,-4.5137,0;-2.4473,-1.3237,0;-5.0387,-3.7563,0;-3.9962,-4.9938,0;;.8675,.4975,0;-.8675,.4975,0;.8675,1.5027,0;-4.967,-4.7538,0;1.2132,2.441,0;0,3.7604,0;0,4.7604,0;-2.4835,-3.9692,0;-5.959,-7.1181,0;-6.466,-5.3628,0;0,2.0104,0;-1.4629,-1.1481,0;-1.735,2.0001,0;-6.3141,-3.5872,0;-3.0916,-.5589,0;-1,4.7604,0;1,4.7604,0;0,5.7604,0;2.3169,-3.5088,0;.8402,-3.2488,0;3.2854,-2.3641,0;-3.8487,-7.6629,0;.3273,-1.8343,0;2.7746,-.949,0;-3.6429,-6.1771,0;-4.0941,-2.0572,0;-5.2384,-8.2275,0;-1.651,-2.941,0;-5.1774,-3.276,0;-5.5309,-3.8441,0;-4.1663,-5.464,0;-3.5464,-5.2121,0;.321,-.3833,0;-.321,-.3833,0;1.36,.5838,0;-1.36,.5838,0;1.3597,1.4149,0;1.6824,2.2682,0;1.3861,2.9102,0;.744,2.6139,0;.5,3.7604,0;-.5,3.7604,0;-6.9647,-5.3986,0;-1.1407,-1.5305,0;
Duplicates	DB15328
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15328.sdf