CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12457_p0 (10215)

Formula C₂₈H₂₈F₂N₆O₃

MW 534.57

InChIKey KRNAOFGYEFKHPB-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 6

Number_Bonds 72

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 3.01

logP 5.1282

PSA 119.13

MR 143.494

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.64925

PM7_Total_Energy_ev -6750.86037

PM7_Electronic_Energy_ev -63266.41968

PM7_Dipole_Debye 3.74121

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.128

PM7_LUMO_Energy_ev -0.729

PM7_COSMO_Area_square_ang 489.1

PM7_COSMO_Volue_cubic_ang 599.98

PM7_Electron_Affinity_ev 0.729

PM7_Ionization_Energy_ev 9.128

PM7_Energy_Gap_ev 8.399

PM7_Global_Hardness_ev 4.1995

PM7_Global_Softness_ev 0.2381235861412073

PM7_Chemical_Potential_ev -4.9285

PM7_Electronigativity_ev 4.9285

PM7_Back_Donation_Energy_ev -1.049875

PM7_Electrophilicity_ev 2.892024318371235

OPENEYE_Name [(5~{S},6~{S},9~{R})-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5~{H}-cyclohepta[b]pyridin-9-yl] 4-(2-oxo-3~{H}-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

SMILES c1cc(c(c(c1)F)F)C2CCC(c3c(cccn3)C2N)OC(=O)N4CCC(CC4)n5c6cccnc6[nH]c5=O

Canonical_SMILES O=C(N1CC[C@H](CC1)n1c(=O)[nH]c2c1cccn2)O[C@@H]1CC[C@H]([C@@H](c2c1nccc2)N)c1cccc(c1F)F

InChI 1/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/f/h34H

InChI_3D 1S/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/t18-,22+,24-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,7,6,19,20,21,22,8,9,23,24,28,10,25,11,13,12,27,14,26,15,16,17,18,38,39,34,29,30,31,33,32,35,36,37/E:(10,11)(14,15)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;s1;s2;s3;s4;s5;s6;d7;d10s13;d11;d12;;;;s19;;;s21;s22;s10s19;s11s25;s15s20;s21s22;d8s15;d9s16;s16s17;s12s17s28;s18s23s24;s26;d17;d18;s18s27;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s31;s34;s34;/rC:-2.924,.7838,0;3.9596,.4979,0;7.4054,-6.9497,0;-1.9487,.5628,0;3.0895,1.006,0;6.6001,-6.3473,0;-3.2258,1.7372,0;3.9567,-.5076,0;7.2921,-7.9491,0;-1.2683,1.3027,0;2.222,.5029,0;5.6804,-6.7542,0;-2.5454,2.4771,0;-1.5632,2.2636,0;2.2192,-.5026,0;5.567,-7.7549,0;4.0838,-7.0801,0;2.0584,-2.7479,0;;.436,-.9143,0;4.5647,-3.6342,0;3.4842,-4.9916,0;3.7783,-3.0081,0;2.6978,-4.3656,0;.4384,.9159,0;1.429,1.1418,0;1.4241,-1.1362,0;4.4137,-4.6227,0;3.0837,-1.0052,0;6.3736,-8.3461,0;4.5803,-7.9564,0;4.7637,-6.3374,0;2.8408,-3.3707,0;.6725,2.7199,0;3.0901,-6.9675,0;1.1278,-3.1141,0;2.2065,-1.759,0;-2.8473,3.4305,0;-.8863,2.9997,0;-3.2625,.4158,0;4.3936,.7462,0;7.8644,-6.7514,0;-1.7999,.0855,0;3.0903,1.506,0;6.6564,-5.8505,0;-3.7139,1.8456,0;4.3887,-.7594,0;7.6938,-8.2468,0;-.3915,-.3111,0;-.391,.3116,0;.4365,-1.4143,0;-.0516,-1.0249,0;5.0385,-3.7939,0;4.8039,-3.1951,0;3.11,-5.3232,0;3.7462,-5.4175,0;4.1535,-2.6777,0;3.5188,-2.5807,0;2.223,-4.2087,0;2.4599,-4.8054,0;.4381,1.4159,0;1.821,1.4522,0;1.2082,-1.5872,0;4.9136,-4.6103,0;4.3732,-8.4115,0;.174,2.7581,0;.9549,3.1325,0;

Duplicates DB12457_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.sdf

Formula	C₂₈H₂₈F₂N₆O₃
MW	534.57
InChIKey	KRNAOFGYEFKHPB-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	6
Number_Bonds	72
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	3.01
logP	5.1282
PSA	119.13
MR	143.494
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.64925
PM7_Total_Energy_ev	-6750.86037
PM7_Electronic_Energy_ev	-63266.41968
PM7_Dipole_Debye	3.74121
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.128
PM7_LUMO_Energy_ev	-0.729
PM7_COSMO_Area_square_ang	489.1
PM7_COSMO_Volue_cubic_ang	599.98
PM7_Electron_Affinity_ev	0.729
PM7_Ionization_Energy_ev	9.128
PM7_Energy_Gap_ev	8.399
PM7_Global_Hardness_ev	4.1995
PM7_Global_Softness_ev	0.2381235861412073
PM7_Chemical_Potential_ev	-4.9285
PM7_Electronigativity_ev	4.9285
PM7_Back_Donation_Energy_ev	-1.049875
PM7_Electrophilicity_ev	2.892024318371235
OPENEYE_Name	[(5~{S},6~{S},9~{R})-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5~{H}-cyclohepta[b]pyridin-9-yl] 4-(2-oxo-3~{H}-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate
SMILES	c1cc(c(c(c1)F)F)C2CCC(c3c(cccn3)C2N)OC(=O)N4CCC(CC4)n5c6cccnc6[nH]c5=O
Canonical_SMILES	O=C(N1CC[C@H](CC1)n1c(=O)[nH]c2c1cccn2)O[C@@H]1CC[C@H]([C@@H](c2c1nccc2)N)c1cccc(c1F)F
InChI	1/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/f/h34H
InChI_3D	1S/C28H28F2N6O3/c29-20-6-1-4-17(23(20)30)18-8-9-22(25-19(24(18)31)5-2-12-32-25)39-28(38)35-14-10-16(11-15-35)36-21-7-3-13-33-26(21)34-27(36)37/h1-7,12-13,16,18,22,24H,8-11,14-15,31H2,(H,33,34,37)/t18-,22+,24-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,7,6,19,20,21,22,8,9,23,24,28,10,25,11,13,12,27,14,26,15,16,17,18,38,39,34,29,30,31,33,32,35,36,37/E:(10,11)(14,15)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;s1;s2;s3;s4;s5;s6;d7;d10s13;d11;d12;;;;s19;;;s21;s22;s10s19;s11s25;s15s20;s21s22;d8s15;d9s16;s16s17;s12s17s28;s18s23s24;s26;d17;d18;s18s27;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s31;s34;s34;/rC:-2.924,.7838,0;3.9596,.4979,0;7.4054,-6.9497,0;-1.9487,.5628,0;3.0895,1.006,0;6.6001,-6.3473,0;-3.2258,1.7372,0;3.9567,-.5076,0;7.2921,-7.9491,0;-1.2683,1.3027,0;2.222,.5029,0;5.6804,-6.7542,0;-2.5454,2.4771,0;-1.5632,2.2636,0;2.2192,-.5026,0;5.567,-7.7549,0;4.0838,-7.0801,0;2.0584,-2.7479,0;;.436,-.9143,0;4.5647,-3.6342,0;3.4842,-4.9916,0;3.7783,-3.0081,0;2.6978,-4.3656,0;.4384,.9159,0;1.429,1.1418,0;1.4241,-1.1362,0;4.4137,-4.6227,0;3.0837,-1.0052,0;6.3736,-8.3461,0;4.5803,-7.9564,0;4.7637,-6.3374,0;2.8408,-3.3707,0;.6725,2.7199,0;3.0901,-6.9675,0;1.1278,-3.1141,0;2.2065,-1.759,0;-2.8473,3.4305,0;-.8863,2.9997,0;-3.2625,.4158,0;4.3936,.7462,0;7.8644,-6.7514,0;-1.7999,.0855,0;3.0903,1.506,0;6.6564,-5.8505,0;-3.7139,1.8456,0;4.3887,-.7594,0;7.6938,-8.2468,0;-.3915,-.3111,0;-.391,.3116,0;.4365,-1.4143,0;-.0516,-1.0249,0;5.0385,-3.7939,0;4.8039,-3.1951,0;3.11,-5.3232,0;3.7462,-5.4175,0;4.1535,-2.6777,0;3.5188,-2.5807,0;2.223,-4.2087,0;2.4599,-4.8054,0;.4381,1.4159,0;1.821,1.4522,0;1.2082,-1.5872,0;4.9136,-4.6103,0;4.3732,-8.4115,0;.174,2.7581,0;.9549,3.1325,0;
Duplicates	DB12457_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12457_p0.sdf