CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12050 (9782)

Formula C₂₂H₂₃F₃N₄O₄

MW 464.45

InChIKey YCBAQKQAINQRFW-VEORKLDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 58

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.28

logP 2.9388

PSA 111.63

MR 115.679

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -276.22995

PM7_Total_Energy_ev -6336.99694

PM7_Electronic_Energy_ev -51810.44926

PM7_Dipole_Debye 4.78973

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.166

PM7_LUMO_Energy_ev -0.813

PM7_COSMO_Area_square_ang 439.71

PM7_COSMO_Volue_cubic_ang 524.42

PM7_Electron_Affinity_ev 0.813

PM7_Ionization_Energy_ev 9.166

PM7_Energy_Gap_ev 8.353

PM7_Global_Hardness_ev 4.1765

PM7_Global_Softness_ev 0.23943493355680595

PM7_Chemical_Potential_ev -4.9895

PM7_Electronigativity_ev 4.9895

PM7_Back_Donation_Energy_ev -1.044125

PM7_Electrophilicity_ev 2.9803795342990544

OPENEYE_Name 4,4,4-trifluoro-~{N}-[(1~{S})-2-[[(7~{S})-5-(2-hydroxyethyl)-6-oxo-7~{H}-pyrido[2,3-d][3]benzazepin-7-yl]amino]-1-methyl-2-oxo-ethyl]butanamide

SMILES c1ccc2c(c1)-c3cccnc3N(C(=O)C2NC(=O)C(C)NC(=O)CCC(F)(F)F)CCO

Canonical_SMILES OCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(F)(F)F)C)c2c(c3c1nccc3)cccc2

InChI 1/C22H23F3N4O4/c1-13(27-17(31)8-9-22(23,24)25)20(32)28-18-15-6-3-2-5-14(15)16-7-4-10-26-19(16)29(11-12-30)21(18)33/h2-7,10,13,18,30H,8-9,11-12H2,1H3,(H,27,31)(H,28,32)/f/h27-28H

InChI_3D 1S/C22H23F3N4O4/c1-13(27-17(31)8-9-22(23,24)25)20(32)28-18-15-6-3-2-5-14(15)16-7-4-10-26-19(16)29(11-12-30)21(18)33/h2-7,10,13,18,30H,8-9,11-12H2,1H3,(H,27,31)(H,28,32)/t13-,18-/m0/s1

AuxInfo 1/1/N:16,1,2,3,4,6,5,17,18,7,19,20,21,8,10,9,13,15,11,14,12,22,31,32,33,23,26,25,24,30,28,29,27/E:(23,24,25)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;s3;d4;s5s8;d6s8;d9;;;;s10s12;;s13;s17;;s19;s14s16;s18;d7s11;s11s12s19;s14s15;s13s21;d12;d13;d14;s20;s22;s22;s22;s1;s2;s3;s4;s5;s6;s7;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s25;s26;s30;/rC:-.6334,-.7937,0;;-4.3611,-.7887,0;-1.6362,-.6393,0;-3.3632,-.6358,0;-.3695,.948,0;-4.9928,-.0036,0;-2.0047,.3006,0;-3.0047,.3028,0;-1.3715,1.0943,0;-3.6364,1.0877,0;-2.5139,2.5093,0;1.5987,5.5854,0;-.2692,4.0877,0;-1.601,2.078,0;.1631,6.0404,0;2.575,5.3693,0;3.5514,5.1531,0;-4.2055,2.6908,0;-4.9903,3.3104,0;-.053,5.064,0;4.5278,4.937,0;-4.6264,.9341,0;-3.4206,2.0711,0;-1.2228,3.7866,0;.9233,4.8479,0;-2.5183,3.5093,0;1.2977,6.539,0;.4683,3.4123,0;-5.7752,3.9301,0;4.7439,5.9134,0;4.3117,3.9607,0;5.5041,4.7209,0;-.4515,-1.2595,0;.4943,-.0752,0;-4.5422,-1.2548,0;-1.9486,-1.0297,0;-3.0492,-1.0249,0;-.0582,1.3393,0;-5.487,-.0796,0;-1.101,2.0808,0;.6513,5.9323,0;-.3251,6.1485,0;.2711,6.5286,0;2.6831,5.8575,0;2.467,4.8811,0;3.6595,5.6413,0;3.4433,4.665,0;-3.8956,3.0832,0;-4.5153,2.2983,0;-5.3002,2.918,0;-4.6805,3.7029,0;-.5412,5.1721,0;-1.5915,4.1243,0;1.0738,4.3711,0;-6.2397,3.7451,0;

Duplicates DB12050

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.sdf

Formula	C₂₂H₂₃F₃N₄O₄
MW	464.45
InChIKey	YCBAQKQAINQRFW-VEORKLDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	58
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.28
logP	2.9388
PSA	111.63
MR	115.679
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-276.22995
PM7_Total_Energy_ev	-6336.99694
PM7_Electronic_Energy_ev	-51810.44926
PM7_Dipole_Debye	4.78973
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.166
PM7_LUMO_Energy_ev	-0.813
PM7_COSMO_Area_square_ang	439.71
PM7_COSMO_Volue_cubic_ang	524.42
PM7_Electron_Affinity_ev	0.813
PM7_Ionization_Energy_ev	9.166
PM7_Energy_Gap_ev	8.353
PM7_Global_Hardness_ev	4.1765
PM7_Global_Softness_ev	0.23943493355680595
PM7_Chemical_Potential_ev	-4.9895
PM7_Electronigativity_ev	4.9895
PM7_Back_Donation_Energy_ev	-1.044125
PM7_Electrophilicity_ev	2.9803795342990544
OPENEYE_Name	4,4,4-trifluoro-~{N}-[(1~{S})-2-[[(7~{S})-5-(2-hydroxyethyl)-6-oxo-7~{H}-pyrido[2,3-d][3]benzazepin-7-yl]amino]-1-methyl-2-oxo-ethyl]butanamide
SMILES	c1ccc2c(c1)-c3cccnc3N(C(=O)C2NC(=O)C(C)NC(=O)CCC(F)(F)F)CCO
Canonical_SMILES	OCCN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCC(F)(F)F)C)c2c(c3c1nccc3)cccc2
InChI	1/C22H23F3N4O4/c1-13(27-17(31)8-9-22(23,24)25)20(32)28-18-15-6-3-2-5-14(15)16-7-4-10-26-19(16)29(11-12-30)21(18)33/h2-7,10,13,18,30H,8-9,11-12H2,1H3,(H,27,31)(H,28,32)/f/h27-28H
InChI_3D	1S/C22H23F3N4O4/c1-13(27-17(31)8-9-22(23,24)25)20(32)28-18-15-6-3-2-5-14(15)16-7-4-10-26-19(16)29(11-12-30)21(18)33/h2-7,10,13,18,30H,8-9,11-12H2,1H3,(H,27,31)(H,28,32)/t13-,18-/m0/s1
AuxInfo	1/1/N:16,1,2,3,4,6,5,17,18,7,19,20,21,8,10,9,13,15,11,14,12,22,31,32,33,23,26,25,24,30,28,29,27/E:(23,24,25)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;s3;d4;s5s8;d6s8;d9;;;;s10s12;;s13;s17;;s19;s14s16;s18;d7s11;s11s12s19;s14s15;s13s21;d12;d13;d14;s20;s22;s22;s22;s1;s2;s3;s4;s5;s6;s7;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s25;s26;s30;/rC:-.6334,-.7937,0;;-4.3611,-.7887,0;-1.6362,-.6393,0;-3.3632,-.6358,0;-.3695,.948,0;-4.9928,-.0036,0;-2.0047,.3006,0;-3.0047,.3028,0;-1.3715,1.0943,0;-3.6364,1.0877,0;-2.5139,2.5093,0;1.5987,5.5854,0;-.2692,4.0877,0;-1.601,2.078,0;.1631,6.0404,0;2.575,5.3693,0;3.5514,5.1531,0;-4.2055,2.6908,0;-4.9903,3.3104,0;-.053,5.064,0;4.5278,4.937,0;-4.6264,.9341,0;-3.4206,2.0711,0;-1.2228,3.7866,0;.9233,4.8479,0;-2.5183,3.5093,0;1.2977,6.539,0;.4683,3.4123,0;-5.7752,3.9301,0;4.7439,5.9134,0;4.3117,3.9607,0;5.5041,4.7209,0;-.4515,-1.2595,0;.4943,-.0752,0;-4.5422,-1.2548,0;-1.9486,-1.0297,0;-3.0492,-1.0249,0;-.0582,1.3393,0;-5.487,-.0796,0;-1.101,2.0808,0;.6513,5.9323,0;-.3251,6.1485,0;.2711,6.5286,0;2.6831,5.8575,0;2.467,4.8811,0;3.6595,5.6413,0;3.4433,4.665,0;-3.8956,3.0832,0;-4.5153,2.2983,0;-5.3002,2.918,0;-4.6805,3.7029,0;-.5412,5.1721,0;-1.5915,4.1243,0;1.0738,4.3711,0;-6.2397,3.7451,0;
Duplicates	DB12050
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12050.sdf