CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12185_p0 (9926)

Formula C₂₄H₂₂FN₃O₄

MW 435.46

InChIKey ZVYVPGLRVWUPMP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 6

Number_Bonds 59

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.7

logP 3.1734

PSA 107.44

MR 115.571

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.43693

PM7_Total_Energy_ev -5450.08945

PM7_Electronic_Energy_ev -46742.63804

PM7_Dipole_Debye 9.9346

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.156

PM7_LUMO_Energy_ev -1.77

PM7_COSMO_Area_square_ang 402.77

PM7_COSMO_Volue_cubic_ang 479.15

PM7_Electron_Affinity_ev 1.77

PM7_Ionization_Energy_ev 9.156

PM7_Energy_Gap_ev 7.386

PM7_Global_Hardness_ev 3.693

PM7_Global_Softness_ev 0.27078256160303277

PM7_Chemical_Potential_ev -5.463

PM7_Electronigativity_ev 5.463

PM7_Back_Donation_Energy_ev -0.92325

PM7_Electrophilicity_ev 4.0406673436230705

OPENEYE_Name (10~{S},23~{S})-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.0^{2,14}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-1,6(11),12,14,16,18,20(24)-heptaene-5,9-dione

SMILES c1c2c3c(c4c(n2)-c5cc6c(c(=O)n5C4)COC(=O)C6(CC)O)C(CCc3c(c1F)C)N

Canonical_SMILES CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc(F)c(c5c4c(c3Cn1c2=O)[C@@H](N)CC5)C

InChI 1/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2H3

InChI_3D 1S/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2H3/t16-,24-/m0/s1

AuxInfo 1/0/N:23,22,24,16,19,10,1,17,18,6,4,5,13,12,8,20,7,11,3,2,9,14,15,21,32,27,25,26,28,29,31,30/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;d2;d3;s4;d1s2;s1d6;s5;;s9d10;s10;d12;s13;;s4;s5;s13;s16;s3s19;s12s15;s6;;s21s23;s7d9;s11s14s17;s20;d14;d15;s15s18;s21;s8;s1;s10;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s27;s27;s31;/rC:7.8431,-1.4934,0;6.9681,.0205,0;6.0826,.5285,0;7.846,.5307,0;5.2134,.0126,0;8.7199,.0295,0;6.967,-.9905,0;8.7224,-.9862,0;5.2208,-1.0009,0;2.6036,-1.5043,0;3.4792,-1.0056,0;1.7369,-1.0055,0;1.7357,0,0;2.6011,.5067,0;0,-1.0055,0;7.8459,1.5509,0;4.3375,.517,0;.8679,.5079,0;6.9602,2.0589,0;6.0746,1.5467,0;.8679,-1.5031,0;9.5846,.5318,0;2.1514,-3.0369,0;1.5096,-2.27,0;6.0972,-1.4985,0;3.4732,.0023,0;5.4709,3.1893,0;2.5984,1.5067,0;-.8653,-1.5068,0;;-.2559,-2.8446,0;9.5889,-1.4853,0;7.8436,-1.9934,0;2.6025,-2.0043,0;8.016,2.0211,0;8.3384,1.4646,0;4.0125,.897,0;4.6569,.9017,0;.5458,.8903,0;1.1901,.8903,0;6.6382,2.4415,0;7.2808,2.4426,0;5.5827,1.4572,0;9.3334,.9642,0;9.8357,.0995,0;10.0169,.783,0;2.5348,-2.7161,0;1.7679,-3.3578,0;2.4722,-3.4204,0;1.1262,-2.5909,0;1.8931,-1.9492,0;5.7911,3.5733,0;4.9783,3.2746,0;-.7484,-2.7582,0;

Duplicates DB12185_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.sdf

Formula	C₂₄H₂₂FN₃O₄
MW	435.46
InChIKey	ZVYVPGLRVWUPMP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	6
Number_Bonds	59
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.7
logP	3.1734
PSA	107.44
MR	115.571
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.43693
PM7_Total_Energy_ev	-5450.08945
PM7_Electronic_Energy_ev	-46742.63804
PM7_Dipole_Debye	9.9346
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.156
PM7_LUMO_Energy_ev	-1.77
PM7_COSMO_Area_square_ang	402.77
PM7_COSMO_Volue_cubic_ang	479.15
PM7_Electron_Affinity_ev	1.77
PM7_Ionization_Energy_ev	9.156
PM7_Energy_Gap_ev	7.386
PM7_Global_Hardness_ev	3.693
PM7_Global_Softness_ev	0.27078256160303277
PM7_Chemical_Potential_ev	-5.463
PM7_Electronigativity_ev	5.463
PM7_Back_Donation_Energy_ev	-0.92325
PM7_Electrophilicity_ev	4.0406673436230705
OPENEYE_Name	(10~{S},23~{S})-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.0^{2,14}.0^{4,13}.0^{6,11}.0^{20,24}]tetracosa-1,6(11),12,14,16,18,20(24)-heptaene-5,9-dione
SMILES	c1c2c3c(c4c(n2)-c5cc6c(c(=O)n5C4)COC(=O)C6(CC)O)C(CCc3c(c1F)C)N
Canonical_SMILES	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc(F)c(c5c4c(c3Cn1c2=O)[C@@H](N)CC5)C
InChI	1/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2H3
InChI_3D	1S/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2H3/t16-,24-/m0/s1
AuxInfo	1/0/N:23,22,24,16,19,10,1,17,18,6,4,5,13,12,8,20,7,11,3,2,9,14,15,21,32,27,25,26,28,29,31,30/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;d2;d3;s4;d1s2;s1d6;s5;;s9d10;s10;d12;s13;;s4;s5;s13;s16;s3s19;s12s15;s6;;s21s23;s7d9;s11s14s17;s20;d14;d15;s15s18;s21;s8;s1;s10;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s24;s24;s27;s27;s31;/rC:7.8431,-1.4934,0;6.9681,.0205,0;6.0826,.5285,0;7.846,.5307,0;5.2134,.0126,0;8.7199,.0295,0;6.967,-.9905,0;8.7224,-.9862,0;5.2208,-1.0009,0;2.6036,-1.5043,0;3.4792,-1.0056,0;1.7369,-1.0055,0;1.7357,0,0;2.6011,.5067,0;0,-1.0055,0;7.8459,1.5509,0;4.3375,.517,0;.8679,.5079,0;6.9602,2.0589,0;6.0746,1.5467,0;.8679,-1.5031,0;9.5846,.5318,0;2.1514,-3.0369,0;1.5096,-2.27,0;6.0972,-1.4985,0;3.4732,.0023,0;5.4709,3.1893,0;2.5984,1.5067,0;-.8653,-1.5068,0;;-.2559,-2.8446,0;9.5889,-1.4853,0;7.8436,-1.9934,0;2.6025,-2.0043,0;8.016,2.0211,0;8.3384,1.4646,0;4.0125,.897,0;4.6569,.9017,0;.5458,.8903,0;1.1901,.8903,0;6.6382,2.4415,0;7.2808,2.4426,0;5.5827,1.4572,0;9.3334,.9642,0;9.8357,.0995,0;10.0169,.783,0;2.5348,-2.7161,0;1.7679,-3.3578,0;2.4722,-3.4204,0;1.1262,-2.5909,0;1.8931,-1.9492,0;5.7911,3.5733,0;4.9783,3.2746,0;-.7484,-2.7582,0;
Duplicates	DB12185_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12185_p0.sdf