CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110617 (11477)

Formula C₂₁H₂₅F₂N₃O₅

MW 437.45

InChIKey GPIRSWQBXHWGSJ-PMWDVLQYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.77

logP 2.6413

PSA 141.75

MR 107.442

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -267.23826

PM7_Total_Energy_ev -5883.35959

PM7_Electronic_Energy_ev -50128.8089

PM7_Dipole_Debye 4.11576

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.241

PM7_LUMO_Energy_ev -1.337

PM7_COSMO_Area_square_ang 396.42

PM7_COSMO_Volue_cubic_ang 514.12

PM7_Electron_Affinity_ev 1.337

PM7_Ionization_Energy_ev 9.241

PM7_Energy_Gap_ev 7.904

PM7_Global_Hardness_ev 3.952

PM7_Global_Softness_ev 0.25303643724696356

PM7_Chemical_Potential_ev -5.289

PM7_Electronigativity_ev 5.289

PM7_Back_Donation_Energy_ev -0.988

PM7_Electrophilicity_ev 3.539160045546559

OPENEYE_Name (2~{S})-2-[[(2~{R},3~{S})-2-[(6,7-difluoro-2-naphthyl)methyl]-3-hydroxy-4-(hydroxyamino)-4-oxo-butanoyl]amino]-3,3-dimethyl-butanamide

SMILES c1cc(cc2c1cc(c(c2)F)F)CC(C(=O)NC(C(=O)N)C(C)(C)C)C(C(=O)NO)O

Canonical_SMILES ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N)Cc1ccc2c(c1)cc(c(c2)F)F)O

InChI 1/C21H25F2N3O5/c1-21(2,3)17(18(24)28)25-19(29)13(16(27)20(30)26-31)7-10-4-5-11-8-14(22)15(23)9-12(11)6-10/h4-6,8-9,13,16-17,27,31H,7H2,1-3H3,(H2,24,28)(H,25,29)(H,26,30)/f/h25-26H,24H2

InChI_3D 1S/C21H25F2N3O5/c1-21(2,3)17(18(24)28)25-19(29)13(16(27)20(30)26-31)7-10-4-5-11-8-14(22)15(23)9-12(11)6-10/h4-6,8-9,13,16-17,27,31H,7H2,1-3H3,(H2,24,28)(H,25,29)(H,26,30)/t13-,16+,17-/m1/s1

AuxInfo 1/1/N:14,15,16,2,1,3,17,4,5,8,6,7,18,9,10,20,19,12,11,13,21,30,31,22,23,24,28,26,25,27,29/E:(1,2,3)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d4;s3d5s6;s2d3;s4;s5d9;;;;;;;s8;s11s17;s12;s13s18;s14s15s16s19;s12;s11s19;s13;d11;d12;d13;s20;s24;s9;s10;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s19;s20;s22;s22;s23;s24;s28;s29;/rC:.8679,-.4978,0;;.8679,1.5135,0;2.6038,-.4989,0;2.6012,1.5124,0;1.7371,0,0;1.7358,1.0057,0;0,1.0057,0;3.4748,.0022,0;3.4735,1.0079,0;-2.2324,1.1332,0;-1.36,-1.0963,0;-3.4699,2.9957,0;-3.9624,.3962,0;-3.5924,-.9688,0;-2.5974,.7661,0;-.8675,1.5032,0;-1.7349,2.0007,0;-2.2274,-.5988,0;-2.6024,2.4982,0;-3.0949,-.1013,0;-1.3571,-2.0963,0;-1.7299,.2686,0;-4.3344,2.4932,0;-3.2324,1.1303,0;-.4954,-.5938,0;-3.4728,3.9957,0;-2.1049,3.3656,0;-5.2019,2.9907,0;4.3408,-.4979,0;4.3394,1.5081,0;.8677,-.9978,0;-.4327,-.2506,0;.8679,2.0135,0;2.6037,-.9989,0;2.5999,2.0124,0;-3.7136,.8299,0;-4.2111,-.0376,0;-4.3961,.6449,0;-4.0261,-.7201,0;-3.1586,-1.2175,0;-3.8411,-1.4025,0;-2.1637,.5174,0;-3.0311,1.0149,0;-2.3486,1.1999,0;-.6187,1.9369,0;-1.1162,1.0695,0;-1.4862,2.4344,0;-2.4762,-1.0326,0;-2.8512,2.0644,0;-1.7893,-2.3476,0;-.9233,-2.3451,0;-1.2299,.2701,0;-4.333,1.9932,0;-2.3562,3.7979,0;-5.6342,2.7394,0;

Duplicates CHEMBL110617

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.sdf

Formula	C₂₁H₂₅F₂N₃O₅
MW	437.45
InChIKey	GPIRSWQBXHWGSJ-PMWDVLQYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.77
logP	2.6413
PSA	141.75
MR	107.442
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-267.23826
PM7_Total_Energy_ev	-5883.35959
PM7_Electronic_Energy_ev	-50128.8089
PM7_Dipole_Debye	4.11576
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.241
PM7_LUMO_Energy_ev	-1.337
PM7_COSMO_Area_square_ang	396.42
PM7_COSMO_Volue_cubic_ang	514.12
PM7_Electron_Affinity_ev	1.337
PM7_Ionization_Energy_ev	9.241
PM7_Energy_Gap_ev	7.904
PM7_Global_Hardness_ev	3.952
PM7_Global_Softness_ev	0.25303643724696356
PM7_Chemical_Potential_ev	-5.289
PM7_Electronigativity_ev	5.289
PM7_Back_Donation_Energy_ev	-0.988
PM7_Electrophilicity_ev	3.539160045546559
OPENEYE_Name	(2~{S})-2-[[(2~{R},3~{S})-2-[(6,7-difluoro-2-naphthyl)methyl]-3-hydroxy-4-(hydroxyamino)-4-oxo-butanoyl]amino]-3,3-dimethyl-butanamide
SMILES	c1cc(cc2c1cc(c(c2)F)F)CC(C(=O)NC(C(=O)N)C(C)(C)C)C(C(=O)NO)O
Canonical_SMILES	ONC(=O)[C@H]([C@H](C(=O)N[C@@H](C(C)(C)C)C(=O)N)Cc1ccc2c(c1)cc(c(c2)F)F)O
InChI	1/C21H25F2N3O5/c1-21(2,3)17(18(24)28)25-19(29)13(16(27)20(30)26-31)7-10-4-5-11-8-14(22)15(23)9-12(11)6-10/h4-6,8-9,13,16-17,27,31H,7H2,1-3H3,(H2,24,28)(H,25,29)(H,26,30)/f/h25-26H,24H2
InChI_3D	1S/C21H25F2N3O5/c1-21(2,3)17(18(24)28)25-19(29)13(16(27)20(30)26-31)7-10-4-5-11-8-14(22)15(23)9-12(11)6-10/h4-6,8-9,13,16-17,27,31H,7H2,1-3H3,(H2,24,28)(H,25,29)(H,26,30)/t13-,16+,17-/m1/s1
AuxInfo	1/1/N:14,15,16,2,1,3,17,4,5,8,6,7,18,9,10,20,19,12,11,13,21,30,31,22,23,24,28,26,25,27,29/E:(1,2,3)/F:m/E:m/rA:56cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d4;s3d5s6;s2d3;s4;s5d9;;;;;;;s8;s11s17;s12;s13s18;s14s15s16s19;s12;s11s19;s13;d11;d12;d13;s20;s24;s9;s10;s1;s2;s3;s4;s5;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s19;s20;s22;s22;s23;s24;s28;s29;/rC:.8679,-.4978,0;;.8679,1.5135,0;2.6038,-.4989,0;2.6012,1.5124,0;1.7371,0,0;1.7358,1.0057,0;0,1.0057,0;3.4748,.0022,0;3.4735,1.0079,0;-2.2324,1.1332,0;-1.36,-1.0963,0;-3.4699,2.9957,0;-3.9624,.3962,0;-3.5924,-.9688,0;-2.5974,.7661,0;-.8675,1.5032,0;-1.7349,2.0007,0;-2.2274,-.5988,0;-2.6024,2.4982,0;-3.0949,-.1013,0;-1.3571,-2.0963,0;-1.7299,.2686,0;-4.3344,2.4932,0;-3.2324,1.1303,0;-.4954,-.5938,0;-3.4728,3.9957,0;-2.1049,3.3656,0;-5.2019,2.9907,0;4.3408,-.4979,0;4.3394,1.5081,0;.8677,-.9978,0;-.4327,-.2506,0;.8679,2.0135,0;2.6037,-.9989,0;2.5999,2.0124,0;-3.7136,.8299,0;-4.2111,-.0376,0;-4.3961,.6449,0;-4.0261,-.7201,0;-3.1586,-1.2175,0;-3.8411,-1.4025,0;-2.1637,.5174,0;-3.0311,1.0149,0;-2.3486,1.1999,0;-.6187,1.9369,0;-1.1162,1.0695,0;-1.4862,2.4344,0;-2.4762,-1.0326,0;-2.8512,2.0644,0;-1.7893,-2.3476,0;-.9233,-2.3451,0;-1.2299,.2701,0;-4.333,1.9932,0;-2.3562,3.7979,0;-5.6342,2.7394,0;
Duplicates	CHEMBL110617
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110500-0000110749/CHEMBL110617.sdf