CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03714 (4002)

Formula C₁₇H₁₇F₂N₂O₇P

MW 430.3

InChIKey OWWCIKSGGKYNHT-RSZTWMQXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.28

logP 2.6065

PSA 176.83

MR 96.7895

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -430.98864

PM7_Total_Energy_ev -5868.14806

PM7_Electronic_Energy_ev -40558.31405

PM7_Dipole_Debye 2.43691

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.303

PM7_LUMO_Energy_ev -1.522

PM7_COSMO_Area_square_ang 403.33

PM7_COSMO_Volue_cubic_ang 457.92

PM7_Electron_Affinity_ev 1.522

PM7_Ionization_Energy_ev 9.303

PM7_Energy_Gap_ev 7.781

PM7_Global_Hardness_ev 3.8905

PM7_Global_Softness_ev 0.25703637064644647

PM7_Chemical_Potential_ev -5.4125

PM7_Electronigativity_ev 5.4125

PM7_Back_Donation_Energy_ev -0.972625

PM7_Electrophilicity_ev 3.7649603200102812

OPENEYE_Name (4~{S})-5-amino-4-[[6-[difluoro(phosphono)methyl]naphthalene-2-carbonyl]amino]-5-oxo-pentanoic acid

SMILES c1cc(cc2c1cc(cc2)C(F)(F)P(=O)(O)O)C(=O)NC(C(=O)N)CCC(=O)O

Canonical_SMILES OC(=O)CC[C@@H](C(=O)N)NC(=O)c1ccc2c(c1)ccc(c2)C(P(=O)(O)O)(F)F

InChI 1/C17H17F2N2O7P/c18-17(19,29(26,27)28)12-4-3-9-7-11(2-1-10(9)8-12)16(25)21-13(15(20)24)5-6-14(22)23/h1-4,7-8,13H,5-6H2,(H2,20,24)(H,21,25)(H,22,23)(H2,26,27,28)/f/h21-22,26-27H,20H2

InChI_3D 1S/C17H17F2N2O7P/c18-17(19,29(26,27)28)12-4-3-9-7-11(2-1-10(9)8-12)16(25)21-13(15(20)24)5-6-14(22)23/h1-4,7-8,13H,5-6H2,(H2,20,24)(H,21,25)(H,22,23)(H2,26,27,28)/t13-/m0/s1

AuxInfo 1/1/N:1,3,2,4,15,14,5,6,7,8,9,10,16,13,12,11,17,27,28,18,19,22,24,21,20,23,25,26,29/E:(18,19)(22,23)(26,27,28)/F:1,3,2,4,15,14,5,6,7,8,9,10,16,13,12,11,17,27,28,18,19,24,22,21,20,25,26,23,29/E:(18,19)(26,27)/rA:46cCCCCCCCCCCCCCCCCCNNOOOOOOOFFPHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s2s5;s1s6d7;s3d5;s4d6;s9;;;s13;s14;s12s15;s10;s12;s11s16;d11;d12;d13;;s13;;;s17;s17;s17d23s25s26;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s18;s18;s19;s24;s25;s26;/rC:.8679,1.5135,0;2.6038,-.4989,0;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;2.6012,1.5124,0;1.7371,0,0;1.7358,1.0057,0;;3.4735,1.0079,0;-.8653,-.5012,0;-3.0986,.3616,0;-5.1933,-2.0074,0;-4.328,-1.5062,0;-3.4627,-1.0049,0;-2.5974,-.5037,0;4.3394,1.5081,0;-2.5998,1.2284,0;-1.732,-.0025,0;-.8639,-1.5012,0;-4.0986,.3602,0;-5.1919,-3.0074,0;4.705,2.8743,0;-6.06,-1.5086,0;5.7055,1.1425,0;6.0712,2.5086,0;3.8392,2.374,0;4.8396,.6422,0;5.2053,2.0084,0;.8679,2.0135,0;2.6037,-.9989,0;-.4337,1.2544,0;3.9078,-.2479,0;.8677,-.9978,0;2.5999,2.0124,0;-4.0774,-1.9388,0;-4.5786,-1.0735,0;-3.2121,-1.4376,0;-3.7133,-.5723,0;-2.3467,-.9363,0;-2.0998,1.2291,0;-2.8504,1.661,0;-1.7328,.4975,0;-6.4927,-1.7592,0;6.2055,1.1426,0;6.071,3.0086,0;

Duplicates DB03714

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.sdf

Formula	C₁₇H₁₇F₂N₂O₇P
MW	430.3
InChIKey	OWWCIKSGGKYNHT-RSZTWMQXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.28
logP	2.6065
PSA	176.83
MR	96.7895
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-430.98864
PM7_Total_Energy_ev	-5868.14806
PM7_Electronic_Energy_ev	-40558.31405
PM7_Dipole_Debye	2.43691
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.303
PM7_LUMO_Energy_ev	-1.522
PM7_COSMO_Area_square_ang	403.33
PM7_COSMO_Volue_cubic_ang	457.92
PM7_Electron_Affinity_ev	1.522
PM7_Ionization_Energy_ev	9.303
PM7_Energy_Gap_ev	7.781
PM7_Global_Hardness_ev	3.8905
PM7_Global_Softness_ev	0.25703637064644647
PM7_Chemical_Potential_ev	-5.4125
PM7_Electronigativity_ev	5.4125
PM7_Back_Donation_Energy_ev	-0.972625
PM7_Electrophilicity_ev	3.7649603200102812
OPENEYE_Name	(4~{S})-5-amino-4-[[6-[difluoro(phosphono)methyl]naphthalene-2-carbonyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc(cc2c1cc(cc2)C(F)(F)P(=O)(O)O)C(=O)NC(C(=O)N)CCC(=O)O
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)N)NC(=O)c1ccc2c(c1)ccc(c2)C(P(=O)(O)O)(F)F
InChI	1/C17H17F2N2O7P/c18-17(19,29(26,27)28)12-4-3-9-7-11(2-1-10(9)8-12)16(25)21-13(15(20)24)5-6-14(22)23/h1-4,7-8,13H,5-6H2,(H2,20,24)(H,21,25)(H,22,23)(H2,26,27,28)/f/h21-22,26-27H,20H2
InChI_3D	1S/C17H17F2N2O7P/c18-17(19,29(26,27)28)12-4-3-9-7-11(2-1-10(9)8-12)16(25)21-13(15(20)24)5-6-14(22)23/h1-4,7-8,13H,5-6H2,(H2,20,24)(H,21,25)(H,22,23)(H2,26,27,28)/t13-/m0/s1
AuxInfo	1/1/N:1,3,2,4,15,14,5,6,7,8,9,10,16,13,12,11,17,27,28,18,19,22,24,21,20,23,25,26,29/E:(18,19)(22,23)(26,27,28)/F:1,3,2,4,15,14,5,6,7,8,9,10,16,13,12,11,17,27,28,18,19,24,22,21,20,25,26,23,29/E:(18,19)(26,27)/rA:46cCCCCCCCCCCCCCCCCCNNOOOOOOOFFPHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s2s5;s1s6d7;s3d5;s4d6;s9;;;s13;s14;s12s15;s10;s12;s11s16;d11;d12;d13;;s13;;;s17;s17;s17d23s25s26;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s18;s18;s19;s24;s25;s26;/rC:.8679,1.5135,0;2.6038,-.4989,0;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;2.6012,1.5124,0;1.7371,0,0;1.7358,1.0057,0;;3.4735,1.0079,0;-.8653,-.5012,0;-3.0986,.3616,0;-5.1933,-2.0074,0;-4.328,-1.5062,0;-3.4627,-1.0049,0;-2.5974,-.5037,0;4.3394,1.5081,0;-2.5998,1.2284,0;-1.732,-.0025,0;-.8639,-1.5012,0;-4.0986,.3602,0;-5.1919,-3.0074,0;4.705,2.8743,0;-6.06,-1.5086,0;5.7055,1.1425,0;6.0712,2.5086,0;3.8392,2.374,0;4.8396,.6422,0;5.2053,2.0084,0;.8679,2.0135,0;2.6037,-.9989,0;-.4337,1.2544,0;3.9078,-.2479,0;.8677,-.9978,0;2.5999,2.0124,0;-4.0774,-1.9388,0;-4.5786,-1.0735,0;-3.2121,-1.4376,0;-3.7133,-.5723,0;-2.3467,-.9363,0;-2.0998,1.2291,0;-2.8504,1.661,0;-1.7328,.4975,0;-6.4927,-1.7592,0;6.2055,1.1426,0;6.071,3.0086,0;
Duplicates	DB03714
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03714.sdf