CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12024 (9758)

Formula C₂₃H₂₀FNO₅

MW 409.41

InChIKey LWJGMYMNSNVCEM-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.35

logP 3.5312

PSA 76.07

MR 112.042

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -148.95526

PM7_Total_Energy_ev -5221.54389

PM7_Electronic_Energy_ev -39753.88835

PM7_Dipole_Debye 3.62167

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.401

PM7_LUMO_Energy_ev -0.971

PM7_COSMO_Area_square_ang 419.83

PM7_COSMO_Volue_cubic_ang 472.4

PM7_Electron_Affinity_ev 0.971

PM7_Ionization_Energy_ev 8.401

PM7_Energy_Gap_ev 7.43

PM7_Global_Hardness_ev 3.715

PM7_Global_Softness_ev 0.2691790040376851

PM7_Chemical_Potential_ev -4.686

PM7_Electronigativity_ev 4.686

PM7_Back_Donation_Energy_ev -0.92875

PM7_Electrophilicity_ev 2.9553965006729475

OPENEYE_Name 1-(4-fluorobenzoyl)-3-[(6-methoxy-2-naphthyl)oxymethyl]azetidine-3-carboxylic acid

SMILES c1cc(cc2c1cc(cc2)OCC3(CN(C3)C(=O)c4ccc(cc4)F)C(=O)O)OC

Canonical_SMILES COc1ccc2c(c1)ccc(c2)OCC1(CN(C1)C(=O)c1ccc(cc1)F)C(=O)O

InChI 1/C23H20FNO5/c1-29-19-8-4-17-11-20(9-5-16(17)10-19)30-14-23(22(27)28)12-25(13-23)21(26)15-2-6-18(24)7-3-15/h2-11H,12-14H2,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C23H20FNO5/c1-29-19-8-4-17-11-20(9-5-16(17)10-19)30-14-23(22(27)28)12-25(13-23)21(26)15-2-6-18(24)7-3-15/h2-11H,12-14H2,1H3,(H,27,28)

AuxInfo 1/1/N:22,3,4,1,2,7,8,5,6,9,10,19,20,23,13,11,12,16,14,15,17,18,21,30,24,25,26,27,28,29/E:(2,3)(6,7)(12,13)(27,28)/F:22,3,4,1,2,7,8,5,6,9,10,19,20,23,13,11,12,16,14,15,17,18,21,30,24,25,27,26,28,29/E:(2,3)(6,7)(12,13)/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNOOOOOFHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;s4;;;s2s9;s1s10d11;s3d4;s5d9;s6d10;s7d8;s13;;;;s18s19s20;;s21;s17s19s20;d17;d18;s18;s14s22;s15s23;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s20;s22;s22;s22;s23;s23;s27;/rC:-2.726,3.4854,0;-4.7476,1.7604,0;3.389,2.1401,0;2.9314,.4666,0;-3.2291,4.3561,0;-4.2512,.8867,0;4.3586,1.875,0;3.901,.2014,0;-4.7372,3.4962,0;-2.7364,1.7522,0;-4.2441,2.6244,0;-3.2384,2.6203,0;2.6803,1.4345,0;-4.2348,4.3615,0;-3.2455,.8826,0;4.6195,.9043,0;1.7157,1.6983,0;-.0051,-1,0;.0051,.9999,0;.9999,-.0051,0;;-5.7313,5.2334,0;-1.75,.0089,0;1.005,.9948,0;1.4618,2.6655,0;-.8737,-1.4956,0;.8584,-1.5044,0;-4.7313,5.2294,0;-2.75,.014,0;5.5841,.6406,0;-2.226,3.4828,0;-5.2476,1.7631,0;3.2613,2.6236,0;2.5755,.1153,0;-2.978,4.7884,0;-4.5036,.4551,0;4.7129,2.2278,0;4.0265,-.2826,0;-5.2372,3.4991,0;-2.2364,1.7508,0;-.4949,1.0025,0;.0077,1.4999,0;1.4999,-.0077,0;.9973,-.5051,0;-5.7333,4.7334,0;-5.7294,5.7334,0;-6.2313,5.2354,0;-1.7525,-.4911,0;-1.7474,.5089,0;.8558,-2.0044,0;

Duplicates DB12024

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.sdf

Formula	C₂₃H₂₀FNO₅
MW	409.41
InChIKey	LWJGMYMNSNVCEM-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.35
logP	3.5312
PSA	76.07
MR	112.042
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-148.95526
PM7_Total_Energy_ev	-5221.54389
PM7_Electronic_Energy_ev	-39753.88835
PM7_Dipole_Debye	3.62167
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.401
PM7_LUMO_Energy_ev	-0.971
PM7_COSMO_Area_square_ang	419.83
PM7_COSMO_Volue_cubic_ang	472.4
PM7_Electron_Affinity_ev	0.971
PM7_Ionization_Energy_ev	8.401
PM7_Energy_Gap_ev	7.43
PM7_Global_Hardness_ev	3.715
PM7_Global_Softness_ev	0.2691790040376851
PM7_Chemical_Potential_ev	-4.686
PM7_Electronigativity_ev	4.686
PM7_Back_Donation_Energy_ev	-0.92875
PM7_Electrophilicity_ev	2.9553965006729475
OPENEYE_Name	1-(4-fluorobenzoyl)-3-[(6-methoxy-2-naphthyl)oxymethyl]azetidine-3-carboxylic acid
SMILES	c1cc(cc2c1cc(cc2)OCC3(CN(C3)C(=O)c4ccc(cc4)F)C(=O)O)OC
Canonical_SMILES	COc1ccc2c(c1)ccc(c2)OCC1(CN(C1)C(=O)c1ccc(cc1)F)C(=O)O
InChI	1/C23H20FNO5/c1-29-19-8-4-17-11-20(9-5-16(17)10-19)30-14-23(22(27)28)12-25(13-23)21(26)15-2-6-18(24)7-3-15/h2-11H,12-14H2,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C23H20FNO5/c1-29-19-8-4-17-11-20(9-5-16(17)10-19)30-14-23(22(27)28)12-25(13-23)21(26)15-2-6-18(24)7-3-15/h2-11H,12-14H2,1H3,(H,27,28)
AuxInfo	1/1/N:22,3,4,1,2,7,8,5,6,9,10,19,20,23,13,11,12,16,14,15,17,18,21,30,24,25,26,27,28,29/E:(2,3)(6,7)(12,13)(27,28)/F:22,3,4,1,2,7,8,5,6,9,10,19,20,23,13,11,12,16,14,15,17,18,21,30,24,25,27,26,28,29/E:(2,3)(6,7)(12,13)/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNOOOOOFHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;s4;;;s2s9;s1s10d11;s3d4;s5d9;s6d10;s7d8;s13;;;;s18s19s20;;s21;s17s19s20;d17;d18;s18;s14s22;s15s23;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s20;s22;s22;s22;s23;s23;s27;/rC:-2.726,3.4854,0;-4.7476,1.7604,0;3.389,2.1401,0;2.9314,.4666,0;-3.2291,4.3561,0;-4.2512,.8867,0;4.3586,1.875,0;3.901,.2014,0;-4.7372,3.4962,0;-2.7364,1.7522,0;-4.2441,2.6244,0;-3.2384,2.6203,0;2.6803,1.4345,0;-4.2348,4.3615,0;-3.2455,.8826,0;4.6195,.9043,0;1.7157,1.6983,0;-.0051,-1,0;.0051,.9999,0;.9999,-.0051,0;;-5.7313,5.2334,0;-1.75,.0089,0;1.005,.9948,0;1.4618,2.6655,0;-.8737,-1.4956,0;.8584,-1.5044,0;-4.7313,5.2294,0;-2.75,.014,0;5.5841,.6406,0;-2.226,3.4828,0;-5.2476,1.7631,0;3.2613,2.6236,0;2.5755,.1153,0;-2.978,4.7884,0;-4.5036,.4551,0;4.7129,2.2278,0;4.0265,-.2826,0;-5.2372,3.4991,0;-2.2364,1.7508,0;-.4949,1.0025,0;.0077,1.4999,0;1.4999,-.0077,0;.9973,-.5051,0;-5.7333,4.7334,0;-5.7294,5.7334,0;-6.2313,5.2354,0;-1.7525,-.4911,0;-1.7474,.5089,0;.8558,-2.0044,0;
Duplicates	DB12024
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12024.sdf