CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08860 (8495)

Formula C₂₅H₂₄FNO₄

MW 421.47

InChIKey VGYFMXBACGZSIL-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.97

logP 4.5181

PSA 90.65

MR 117.824

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -128.89231

PM7_Total_Energy_ev -5226.41835

PM7_Electronic_Energy_ev -44859.02071

PM7_Dipole_Debye 2.63888

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.181

PM7_LUMO_Energy_ev -1.206

PM7_COSMO_Area_square_ang 405.33

PM7_COSMO_Volue_cubic_ang 517.55

PM7_Electron_Affinity_ev 1.206

PM7_Ionization_Energy_ev 9.181

PM7_Energy_Gap_ev 7.975

PM7_Global_Hardness_ev 3.9875

PM7_Global_Softness_ev 0.2507836990595611

PM7_Chemical_Potential_ev -5.1935

PM7_Electronigativity_ev 5.1935

PM7_Back_Donation_Energy_ev -0.996875

PM7_Electrophilicity_ev 3.382124420062696

OPENEYE_Name (~{E},3~{R},5~{S})-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-hept-6-enoic acid

SMILES c1ccc2c(c1)c(c(c(n2)C3CC3)C=CC(CC(CC(=O)O)O)O)c4ccc(cc4)F

Canonical_SMILES O[C@H](C[C@@H](/C=C/c1c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1)O)CC(=O)O

InChI 1/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/f/h30H

InChI_3D 1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1

AuxInfo 1/1/N:1,2,3,6,19,20,4,5,7,8,17,16,23,22,10,21,14,24,25,9,12,13,18,11,15,31,26,29,30,27,28/E:(5,6)(7,8)(9,10)(30,31)/F:1,2,3,6,19,20,4,5,7,8,17,16,23,22,10,21,14,24,25,9,12,13,18,11,15,31,26,29,30,28,27/E:(5,6)(7,8)(9,10)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;d3;s4d5;s9s10;d11;d6s9;s7d8;s12;s12;w16;;;s19;s15s19s20;s18;;s17s23;s22s23;s13d15;d18;s18;s24;s25;s14;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s19;s19;s20;s20;s21;s22;s22;s23;s23;s24;s25;s28;s29;s30;/rC:;0,1.0089,0;.8707,-.4993,0;3.4589,-2.7576,0;1.7239,-2.7479,0;.8707,1.5185,0;3.4533,-3.7628,0;1.7183,-3.7531,0;1.7371,0,0;2.5941,-2.2553,0;2.6039,-.5053,0;3.4805,-.0073,0;1.7414,1.0089,0;2.5829,-4.2656,0;3.4848,1.0014,0;4.9911,-.8908,0;5.8599,-.3957,0;10.176,-2.9199,0;4.0165,2.4403,0;5.0005,2.2618,0;4.3535,1.4968,0;9.3127,-2.4151,0;7.5863,-1.4054,0;6.7231,-.9005,0;8.4495,-1.9102,0;2.6125,1.5125,0;11.0448,-2.4248,0;10.1703,-3.9199,0;7.228,-.0373,0;8.9544,-1.047,0;2.5774,-5.2656,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;3.8929,-2.5094,0;1.2926,-2.4949,0;.8707,2.0185,0;3.8856,-4.0139,0;1.2832,-3.9994,0;4.9883,-1.3908,0;5.8627,.1043,0;4.0192,2.9403,0;3.5236,2.3563,0;5.4324,2.0099,0;5.1736,2.7308,0;4.6731,1.1123,0;9.5652,-1.9835,0;9.0603,-2.8467,0;7.3339,-1.837,0;7.8388,-.9738,0;6.4707,-1.3321,0;8.1971,-2.3418,0;10.6019,-4.1723,0;6.9804,.3971,0;9.4544,-1.0498,0;

Duplicates DB08860

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.sdf

Formula	C₂₅H₂₄FNO₄
MW	421.47
InChIKey	VGYFMXBACGZSIL-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.97
logP	4.5181
PSA	90.65
MR	117.824
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-128.89231
PM7_Total_Energy_ev	-5226.41835
PM7_Electronic_Energy_ev	-44859.02071
PM7_Dipole_Debye	2.63888
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.181
PM7_LUMO_Energy_ev	-1.206
PM7_COSMO_Area_square_ang	405.33
PM7_COSMO_Volue_cubic_ang	517.55
PM7_Electron_Affinity_ev	1.206
PM7_Ionization_Energy_ev	9.181
PM7_Energy_Gap_ev	7.975
PM7_Global_Hardness_ev	3.9875
PM7_Global_Softness_ev	0.2507836990595611
PM7_Chemical_Potential_ev	-5.1935
PM7_Electronigativity_ev	5.1935
PM7_Back_Donation_Energy_ev	-0.996875
PM7_Electrophilicity_ev	3.382124420062696
OPENEYE_Name	(~{E},3~{R},5~{S})-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-hept-6-enoic acid
SMILES	c1ccc2c(c1)c(c(c(n2)C3CC3)C=CC(CC(CC(=O)O)O)O)c4ccc(cc4)F
Canonical_SMILES	O[C@H](C[C@@H](/C=C/c1c(nc2c(c1c1ccc(cc1)F)cccc2)C1CC1)O)CC(=O)O
InChI	1/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/f/h30H
InChI_3D	1S/C25H24FNO4/c26-17-9-7-15(8-10-17)24-20-3-1-2-4-22(20)27-25(16-5-6-16)21(24)12-11-18(28)13-19(29)14-23(30)31/h1-4,7-12,16,18-19,28-29H,5-6,13-14H2,(H,30,31)/b12-11+/t18-,19-/m1/s1
AuxInfo	1/1/N:1,2,3,6,19,20,4,5,7,8,17,16,23,22,10,21,14,24,25,9,12,13,18,11,15,31,26,29,30,27,28/E:(5,6)(7,8)(9,10)(30,31)/F:1,2,3,6,19,20,4,5,7,8,17,16,23,22,10,21,14,24,25,9,12,13,18,11,15,31,26,29,30,28,27/E:(5,6)(7,8)(9,10)/rA:55cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;s5;d3;s4d5;s9s10;d11;d6s9;s7d8;s12;s12;w16;;;s19;s15s19s20;s18;;s17s23;s22s23;s13d15;d18;s18;s24;s25;s14;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s19;s19;s20;s20;s21;s22;s22;s23;s23;s24;s25;s28;s29;s30;/rC:;0,1.0089,0;.8707,-.4993,0;3.4589,-2.7576,0;1.7239,-2.7479,0;.8707,1.5185,0;3.4533,-3.7628,0;1.7183,-3.7531,0;1.7371,0,0;2.5941,-2.2553,0;2.6039,-.5053,0;3.4805,-.0073,0;1.7414,1.0089,0;2.5829,-4.2656,0;3.4848,1.0014,0;4.9911,-.8908,0;5.8599,-.3957,0;10.176,-2.9199,0;4.0165,2.4403,0;5.0005,2.2618,0;4.3535,1.4968,0;9.3127,-2.4151,0;7.5863,-1.4054,0;6.7231,-.9005,0;8.4495,-1.9102,0;2.6125,1.5125,0;11.0448,-2.4248,0;10.1703,-3.9199,0;7.228,-.0373,0;8.9544,-1.047,0;2.5774,-5.2656,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;3.8929,-2.5094,0;1.2926,-2.4949,0;.8707,2.0185,0;3.8856,-4.0139,0;1.2832,-3.9994,0;4.9883,-1.3908,0;5.8627,.1043,0;4.0192,2.9403,0;3.5236,2.3563,0;5.4324,2.0099,0;5.1736,2.7308,0;4.6731,1.1123,0;9.5652,-1.9835,0;9.0603,-2.8467,0;7.3339,-1.837,0;7.8388,-.9738,0;6.4707,-1.3321,0;8.1971,-2.3418,0;10.6019,-4.1723,0;6.9804,.3971,0;9.4544,-1.0498,0;
Duplicates	DB08860
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08860.sdf