CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02014 (2264)

Formula C₂₁H₁₆FNO₇

MW 413.36

InChIKey QKHWJUMLYAYZFS-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.19

logP 3.7633

PSA 119.09

MR 103.07

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -196.48262

PM7_Total_Energy_ev -5511.11266

PM7_Electronic_Energy_ev -40176.8434

PM7_Dipole_Debye 8.55293

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.701

PM7_LUMO_Energy_ev -1.407

PM7_COSMO_Area_square_ang 406.47

PM7_COSMO_Volue_cubic_ang 462.67

PM7_Electron_Affinity_ev 1.407

PM7_Ionization_Energy_ev 9.701

PM7_Energy_Gap_ev 8.294

PM7_Global_Hardness_ev 4.147

PM7_Global_Softness_ev 0.24113817217265493

PM7_Chemical_Potential_ev -5.554

PM7_Electronigativity_ev 5.554

PM7_Back_Donation_Energy_ev -1.03675

PM7_Electrophilicity_ev 3.719184470701712

OPENEYE_Name 5-[2-fluoro-5-[(~{E})-3-(3-hydroxy-2-methoxycarbonyl-phenoxy)prop-1-enyl]phenyl]isoxazole-3-carboxylic acid

SMILES c1cc(c(c(c1)OCC=Cc2ccc(c(c2)c3cc(no3)C(=O)O)F)C(=O)OC)O

Canonical_SMILES COC(=O)c1c(OC/C=C/c2ccc(c(c2)c2onc(c2)C(=O)O)F)cccc1O

InChI 1/C21H16FNO7/c1-28-21(27)19-16(24)5-2-6-17(19)29-9-3-4-12-7-8-14(22)13(10-12)18-11-15(20(25)26)23-30-18/h2-8,10-11,24H,9H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C21H16FNO7/c1-28-21(27)19-16(24)5-2-6-17(19)29-9-3-4-12-7-8-14(22)13(10-12)18-11-15(20(25)26)23-30-18/h2-8,10-11,24H,9H2,1H3,(H,25,26)/b4-3+

AuxInfo 1/1/N:20,1,17,16,3,4,2,5,21,6,7,9,8,13,15,11,12,14,10,19,18,30,22,26,24,27,23,29,28,25/E:(25,26)/F:20,1,17,16,3,4,2,5,21,6,7,9,8,13,15,11,12,14,10,19,18,30,22,26,27,24,23,29,28,25/rA:46nCCCCCCCCCCCCCCCCCCCCCNOOOOOOOFHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;;s6;s2d6;;s3d10;d4s10;s5d8;d7s8;s7;s9;w16;s10;s15;;s17;d15;d18;d19;s14s22;s11;s19;s12s21;s18s20;s13;s1;s2;s3;s4;s5;s6;s7;s16;s17;s20;s20;s20;s21;s21;s26;s27;/rC:-7.0923,-.504,0;-3.1677,1.8708,0;-7.8313,-1.1778,0;-6.1353,-.8114,0;-2.423,2.5459,0;-2.0024,.5853,0;;-1.2577,1.2604,0;-2.9537,.8939,0;-6.6659,-2.4633,0;-7.6229,-2.1559,0;-5.9172,-1.7926,0;-1.4642,2.2441,0;-.3065,.9518,0;1.0015,0,0;-3.6945,.2223,0;-3.4833,-.7552,0;-6.4576,-3.4413,0;1.5883,-.8097,0;-5.2981,-4.728,0;-4.2242,-1.4268,0;1.3133,.9518,0;-7.2004,-4.1108,0;1.1805,-1.7228,0;.5008,1.5426,0;-8.3648,-2.8264,0;2.583,-.7064,0;-4.9651,-2.0984,0;-5.5064,-3.75,0;-.7233,2.9158,0;-7.1986,-.0154,0;-3.644,2.023,0;-8.3073,-1.0249,0;-5.7658,-.4745,0;-2.53,3.0343,0;-1.8975,.0964,0;-.2944,-.4041,0;-4.1706,.3752,0;-3.0073,-.9081,0;-4.809,-4.6239,0;-5.7871,-4.8322,0;-5.1939,-5.2171,0;-3.8884,-1.7972,0;-4.5601,-1.0564,0;-8.2599,-3.3153,0;2.8764,-1.1113,0;

Duplicates DB02014

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.sdf

Formula	C₂₁H₁₆FNO₇
MW	413.36
InChIKey	QKHWJUMLYAYZFS-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.19
logP	3.7633
PSA	119.09
MR	103.07
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-196.48262
PM7_Total_Energy_ev	-5511.11266
PM7_Electronic_Energy_ev	-40176.8434
PM7_Dipole_Debye	8.55293
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.701
PM7_LUMO_Energy_ev	-1.407
PM7_COSMO_Area_square_ang	406.47
PM7_COSMO_Volue_cubic_ang	462.67
PM7_Electron_Affinity_ev	1.407
PM7_Ionization_Energy_ev	9.701
PM7_Energy_Gap_ev	8.294
PM7_Global_Hardness_ev	4.147
PM7_Global_Softness_ev	0.24113817217265493
PM7_Chemical_Potential_ev	-5.554
PM7_Electronigativity_ev	5.554
PM7_Back_Donation_Energy_ev	-1.03675
PM7_Electrophilicity_ev	3.719184470701712
OPENEYE_Name	5-[2-fluoro-5-[(~{E})-3-(3-hydroxy-2-methoxycarbonyl-phenoxy)prop-1-enyl]phenyl]isoxazole-3-carboxylic acid
SMILES	c1cc(c(c(c1)OCC=Cc2ccc(c(c2)c3cc(no3)C(=O)O)F)C(=O)OC)O
Canonical_SMILES	COC(=O)c1c(OC/C=C/c2ccc(c(c2)c2onc(c2)C(=O)O)F)cccc1O
InChI	1/C21H16FNO7/c1-28-21(27)19-16(24)5-2-6-17(19)29-9-3-4-12-7-8-14(22)13(10-12)18-11-15(20(25)26)23-30-18/h2-8,10-11,24H,9H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C21H16FNO7/c1-28-21(27)19-16(24)5-2-6-17(19)29-9-3-4-12-7-8-14(22)13(10-12)18-11-15(20(25)26)23-30-18/h2-8,10-11,24H,9H2,1H3,(H,25,26)/b4-3+
AuxInfo	1/1/N:20,1,17,16,3,4,2,5,21,6,7,9,8,13,15,11,12,14,10,19,18,30,22,26,24,27,23,29,28,25/E:(25,26)/F:20,1,17,16,3,4,2,5,21,6,7,9,8,13,15,11,12,14,10,19,18,30,22,26,27,24,23,29,28,25/rA:46nCCCCCCCCCCCCCCCCCCCCCNOOOOOOOFHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;;s6;s2d6;;s3d10;d4s10;s5d8;d7s8;s7;s9;w16;s10;s15;;s17;d15;d18;d19;s14s22;s11;s19;s12s21;s18s20;s13;s1;s2;s3;s4;s5;s6;s7;s16;s17;s20;s20;s20;s21;s21;s26;s27;/rC:-7.0923,-.504,0;-3.1677,1.8708,0;-7.8313,-1.1778,0;-6.1353,-.8114,0;-2.423,2.5459,0;-2.0024,.5853,0;;-1.2577,1.2604,0;-2.9537,.8939,0;-6.6659,-2.4633,0;-7.6229,-2.1559,0;-5.9172,-1.7926,0;-1.4642,2.2441,0;-.3065,.9518,0;1.0015,0,0;-3.6945,.2223,0;-3.4833,-.7552,0;-6.4576,-3.4413,0;1.5883,-.8097,0;-5.2981,-4.728,0;-4.2242,-1.4268,0;1.3133,.9518,0;-7.2004,-4.1108,0;1.1805,-1.7228,0;.5008,1.5426,0;-8.3648,-2.8264,0;2.583,-.7064,0;-4.9651,-2.0984,0;-5.5064,-3.75,0;-.7233,2.9158,0;-7.1986,-.0154,0;-3.644,2.023,0;-8.3073,-1.0249,0;-5.7658,-.4745,0;-2.53,3.0343,0;-1.8975,.0964,0;-.2944,-.4041,0;-4.1706,.3752,0;-3.0073,-.9081,0;-4.809,-4.6239,0;-5.7871,-4.8322,0;-5.1939,-5.2171,0;-3.8884,-1.7972,0;-4.5601,-1.0564,0;-8.2599,-3.3153,0;2.8764,-1.1113,0;
Duplicates	DB02014
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02014.sdf