CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15446 (12471)

Formula C₂₀H₁₈FNO₄

MW 355.37

InChIKey XPRDUGXOWVXZLL-VVKINWOJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.58

logP 4.0779

PSA 75.63

MR 95.8595

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -152.6846

PM7_Total_Energy_ev -4532.19153

PM7_Electronic_Energy_ev -32359.76728

PM7_Dipole_Debye 1.37134

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.761

PM7_LUMO_Energy_ev -1.141

PM7_COSMO_Area_square_ang 364.88

PM7_COSMO_Volue_cubic_ang 402.48

PM7_Electron_Affinity_ev 1.141

PM7_Ionization_Energy_ev 8.761

PM7_Energy_Gap_ev 7.62

PM7_Global_Hardness_ev 3.81

PM7_Global_Softness_ev 0.26246719160104987

PM7_Chemical_Potential_ev -4.951

PM7_Electronigativity_ev 4.951

PM7_Back_Donation_Energy_ev -0.9525

PM7_Electrophilicity_ev 3.216850524934383

OPENEYE_Name 2-[[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl]cyclopentene-1-carboxylic acid

SMILES c1cc(cc(c1)OC)c2ccc(c(c2)F)NC(=O)C3=C(CCC3)C(=O)O

Canonical_SMILES COc1cccc(c1)c1ccc(c(c1)F)NC(=O)C1=C(CCC1)C(=O)O

InChI 1/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)/f/h22,24H

InChI_3D 1S/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)

AuxInfo 1/1/N:20,1,19,2,5,17,18,3,4,6,7,8,9,11,13,14,12,10,15,16,26,21,22,23,24,25/E:(24,25)/F:20,1,19,2,5,17,18,3,4,6,7,8,9,11,13,14,12,10,15,16,26,21,22,24,23,25/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOFHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;;s2d6;s3d7s8;s4;d5s6;s7d10;;d13;s13;s14;s13;s14;s17s18;;s10s15;d15;d16;s16;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s20;s21;s24;/rC:-.8675,.4975,0;;2.6003,.4937,0;3.4678,-.0038,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-1.009,0;.8675,.4975,0;1.7328,-.0038,0;3.4678,-1.009,0;0,2.0104,0;2.6003,-1.5167,0;6.0673,-1.5013,0;6.9805,-1.0902,0;5.1998,-1.0038,0;7.1857,-.1115,0;6.1738,-2.4972,0;7.6507,-1.8324,0;7.1571,-2.7024,0;-.866,3.5104,0;4.3353,-1.5064,0;5.1969,-.0038,0;8.1359,.2001,0;6.4407,.5556,0;0,3.0104,0;2.6003,-2.5167,0;-1.3001,.2469,0;0,-.5,0;2.6003,.9937,0;3.9004,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2991,-1.2577,0;6.1231,-2.9947,0;5.6738,-2.4985,0;7.984,-1.4597,0;8.0568,-2.1241,0;7.6151,-2.9029,0;7.005,-3.1787,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;4.3368,-2.0064,0;6.5433,1.0449,0;

Duplicates DB15446

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.sdf

Formula	C₂₀H₁₈FNO₄
MW	355.37
InChIKey	XPRDUGXOWVXZLL-VVKINWOJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.58
logP	4.0779
PSA	75.63
MR	95.8595
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-152.6846
PM7_Total_Energy_ev	-4532.19153
PM7_Electronic_Energy_ev	-32359.76728
PM7_Dipole_Debye	1.37134
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.761
PM7_LUMO_Energy_ev	-1.141
PM7_COSMO_Area_square_ang	364.88
PM7_COSMO_Volue_cubic_ang	402.48
PM7_Electron_Affinity_ev	1.141
PM7_Ionization_Energy_ev	8.761
PM7_Energy_Gap_ev	7.62
PM7_Global_Hardness_ev	3.81
PM7_Global_Softness_ev	0.26246719160104987
PM7_Chemical_Potential_ev	-4.951
PM7_Electronigativity_ev	4.951
PM7_Back_Donation_Energy_ev	-0.9525
PM7_Electrophilicity_ev	3.216850524934383
OPENEYE_Name	2-[[2-fluoro-4-(3-methoxyphenyl)phenyl]carbamoyl]cyclopentene-1-carboxylic acid
SMILES	c1cc(cc(c1)OC)c2ccc(c(c2)F)NC(=O)C3=C(CCC3)C(=O)O
Canonical_SMILES	COc1cccc(c1)c1ccc(c(c1)F)NC(=O)C1=C(CCC1)C(=O)O
InChI	1/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)/f/h22,24H
InChI_3D	1S/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)
AuxInfo	1/1/N:20,1,19,2,5,17,18,3,4,6,7,8,9,11,13,14,12,10,15,16,26,21,22,23,24,25/E:(24,25)/F:20,1,19,2,5,17,18,3,4,6,7,8,9,11,13,14,12,10,15,16,26,21,22,24,23,25/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOFHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;;s2d6;s3d7s8;s4;d5s6;s7d10;;d13;s13;s14;s13;s14;s17s18;;s10s15;d15;d16;s16;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s20;s20;s21;s24;/rC:-.8675,.4975,0;;2.6003,.4937,0;3.4678,-.0038,0;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-1.009,0;.8675,.4975,0;1.7328,-.0038,0;3.4678,-1.009,0;0,2.0104,0;2.6003,-1.5167,0;6.0673,-1.5013,0;6.9805,-1.0902,0;5.1998,-1.0038,0;7.1857,-.1115,0;6.1738,-2.4972,0;7.6507,-1.8324,0;7.1571,-2.7024,0;-.866,3.5104,0;4.3353,-1.5064,0;5.1969,-.0038,0;8.1359,.2001,0;6.4407,.5556,0;0,3.0104,0;2.6003,-2.5167,0;-1.3001,.2469,0;0,-.5,0;2.6003,.9937,0;3.9004,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2991,-1.2577,0;6.1231,-2.9947,0;5.6738,-2.4985,0;7.984,-1.4597,0;8.0568,-2.1241,0;7.6151,-2.9029,0;7.005,-3.1787,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;4.3368,-2.0064,0;6.5433,1.0449,0;
Duplicates	DB15446
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15446.sdf