CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04644 (4959)

Formula C₂₀H₂₀Cl₂N₂O₅

MW 439.29

InChIKey FCEMCUPAYRPTLS-ORKIEBPJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.01

logP 5.2796

PSA 104.73

MR 111.491

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -188.06495

PM7_Total_Energy_ev -5110.02231

PM7_Electronic_Energy_ev -37786.14843

PM7_Dipole_Debye 3.45927

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.472

PM7_LUMO_Energy_ev -1.453

PM7_COSMO_Area_square_ang 437.23

PM7_COSMO_Volue_cubic_ang 487.98

PM7_Electron_Affinity_ev 1.453

PM7_Ionization_Energy_ev 8.472

PM7_Energy_Gap_ev 7.019

PM7_Global_Hardness_ev 3.5095

PM7_Global_Softness_ev 0.28494087476848556

PM7_Chemical_Potential_ev -4.9625

PM7_Electronigativity_ev 4.9625

PM7_Back_Donation_Energy_ev -0.877375

PM7_Electrophilicity_ev 3.5085348696395497

OPENEYE_Name 4-[4-[(2,4-dichlorobenzoyl)carbamoylamino]-2,3-dimethyl-phenoxy]butanoic acid

SMILES c1cc(cc(c1C(=O)NC(=O)Nc2ccc(c(c2C)C)OCCCC(=O)O)Cl)Cl

Canonical_SMILES O=C(NC(=O)c1ccc(cc1Cl)Cl)Nc1ccc(c(c1C)C)OCCCC(=O)O

InChI 1/C20H20Cl2N2O5/c1-11-12(2)17(29-9-3-4-18(25)26)8-7-16(11)23-20(28)24-19(27)14-6-5-13(21)10-15(14)22/h5-8,10H,3-4,9H2,1-2H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H

InChI_3D 1S/C20H20Cl2N2O5/c1-11-12(2)17(29-9-3-4-18(25)26)8-7-16(11)23-20(28)24-19(27)14-6-5-13(21)10-15(14)22/h5-8,10H,3-4,9H2,1-2H3,(H,25,26)(H2,23,24,27,28)

AuxInfo 1/1/N:16,17,19,18,4,1,2,3,20,5,7,8,11,6,12,9,10,14,13,15,28,29,21,22,24,26,23,25,27/E:(25,26)/F:16,17,19,18,4,1,2,3,20,5,7,8,11,6,12,9,10,14,13,15,28,29,21,22,26,24,23,25,27/rA:49nCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;s1;;s7;s2d7;s3d8;s4d5;s5d6;s6;;;s7;s8;s14;s18;s19;s9s15;s13s15;d13;d14;d15;s14;s10s20;s11;s12;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;/rC:-.8675,.4975,0;-6.0622,1.4848,0;-6.9342,1.9849,0;;.8675,1.5027,0;-.8675,1.5027,0;-5.1991,2.99,0;-6.0711,3.49,0;-5.1991,1.9899,0;-6.9431,2.99,0;.8675,.4975,0;0,2.0104,0;-1.735,2.0001,0;-11.2688,1.4772,0;-3.467,1.995,0;-4.3339,3.4913,0;-6.0711,4.49,0;-10.4042,1.9798,0;-9.5397,2.4823,0;-8.6751,2.9849,0;-4.3316,1.4925,0;-2.5995,1.4976,0;-1.7379,3.0001,0;-12.1363,1.9747,0;-3.47,2.995,0;-11.2658,.4772,0;-7.8106,3.4874,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;-6.06,.9849,0;-7.3657,1.7323,0;0,-.5,0;1.3012,1.7514,0;-4.5845,3.9239,0;-4.0832,3.0586,0;-3.9012,3.7419,0;-6.5711,4.49,0;-5.5711,4.49,0;-6.0711,4.99,0;-10.6555,2.412,0;-10.153,1.5475,0;-9.791,2.9146,0;-9.2884,2.05,0;-8.9264,3.4171,0;-8.4239,2.5526,0;-4.3301,.9925,0;-2.5981,.9976,0;-11.6981,.2259,0;

Duplicates DB04644

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.sdf

Formula	C₂₀H₂₀Cl₂N₂O₅
MW	439.29
InChIKey	FCEMCUPAYRPTLS-ORKIEBPJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.01
logP	5.2796
PSA	104.73
MR	111.491
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-188.06495
PM7_Total_Energy_ev	-5110.02231
PM7_Electronic_Energy_ev	-37786.14843
PM7_Dipole_Debye	3.45927
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.472
PM7_LUMO_Energy_ev	-1.453
PM7_COSMO_Area_square_ang	437.23
PM7_COSMO_Volue_cubic_ang	487.98
PM7_Electron_Affinity_ev	1.453
PM7_Ionization_Energy_ev	8.472
PM7_Energy_Gap_ev	7.019
PM7_Global_Hardness_ev	3.5095
PM7_Global_Softness_ev	0.28494087476848556
PM7_Chemical_Potential_ev	-4.9625
PM7_Electronigativity_ev	4.9625
PM7_Back_Donation_Energy_ev	-0.877375
PM7_Electrophilicity_ev	3.5085348696395497
OPENEYE_Name	4-[4-[(2,4-dichlorobenzoyl)carbamoylamino]-2,3-dimethyl-phenoxy]butanoic acid
SMILES	c1cc(cc(c1C(=O)NC(=O)Nc2ccc(c(c2C)C)OCCCC(=O)O)Cl)Cl
Canonical_SMILES	O=C(NC(=O)c1ccc(cc1Cl)Cl)Nc1ccc(c(c1C)C)OCCCC(=O)O
InChI	1/C20H20Cl2N2O5/c1-11-12(2)17(29-9-3-4-18(25)26)8-7-16(11)23-20(28)24-19(27)14-6-5-13(21)10-15(14)22/h5-8,10H,3-4,9H2,1-2H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H
InChI_3D	1S/C20H20Cl2N2O5/c1-11-12(2)17(29-9-3-4-18(25)26)8-7-16(11)23-20(28)24-19(27)14-6-5-13(21)10-15(14)22/h5-8,10H,3-4,9H2,1-2H3,(H,25,26)(H2,23,24,27,28)
AuxInfo	1/1/N:16,17,19,18,4,1,2,3,20,5,7,8,11,6,12,9,10,14,13,15,28,29,21,22,24,26,23,25,27/E:(25,26)/F:16,17,19,18,4,1,2,3,20,5,7,8,11,6,12,9,10,14,13,15,28,29,21,22,26,24,23,25,27/rA:49nCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;s1;;s7;s2d7;s3d8;s4d5;s5d6;s6;;;s7;s8;s14;s18;s19;s9s15;s13s15;d13;d14;d15;s14;s10s20;s11;s12;s1;s2;s3;s4;s5;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;/rC:-.8675,.4975,0;-6.0622,1.4848,0;-6.9342,1.9849,0;;.8675,1.5027,0;-.8675,1.5027,0;-5.1991,2.99,0;-6.0711,3.49,0;-5.1991,1.9899,0;-6.9431,2.99,0;.8675,.4975,0;0,2.0104,0;-1.735,2.0001,0;-11.2688,1.4772,0;-3.467,1.995,0;-4.3339,3.4913,0;-6.0711,4.49,0;-10.4042,1.9798,0;-9.5397,2.4823,0;-8.6751,2.9849,0;-4.3316,1.4925,0;-2.5995,1.4976,0;-1.7379,3.0001,0;-12.1363,1.9747,0;-3.47,2.995,0;-11.2658,.4772,0;-7.8106,3.4874,0;1.7328,-.0038,0;0,3.0104,0;-1.3001,.2469,0;-6.06,.9849,0;-7.3657,1.7323,0;0,-.5,0;1.3012,1.7514,0;-4.5845,3.9239,0;-4.0832,3.0586,0;-3.9012,3.7419,0;-6.5711,4.49,0;-5.5711,4.49,0;-6.0711,4.99,0;-10.6555,2.412,0;-10.153,1.5475,0;-9.791,2.9146,0;-9.2884,2.05,0;-8.9264,3.4171,0;-8.4239,2.5526,0;-4.3301,.9925,0;-2.5981,.9976,0;-11.6981,.2259,0;
Duplicates	DB04644
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04644.sdf