CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04645 (4960)

Formula C₂₀H₂₀Cl₂N₂O₅

MW 439.29

InChIKey NJJIFGCFUDDBSP-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 12

Unbranched_Chain 5

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 4.21

logP 5.3613

PSA 104.73

MR 111.332

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.91563

PM7_Total_Energy_ev -5109.99028

PM7_Electronic_Energy_ev -37339.7077

PM7_Dipole_Debye 6.10234

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.959

PM7_LUMO_Energy_ev -1.487

PM7_COSMO_Area_square_ang 442.38

PM7_COSMO_Volue_cubic_ang 489.78

PM7_Electron_Affinity_ev 1.487

PM7_Ionization_Energy_ev 8.959

PM7_Energy_Gap_ev 7.472

PM7_Global_Hardness_ev 3.736

PM7_Global_Softness_ev 0.2676659528907923

PM7_Chemical_Potential_ev -5.223

PM7_Electronigativity_ev 5.223

PM7_Back_Donation_Energy_ev -0.934

PM7_Electrophilicity_ev 3.65092732869379

OPENEYE_Name 5-[3-[(2,4-dichlorobenzoyl)carbamoylamino]-2-methyl-phenoxy]pentanoic acid

SMILES c1cc(c(c(c1)OCCCCC(=O)O)C)NC(=O)NC(=O)c2ccc(cc2Cl)Cl

Canonical_SMILES O=C(NC(=O)c1ccc(cc1Cl)Cl)Nc1cccc(c1C)OCCCCC(=O)O

InChI 1/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H

InChI_3D 1S/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)

AuxInfo 1/1/N:16,18,19,1,3,4,17,5,2,20,6,8,11,7,12,9,10,14,13,15,28,29,21,22,24,26,23,25,27/E:(25,26)/F:16,18,19,1,3,4,17,5,2,20,6,8,11,7,12,9,10,14,13,15,28,29,21,22,26,24,23,25,27/rA:49nCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;;s3d8;d4s8;s5d6;s6d7;s7;;;s8;s14;s17;s18;s19;s9s15;s13s15;d13;d14;d15;s14;s10s20;s11;s12;s1;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;/rC:-.8675,.4975,0;4.3303,-2.5024,0;;-.8675,1.5027,0;5.1956,-3.0036,0;4.3302,-4.5075,0;3.4605,-3.0063,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;5.2,-4.0036,0;3.4561,-4.0114,0;2.5952,-2.505,0;-4.3301,5.5104,0;1.7313,-1.0038,0;2.3856,2.3732,0;-3.4641,5.0104,0;-2.5981,4.5104,0;-1.7321,4.0104,0;-.866,3.5104,0;1.7328,-.0038,0;2.5966,-1.505,0;1.7284,-3.0038,0;-4.3301,6.5104,0;.8646,-1.5025,0;-5.1962,5.0104,0;0,3.0104,0;6.0675,-4.5011,0;2.5908,-4.5127,0;-1.3001,.2469,0;4.3302,-2.0024,0;0,-.5,0;-1.3012,1.7514,0;5.6283,-2.7529,0;4.3325,-5.0075,0;2.1369,2.807,0;2.8194,2.6219,0;2.6343,1.9395,0;-3.2141,5.4434,0;-3.7141,4.5774,0;-2.3481,4.9434,0;-2.8481,4.0774,0;-1.4821,4.4434,0;-1.9821,3.5774,0;-.616,3.9434,0;-1.116,3.0774,0;2.1662,.2456,0;3.03,-1.2556,0;-5.6292,5.2604,0;

Duplicates DB04645

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.sdf

Formula	C₂₀H₂₀Cl₂N₂O₅
MW	439.29
InChIKey	NJJIFGCFUDDBSP-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	12
Unbranched_Chain	5
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	4.21
logP	5.3613
PSA	104.73
MR	111.332
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.91563
PM7_Total_Energy_ev	-5109.99028
PM7_Electronic_Energy_ev	-37339.7077
PM7_Dipole_Debye	6.10234
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.959
PM7_LUMO_Energy_ev	-1.487
PM7_COSMO_Area_square_ang	442.38
PM7_COSMO_Volue_cubic_ang	489.78
PM7_Electron_Affinity_ev	1.487
PM7_Ionization_Energy_ev	8.959
PM7_Energy_Gap_ev	7.472
PM7_Global_Hardness_ev	3.736
PM7_Global_Softness_ev	0.2676659528907923
PM7_Chemical_Potential_ev	-5.223
PM7_Electronigativity_ev	5.223
PM7_Back_Donation_Energy_ev	-0.934
PM7_Electrophilicity_ev	3.65092732869379
OPENEYE_Name	5-[3-[(2,4-dichlorobenzoyl)carbamoylamino]-2-methyl-phenoxy]pentanoic acid
SMILES	c1cc(c(c(c1)OCCCCC(=O)O)C)NC(=O)NC(=O)c2ccc(cc2Cl)Cl
Canonical_SMILES	O=C(NC(=O)c1ccc(cc1Cl)Cl)Nc1cccc(c1C)OCCCCC(=O)O
InChI	1/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)/f/h23-25H
InChI_3D	1S/C20H20Cl2N2O5/c1-12-16(5-4-6-17(12)29-10-3-2-7-18(25)26)23-20(28)24-19(27)14-9-8-13(21)11-15(14)22/h4-6,8-9,11H,2-3,7,10H2,1H3,(H,25,26)(H2,23,24,27,28)
AuxInfo	1/1/N:16,18,19,1,3,4,17,5,2,20,6,8,11,7,12,9,10,14,13,15,28,29,21,22,24,26,23,25,27/E:(25,26)/F:16,18,19,1,3,4,17,5,2,20,6,8,11,7,12,9,10,14,13,15,28,29,21,22,26,24,23,25,27/rA:49nCCCCCCCCCCCCCCCCCCCCNNOOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;;s3d8;d4s8;s5d6;s6d7;s7;;;s8;s14;s17;s18;s19;s9s15;s13s15;d13;d14;d15;s14;s10s20;s11;s12;s1;s2;s3;s4;s5;s6;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s26;/rC:-.8675,.4975,0;4.3303,-2.5024,0;;-.8675,1.5027,0;5.1956,-3.0036,0;4.3302,-4.5075,0;3.4605,-3.0063,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;5.2,-4.0036,0;3.4561,-4.0114,0;2.5952,-2.505,0;-4.3301,5.5104,0;1.7313,-1.0038,0;2.3856,2.3732,0;-3.4641,5.0104,0;-2.5981,4.5104,0;-1.7321,4.0104,0;-.866,3.5104,0;1.7328,-.0038,0;2.5966,-1.505,0;1.7284,-3.0038,0;-4.3301,6.5104,0;.8646,-1.5025,0;-5.1962,5.0104,0;0,3.0104,0;6.0675,-4.5011,0;2.5908,-4.5127,0;-1.3001,.2469,0;4.3302,-2.0024,0;0,-.5,0;-1.3012,1.7514,0;5.6283,-2.7529,0;4.3325,-5.0075,0;2.1369,2.807,0;2.8194,2.6219,0;2.6343,1.9395,0;-3.2141,5.4434,0;-3.7141,4.5774,0;-2.3481,4.9434,0;-2.8481,4.0774,0;-1.4821,4.4434,0;-1.9821,3.5774,0;-.616,3.9434,0;-1.116,3.0774,0;2.1662,.2456,0;3.03,-1.2556,0;-5.6292,5.2604,0;
Duplicates	DB04645
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04645.sdf