CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11909 (9632)

Formula C₂₁H₂₀N₂O₅

MW 380.4

InChIKey BHLXTPHDSZUFHR-HQOSXFPVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.7

logP 3.0837

PSA 111.62

MR 103.633

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -140.10856

PM7_Total_Energy_ev -4697.74279

PM7_Electronic_Energy_ev -38854.20688

PM7_Dipole_Debye 5.0173

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.671

PM7_LUMO_Energy_ev -0.54

PM7_COSMO_Area_square_ang 368.24

PM7_COSMO_Volue_cubic_ang 443.8

PM7_Electron_Affinity_ev 0.54

PM7_Ionization_Energy_ev 8.671

PM7_Energy_Gap_ev 8.131

PM7_Global_Hardness_ev 4.0655

PM7_Global_Softness_ev 0.24597220514081908

PM7_Chemical_Potential_ev -4.6055

PM7_Electronigativity_ev 4.6055

PM7_Back_Donation_Energy_ev -1.016375

PM7_Electrophilicity_ev 2.6086127475095315

OPENEYE_Name 2-(1-benzyl-2-ethyl-3-oxamoyl-indol-4-yl)oxyacetic acid

SMILES c1ccc(cc1)Cn2c3cccc(c3c(c2CC)C(=O)C(=O)N)OCC(=O)O

Canonical_SMILES CCc1c(C(=O)C(=O)N)c2c(n1Cc1ccccc1)cccc2OCC(=O)O

InChI 1/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)/f/h24H,22H2

InChI_3D 1S/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)

AuxInfo 1/1/N:18,20,1,2,3,4,5,6,7,8,19,21,11,14,12,13,17,9,10,15,16,23,22,26,27,24,25,28/E:(4,5)(7,8)(24,25)/F:18,20,1,2,3,4,5,6,7,8,19,21,11,14,12,13,17,9,10,15,16,23,22,27,26,24,25,28/E:(4,5)(7,8)/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;s9;d5s6;s7d9;d8s9;d10;s10;s15;;;s11;s14s18;s17;s12s14s19;s16;d15;d16;d17;s17;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s27;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;0,1.0058,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;;1.736,-.0012,0;2.6938,-.3125,0;3.3118,3.219,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;3.2345,-1.9769,0;4.2126,-2.1848,0;-.8651,-2.4969,0;5.2858,.5024,0;3.0028,2.268,0;4.2858,.5024,0;.0012,-1.9973,0;2.6938,1.3169,0;4.5216,-3.1359,0;2.5653,-2.72,0;4.8818,-1.4417,0;-.8656,-3.4969,0;-1.7309,-1.9964,0;.8675,-1.4978,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;-.4337,1.2545,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;-.4327,-.2506,0;5.2858,.0024,0;5.2858,1.0024,0;5.7858,.5024,0;3.4783,2.1135,0;2.5273,2.4225,0;4.2858,.0024,0;4.2858,1.0024,0;.251,-2.4305,0;-.2486,-1.5642,0;5.0107,-3.2399,0;4.187,-3.5075,0;-2.164,-2.2462,0;

Duplicates DB11909

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.sdf

Formula	C₂₁H₂₀N₂O₅
MW	380.4
InChIKey	BHLXTPHDSZUFHR-HQOSXFPVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.7
logP	3.0837
PSA	111.62
MR	103.633
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-140.10856
PM7_Total_Energy_ev	-4697.74279
PM7_Electronic_Energy_ev	-38854.20688
PM7_Dipole_Debye	5.0173
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.671
PM7_LUMO_Energy_ev	-0.54
PM7_COSMO_Area_square_ang	368.24
PM7_COSMO_Volue_cubic_ang	443.8
PM7_Electron_Affinity_ev	0.54
PM7_Ionization_Energy_ev	8.671
PM7_Energy_Gap_ev	8.131
PM7_Global_Hardness_ev	4.0655
PM7_Global_Softness_ev	0.24597220514081908
PM7_Chemical_Potential_ev	-4.6055
PM7_Electronigativity_ev	4.6055
PM7_Back_Donation_Energy_ev	-1.016375
PM7_Electrophilicity_ev	2.6086127475095315
OPENEYE_Name	2-(1-benzyl-2-ethyl-3-oxamoyl-indol-4-yl)oxyacetic acid
SMILES	c1ccc(cc1)Cn2c3cccc(c3c(c2CC)C(=O)C(=O)N)OCC(=O)O
Canonical_SMILES	CCc1c(C(=O)C(=O)N)c2c(n1Cc1ccccc1)cccc2OCC(=O)O
InChI	1/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)/f/h24H,22H2
InChI_3D	1S/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)
AuxInfo	1/1/N:18,20,1,2,3,4,5,6,7,8,19,21,11,14,12,13,17,9,10,15,16,23,22,26,27,24,25,28/E:(4,5)(7,8)(24,25)/F:18,20,1,2,3,4,5,6,7,8,19,21,11,14,12,13,17,9,10,15,16,23,22,27,26,24,25,28/E:(4,5)(7,8)/rA:48nCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;s9;d5s6;s7d9;d8s9;d10;s10;s15;;;s11;s14s18;s17;s12s14s19;s16;d15;d16;d17;s17;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s18;s18;s18;s19;s19;s20;s20;s21;s21;s23;s23;s27;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;0,1.0058,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;;1.736,-.0012,0;2.6938,-.3125,0;3.3118,3.219,0;1.736,1.0058,0;.868,-.4978,0;3.2858,.5023,0;3.2345,-1.9769,0;4.2126,-2.1848,0;-.8651,-2.4969,0;5.2858,.5024,0;3.0028,2.268,0;4.2858,.5024,0;.0012,-1.9973,0;2.6938,1.3169,0;4.5216,-3.1359,0;2.5653,-2.72,0;4.8818,-1.4417,0;-.8656,-3.4969,0;-1.7309,-1.9964,0;.8675,-1.4978,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;-.4337,1.2545,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;-.4327,-.2506,0;5.2858,.0024,0;5.2858,1.0024,0;5.7858,.5024,0;3.4783,2.1135,0;2.5273,2.4225,0;4.2858,.0024,0;4.2858,1.0024,0;.251,-2.4305,0;-.2486,-1.5642,0;5.0107,-3.2399,0;4.187,-3.5075,0;-2.164,-2.2462,0;
Duplicates	DB11909
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11909.sdf