CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12259_p0 (10008)

Formula C₂₄H₃₃N₃O₄

MW 427.54

InChIKey AUGCSOFQTDKPSO-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 65

Rotat_Bonds 16

Unbranched_Chain 5

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.07

logP 4.0605

PSA 90.9

MR 122.086

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -103.08316

PM7_Total_Energy_ev -5131.61709

PM7_Electronic_Energy_ev -48524.83327

PM7_Dipole_Debye 5.43219

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.795

PM7_LUMO_Energy_ev -1.077

PM7_COSMO_Area_square_ang 430.01

PM7_COSMO_Volue_cubic_ang 555.53

PM7_Electron_Affinity_ev 1.077

PM7_Ionization_Energy_ev 8.795

PM7_Energy_Gap_ev 7.718

PM7_Global_Hardness_ev 3.859

PM7_Global_Softness_ev 0.2591344908007256

PM7_Chemical_Potential_ev -4.936

PM7_Electronigativity_ev 4.936

PM7_Back_Donation_Energy_ev -0.96475

PM7_Electrophilicity_ev 3.1567888053899975

OPENEYE_Name (~{E})-~{N}-[3-(dimethylamino)propyl]-8-(hydroxyamino)-2-(1-naphthyloxymethyl)-8-oxo-oct-2-enamide

SMILES c1ccc2c(c1)cccc2OCC(=CCCCCC(=O)NO)C(=O)NCCCN(C)C

Canonical_SMILES ONC(=O)CCCC/C=C(/C(=O)NCCCN(C)C)COc1cccc2c1cccc2

InChI 1/C24H33N3O4/c1-27(2)17-9-16-25-24(29)20(11-4-3-5-15-23(28)26-30)18-31-22-14-8-12-19-10-6-7-13-21(19)22/h6-8,10-14,30H,3-5,9,15-18H2,1-2H3,(H,25,29)(H,26,28)/f/h25-26H

InChI_3D 1S/C24H33N3O4/c1-27(2)17-9-16-25-24(29)20(11-4-3-5-15-23(28)26-30)18-31-22-14-8-12-19-10-6-7-13-21(19)22/h6-8,10-14,30H,3-5,9,15-18H2,1-2H3,(H,25,29)(H,26,28)/b20-11+

AuxInfo 1/1/N:15,16,20,17,21,1,2,3,22,4,11,6,5,7,19,23,24,18,8,12,9,10,14,13,25,26,27,29,28,30,31/E:(1,2)/F:m/E:m/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4s6;d5s8;d7s9;;w11;s12;;;;s11;s12;s14;s17;s19s20;;s22;s22;s13s23;s14;s15s16s24;d13;d14;s26;s10s18;s1;s2;s3;s4;s5;s6;s7;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s30;/rC:;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;2.6012,1.5124,0;4.3252,4.517,0;4.3279,3.517,0;5.1953,3.0193,0;8.6487,7.0286,0;8.67,-.9714,0;9.5321,.5309,0;5.1899,5.0193,0;3.4632,3.0147,0;7.784,6.5263,0;6.0546,5.5216,0;6.9193,6.024,0;6.9326,1.024,0;6.0653,1.5217,0;7.8,.5263,0;5.1979,2.0193,0;9.516,6.5309,0;8.6674,.0286,0;6.0599,3.5216,0;8.646,8.0286,0;10.3807,7.0332,0;2.5985,2.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9064,1.258,0;3.8916,4.7659,0;8.17,-.9727,0;9.17,-.9701,0;8.6714,-1.4714,0;9.7832,.0986,0;9.2809,.9633,0;9.9644,.7821,0;5.4411,4.587,0;4.9388,5.4517,0;3.2121,3.4471,0;3.7144,2.5824,0;7.5328,6.9586,0;8.0351,6.0939,0;6.3058,5.0893,0;5.8034,5.954,0;6.6681,6.4563,0;7.1704,5.5916,0;6.6838,.5903,0;7.1815,1.4577,0;6.3141,1.9553,0;5.8164,1.088,0;7.5512,.0926,0;8.0488,.96,0;4.7656,1.7682,0;9.5174,6.0309,0;10.8144,6.7844,0;

Duplicates DB12259_p0;DB17118_m2_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.sdf

Formula	C₂₄H₃₃N₃O₄
MW	427.54
InChIKey	AUGCSOFQTDKPSO-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	65
Rotat_Bonds	16
Unbranched_Chain	5
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.07
logP	4.0605
PSA	90.9
MR	122.086
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-103.08316
PM7_Total_Energy_ev	-5131.61709
PM7_Electronic_Energy_ev	-48524.83327
PM7_Dipole_Debye	5.43219
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.795
PM7_LUMO_Energy_ev	-1.077
PM7_COSMO_Area_square_ang	430.01
PM7_COSMO_Volue_cubic_ang	555.53
PM7_Electron_Affinity_ev	1.077
PM7_Ionization_Energy_ev	8.795
PM7_Energy_Gap_ev	7.718
PM7_Global_Hardness_ev	3.859
PM7_Global_Softness_ev	0.2591344908007256
PM7_Chemical_Potential_ev	-4.936
PM7_Electronigativity_ev	4.936
PM7_Back_Donation_Energy_ev	-0.96475
PM7_Electrophilicity_ev	3.1567888053899975
OPENEYE_Name	(~{E})-~{N}-[3-(dimethylamino)propyl]-8-(hydroxyamino)-2-(1-naphthyloxymethyl)-8-oxo-oct-2-enamide
SMILES	c1ccc2c(c1)cccc2OCC(=CCCCCC(=O)NO)C(=O)NCCCN(C)C
Canonical_SMILES	ONC(=O)CCCC/C=C(/C(=O)NCCCN(C)C)COc1cccc2c1cccc2
InChI	1/C24H33N3O4/c1-27(2)17-9-16-25-24(29)20(11-4-3-5-15-23(28)26-30)18-31-22-14-8-12-19-10-6-7-13-21(19)22/h6-8,10-14,30H,3-5,9,15-18H2,1-2H3,(H,25,29)(H,26,28)/f/h25-26H
InChI_3D	1S/C24H33N3O4/c1-27(2)17-9-16-25-24(29)20(11-4-3-5-15-23(28)26-30)18-31-22-14-8-12-19-10-6-7-13-21(19)22/h6-8,10-14,30H,3-5,9,15-18H2,1-2H3,(H,25,29)(H,26,28)/b20-11+
AuxInfo	1/1/N:15,16,20,17,21,1,2,3,22,4,11,6,5,7,19,23,24,18,8,12,9,10,14,13,25,26,27,29,28,30,31/E:(1,2)/F:m/E:m/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;d3;s3;d4s6;d5s8;d7s9;;w11;s12;;;;s11;s12;s14;s17;s19s20;;s22;s22;s13s23;s14;s15s16s24;d13;d14;s26;s10s18;s1;s2;s3;s4;s5;s6;s7;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s30;/rC:;0,1.0057,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;2.6012,1.5124,0;4.3252,4.517,0;4.3279,3.517,0;5.1953,3.0193,0;8.6487,7.0286,0;8.67,-.9714,0;9.5321,.5309,0;5.1899,5.0193,0;3.4632,3.0147,0;7.784,6.5263,0;6.0546,5.5216,0;6.9193,6.024,0;6.9326,1.024,0;6.0653,1.5217,0;7.8,.5263,0;5.1979,2.0193,0;9.516,6.5309,0;8.6674,.0286,0;6.0599,3.5216,0;8.646,8.0286,0;10.3807,7.0332,0;2.5985,2.5124,0;-.4327,-.2506,0;-.4337,1.2544,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9064,1.258,0;3.8916,4.7659,0;8.17,-.9727,0;9.17,-.9701,0;8.6714,-1.4714,0;9.7832,.0986,0;9.2809,.9633,0;9.9644,.7821,0;5.4411,4.587,0;4.9388,5.4517,0;3.2121,3.4471,0;3.7144,2.5824,0;7.5328,6.9586,0;8.0351,6.0939,0;6.3058,5.0893,0;5.8034,5.954,0;6.6681,6.4563,0;7.1704,5.5916,0;6.6838,.5903,0;7.1815,1.4577,0;6.3141,1.9553,0;5.8164,1.088,0;7.5512,.0926,0;8.0488,.96,0;4.7656,1.7682,0;9.5174,6.0309,0;10.8144,6.7844,0;
Duplicates	DB12259_p0;DB17118_m2_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12259_p0.sdf