CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12658 (10434)

Formula C₂₂H₂₁N₃O₃

MW 375.43

InChIKey QXTWSUQCXCWEHF-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.56

logP 3.8307

PSA 75.44

MR 111.17

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -38.39822

PM7_Total_Energy_ev -4429.58029

PM7_Electronic_Energy_ev -35476.04289

PM7_Dipole_Debye 7.17118

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.089

PM7_LUMO_Energy_ev -0.975

PM7_COSMO_Area_square_ang 392.81

PM7_COSMO_Volue_cubic_ang 450.18

PM7_Electron_Affinity_ev 0.975

PM7_Ionization_Energy_ev 9.089

PM7_Energy_Gap_ev 8.114

PM7_Global_Hardness_ev 4.057

PM7_Global_Softness_ev 0.24648755237860487

PM7_Chemical_Potential_ev -5.032

PM7_Electronigativity_ev 5.032

PM7_Back_Donation_Energy_ev -1.01425

PM7_Electrophilicity_ev 3.1206586147399555

OPENEYE_Name (~{E})-~{N}-methyl-~{N}-[(3-methylbenzofuran-2-yl)methyl]-3-(7-oxo-6,8-dihydro-5~{H}-1,8-naphthyridin-3-yl)prop-2-enamide

SMILES c1ccc2c(c1)c(c(o2)CN(C(=O)C=Cc3cc4c(nc3)NC(=O)CC4)C)C

Canonical_SMILES O=C1CCc2c(N1)ncc(c2)/C=C/C(=O)N(Cc1oc2c(c1C)cccc2)C

InChI 1/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/f/h24H

InChI_3D 1S/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/b10-7+

AuxInfo 1/1/N:20,21,1,2,3,4,15,18,19,16,5,6,22,10,8,9,7,11,12,14,17,13,23,24,25,26,27,28/F:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s6;s5;s7;d4s7;d10;d9;;s8;w15;s16;s9;s14s18;s10;;s12;d6s13;s13s14;s17s21s22;d14;d17;s11s12;s1;s2;s3;s4;s5;s6;s15;s16;s18;s18;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;/rC:-7.4213,-3.719,0;-6.9171,-4.5892,0;-6.9199,-2.8531,0;-5.9114,-4.5937,0;.8707,-.4993,0;0,1.0089,0;-5.9199,-2.8476,0;;1.7371,0,0;-5.2472,-2.0981,0;-5.415,-3.719,0;-4.3265,-2.5063,0;1.7414,1.0089,0;3.4848,1.0014,0;-.8653,-.5013,0;-1.732,-.0025,0;-2.5973,-.5038,0;2.6039,-.5053,0;3.4805,-.0073,0;-5.4566,-1.1203,0;-1.7291,-2.0025,0;-3.4612,-2.0051,0;.8707,1.5185,0;2.6125,1.5125,0;-2.5959,-1.5038,0;4.3535,1.4968,0;-3.4641,-.0051,0;-4.4303,-3.508,0;-7.9213,-3.719,0;-7.1677,-5.0219,0;-7.1707,-2.4206,0;-5.6607,-5.0263,0;.8712,-.9993,0;-.4338,1.2576,0;-.8646,-1.0013,0;-1.7328,.4975,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-4.9677,-1.0156,0;-5.9455,-1.225,0;-5.5613,-.6314,0;-1.4798,-1.5692,0;-1.9785,-2.4359,0;-1.2957,-2.2519,0;-3.7118,-1.5724,0;-3.2105,-2.4377,0;2.614,2.0125,0;

Duplicates DB12658

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.sdf

Formula	C₂₂H₂₁N₃O₃
MW	375.43
InChIKey	QXTWSUQCXCWEHF-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.56
logP	3.8307
PSA	75.44
MR	111.17
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-38.39822
PM7_Total_Energy_ev	-4429.58029
PM7_Electronic_Energy_ev	-35476.04289
PM7_Dipole_Debye	7.17118
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.089
PM7_LUMO_Energy_ev	-0.975
PM7_COSMO_Area_square_ang	392.81
PM7_COSMO_Volue_cubic_ang	450.18
PM7_Electron_Affinity_ev	0.975
PM7_Ionization_Energy_ev	9.089
PM7_Energy_Gap_ev	8.114
PM7_Global_Hardness_ev	4.057
PM7_Global_Softness_ev	0.24648755237860487
PM7_Chemical_Potential_ev	-5.032
PM7_Electronigativity_ev	5.032
PM7_Back_Donation_Energy_ev	-1.01425
PM7_Electrophilicity_ev	3.1206586147399555
OPENEYE_Name	(~{E})-~{N}-methyl-~{N}-[(3-methylbenzofuran-2-yl)methyl]-3-(7-oxo-6,8-dihydro-5~{H}-1,8-naphthyridin-3-yl)prop-2-enamide
SMILES	c1ccc2c(c1)c(c(o2)CN(C(=O)C=Cc3cc4c(nc3)NC(=O)CC4)C)C
Canonical_SMILES	O=C1CCc2c(N1)ncc(c2)/C=C/C(=O)N(Cc1oc2c(c1C)cccc2)C
InChI	1/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/f/h24H
InChI_3D	1S/C22H21N3O3/c1-14-17-5-3-4-6-18(17)28-19(14)13-25(2)21(27)10-7-15-11-16-8-9-20(26)24-22(16)23-12-15/h3-7,10-12H,8-9,13H2,1-2H3,(H,23,24,26)/b10-7+
AuxInfo	1/1/N:20,21,1,2,3,4,15,18,19,16,5,6,22,10,8,9,7,11,12,14,17,13,23,24,25,26,27,28/F:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s6;s5;s7;d4s7;d10;d9;;s8;w15;s16;s9;s14s18;s10;;s12;d6s13;s13s14;s17s21s22;d14;d17;s11s12;s1;s2;s3;s4;s5;s6;s15;s16;s18;s18;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s24;/rC:-7.4213,-3.719,0;-6.9171,-4.5892,0;-6.9199,-2.8531,0;-5.9114,-4.5937,0;.8707,-.4993,0;0,1.0089,0;-5.9199,-2.8476,0;;1.7371,0,0;-5.2472,-2.0981,0;-5.415,-3.719,0;-4.3265,-2.5063,0;1.7414,1.0089,0;3.4848,1.0014,0;-.8653,-.5013,0;-1.732,-.0025,0;-2.5973,-.5038,0;2.6039,-.5053,0;3.4805,-.0073,0;-5.4566,-1.1203,0;-1.7291,-2.0025,0;-3.4612,-2.0051,0;.8707,1.5185,0;2.6125,1.5125,0;-2.5959,-1.5038,0;4.3535,1.4968,0;-3.4641,-.0051,0;-4.4303,-3.508,0;-7.9213,-3.719,0;-7.1677,-5.0219,0;-7.1707,-2.4206,0;-5.6607,-5.0263,0;.8712,-.9993,0;-.4338,1.2576,0;-.8646,-1.0013,0;-1.7328,.4975,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-4.9677,-1.0156,0;-5.9455,-1.225,0;-5.5613,-.6314,0;-1.4798,-1.5692,0;-1.9785,-2.4359,0;-1.2957,-2.2519,0;-3.7118,-1.5724,0;-3.2105,-2.4377,0;2.614,2.0125,0;
Duplicates	DB12658
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12658.sdf