CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01691 (1923)

Formula C₂₂H₂₂N₄O₂

MW 374.44

InChIKey VAZMNDXVXVUKFY-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

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 2.31

logP 3.2678

PSA 67.23

MR 113.19

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -1.31268

PM7_Total_Energy_ev -4334.13675

PM7_Electronic_Energy_ev -37432.2801

PM7_Dipole_Debye 8.31006

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.597

PM7_LUMO_Energy_ev -0.588

PM7_COSMO_Area_square_ang 360.95

PM7_COSMO_Volue_cubic_ang 462.42

PM7_Electron_Affinity_ev 0.588

PM7_Ionization_Energy_ev 8.597

PM7_Energy_Gap_ev 8.009

PM7_Global_Hardness_ev 4.0045

PM7_Global_Softness_ev 0.24971906605069297

PM7_Chemical_Potential_ev -4.5925

PM7_Electronigativity_ev 4.5925

PM7_Back_Donation_Energy_ev -1.001125

PM7_Electrophilicity_ev 2.6334194343863153

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

SMILES c1ccc2c(c1)c(cn2C)CN(C(=O)C=Cc3cc4c(nc3)NC(=O)CC4)C

Canonical_SMILES O=C1CCc2c(N1)ncc(c2)/C=C/C(=O)N(Cc1cn(c2c1cccc2)C)C

InChI 1/C22H22N4O2/c1-25-13-17(18-5-3-4-6-19(18)25)14-26(2)21(28)10-7-15-11-16-8-9-20(27)24-22(16)23-12-15/h3-7,10-13H,8-9,14H2,1-2H3,(H,23,24,27)/f/h24H

InChI_3D 1S/C22H22N4O2/c1-25-13-17(18-5-3-4-6-19(18)25)14-26(2)21(28)10-7-15-11-16-8-9-20(27)24-22(16)23-12-15/h3-7,10-13H,8-9,14H2,1-2H3,(H,23,24,27)/b10-7+

AuxInfo 1/1/N:20,21,1,2,3,4,15,18,19,16,5,6,7,22,9,10,11,8,12,14,17,13,23,25,24,26,27,28/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s6;s5;d7s8;d4s8;d10;;s9;w15;s16;s10;s14s18;;;s11;d6s13;s7s12s20;s13s14;s17s21s22;d14;d17;s1;s2;s3;s4;s5;s6;s7;s15;s16;s18;s18;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;/rC:-3.1997,-6.7046,0;-4.1832,-6.9152,0;-2.8947,-5.7516,0;-4.8617,-6.1728,0;.8707,-.4993,0;0,1.0089,0;-4.3789,-3.5968,0;-3.5621,-5.0068,0;;1.7371,0,0;-3.4582,-4.0051,0;-4.5468,-5.2177,0;1.7414,1.0089,0;3.4848,1.0014,0;-.8653,-.5013,0;-.8638,-1.5013,0;-1.7291,-2.0025,0;2.6039,-.5053,0;3.4805,-.0073,0;-6.0462,-4.2433,0;-.8609,-3.5013,0;-2.5929,-3.5038,0;.8707,1.5185,0;-5.0515,-4.3463,0;2.6125,1.5125,0;-1.7277,-3.0025,0;4.3535,1.4968,0;-2.5959,-1.5038,0;-2.8641,-7.0752,0;-4.3356,-7.3914,0;-2.4058,-5.6472,0;-5.3507,-6.2775,0;.8712,-.9993,0;-.4338,1.2576,0;-4.4837,-3.1079,0;-1.2987,-.2519,0;-.4304,-1.7506,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-6.0977,-4.7406,0;-5.9947,-3.7459,0;-6.5435,-4.1917,0;-.6115,-3.0679,0;-1.1103,-3.9346,0;-.4275,-3.7506,0;-2.8436,-3.0712,0;-2.3423,-3.9365,0;2.614,2.0125,0;

Duplicates DB01691

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.sdf

Formula	C₂₂H₂₂N₄O₂
MW	374.44
InChIKey	VAZMNDXVXVUKFY-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
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	2.31
logP	3.2678
PSA	67.23
MR	113.19
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-1.31268
PM7_Total_Energy_ev	-4334.13675
PM7_Electronic_Energy_ev	-37432.2801
PM7_Dipole_Debye	8.31006
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.597
PM7_LUMO_Energy_ev	-0.588
PM7_COSMO_Area_square_ang	360.95
PM7_COSMO_Volue_cubic_ang	462.42
PM7_Electron_Affinity_ev	0.588
PM7_Ionization_Energy_ev	8.597
PM7_Energy_Gap_ev	8.009
PM7_Global_Hardness_ev	4.0045
PM7_Global_Softness_ev	0.24971906605069297
PM7_Chemical_Potential_ev	-4.5925
PM7_Electronigativity_ev	4.5925
PM7_Back_Donation_Energy_ev	-1.001125
PM7_Electrophilicity_ev	2.6334194343863153
OPENEYE_Name	(~{E})-~{N}-methyl-~{N}-[(1-methylindol-3-yl)methyl]-3-(7-oxo-6,8-dihydro-5~{H}-1,8-naphthyridin-3-yl)prop-2-enamide
SMILES	c1ccc2c(c1)c(cn2C)CN(C(=O)C=Cc3cc4c(nc3)NC(=O)CC4)C
Canonical_SMILES	O=C1CCc2c(N1)ncc(c2)/C=C/C(=O)N(Cc1cn(c2c1cccc2)C)C
InChI	1/C22H22N4O2/c1-25-13-17(18-5-3-4-6-19(18)25)14-26(2)21(28)10-7-15-11-16-8-9-20(27)24-22(16)23-12-15/h3-7,10-13H,8-9,14H2,1-2H3,(H,23,24,27)/f/h24H
InChI_3D	1S/C22H22N4O2/c1-25-13-17(18-5-3-4-6-19(18)25)14-26(2)21(28)10-7-15-11-16-8-9-20(27)24-22(16)23-12-15/h3-7,10-13H,8-9,14H2,1-2H3,(H,23,24,27)/b10-7+
AuxInfo	1/1/N:20,21,1,2,3,4,15,18,19,16,5,6,7,22,9,10,11,8,12,14,17,13,23,25,24,26,27,28/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNNNOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s6;s5;d7s8;d4s8;d10;;s9;w15;s16;s10;s14s18;;;s11;d6s13;s7s12s20;s13s14;s17s21s22;d14;d17;s1;s2;s3;s4;s5;s6;s7;s15;s16;s18;s18;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s25;/rC:-3.1997,-6.7046,0;-4.1832,-6.9152,0;-2.8947,-5.7516,0;-4.8617,-6.1728,0;.8707,-.4993,0;0,1.0089,0;-4.3789,-3.5968,0;-3.5621,-5.0068,0;;1.7371,0,0;-3.4582,-4.0051,0;-4.5468,-5.2177,0;1.7414,1.0089,0;3.4848,1.0014,0;-.8653,-.5013,0;-.8638,-1.5013,0;-1.7291,-2.0025,0;2.6039,-.5053,0;3.4805,-.0073,0;-6.0462,-4.2433,0;-.8609,-3.5013,0;-2.5929,-3.5038,0;.8707,1.5185,0;-5.0515,-4.3463,0;2.6125,1.5125,0;-1.7277,-3.0025,0;4.3535,1.4968,0;-2.5959,-1.5038,0;-2.8641,-7.0752,0;-4.3356,-7.3914,0;-2.4058,-5.6472,0;-5.3507,-6.2775,0;.8712,-.9993,0;-.4338,1.2576,0;-4.4837,-3.1079,0;-1.2987,-.2519,0;-.4304,-1.7506,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-6.0977,-4.7406,0;-5.9947,-3.7459,0;-6.5435,-4.1917,0;-.6115,-3.0679,0;-1.1103,-3.9346,0;-.4275,-3.7506,0;-2.8436,-3.0712,0;-2.3423,-3.9365,0;2.614,2.0125,0;
Duplicates	DB01691
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01691.sdf