CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16165_t0 (12877)

Formula C₂₁H₂₂N₄O₃

MW 378.43

InChIKey BTBHLEZXCOBLCY-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.84

logP 3.82398

PSA 110.26

MR 108.143

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -49.65089

PM7_Total_Energy_ev -4506.59982

PM7_Electronic_Energy_ev -39335.68006

PM7_Dipole_Debye 6.2997

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.656

PM7_LUMO_Energy_ev -0.628

PM7_COSMO_Area_square_ang 373.17

PM7_COSMO_Volue_cubic_ang 454.19

PM7_Electron_Affinity_ev 0.628

PM7_Ionization_Energy_ev 8.656

PM7_Energy_Gap_ev 8.028

PM7_Global_Hardness_ev 4.014

PM7_Global_Softness_ev 0.2491280518186348

PM7_Chemical_Potential_ev -4.642

PM7_Electronigativity_ev 4.642

PM7_Back_Donation_Energy_ev -1.0035

PM7_Electrophilicity_ev 2.68412605879422

OPENEYE_Name (4~{S})-4-(4-cyano-2-methoxy-phenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide

SMILES C(#N)c1ccc(c(c1)OC)C2c3c(c(cnc3OCC)C)NC(=C2C(=O)N)C

Canonical_SMILES CCOc1ncc(c2c1[C@@H](C(=C(N2)C)C(=O)N)c1ccc(cc1OC)C#N)C

InChI 1/C21H22N4O3/c1-5-28-21-18-17(14-7-6-13(9-22)8-15(14)27-4)16(20(23)26)12(3)25-19(18)11(2)10-24-21/h6-8,10,17,25H,5H2,1-4H3,(H2,23,26)/f/h23H2

InChI_3D 1S/C21H22N4O3/c1-5-28-21-18-17(14-7-6-13(9-22)8-15(14)27-4)16(20(23)26)12(3)25-19(18)11(2)10-24-21/h6-8,10,17,25H,5H2,1-4H3,(H2,23,26)/t17-/m1/s1

AuxInfo 1/1/N:19,17,18,20,21,2,3,4,1,5,9,14,6,7,11,13,16,8,10,15,12,22,25,23,24,26,27,28/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;s1s2d4;s3;;d5;d8s9;s4d7;s8;;d13;s13;s7s8s13;s9;s14;;;s19;t1;s5d12;s10s14;s15;d15;s11s20;s12s21;s2;s3;s4;s5;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;s25;/rC:2.1682,-4.1505,0;1.8688,-2.4438,0;1.2306,-1.6739,0;.5362,-3.5549,0;-3.4805,1.0162,0;1.5266,-3.3834,0;.2402,-1.8453,0;-1.7434,.0073,0;-2.6098,1.5258,0;-1.7391,1.0162,0;-.1121,-2.7867,0;-2.6098,-.492,0;;.0043,1.0087,0;.8632,-.5049,0;-.8766,-.498,0;-2.6098,2.5258,0;.873,1.5041,0;-4.3397,-2.4939,0;-1.4423,-3.896,0;-3.4742,-1.9929,0;2.8097,-4.9176,0;-3.4805,.0073,0;-.868,1.5198,0;1.732,-.0097,0;.8576,-1.5048,0;-1.0974,-2.9574,0;-2.6087,-1.492,0;2.3615,-2.3585,0;1.4038,-1.2048,0;.3651,-4.0247,0;-3.9143,1.2649,0;-1.1999,-.8794,0;-3.1098,2.5258,0;-2.1098,2.5258,0;-2.6098,3.0258,0;1.1207,1.0697,0;.6253,1.9384,0;1.3073,1.7518,0;-4.5902,-2.0611,0;-4.0892,-2.9266,0;-4.7725,-2.7443,0;-.973,-4.0684,0;-1.9117,-3.7235,0;-1.6148,-4.3653,0;-3.2238,-2.4257,0;-3.7247,-1.5602,0;-.8665,2.0198,0;1.7348,.4903,0;2.1636,-.2621,0;

Duplicates DB16165_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.sdf

Formula	C₂₁H₂₂N₄O₃
MW	378.43
InChIKey	BTBHLEZXCOBLCY-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.84
logP	3.82398
PSA	110.26
MR	108.143
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-49.65089
PM7_Total_Energy_ev	-4506.59982
PM7_Electronic_Energy_ev	-39335.68006
PM7_Dipole_Debye	6.2997
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.656
PM7_LUMO_Energy_ev	-0.628
PM7_COSMO_Area_square_ang	373.17
PM7_COSMO_Volue_cubic_ang	454.19
PM7_Electron_Affinity_ev	0.628
PM7_Ionization_Energy_ev	8.656
PM7_Energy_Gap_ev	8.028
PM7_Global_Hardness_ev	4.014
PM7_Global_Softness_ev	0.2491280518186348
PM7_Chemical_Potential_ev	-4.642
PM7_Electronigativity_ev	4.642
PM7_Back_Donation_Energy_ev	-1.0035
PM7_Electrophilicity_ev	2.68412605879422
OPENEYE_Name	(4~{S})-4-(4-cyano-2-methoxy-phenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
SMILES	C(#N)c1ccc(c(c1)OC)C2c3c(c(cnc3OCC)C)NC(=C2C(=O)N)C
Canonical_SMILES	CCOc1ncc(c2c1[C@@H](C(=C(N2)C)C(=O)N)c1ccc(cc1OC)C#N)C
InChI	1/C21H22N4O3/c1-5-28-21-18-17(14-7-6-13(9-22)8-15(14)27-4)16(20(23)26)12(3)25-19(18)11(2)10-24-21/h6-8,10,17,25H,5H2,1-4H3,(H2,23,26)/f/h23H2
InChI_3D	1S/C21H22N4O3/c1-5-28-21-18-17(14-7-6-13(9-22)8-15(14)27-4)16(20(23)26)12(3)25-19(18)11(2)10-24-21/h6-8,10,17,25H,5H2,1-4H3,(H2,23,26)/t17-/m1/s1
AuxInfo	1/1/N:19,17,18,20,21,2,3,4,1,5,9,14,6,7,11,13,16,8,10,15,12,22,25,23,24,26,27,28/F:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;s1s2d4;s3;;d5;d8s9;s4d7;s8;;d13;s13;s7s8s13;s9;s14;;;s19;t1;s5d12;s10s14;s15;d15;s11s20;s12s21;s2;s3;s4;s5;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s24;s25;s25;/rC:2.1682,-4.1505,0;1.8688,-2.4438,0;1.2306,-1.6739,0;.5362,-3.5549,0;-3.4805,1.0162,0;1.5266,-3.3834,0;.2402,-1.8453,0;-1.7434,.0073,0;-2.6098,1.5258,0;-1.7391,1.0162,0;-.1121,-2.7867,0;-2.6098,-.492,0;;.0043,1.0087,0;.8632,-.5049,0;-.8766,-.498,0;-2.6098,2.5258,0;.873,1.5041,0;-4.3397,-2.4939,0;-1.4423,-3.896,0;-3.4742,-1.9929,0;2.8097,-4.9176,0;-3.4805,.0073,0;-.868,1.5198,0;1.732,-.0097,0;.8576,-1.5048,0;-1.0974,-2.9574,0;-2.6087,-1.492,0;2.3615,-2.3585,0;1.4038,-1.2048,0;.3651,-4.0247,0;-3.9143,1.2649,0;-1.1999,-.8794,0;-3.1098,2.5258,0;-2.1098,2.5258,0;-2.6098,3.0258,0;1.1207,1.0697,0;.6253,1.9384,0;1.3073,1.7518,0;-4.5902,-2.0611,0;-4.0892,-2.9266,0;-4.7725,-2.7443,0;-.973,-4.0684,0;-1.9117,-3.7235,0;-1.6148,-4.3653,0;-3.2238,-2.4257,0;-3.7247,-1.5602,0;-.8665,2.0198,0;1.7348,.4903,0;2.1636,-.2621,0;
Duplicates	DB16165_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16165_t0.sdf