CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13374_p0 (11115)

Formula C₂₁H₂₆N₂O₃

MW 354.45

InChIKey RXPRRQLKFXBCSJ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.33

logP 2.8904

PSA 54.7

MR 103.741

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -88.3996

PM7_Total_Energy_ev -4188.54945

PM7_Electronic_Energy_ev -38216.70446

PM7_Dipole_Debye 1.75983

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.227

PM7_LUMO_Energy_ev -0.027

PM7_COSMO_Area_square_ang 340.73

PM7_COSMO_Volue_cubic_ang 426.01

PM7_Electron_Affinity_ev 0.027

PM7_Ionization_Energy_ev 8.227

PM7_Energy_Gap_ev 8.2

PM7_Global_Hardness_ev 4.1

PM7_Global_Softness_ev 0.24390243902439024

PM7_Chemical_Potential_ev -4.127

PM7_Electronigativity_ev 4.127

PM7_Back_Donation_Energy_ev -1.025

PM7_Electrophilicity_ev 2.077088902439024

OPENEYE_Name methyl (11~{R},15~{S},17~{S},19~{S})-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

SMILES c1ccc2c(c1)c3c4n2C(CC5(C4N(CC3)CCC5)CC)(C(=O)OC)O

Canonical_SMILES COC(=O)[C@@]1(O)C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3

InChI 1/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3

InChI_3D 1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1

AuxInfo 1/0/N:19,20,21,1,2,11,3,4,10,12,15,14,13,5,6,7,8,16,9,18,17,23,22,24,25,26/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;s10;s11;s8;s9s13;s12s13s16;;;s18s19;s7s8s17;s14s15s16;d9;s17;s9s20;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s25;/rC:;.0017,-1.0099,0;.872,.5011,0;.8708,-1.5089,0;1.7404,-.0024,0;2.6024,.5091,0;1.7372,-1.0084,0;3.4747,-.0007,0;3.2187,-2.8484,0;2.6044,1.5141,0;6.0916,1.5023,0;6.0872,.4967,0;5.216,-1.0066,0;3.4759,2.0175,0;5.2222,2.0116,0;4.3496,.5044,0;4.3446,-1.5087,0;5.2134,.0006,0;7.5918,-1.3799,0;1.5907,-3.4396,0;6.7269,-.8779,0;3.4756,-1.0062,0;4.354,1.5099,0;3.5601,-3.7884,0;5.4684,-2.8502,0;2.2341,-2.6741,0;-.433,.2501,0;-.4308,-1.2608,0;.873,1.0011,0;.8715,-2.0089,0;2.1119,1.4279,0;2.4336,1.984,0;6.2653,1.9712,0;6.5836,1.413,0;6.5801,.5809,0;6.2553,.0258,0;5.7083,-.9191,0;5.3871,-1.4764,0;3.1545,2.4005,0;3.7974,2.4004,0;4.9015,2.3952,0;5.5452,2.3933,0;3.9171,.7554,0;7.8428,-.9475,0;7.3408,-1.8124,0;8.0242,-1.6309,0;1.9735,-3.7613,0;1.2079,-3.118,0;1.269,-3.8224,0;6.9779,-.4455,0;6.4759,-1.3103,0;5.297,-3.3199,0;

Duplicates DB13374_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.sdf

Formula	C₂₁H₂₆N₂O₃
MW	354.45
InChIKey	RXPRRQLKFXBCSJ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.33
logP	2.8904
PSA	54.7
MR	103.741
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-88.3996
PM7_Total_Energy_ev	-4188.54945
PM7_Electronic_Energy_ev	-38216.70446
PM7_Dipole_Debye	1.75983
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.227
PM7_LUMO_Energy_ev	-0.027
PM7_COSMO_Area_square_ang	340.73
PM7_COSMO_Volue_cubic_ang	426.01
PM7_Electron_Affinity_ev	0.027
PM7_Ionization_Energy_ev	8.227
PM7_Energy_Gap_ev	8.2
PM7_Global_Hardness_ev	4.1
PM7_Global_Softness_ev	0.24390243902439024
PM7_Chemical_Potential_ev	-4.127
PM7_Electronigativity_ev	4.127
PM7_Back_Donation_Energy_ev	-1.025
PM7_Electrophilicity_ev	2.077088902439024
OPENEYE_Name	methyl (11~{R},15~{S},17~{S},19~{S})-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
SMILES	c1ccc2c(c1)c3c4n2C(CC5(C4N(CC3)CCC5)CC)(C(=O)OC)O
Canonical_SMILES	COC(=O)[C@@]1(O)C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3
InChI	1/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3
InChI_3D	1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
AuxInfo	1/0/N:19,20,21,1,2,11,3,4,10,12,15,14,13,5,6,7,8,16,9,18,17,23,22,24,25,26/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;s11;;s10;s11;s8;s9s13;s12s13s16;;;s18s19;s7s8s17;s14s15s16;d9;s17;s9s20;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s19;s19;s19;s20;s20;s20;s21;s21;s25;/rC:;.0017,-1.0099,0;.872,.5011,0;.8708,-1.5089,0;1.7404,-.0024,0;2.6024,.5091,0;1.7372,-1.0084,0;3.4747,-.0007,0;3.2187,-2.8484,0;2.6044,1.5141,0;6.0916,1.5023,0;6.0872,.4967,0;5.216,-1.0066,0;3.4759,2.0175,0;5.2222,2.0116,0;4.3496,.5044,0;4.3446,-1.5087,0;5.2134,.0006,0;7.5918,-1.3799,0;1.5907,-3.4396,0;6.7269,-.8779,0;3.4756,-1.0062,0;4.354,1.5099,0;3.5601,-3.7884,0;5.4684,-2.8502,0;2.2341,-2.6741,0;-.433,.2501,0;-.4308,-1.2608,0;.873,1.0011,0;.8715,-2.0089,0;2.1119,1.4279,0;2.4336,1.984,0;6.2653,1.9712,0;6.5836,1.413,0;6.5801,.5809,0;6.2553,.0258,0;5.7083,-.9191,0;5.3871,-1.4764,0;3.1545,2.4005,0;3.7974,2.4004,0;4.9015,2.3952,0;5.5452,2.3933,0;3.9171,.7554,0;7.8428,-.9475,0;7.3408,-1.8124,0;8.0242,-1.6309,0;1.9735,-3.7613,0;1.2079,-3.118,0;1.269,-3.8224,0;6.9779,-.4455,0;6.4759,-1.3103,0;5.297,-3.3199,0;
Duplicates	DB13374_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013250-0000013499/DB13374_p0.sdf