CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15096_p0 (12232)

Formula C₂₂H₂₈N₂O₃

MW 368.47

InChIKey DTJQBBHYRQYDEG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 59

Rotat_Bonds 5

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 5

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.87

logP 2.8196

PSA 54.56

MR 108.637

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -79.33671

PM7_Total_Energy_ev -4337.93664

PM7_Electronic_Energy_ev -39246.10584

PM7_Dipole_Debye 1.99657

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.224

PM7_LUMO_Energy_ev -0.063

PM7_COSMO_Area_square_ang 372.67

PM7_COSMO_Volue_cubic_ang 449.01

PM7_Electron_Affinity_ev 0.063

PM7_Ionization_Energy_ev 8.224

PM7_Energy_Gap_ev 8.161

PM7_Global_Hardness_ev 4.0805

PM7_Global_Softness_ev 0.24506800637176818

PM7_Chemical_Potential_ev -4.1435

PM7_Electronigativity_ev 4.1435

PM7_Back_Donation_Energy_ev -1.020125

PM7_Electrophilicity_ev 2.1037363374586446

OPENEYE_Name methyl (1~{S},13~{S},15~{R},17~{R},18~{S})-17-(2-methoxyethyl)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C4(CC5CC(C4N(C5)CC3)CCOC)C(=O)OC

Canonical_SMILES COCC[C@H]1C[C@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2

InChI 1/C22H28N2O3/c1-26-10-8-15-11-14-12-22(21(25)27-2)19-17(7-9-24(13-14)20(15)22)16-5-3-4-6-18(16)23-19/h3-6,14-15,20,23H,7-13H2,1-2H3

InChI_3D 1S/C22H28N2O3/c1-26-10-8-15-11-14-12-22(21(25)27-2)19-17(7-9-24(13-14)20(15)22)16-5-3-4-6-18(16)23-19/h3-6,14-15,20,23H,7-13H2,1-2H3/t14-,15+,20+,22-/m1/s1

AuxInfo 1/0/N:20,19,1,2,3,4,10,21,13,22,11,12,14,15,16,5,6,7,8,17,9,18,23,24,25,27,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;;s10;;s11s12s14;s11;s16;s8s9s12s17;;;s16;s21;s7s8;s13s14s17;d9;s9s19;s20s22;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;/rC:;-.5,.866,0;1,0,0;0,1.7321,0;1.5,.866,0;2.4781,1.0739,0;1,1.7321,0;2.5827,2.0685,0;1.8162,3.2946,0;3.1905,.3721,0;4.9315,3.9227,0;3.2321,3.588,0;4.1834,.4915,0;4.0625,.5794,0;3.9852,4.2459,0;5.1248,2.9415,0;4.3717,2.2836,0;3.4254,2.6068,0;.7773,4.6805,0;9.555,4.6548,0;6.757,3.5727,0;7.6897,3.9334,0;1.6691,2.4752,0;4.7091,1.3422,0;1.0161,2.6948,0;1.6968,4.2874,0;8.6224,4.2941,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;-.25,2.1651,0;3.3592,-.0986,0;2.7692,.103,0;5.0085,4.4167,0;5.4314,3.9327,0;2.7658,3.4076,0;2.9736,4.0159,0;4.6565,.3299,0;4.1311,-.0057,0;4.4942,.3272,0;3.8891,.1104,0;4.3618,4.5749,0;5.3834,2.5136,0;4.0208,1.9274,0;.9738,5.1402,0;.5808,4.2207,0;.3175,4.877,0;9.3747,5.1212,0;9.7354,4.1885,0;10.0214,4.8352,0;6.5766,4.0391,0;6.9373,3.1064,0;7.5093,4.3998,0;7.87,3.4671,0;1.5652,2.9643,0;

Duplicates DB15096_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.sdf

Formula	C₂₂H₂₈N₂O₃
MW	368.47
InChIKey	DTJQBBHYRQYDEG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	59
Rotat_Bonds	5
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	5
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.87
logP	2.8196
PSA	54.56
MR	108.637
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-79.33671
PM7_Total_Energy_ev	-4337.93664
PM7_Electronic_Energy_ev	-39246.10584
PM7_Dipole_Debye	1.99657
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.224
PM7_LUMO_Energy_ev	-0.063
PM7_COSMO_Area_square_ang	372.67
PM7_COSMO_Volue_cubic_ang	449.01
PM7_Electron_Affinity_ev	0.063
PM7_Ionization_Energy_ev	8.224
PM7_Energy_Gap_ev	8.161
PM7_Global_Hardness_ev	4.0805
PM7_Global_Softness_ev	0.24506800637176818
PM7_Chemical_Potential_ev	-4.1435
PM7_Electronigativity_ev	4.1435
PM7_Back_Donation_Energy_ev	-1.020125
PM7_Electrophilicity_ev	2.1037363374586446
OPENEYE_Name	methyl (1~{S},13~{S},15~{R},17~{R},18~{S})-17-(2-methoxyethyl)-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C4(CC5CC(C4N(C5)CC3)CCOC)C(=O)OC
Canonical_SMILES	COCC[C@H]1C[C@H]2CN3[C@@H]1[C@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2
InChI	1/C22H28N2O3/c1-26-10-8-15-11-14-12-22(21(25)27-2)19-17(7-9-24(13-14)20(15)22)16-5-3-4-6-18(16)23-19/h3-6,14-15,20,23H,7-13H2,1-2H3
InChI_3D	1S/C22H28N2O3/c1-26-10-8-15-11-14-12-22(21(25)27-2)19-17(7-9-24(13-14)20(15)22)16-5-3-4-6-18(16)23-19/h3-6,14-15,20,23H,7-13H2,1-2H3/t14-,15+,20+,22-/m1/s1
AuxInfo	1/0/N:20,19,1,2,3,4,10,21,13,22,11,12,14,15,16,5,6,7,8,17,9,18,23,24,25,27,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s5;d4s5;d6;;s6;;;s10;;s11s12s14;s11;s16;s8s9s12s17;;;s16;s21;s7s8;s13s14s17;d9;s9s19;s20s22;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;/rC:;-.5,.866,0;1,0,0;0,1.7321,0;1.5,.866,0;2.4781,1.0739,0;1,1.7321,0;2.5827,2.0685,0;1.8162,3.2946,0;3.1905,.3721,0;4.9315,3.9227,0;3.2321,3.588,0;4.1834,.4915,0;4.0625,.5794,0;3.9852,4.2459,0;5.1248,2.9415,0;4.3717,2.2836,0;3.4254,2.6068,0;.7773,4.6805,0;9.555,4.6548,0;6.757,3.5727,0;7.6897,3.9334,0;1.6691,2.4752,0;4.7091,1.3422,0;1.0161,2.6948,0;1.6968,4.2874,0;8.6224,4.2941,0;-.25,-.433,0;-1,.866,0;1.25,-.433,0;-.25,2.1651,0;3.3592,-.0986,0;2.7692,.103,0;5.0085,4.4167,0;5.4314,3.9327,0;2.7658,3.4076,0;2.9736,4.0159,0;4.6565,.3299,0;4.1311,-.0057,0;4.4942,.3272,0;3.8891,.1104,0;4.3618,4.5749,0;5.3834,2.5136,0;4.0208,1.9274,0;.9738,5.1402,0;.5808,4.2207,0;.3175,4.877,0;9.3747,5.1212,0;9.7354,4.1885,0;10.0214,4.8352,0;6.5766,4.0391,0;6.9373,3.1064,0;7.5093,4.3998,0;7.87,3.4671,0;1.5652,2.9643,0;
Duplicates	DB15096_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15096_p0.sdf