CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187576_p7 (101989)

Formula C₂₂H₂₆N₃O₂

MW 364.47

InChIKey AVESTIWECYNLTL-VVLPOWJDNA-O

Entry_Date 2023-11-01

Net_Charge 1

Number_Atoms 53

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 4

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 3.8534

PSA 69.56

MR 112.307

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 115.86101

PM7_Total_Energy_ev -4196.0782

PM7_Electronic_Energy_ev -33292.38376

PM7_Dipole_Debye 4.04181

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.907

PM7_LUMO_Energy_ev -3.615

PM7_COSMO_Area_square_ang 404.51

PM7_COSMO_Volue_cubic_ang 455.66

PM7_Electron_Affinity_ev 3.615

PM7_Ionization_Energy_ev 10.907

PM7_Energy_Gap_ev 7.292

PM7_Global_Hardness_ev 3.646

PM7_Global_Softness_ev 0.27427317608337903

PM7_Chemical_Potential_ev -7.261

PM7_Electronigativity_ev 7.261

PM7_Back_Donation_Energy_ev -0.9115

PM7_Electrophilicity_ev 7.230131788261108

OPENEYE_Name ~{N}-[1-[2-(6-hydroxy-1~{H}-indol-3-yl)ethyl]piperidin-1-ium-4-yl]benzamide

SMILES c1ccc(cc1)C(=O)NC2CC[NH+](CC2)CCc3c[nH]c4c3ccc(c4)O

Canonical_SMILES Oc1ccc2c(c1)[nH]cc2CC[N@@H+]1CC[C@H](CC1)NC(=O)c1ccccc1

InChI 1/C22H25N3O2/c26-19-6-7-20-17(15-23-21(20)14-19)8-11-25-12-9-18(10-13-25)24-22(27)16-4-2-1-3-5-16/h1-7,14-15,18,23,26H,8-13H2,(H,24,27)/p+1/fC22H26N3O2/h24-25H/q+1

InChI_3D 1S/C22H25N3O2/c26-19-6-7-20-17(15-23-21(20)14-19)8-11-25-12-9-18(10-13-25)24-22(27)16-4-2-1-3-5-16/h1-7,14-15,18,23,26H,8-13H2,(H,24,27)/p+1

AuxInfo 1/1/N:1,2,3,5,6,7,4,21,16,17,22,18,19,8,9,11,12,20,14,10,13,15,23,25,24,27,26/E:(2,3)(4,5)(9,10)(12,13)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNN+NOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;s4;d5s6;d9s10;s8d10;s7d8;s11;;;s16;s17;s16s17;s12;s21;s9s13;s18s19s22;s15s20;d15;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s23;s25;s27;s24;/rC:3.8818,-11.0144,0;4.5553,-10.2752,0;2.9036,-10.8064,0;.868,-.4978,0;4.2475,-9.3183,0;2.5958,-9.8495,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;3.2662,-9.1006,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;2.96,-8.1486,0;2.4792,-4.954,0;4.0865,-5.6072,0;2.8576,-4.0228,0;4.465,-4.676,0;3.0956,-5.7415,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.8524,-3.879,0;3.6314,-7.4075,0;1.9825,-7.9378,0;-.8675,1.5032,0;4.0348,-11.4904,0;5.0439,-10.3813,0;2.5685,-11.1775,0;.8677,-.9978,0;4.5843,-8.9487,0;2.1068,-9.7455,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;2.1446,-5.3256,0;2.0554,-4.6886,0;4.5753,-5.7126,0;4.0671,-6.1068,0;2.3686,-3.9188,0;2.8741,-3.523,0;4.8017,-4.3064,0;4.8879,-4.9426,0;2.6539,-5.9758,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;4.1201,-7.5129,0;-1.2998,1.252,0;4.2948,-3.646,0;

Duplicates ChEBI187576_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.sdf

Formula	C₂₂H₂₆N₃O₂
MW	364.47
InChIKey	AVESTIWECYNLTL-VVLPOWJDNA-O
Entry_Date	2023-11-01
Net_Charge	1
Number_Atoms	53
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	4
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	3.8534
PSA	69.56
MR	112.307
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	115.86101
PM7_Total_Energy_ev	-4196.0782
PM7_Electronic_Energy_ev	-33292.38376
PM7_Dipole_Debye	4.04181
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.907
PM7_LUMO_Energy_ev	-3.615
PM7_COSMO_Area_square_ang	404.51
PM7_COSMO_Volue_cubic_ang	455.66
PM7_Electron_Affinity_ev	3.615
PM7_Ionization_Energy_ev	10.907
PM7_Energy_Gap_ev	7.292
PM7_Global_Hardness_ev	3.646
PM7_Global_Softness_ev	0.27427317608337903
PM7_Chemical_Potential_ev	-7.261
PM7_Electronigativity_ev	7.261
PM7_Back_Donation_Energy_ev	-0.9115
PM7_Electrophilicity_ev	7.230131788261108
OPENEYE_Name	~{N}-[1-[2-(6-hydroxy-1~{H}-indol-3-yl)ethyl]piperidin-1-ium-4-yl]benzamide
SMILES	c1ccc(cc1)C(=O)NC2CC[NH+](CC2)CCc3c[nH]c4c3ccc(c4)O
Canonical_SMILES	Oc1ccc2c(c1)[nH]cc2CC[N@@H+]1CC[C@H](CC1)NC(=O)c1ccccc1
InChI	1/C22H25N3O2/c26-19-6-7-20-17(15-23-21(20)14-19)8-11-25-12-9-18(10-13-25)24-22(27)16-4-2-1-3-5-16/h1-7,14-15,18,23,26H,8-13H2,(H,24,27)/p+1/fC22H26N3O2/h24-25H/q+1
InChI_3D	1S/C22H25N3O2/c26-19-6-7-20-17(15-23-21(20)14-19)8-11-25-12-9-18(10-13-25)24-22(27)16-4-2-1-3-5-16/h1-7,14-15,18,23,26H,8-13H2,(H,24,27)/p+1
AuxInfo	1/1/N:1,2,3,5,6,7,4,21,16,17,22,18,19,8,9,11,12,20,14,10,13,15,23,25,24,27,26/E:(2,3)(4,5)(9,10)(12,13)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNN+NOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;;s4;d5s6;d9s10;s8d10;s7d8;s11;;;s16;s17;s16s17;s12;s21;s9s13;s18s19s22;s15s20;d15;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s22;s23;s25;s27;s24;/rC:3.8818,-11.0144,0;4.5553,-10.2752,0;2.9036,-10.8064,0;.868,-.4978,0;4.2475,-9.3183,0;2.5958,-9.8495,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;3.2662,-9.1006,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;2.96,-8.1486,0;2.4792,-4.954,0;4.0865,-5.6072,0;2.8576,-4.0228,0;4.465,-4.676,0;3.0956,-5.7415,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.8524,-3.879,0;3.6314,-7.4075,0;1.9825,-7.9378,0;-.8675,1.5032,0;4.0348,-11.4904,0;5.0439,-10.3813,0;2.5685,-11.1775,0;.8677,-.9978,0;4.5843,-8.9487,0;2.1068,-9.7455,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;2.1446,-5.3256,0;2.0554,-4.6886,0;4.5753,-5.7126,0;4.0671,-6.1068,0;2.3686,-3.9188,0;2.8741,-3.523,0;4.8017,-4.3064,0;4.8879,-4.9426,0;2.6539,-5.9758,0;3.4783,-1.1091,0;2.5272,-1.4181,0;3.7873,-2.0602,0;2.8362,-2.3691,0;2.8483,1.7924,0;4.1201,-7.5129,0;-1.2998,1.252,0;4.2948,-3.646,0;
Duplicates	ChEBI187576_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p7.sdf