CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187576_p0 (101988)

Formula C₂₂H₂₅N₃O₂

MW 363.46

InChIKey AVESTIWECYNLTL-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 3.6392

PSA 68.36

MR 111.344

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -19.85629

PM7_Total_Energy_ev -4188.64692

PM7_Electronic_Energy_ev -32827.86275

PM7_Dipole_Debye 2.52144

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.351

PM7_LUMO_Energy_ev -0.397

PM7_COSMO_Area_square_ang 403.61

PM7_COSMO_Volue_cubic_ang 450.87

PM7_Electron_Affinity_ev 0.397

PM7_Ionization_Energy_ev 8.351

PM7_Energy_Gap_ev 7.954

PM7_Global_Hardness_ev 3.977

PM7_Global_Softness_ev 0.25144581342720645

PM7_Chemical_Potential_ev -4.374

PM7_Electronigativity_ev 4.374

PM7_Back_Donation_Energy_ev -0.99425

PM7_Electrophilicity_ev 2.4053150616042243

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

SMILES c1ccc(cc1)C(=O)NC2CCN(CC2)CCc3c[nH]c4c3ccc(c4)O

Canonical_SMILES Oc1ccc2c(c1)[nH]cc2CCN1CCC(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)/f/h24H

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)

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:52nCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHH/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;/rC:8.2404,-8.6038,0;8.2792,-7.6046,0;7.3583,-9.075,0;.868,-.4978,0;7.4273,-7.071,0;6.5064,-8.5414,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;6.5366,-7.5368,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;5.6891,-7.006,0;3.2631,-4.8726,0;4.9132,-4.3366,0;2.9525,-3.9166,0;4.6026,-3.3805,0;4.2419,-5.0777,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.6207,-3.1657,0;5.725,-6.0066,0;4.8057,-7.4745,0;-.8675,1.5032,0;8.6642,-8.8692,0;8.7213,-7.3709,0;7.3411,-9.5747,0;.8677,-.9978,0;7.4468,-6.5714,0;6.0654,-8.777,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;3.2466,-5.3723,0;2.768,-4.9427,0;5.3549,-4.1023,0;5.2203,-4.7312,0;2.5115,-4.1522,0;2.6432,-3.5238,0;4.6221,-2.8809,0;5.0979,-3.312,0;4.055,-5.5415,0;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;6.1667,-5.7723,0;-1.2998,1.252,0;

Duplicates ChEBI187576_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.sdf

Formula	C₂₂H₂₅N₃O₂
MW	363.46
InChIKey	AVESTIWECYNLTL-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	3.6392
PSA	68.36
MR	111.344
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-19.85629
PM7_Total_Energy_ev	-4188.64692
PM7_Electronic_Energy_ev	-32827.86275
PM7_Dipole_Debye	2.52144
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.351
PM7_LUMO_Energy_ev	-0.397
PM7_COSMO_Area_square_ang	403.61
PM7_COSMO_Volue_cubic_ang	450.87
PM7_Electron_Affinity_ev	0.397
PM7_Ionization_Energy_ev	8.351
PM7_Energy_Gap_ev	7.954
PM7_Global_Hardness_ev	3.977
PM7_Global_Softness_ev	0.25144581342720645
PM7_Chemical_Potential_ev	-4.374
PM7_Electronigativity_ev	4.374
PM7_Back_Donation_Energy_ev	-0.99425
PM7_Electrophilicity_ev	2.4053150616042243
OPENEYE_Name	~{N}-[1-[2-(6-hydroxy-1~{H}-indol-3-yl)ethyl]-4-piperidyl]benzamide
SMILES	c1ccc(cc1)C(=O)NC2CCN(CC2)CCc3c[nH]c4c3ccc(c4)O
Canonical_SMILES	Oc1ccc2c(c1)[nH]cc2CCN1CCC(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)/f/h24H
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)
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:52nCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHHHH/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;/rC:8.2404,-8.6038,0;8.2792,-7.6046,0;7.3583,-9.075,0;.868,-.4978,0;7.4273,-7.071,0;6.5064,-8.5414,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;6.5366,-7.5368,0;2.6938,-.3125,0;1.736,1.0058,0;0,1.0058,0;5.6891,-7.006,0;3.2631,-4.8726,0;4.9132,-4.3366,0;2.9525,-3.9166,0;4.6026,-3.3805,0;4.2419,-5.0777,0;3.0028,-1.2636,0;3.3117,-2.2146,0;2.6938,1.3169,0;3.6207,-3.1657,0;5.725,-6.0066,0;4.8057,-7.4745,0;-.8675,1.5032,0;8.6642,-8.8692,0;8.7213,-7.3709,0;7.3411,-9.5747,0;.8677,-.9978,0;7.4468,-6.5714,0;6.0654,-8.777,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;3.2466,-5.3723,0;2.768,-4.9427,0;5.3549,-4.1023,0;5.2203,-4.7312,0;2.5115,-4.1522,0;2.6432,-3.5238,0;4.6221,-2.8809,0;5.0979,-3.312,0;4.055,-5.5415,0;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;6.1667,-5.7723,0;-1.2998,1.252,0;
Duplicates	ChEBI187576_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187500-0000187749/ChEBI187576_p0.sdf