CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03383 (3667)

Formula C₂₃H₂₃ClFN₃O₃

MW 443.91

InChIKey YDCGVASFVACWKF-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.81

logP 3.6136

PSA 85.43

MR 120.458

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -121.21997

PM7_Total_Energy_ev -5312.82996

PM7_Electronic_Energy_ev -43804.9202

PM7_Dipole_Debye 5.26544

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.965

PM7_LUMO_Energy_ev -0.937

PM7_COSMO_Area_square_ang 432.07

PM7_COSMO_Volue_cubic_ang 507.55

PM7_Electron_Affinity_ev 0.937

PM7_Ionization_Energy_ev 8.965

PM7_Energy_Gap_ev 8.028

PM7_Global_Hardness_ev 4.014

PM7_Global_Softness_ev 0.2491280518186348

PM7_Chemical_Potential_ev -4.951

PM7_Electronigativity_ev 4.951

PM7_Back_Donation_Energy_ev -1.0035

PM7_Electrophilicity_ev 3.0533633532635776

OPENEYE_Name 5-chloro-~{N}-[(1~{S})-1-[(4-fluorophenyl)methyl]-2-(4-hydroxy-1-piperidyl)-2-oxo-ethyl]-1~{H}-indole-2-carboxamide

SMILES c1cc(ccc1CC(C(=O)N2CCC(CC2)O)NC(=O)c3cc4cc(ccc4[nH]3)Cl)F

Canonical_SMILES O[C@@H]1CCN(CC1)C(=O)[C@@H](NC(=O)c1cc2c([nH]1)ccc(c2)Cl)Cc1ccc(cc1)F

InChI 1/C23H23ClFN3O3/c24-16-3-6-19-15(12-16)13-20(26-19)22(30)27-21(11-14-1-4-17(25)5-2-14)23(31)28-9-7-18(29)8-10-28/h1-6,12-13,18,21,26,29H,7-11H2,(H,27,30)/f/h27H

InChI_3D 1S/C23H23ClFN3O3/c24-16-3-6-19-15(12-16)13-20(26-19)22(30)27-21(11-14-1-4-17(25)5-2-14)23(31)28-9-7-18(29)8-10-28/h1-6,12-13,18,21,26,29H,7-11H2,(H,27,30)/t21-/m0/s1

AuxInfo 1/1/N:1,2,6,4,5,3,17,18,19,20,22,7,8,10,9,13,12,21,11,14,23,15,16,31,30,24,26,25,29,27,28/E:(1,2)(4,5)(7,8)(9,10)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;s7s8;s1d2;s3d9;s4d5;s6d7;d8;s14;;;;s17;s18;s17s18;s10;s16s22;s11s14;s16s19s20;s15s23;d15;d16;s21;s12;s13;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s23;s24;s26;s29;/rC:4.9181,3.8659,0;6.6531,3.866,0;.868,1.5138,0;4.918,4.8711,0;6.653,4.8712,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;5.7856,3.3685,0;1.736,1.0058,0;5.7855,5.3789,0;;3.2858,.5023,0;4.2858,.5024,0;5.7858,.3685,0;7.5284,-1.6392,0;8.3958,-.1366,0;6.6579,-1.1366,0;7.5253,.366,0;8.393,-1.1366,0;5.7857,2.3685,0;5.7857,1.3685,0;2.6938,1.3169,0;6.6519,-.1315,0;4.7857,1.3684,0;4.7859,-.3636,0;4.9198,-.1316,0;10.1167,-.8343,0;5.7855,6.3789,0;-.8653,-.5013,0;4.4855,3.6153,0;7.0858,3.6154,0;.868,2.0138,0;4.4843,5.1198,0;7.0868,5.12,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;7.8506,-2.0215,0;7.2074,-2.0225,0;8.5673,.3331,0;8.8881,-.2243,0;6.4878,-1.6068,0;6.1651,-1.0517,0;7.2054,.7503,0;7.8474,.7484,0;8.5645,-1.6062,0;6.2857,2.3685,0;5.2857,2.3684,0;6.2857,1.3685,0;2.8483,1.7924,0;4.5357,1.8014,0;10.4377,-1.2176,0;

Duplicates DB03383

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.sdf

Formula	C₂₃H₂₃ClFN₃O₃
MW	443.91
InChIKey	YDCGVASFVACWKF-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.81
logP	3.6136
PSA	85.43
MR	120.458
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-121.21997
PM7_Total_Energy_ev	-5312.82996
PM7_Electronic_Energy_ev	-43804.9202
PM7_Dipole_Debye	5.26544
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.965
PM7_LUMO_Energy_ev	-0.937
PM7_COSMO_Area_square_ang	432.07
PM7_COSMO_Volue_cubic_ang	507.55
PM7_Electron_Affinity_ev	0.937
PM7_Ionization_Energy_ev	8.965
PM7_Energy_Gap_ev	8.028
PM7_Global_Hardness_ev	4.014
PM7_Global_Softness_ev	0.2491280518186348
PM7_Chemical_Potential_ev	-4.951
PM7_Electronigativity_ev	4.951
PM7_Back_Donation_Energy_ev	-1.0035
PM7_Electrophilicity_ev	3.0533633532635776
OPENEYE_Name	5-chloro-~{N}-[(1~{S})-1-[(4-fluorophenyl)methyl]-2-(4-hydroxy-1-piperidyl)-2-oxo-ethyl]-1~{H}-indole-2-carboxamide
SMILES	c1cc(ccc1CC(C(=O)N2CCC(CC2)O)NC(=O)c3cc4cc(ccc4[nH]3)Cl)F
Canonical_SMILES	O[C@@H]1CCN(CC1)C(=O)[C@@H](NC(=O)c1cc2c([nH]1)ccc(c2)Cl)Cc1ccc(cc1)F
InChI	1/C23H23ClFN3O3/c24-16-3-6-19-15(12-16)13-20(26-19)22(30)27-21(11-14-1-4-17(25)5-2-14)23(31)28-9-7-18(29)8-10-28/h1-6,12-13,18,21,26,29H,7-11H2,(H,27,30)/f/h27H
InChI_3D	1S/C23H23ClFN3O3/c24-16-3-6-19-15(12-16)13-20(26-19)22(30)27-21(11-14-1-4-17(25)5-2-14)23(31)28-9-7-18(29)8-10-28/h1-6,12-13,18,21,26,29H,7-11H2,(H,27,30)/t21-/m0/s1
AuxInfo	1/1/N:1,2,6,4,5,3,17,18,19,20,22,7,8,10,9,13,12,21,11,14,23,15,16,31,30,24,26,25,29,27,28/E:(1,2)(4,5)(7,8)(9,10)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFClHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;s7s8;s1d2;s3d9;s4d5;s6d7;d8;s14;;;;s17;s18;s17s18;s10;s16s22;s11s14;s16s19s20;s15s23;d15;d16;s21;s12;s13;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s23;s24;s26;s29;/rC:4.9181,3.8659,0;6.6531,3.866,0;.868,1.5138,0;4.918,4.8711,0;6.653,4.8712,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;1.736,-.0012,0;5.7856,3.3685,0;1.736,1.0058,0;5.7855,5.3789,0;;3.2858,.5023,0;4.2858,.5024,0;5.7858,.3685,0;7.5284,-1.6392,0;8.3958,-.1366,0;6.6579,-1.1366,0;7.5253,.366,0;8.393,-1.1366,0;5.7857,2.3685,0;5.7857,1.3685,0;2.6938,1.3169,0;6.6519,-.1315,0;4.7857,1.3684,0;4.7859,-.3636,0;4.9198,-.1316,0;10.1167,-.8343,0;5.7855,6.3789,0;-.8653,-.5013,0;4.4855,3.6153,0;7.0858,3.6154,0;.868,2.0138,0;4.4843,5.1198,0;7.0868,5.12,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;7.8506,-2.0215,0;7.2074,-2.0225,0;8.5673,.3331,0;8.8881,-.2243,0;6.4878,-1.6068,0;6.1651,-1.0517,0;7.2054,.7503,0;7.8474,.7484,0;8.5645,-1.6062,0;6.2857,2.3685,0;5.2857,2.3684,0;6.2857,1.3685,0;2.8483,1.7924,0;4.5357,1.8014,0;10.4377,-1.2176,0;
Duplicates	DB03383
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03383.sdf