CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108111_s0_p0 (8676)

Formula C₂₄H₂₈N₄O₆

MW 468.51

InChIKey FPKOGTAFKSLZLD-SPZDOJTCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.55

logP 2.2384

PSA 166.04

MR 128.229

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -185.51244

PM7_Total_Energy_ev -5842.41992

PM7_Electronic_Energy_ev -50246.30873

PM7_Dipole_Debye 3.74231

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.132

PM7_LUMO_Energy_ev -0.913

PM7_COSMO_Area_square_ang 476.44

PM7_COSMO_Volue_cubic_ang 556.32

PM7_Electron_Affinity_ev 0.913

PM7_Ionization_Energy_ev 9.132

PM7_Energy_Gap_ev 8.219

PM7_Global_Hardness_ev 4.1095

PM7_Global_Softness_ev 0.24333860566978952

PM7_Chemical_Potential_ev -5.0225

PM7_Electronigativity_ev 5.0225

PM7_Back_Donation_Energy_ev -1.027375

PM7_Electrophilicity_ev 3.0691697590947804

OPENEYE_Name 2-[[1-[(2~{S})-2-[(4-carbamimidoylbenzoyl)amino]-3-(4-hydroxyphenyl)propanoyl]-4-piperidyl]oxy]acetic acid

SMILES c1cc(ccc1C(=N)N)C(=O)NC(C(=O)N2CCC(CC2)OCC(=O)O)Cc3ccc(cc3)O

Canonical_SMILES OC(=O)CO[C@@H]1CCN(CC1)C(=O)[C@@H](NC(=O)c1ccc(cc1)C(=N)N)Cc1ccc(cc1)O

InChI 1/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)/f/h25,27,30H,26H2

InChI_3D 1S/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)/t20-/m0/s1

AuxInfo 1/1/N:5,6,1,2,3,4,7,8,17,18,19,20,22,23,11,9,10,12,21,24,16,13,14,15,25,27,28,26,32,31,33,29,30,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(25,26)(30,31)/F:5,6,1,2,3,4,7,8,17,18,19,20,22,23,11,9,10,12,21,24,16,13,14,15,25,27,28,26,32,33,31,29,30,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;s9;s10;;;;;s17;s18;s17s18;s11;s16;s15s22;w13;s15s19s20;s13;s14s24;d14;d15;d16;s12;s16;s21s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s23;s23;s24;s25;s27;s27;s28;s32;s33;/rC:-1.1391,6.9864,0;-2.6417,6.1189,0;-.6365,6.1159,0;-2.1391,5.2484,0;2.5952,5.5104,0;3.4627,4.0079,0;3.4657,6.013,0;4.3332,4.5105,0;-2.1392,6.9835,0;-1.134,5.2425,0;2.5981,4.5104,0;4.3391,5.5156,0;-2.6392,7.8495,0;-.634,4.3764,0;0,3.0104,0;2.4077,-2.875,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.7321,4.0104,0;1.7656,-2.1083,0;.866,3.5104,0;-2.1392,8.7156,0;0,2.0104,0;-3.6392,7.8495,0;.366,4.3764,0;-1.134,3.5104,0;-.866,3.5104,0;2.0647,-3.8144,0;5.2052,6.0156,0;3.3926,-2.7023,0;1.1236,-1.3417,0;-.8898,7.4198,0;-3.1417,6.1196,0;-.1366,6.1174,0;-2.3904,4.8161,0;2.1618,5.7598,0;3.4619,3.5079,0;3.4642,6.513,0;4.7655,4.2592,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;1.9821,3.5774,0;1.4821,4.4434,0;1.3823,-2.4294,0;2.149,-1.7873,0;1.116,3.0774,0;-2.3892,9.1486,0;-3.8892,7.4165,0;-3.8892,8.2825,0;.616,4.8094,0;5.2052,6.5156,0;3.7137,-3.0856,0;

Duplicates CHEMBL108111_s0_p0;CHEMBL2107284_m2_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.sdf

Formula	C₂₄H₂₈N₄O₆
MW	468.51
InChIKey	FPKOGTAFKSLZLD-SPZDOJTCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.55
logP	2.2384
PSA	166.04
MR	128.229
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-185.51244
PM7_Total_Energy_ev	-5842.41992
PM7_Electronic_Energy_ev	-50246.30873
PM7_Dipole_Debye	3.74231
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.132
PM7_LUMO_Energy_ev	-0.913
PM7_COSMO_Area_square_ang	476.44
PM7_COSMO_Volue_cubic_ang	556.32
PM7_Electron_Affinity_ev	0.913
PM7_Ionization_Energy_ev	9.132
PM7_Energy_Gap_ev	8.219
PM7_Global_Hardness_ev	4.1095
PM7_Global_Softness_ev	0.24333860566978952
PM7_Chemical_Potential_ev	-5.0225
PM7_Electronigativity_ev	5.0225
PM7_Back_Donation_Energy_ev	-1.027375
PM7_Electrophilicity_ev	3.0691697590947804
OPENEYE_Name	2-[[1-[(2~{S})-2-[(4-carbamimidoylbenzoyl)amino]-3-(4-hydroxyphenyl)propanoyl]-4-piperidyl]oxy]acetic acid
SMILES	c1cc(ccc1C(=N)N)C(=O)NC(C(=O)N2CCC(CC2)OCC(=O)O)Cc3ccc(cc3)O
Canonical_SMILES	OC(=O)CO[C@@H]1CCN(CC1)C(=O)[C@@H](NC(=O)c1ccc(cc1)C(=N)N)Cc1ccc(cc1)O
InChI	1/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)/f/h25,27,30H,26H2
InChI_3D	1S/C24H28N4O6/c25-22(26)16-3-5-17(6-4-16)23(32)27-20(13-15-1-7-18(29)8-2-15)24(33)28-11-9-19(10-12-28)34-14-21(30)31/h1-8,19-20,29H,9-14H2,(H3,25,26)(H,27,32)(H,30,31)/t20-/m0/s1
AuxInfo	1/1/N:5,6,1,2,3,4,7,8,17,18,19,20,22,23,11,9,10,12,21,24,16,13,14,15,25,27,28,26,32,31,33,29,30,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(25,26)(30,31)/F:5,6,1,2,3,4,7,8,17,18,19,20,22,23,11,9,10,12,21,24,16,13,14,15,25,27,28,26,32,33,31,29,30,34/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;s9;s10;;;;;s17;s18;s17s18;s11;s16;s15s22;w13;s15s19s20;s13;s14s24;d14;d15;d16;s12;s16;s21s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s22;s23;s23;s24;s25;s27;s27;s28;s32;s33;/rC:-1.1391,6.9864,0;-2.6417,6.1189,0;-.6365,6.1159,0;-2.1391,5.2484,0;2.5952,5.5104,0;3.4627,4.0079,0;3.4657,6.013,0;4.3332,4.5105,0;-2.1392,6.9835,0;-1.134,5.2425,0;2.5981,4.5104,0;4.3391,5.5156,0;-2.6392,7.8495,0;-.634,4.3764,0;0,3.0104,0;2.4077,-2.875,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.7321,4.0104,0;1.7656,-2.1083,0;.866,3.5104,0;-2.1392,8.7156,0;0,2.0104,0;-3.6392,7.8495,0;.366,4.3764,0;-1.134,3.5104,0;-.866,3.5104,0;2.0647,-3.8144,0;5.2052,6.0156,0;3.3926,-2.7023,0;1.1236,-1.3417,0;-.8898,7.4198,0;-3.1417,6.1196,0;-.1366,6.1174,0;-2.3904,4.8161,0;2.1618,5.7598,0;3.4619,3.5079,0;3.4642,6.513,0;4.7655,4.2592,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.321,-.3833,0;1.9821,3.5774,0;1.4821,4.4434,0;1.3823,-2.4294,0;2.149,-1.7873,0;1.116,3.0774,0;-2.3892,9.1486,0;-3.8892,7.4165,0;-3.8892,8.2825,0;.616,4.8094,0;5.2052,6.5156,0;3.7137,-3.0856,0;
Duplicates	CHEMBL108111_s0_p0;CHEMBL2107284_m2_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108111_s0_p0.sdf