CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL109246 (9923)

Formula C₂₇H₃₂N₄O₄

MW 476.57

InChIKey IZXYSBTXZXSNBA-CGCJPYRFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 4.11

logP 4.6149

PSA 124.18

MR 134.718

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -64.43498

PM7_Total_Energy_ev -5672.50514

PM7_Electronic_Energy_ev -55340.96935

PM7_Dipole_Debye 5.32946

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.46

PM7_LUMO_Energy_ev -1.217

PM7_COSMO_Area_square_ang 475.79

PM7_COSMO_Volue_cubic_ang 603.26

PM7_Electron_Affinity_ev 1.217

PM7_Ionization_Energy_ev 9.46

PM7_Energy_Gap_ev 8.243

PM7_Global_Hardness_ev 4.1215

PM7_Global_Softness_ev 0.24263011039670024

PM7_Chemical_Potential_ev -5.3385

PM7_Electronigativity_ev 5.3385

PM7_Back_Donation_Energy_ev -1.030375

PM7_Electrophilicity_ev 3.457428393788669

OPENEYE_Name (2~{R},3~{S})-~{N}-[(1~{S})-2-(1~{H}-benzimidazol-2-yl)-1-benzyl-2-oxo-ethyl]-3-(hydroxycarbamoyl)-2-isobutyl-hex-5-enamide

SMILES c1ccc(cc1)CC(C(=O)c2nc3ccccc3[nH]2)NC(=O)C(CC(C)C)C(C(=O)NO)CC=C

Canonical_SMILES C=CC[C@@H]([C@H](C(=O)N[C@H](C(=O)c1nc2c([nH]1)cccc2)Cc1ccccc1)CC(C)C)C(=O)NO

InChI 1/C27H32N4O4/c1-4-10-19(27(34)31-35)20(15-17(2)3)26(33)30-23(16-18-11-6-5-7-12-18)24(32)25-28-21-13-8-9-14-22(21)29-25/h4-9,11-14,17,19-20,23,35H,1,10,15-16H2,2-3H3,(H,28,29)(H,30,33)(H,31,34)/f/h28,30-31H

InChI_3D 1S/C27H32N4O4/c1-4-10-19(27(34)31-35)20(15-17(2)3)26(33)30-23(16-18-11-6-5-7-12-18)24(32)25-28-21-13-8-9-14-22(21)29-25/h4-9,11-14,17,19-20,23,35H,1,10,15-16H2,2-3H3,(H,28,29)(H,30,33)(H,31,34)/t19-,20+,23-/m0/s1

AuxInfo 1/1/N:14,19,20,15,1,2,3,4,5,22,6,7,8,9,23,21,27,10,26,25,11,12,24,16,13,17,18,28,29,30,31,32,33,34,35/E:(2,3)(6,7)(8,9)(11,12)(13,14)(21,22)(28,29)/F:14,19,20,15,1,2,3,5,4,22,6,7,9,8,23,21,27,10,26,25,12,11,24,16,13,17,18,29,28,30,31,32,33,34,35/E:(2,3)(6,7)(11,12)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;;;d14;s13;;;;;s10;s15;;s16s21;s17s23;s18s22s25;s19s20s23;s11d13;s12s13;s17s24;s18;d16;d17;d18;s31;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s29;s30;s31;s35;/rC:7.1663,-4.4862,0;6.1663,-4.4892,0;7.6688,-3.6216,0;;0,1.0058,0;5.6636,-3.6187,0;7.1661,-2.7511,0;.868,-.4979,0;.868,1.5137,0;6.161,-2.7452,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;9.0179,-.9616,0;8.0179,-.9616,0;4.2858,.5023,0;5.6518,1.1363,0;7.8838,1.2704,0;6.3837,3.8684,0;5.0176,4.2344,0;5.2859,-1.2297,0;7.5179,-.0956,0;6.0177,2.5024,0;4.7858,-.3637,0;6.5178,1.6364,0;7.0178,.7704,0;5.5177,3.3684,0;2.6938,-.3126,0;2.6938,1.3168,0;5.6518,.1363,0;7.8838,2.2704,0;4.7857,1.3683,0;4.7857,1.6363,0;8.7499,.7705,0;8.7498,2.7705,0;7.4163,-4.9192,0;5.9169,-4.9226,0;8.1688,-3.6223,0;-.4327,-.2506,0;-.4337,1.2545,0;5.1636,-3.6202,0;7.4174,-2.3188,0;.8677,-.9979,0;.868,2.0137,0;9.268,-1.3946,0;9.2679,-.5285,0;7.768,-1.3947,0;6.6337,3.4354,0;6.1337,4.3014,0;6.8167,4.1184,0;5.4506,4.4844,0;4.5846,3.9843,0;4.7676,4.6673,0;4.8529,-1.4798,0;5.7189,-.9797,0;7.0849,-.3457,0;7.9509,.1544,0;6.4507,2.7524,0;5.5847,2.2523,0;4.3529,-.6138,0;6.9508,1.8864,0;6.5848,.5203,0;5.0847,3.1183,0;2.8483,1.7923,0;6.0849,-.1137,0;7.4507,2.5204,0;8.7497,3.2705,0;

Duplicates CHEMBL109246

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.sdf

Formula	C₂₇H₃₂N₄O₄
MW	476.57
InChIKey	IZXYSBTXZXSNBA-CGCJPYRFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	4.11
logP	4.6149
PSA	124.18
MR	134.718
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-64.43498
PM7_Total_Energy_ev	-5672.50514
PM7_Electronic_Energy_ev	-55340.96935
PM7_Dipole_Debye	5.32946
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.46
PM7_LUMO_Energy_ev	-1.217
PM7_COSMO_Area_square_ang	475.79
PM7_COSMO_Volue_cubic_ang	603.26
PM7_Electron_Affinity_ev	1.217
PM7_Ionization_Energy_ev	9.46
PM7_Energy_Gap_ev	8.243
PM7_Global_Hardness_ev	4.1215
PM7_Global_Softness_ev	0.24263011039670024
PM7_Chemical_Potential_ev	-5.3385
PM7_Electronigativity_ev	5.3385
PM7_Back_Donation_Energy_ev	-1.030375
PM7_Electrophilicity_ev	3.457428393788669
OPENEYE_Name	(2~{R},3~{S})-~{N}-[(1~{S})-2-(1~{H}-benzimidazol-2-yl)-1-benzyl-2-oxo-ethyl]-3-(hydroxycarbamoyl)-2-isobutyl-hex-5-enamide
SMILES	c1ccc(cc1)CC(C(=O)c2nc3ccccc3[nH]2)NC(=O)C(CC(C)C)C(C(=O)NO)CC=C
Canonical_SMILES	C=CC[C@@H]([C@H](C(=O)N[C@H](C(=O)c1nc2c([nH]1)cccc2)Cc1ccccc1)CC(C)C)C(=O)NO
InChI	1/C27H32N4O4/c1-4-10-19(27(34)31-35)20(15-17(2)3)26(33)30-23(16-18-11-6-5-7-12-18)24(32)25-28-21-13-8-9-14-22(21)29-25/h4-9,11-14,17,19-20,23,35H,1,10,15-16H2,2-3H3,(H,28,29)(H,30,33)(H,31,34)/f/h28,30-31H
InChI_3D	1S/C27H32N4O4/c1-4-10-19(27(34)31-35)20(15-17(2)3)26(33)30-23(16-18-11-6-5-7-12-18)24(32)25-28-21-13-8-9-14-22(21)29-25/h4-9,11-14,17,19-20,23,35H,1,10,15-16H2,2-3H3,(H,28,29)(H,30,33)(H,31,34)/t19-,20+,23-/m0/s1
AuxInfo	1/1/N:14,19,20,15,1,2,3,4,5,22,6,7,8,9,23,21,27,10,26,25,11,12,24,16,13,17,18,28,29,30,31,32,33,34,35/E:(2,3)(6,7)(8,9)(11,12)(13,14)(21,22)(28,29)/F:14,19,20,15,1,2,3,5,4,22,6,7,9,8,23,21,27,10,26,25,12,11,24,16,13,17,18,29,28,30,31,32,33,34,35/E:(2,3)(6,7)(11,12)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;d6s7;d8;d9s11;;;d14;s13;;;;;s10;s15;;s16s21;s17s23;s18s22s25;s19s20s23;s11d13;s12s13;s17s24;s18;d16;d17;d18;s31;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s15;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s29;s30;s31;s35;/rC:7.1663,-4.4862,0;6.1663,-4.4892,0;7.6688,-3.6216,0;;0,1.0058,0;5.6636,-3.6187,0;7.1661,-2.7511,0;.868,-.4979,0;.868,1.5137,0;6.161,-2.7452,0;1.736,-.0013,0;1.736,1.0058,0;3.2858,.5022,0;9.0179,-.9616,0;8.0179,-.9616,0;4.2858,.5023,0;5.6518,1.1363,0;7.8838,1.2704,0;6.3837,3.8684,0;5.0176,4.2344,0;5.2859,-1.2297,0;7.5179,-.0956,0;6.0177,2.5024,0;4.7858,-.3637,0;6.5178,1.6364,0;7.0178,.7704,0;5.5177,3.3684,0;2.6938,-.3126,0;2.6938,1.3168,0;5.6518,.1363,0;7.8838,2.2704,0;4.7857,1.3683,0;4.7857,1.6363,0;8.7499,.7705,0;8.7498,2.7705,0;7.4163,-4.9192,0;5.9169,-4.9226,0;8.1688,-3.6223,0;-.4327,-.2506,0;-.4337,1.2545,0;5.1636,-3.6202,0;7.4174,-2.3188,0;.8677,-.9979,0;.868,2.0137,0;9.268,-1.3946,0;9.2679,-.5285,0;7.768,-1.3947,0;6.6337,3.4354,0;6.1337,4.3014,0;6.8167,4.1184,0;5.4506,4.4844,0;4.5846,3.9843,0;4.7676,4.6673,0;4.8529,-1.4798,0;5.7189,-.9797,0;7.0849,-.3457,0;7.9509,.1544,0;6.4507,2.7524,0;5.5847,2.2523,0;4.3529,-.6138,0;6.9508,1.8864,0;6.5848,.5203,0;5.0847,3.1183,0;2.8483,1.7923,0;6.0849,-.1137,0;7.4507,2.5204,0;8.7497,3.2705,0;
Duplicates	CHEMBL109246
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109000-0000109249/CHEMBL109246.sdf