CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103966_s0 (4086)

Formula C₂₅H₃₂N₄O₄S

MW 484.61

InChIKey JWMDFQIWVHWBES-HUHUVBGUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 68

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.27

logP 4.1891

PSA 173.21

MR 135.163

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -144.48299

PM7_Total_Energy_ev -5606.86196

PM7_Electronic_Energy_ev -54564.20631

PM7_Dipole_Debye 5.1453

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.456

PM7_LUMO_Energy_ev -0.85

PM7_COSMO_Area_square_ang 454.84

PM7_COSMO_Volue_cubic_ang 593.48

PM7_Electron_Affinity_ev 0.85

PM7_Ionization_Energy_ev 8.456

PM7_Energy_Gap_ev 7.606

PM7_Global_Hardness_ev 3.803

PM7_Global_Softness_ev 0.2629503023928478

PM7_Chemical_Potential_ev -4.653

PM7_Electronigativity_ev 4.653

PM7_Back_Donation_Energy_ev -0.95075

PM7_Electrophilicity_ev 2.8464907967394164

OPENEYE_Name (2~{R})-3-[6-(3-aminophenyl)-3-pyridyl]-2-[[1-[[(2~{S})-3-methyl-2-sulfanyl-butanoyl]amino]cyclopentanecarbonyl]amino]propanoic acid

SMILES c1cc(cc(c1)N)c2ccc(cn2)CC(C(=O)O)NC(=O)C3(CCCC3)NC(=O)C(C(C)C)S

Canonical_SMILES OC(=O)[C@H](NC(=O)C1(CCCC1)NC(=O)[C@H](C(C)C)S)Cc1ccc(nc1)c1cccc(c1)N

InChI 1/C25H32N4O4S/c1-15(2)21(34)22(30)29-25(10-3-4-11-25)24(33)28-20(23(31)32)12-16-8-9-19(27-14-16)17-6-5-7-18(26)13-17/h5-9,13-15,20-21,34H,3-4,10-12,26H2,1-2H3,(H,28,33)(H,29,30)(H,31,32)/f/h28-29,31H

InChI_3D 1S/C25H32N4O4S/c1-15(2)21(34)22(30)29-25(10-3-4-11-25)24(33)28-20(23(31)32)12-16-8-9-19(27-14-16)17-6-5-7-18(26)13-17/h5-9,13-15,20-21,34H,3-4,10-12,26H2,1-2H3,(H,28,33)(H,29,30)(H,31,32)/t20-,21+/m1/s1

AuxInfo 1/1/N:20,21,15,16,1,2,4,3,5,17,18,22,6,7,25,9,8,10,11,24,23,13,14,12,19,27,26,28,29,31,32,33,30,34/E:(1,2)(3,4)(10,11)(31,32)/F:20,21,15,16,1,2,4,3,5,17,18,22,6,7,25,9,8,10,11,24,23,13,14,12,19,27,26,28,29,31,33,32,30,34/E:(1,2)(3,4)(10,11)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;s2d6;s3d7;d4s6;s5s8;;;;;s15;s15;s16;s12s17s18;;;s9;s13;s14s22;s20s21s23;s7d11;s10;s12s24;s13s19;d12;d13;d14;s14;s23;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s25;s27;s27;s28;s29;s33;s34;/rC:-3.47,1.9925,0;-2.6003,1.4988,0;;-3.4744,2.9977,0;-.8675,.4975,0;-1.7394,3.0053,0;.8675,1.5027,0;-1.735,2.0001,0;.8675,.4975,0;-2.6091,3.5092,0;-.8675,1.5027,0;4.3301,-.5075,0;6.5961,.0101,0;2.0968,-1.3703,0;5.1928,-2.6264,0;6.1463,-2.3198,0;4.6048,-1.8158,0;6.1475,-1.3154,0;5.1954,-1.0088,0;6.4948,2.2439,0;7.8147,2.7514,0;1.7328,-.0038,0;7.0023,.9239,0;2.5981,-.505,0;7.4085,1.8377,0;0,2.0104,0;-2.6135,4.5092,0;3.4634,-1.0063,0;5.6017,-.095,0;4.3316,.4925,0;7.1844,-.7986,0;1.0968,-1.3689,0;2.5956,-2.2371,0;7.9161,.5177,0;-3.9015,1.74,0;-2.5981,.9988,0;0,-.5,0;-3.9092,3.2445,0;-1.3001,.2469,0;-1.3068,3.256,0;1.3012,1.7514,0;5.3951,-3.0837,0;4.7594,-2.8757,0;6.6437,-2.2685,0;6.2491,-2.8092,0;4.2327,-2.1497,0;4.2341,-1.4802,0;6.2508,-.8262,0;6.6448,-1.3676,0;6.6979,2.7008,0;6.2917,1.787,0;6.0379,2.447,0;8.2716,2.5483,0;8.0179,3.2083,0;7.3579,2.9545,0;1.9834,.4289,0;1.4822,-.4364,0;6.5454,1.127,0;2.8487,-.0724,0;7.8654,1.6346,0;-3.0477,4.7573,0;-2.1816,4.7611,0;3.4627,-1.5063,0;5.3075,.3093,0;2.345,-2.6697,0;7.9687,.0204,0;

Duplicates CHEMBL103966_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.sdf

Formula	C₂₅H₃₂N₄O₄S
MW	484.61
InChIKey	JWMDFQIWVHWBES-HUHUVBGUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	68
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.27
logP	4.1891
PSA	173.21
MR	135.163
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-144.48299
PM7_Total_Energy_ev	-5606.86196
PM7_Electronic_Energy_ev	-54564.20631
PM7_Dipole_Debye	5.1453
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.456
PM7_LUMO_Energy_ev	-0.85
PM7_COSMO_Area_square_ang	454.84
PM7_COSMO_Volue_cubic_ang	593.48
PM7_Electron_Affinity_ev	0.85
PM7_Ionization_Energy_ev	8.456
PM7_Energy_Gap_ev	7.606
PM7_Global_Hardness_ev	3.803
PM7_Global_Softness_ev	0.2629503023928478
PM7_Chemical_Potential_ev	-4.653
PM7_Electronigativity_ev	4.653
PM7_Back_Donation_Energy_ev	-0.95075
PM7_Electrophilicity_ev	2.8464907967394164
OPENEYE_Name	(2~{R})-3-[6-(3-aminophenyl)-3-pyridyl]-2-[[1-[[(2~{S})-3-methyl-2-sulfanyl-butanoyl]amino]cyclopentanecarbonyl]amino]propanoic acid
SMILES	c1cc(cc(c1)N)c2ccc(cn2)CC(C(=O)O)NC(=O)C3(CCCC3)NC(=O)C(C(C)C)S
Canonical_SMILES	OC(=O)[C@H](NC(=O)C1(CCCC1)NC(=O)[C@H](C(C)C)S)Cc1ccc(nc1)c1cccc(c1)N
InChI	1/C25H32N4O4S/c1-15(2)21(34)22(30)29-25(10-3-4-11-25)24(33)28-20(23(31)32)12-16-8-9-19(27-14-16)17-6-5-7-18(26)13-17/h5-9,13-15,20-21,34H,3-4,10-12,26H2,1-2H3,(H,28,33)(H,29,30)(H,31,32)/f/h28-29,31H
InChI_3D	1S/C25H32N4O4S/c1-15(2)21(34)22(30)29-25(10-3-4-11-25)24(33)28-20(23(31)32)12-16-8-9-19(27-14-16)17-6-5-7-18(26)13-17/h5-9,13-15,20-21,34H,3-4,10-12,26H2,1-2H3,(H,28,33)(H,29,30)(H,31,32)/t20-,21+/m1/s1
AuxInfo	1/1/N:20,21,15,16,1,2,4,3,5,17,18,22,6,7,25,9,8,10,11,24,23,13,14,12,19,27,26,28,29,31,32,33,30,34/E:(1,2)(3,4)(10,11)(31,32)/F:20,21,15,16,1,2,4,3,5,17,18,22,6,7,25,9,8,10,11,24,23,13,14,12,19,27,26,28,29,31,33,32,30,34/E:(1,2)(3,4)(10,11)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;s2d6;s3d7;d4s6;s5s8;;;;;s15;s15;s16;s12s17s18;;;s9;s13;s14s22;s20s21s23;s7d11;s10;s12s24;s13s19;d12;d13;d14;s14;s23;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s24;s25;s27;s27;s28;s29;s33;s34;/rC:-3.47,1.9925,0;-2.6003,1.4988,0;;-3.4744,2.9977,0;-.8675,.4975,0;-1.7394,3.0053,0;.8675,1.5027,0;-1.735,2.0001,0;.8675,.4975,0;-2.6091,3.5092,0;-.8675,1.5027,0;4.3301,-.5075,0;6.5961,.0101,0;2.0968,-1.3703,0;5.1928,-2.6264,0;6.1463,-2.3198,0;4.6048,-1.8158,0;6.1475,-1.3154,0;5.1954,-1.0088,0;6.4948,2.2439,0;7.8147,2.7514,0;1.7328,-.0038,0;7.0023,.9239,0;2.5981,-.505,0;7.4085,1.8377,0;0,2.0104,0;-2.6135,4.5092,0;3.4634,-1.0063,0;5.6017,-.095,0;4.3316,.4925,0;7.1844,-.7986,0;1.0968,-1.3689,0;2.5956,-2.2371,0;7.9161,.5177,0;-3.9015,1.74,0;-2.5981,.9988,0;0,-.5,0;-3.9092,3.2445,0;-1.3001,.2469,0;-1.3068,3.256,0;1.3012,1.7514,0;5.3951,-3.0837,0;4.7594,-2.8757,0;6.6437,-2.2685,0;6.2491,-2.8092,0;4.2327,-2.1497,0;4.2341,-1.4802,0;6.2508,-.8262,0;6.6448,-1.3676,0;6.6979,2.7008,0;6.2917,1.787,0;6.0379,2.447,0;8.2716,2.5483,0;8.0179,3.2083,0;7.3579,2.9545,0;1.9834,.4289,0;1.4822,-.4364,0;6.5454,1.127,0;2.8487,-.0724,0;7.8654,1.6346,0;-3.0477,4.7573,0;-2.1816,4.7611,0;3.4627,-1.5063,0;5.3075,.3093,0;2.345,-2.6697,0;7.9687,.0204,0;
Duplicates	CHEMBL103966_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103750-0000103999/CHEMBL103966_s0.sdf