CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103378_s0 (3484)

Formula C₂₃H₂₉N₃O₄S₃

MW 507.68

InChIKey XPAWVCVASPXXHE-OCEIMPISNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 15

Unbranched_Chain 4

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 2.57

logP 4.1843

PSA 200.73

MR 136.226

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.31124

PM7_Total_Energy_ev -5487.34917

PM7_Electronic_Energy_ev -52990.12858

PM7_Dipole_Debye 3.39874

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.387

PM7_LUMO_Energy_ev -0.916

PM7_COSMO_Area_square_ang 453.47

PM7_COSMO_Volue_cubic_ang 620.49

PM7_Electron_Affinity_ev 0.916

PM7_Ionization_Energy_ev 8.387

PM7_Energy_Gap_ev 7.471

PM7_Global_Hardness_ev 3.7355

PM7_Global_Softness_ev 0.26770178021683844

PM7_Chemical_Potential_ev -4.6515

PM7_Electronigativity_ev 4.6515

PM7_Back_Donation_Energy_ev -0.933875

PM7_Electrophilicity_ev 2.8960583924508096

OPENEYE_Name (2~{R})-2-[[1-[[(2~{S})-4-methylsulfanyl-2-sulfanyl-butanoyl]amino]cyclopentanecarbonyl]amino]-3-[6-(3-thienyl)-3-pyridyl]propanoic acid

SMILES c1cc(ncc1CC(C(=O)O)NC(=O)C2(CCCC2)NC(=O)C(CCSC)S)c3ccsc3

Canonical_SMILES CSCC[C@@H](C(=O)NC1(CCCC1)C(=O)N[C@@H](C(=O)O)Cc1ccc(nc1)c1cscc1)S

InChI 1/C23H29N3O4S3/c1-32-10-7-19(31)20(27)26-23(8-2-3-9-23)22(30)25-18(21(28)29)12-15-4-5-17(24-13-15)16-6-11-33-14-16/h4-6,11,13-14,18-19,31H,2-3,7-10,12H2,1H3,(H,25,30)(H,26,27)(H,28,29)/f/h25-26,28H

InChI_3D 1S/C23H29N3O4S3/c1-32-10-7-19(31)20(27)26-23(8-2-3-9-23)22(30)25-18(21(28)29)12-15-4-5-17(24-13-15)16-6-11-33-14-16/h4-6,11,13-14,18-19,31H,2-3,7-10,12H2,1H3,(H,25,30)(H,26,27)(H,28,29)/t18-,19+/m1/s1

AuxInfo 1/1/N:18,13,14,1,2,3,20,15,16,21,5,19,4,6,8,7,9,23,22,11,12,10,17,24,25,26,28,29,30,27,32,33,31/E:(2,3)(8,9)(28,29)/F:18,13,14,1,2,3,20,15,16,21,5,19,4,6,8,7,9,23,22,11,12,10,17,24,25,26,28,30,29,27,32,33,31/E:(2,3)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s3d6;s1d4;s2s7;;;;;s13;s13;s14;s10s15s16;;s8;;s20;s11s20;s12s19;s4d9;s10s23;s11s17;d10;d11;d12;s12;s5s6;s22;s18s21;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s16;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;s26;s30;s32;/rC:;-.8675,.4975,0;-2.6482,1.589,0;.8675,1.5027,0;-3.3184,2.3311,0;-1.8414,2.996,0;-1.735,2.0001,0;.8675,.4975,0;-.8675,1.5027,0;3.4619,-2.0063,0;4.3462,-5.2106,0;3.0994,.3603,0;6.3781,-2.0764,0;6.5866,-3.0561,0;5.3824,-1.9697,0;5.7159,-3.5568,0;4.9762,-2.8835,0;1.3933,-9.2455,0;1.7328,-.0038,0;3.165,-6.8245,0;2.5745,-7.6315,0;3.7556,-6.0176,0;2.5981,-.505,0;0,2.0104,0;3.4634,-1.0063,0;3.9427,-4.2957,0;2.5952,-2.505,0;5.3404,-5.3186,0;2.6006,1.227,0;4.0994,.3588,0;-2.8248,3.2012,0;4.5626,-6.6082,0;1.9839,-8.4385,0;0,-.5,0;-1.3001,.2469,0;-2.7508,1.0996,0;1.3012,1.7514,0;-3.8155,2.2765,0;-1.4708,3.3316,0;6.8754,-2.0244,0;6.3788,-1.5764,0;6.7895,-3.5131,0;7.0622,-2.9018,0;5.487,-1.4807,0;4.907,-1.815,0;5.3429,-3.8898,0;6.0085,-3.9622,0;1.7967,-9.5407,0;.9898,-8.9502,0;1.098,-9.6489,0;1.9834,.4289,0;1.4822,-.4364,0;2.7616,-6.5293,0;3.5685,-7.1198,0;2.9779,-7.9268,0;2.171,-7.3362,0;3.3522,-5.7223,0;2.3475,-.9377,0;3.8968,-.7569,0;3.4456,-4.2417,0;4.35,.7915,0;5.0201,-6.4064,0;

Duplicates CHEMBL103378_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.sdf

Formula	C₂₃H₂₉N₃O₄S₃
MW	507.68
InChIKey	XPAWVCVASPXXHE-OCEIMPISNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	15
Unbranched_Chain	4
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	2.57
logP	4.1843
PSA	200.73
MR	136.226
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.31124
PM7_Total_Energy_ev	-5487.34917
PM7_Electronic_Energy_ev	-52990.12858
PM7_Dipole_Debye	3.39874
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.387
PM7_LUMO_Energy_ev	-0.916
PM7_COSMO_Area_square_ang	453.47
PM7_COSMO_Volue_cubic_ang	620.49
PM7_Electron_Affinity_ev	0.916
PM7_Ionization_Energy_ev	8.387
PM7_Energy_Gap_ev	7.471
PM7_Global_Hardness_ev	3.7355
PM7_Global_Softness_ev	0.26770178021683844
PM7_Chemical_Potential_ev	-4.6515
PM7_Electronigativity_ev	4.6515
PM7_Back_Donation_Energy_ev	-0.933875
PM7_Electrophilicity_ev	2.8960583924508096
OPENEYE_Name	(2~{R})-2-[[1-[[(2~{S})-4-methylsulfanyl-2-sulfanyl-butanoyl]amino]cyclopentanecarbonyl]amino]-3-[6-(3-thienyl)-3-pyridyl]propanoic acid
SMILES	c1cc(ncc1CC(C(=O)O)NC(=O)C2(CCCC2)NC(=O)C(CCSC)S)c3ccsc3
Canonical_SMILES	CSCC[C@@H](C(=O)NC1(CCCC1)C(=O)N[C@@H](C(=O)O)Cc1ccc(nc1)c1cscc1)S
InChI	1/C23H29N3O4S3/c1-32-10-7-19(31)20(27)26-23(8-2-3-9-23)22(30)25-18(21(28)29)12-15-4-5-17(24-13-15)16-6-11-33-14-16/h4-6,11,13-14,18-19,31H,2-3,7-10,12H2,1H3,(H,25,30)(H,26,27)(H,28,29)/f/h25-26,28H
InChI_3D	1S/C23H29N3O4S3/c1-32-10-7-19(31)20(27)26-23(8-2-3-9-23)22(30)25-18(21(28)29)12-15-4-5-17(24-13-15)16-6-11-33-14-16/h4-6,11,13-14,18-19,31H,2-3,7-10,12H2,1H3,(H,25,30)(H,26,27)(H,28,29)/t18-,19+/m1/s1
AuxInfo	1/1/N:18,13,14,1,2,3,20,15,16,21,5,19,4,6,8,7,9,23,22,11,12,10,17,24,25,26,28,29,30,27,32,33,31/E:(2,3)(8,9)(28,29)/F:18,13,14,1,2,3,20,15,16,21,5,19,4,6,8,7,9,23,22,11,12,10,17,24,25,26,28,30,29,27,32,33,31/E:(2,3)(8,9)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s3d6;s1d4;s2s7;;;;;s13;s13;s14;s10s15s16;;s8;;s20;s11s20;s12s19;s4d9;s10s23;s11s17;d10;d11;d12;s12;s5s6;s22;s18s21;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s15;s16;s16;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;s26;s30;s32;/rC:;-.8675,.4975,0;-2.6482,1.589,0;.8675,1.5027,0;-3.3184,2.3311,0;-1.8414,2.996,0;-1.735,2.0001,0;.8675,.4975,0;-.8675,1.5027,0;3.4619,-2.0063,0;4.3462,-5.2106,0;3.0994,.3603,0;6.3781,-2.0764,0;6.5866,-3.0561,0;5.3824,-1.9697,0;5.7159,-3.5568,0;4.9762,-2.8835,0;1.3933,-9.2455,0;1.7328,-.0038,0;3.165,-6.8245,0;2.5745,-7.6315,0;3.7556,-6.0176,0;2.5981,-.505,0;0,2.0104,0;3.4634,-1.0063,0;3.9427,-4.2957,0;2.5952,-2.505,0;5.3404,-5.3186,0;2.6006,1.227,0;4.0994,.3588,0;-2.8248,3.2012,0;4.5626,-6.6082,0;1.9839,-8.4385,0;0,-.5,0;-1.3001,.2469,0;-2.7508,1.0996,0;1.3012,1.7514,0;-3.8155,2.2765,0;-1.4708,3.3316,0;6.8754,-2.0244,0;6.3788,-1.5764,0;6.7895,-3.5131,0;7.0622,-2.9018,0;5.487,-1.4807,0;4.907,-1.815,0;5.3429,-3.8898,0;6.0085,-3.9622,0;1.7967,-9.5407,0;.9898,-8.9502,0;1.098,-9.6489,0;1.9834,.4289,0;1.4822,-.4364,0;2.7616,-6.5293,0;3.5685,-7.1198,0;2.9779,-7.9268,0;2.171,-7.3362,0;3.3522,-5.7223,0;2.3475,-.9377,0;3.8968,-.7569,0;3.4456,-4.2417,0;4.35,.7915,0;5.0201,-6.4064,0;
Duplicates	CHEMBL103378_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103250-0000103499/CHEMBL103378_s0.sdf