CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL109289_s0_p0 (9973)

Formula C₂₅H₃₁N₇O₅S

MW 541.62

InChIKey KWWMUYWJDSLOAW-FHHLGZJMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 14

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 12

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.07

logP 1.4669

PSA 210.05

MR 147.151

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -100.07509

PM7_Total_Energy_ev -6444.89477

PM7_Electronic_Energy_ev -61033.66534

PM7_Dipole_Debye 8.7209

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.775

PM7_LUMO_Energy_ev -1.535

PM7_COSMO_Area_square_ang 533.56

PM7_COSMO_Volue_cubic_ang 631.65

PM7_Electron_Affinity_ev 1.535

PM7_Ionization_Energy_ev 8.775

PM7_Energy_Gap_ev 7.24

PM7_Global_Hardness_ev 3.62

PM7_Global_Softness_ev 0.27624309392265195

PM7_Chemical_Potential_ev -5.155

PM7_Electronigativity_ev 5.155

PM7_Back_Donation_Energy_ev -0.905

PM7_Electrophilicity_ev 3.6704454419889503

OPENEYE_Name (6~{S},8~{a}~{S})-~{N}-[(1~{R})-4-guanidino-1-(thiazole-2-carbonyl)butyl]-2-[(2~{S})-2-hydroxy-2-phenyl-acetyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide

SMILES c1ccc(cc1)C(C(=O)N2CC(=O)N3C(CCC3C2)C(=O)NC(C(=O)c4nccs4)CCCNC(=N)N)O

Canonical_SMILES NC(=N)NCCC[C@H](C(=O)c1nccs1)NC(=O)[C@@H]1CC[C@@H]2N1C(=O)CN(C2)C(=O)[C@H](c1ccccc1)O

InChI 1/C25H31N7O5S/c26-25(27)29-10-4-7-17(21(35)23-28-11-12-38-23)30-22(36)18-9-8-16-13-31(14-19(33)32(16)18)24(37)20(34)15-5-2-1-3-6-15/h1-3,5-6,11-12,16-18,20,34H,4,7-10,13-14H2,(H,30,36)(H4,26,27,29)/f/h26,29-30H,27H2

InChI_3D 1S/C25H31N7O5S/c26-25(27)29-10-4-7-17(21(35)23-28-11-12-38-23)30-22(36)18-9-8-16-13-31(14-19(33)32(16)18)24(37)20(34)15-5-2-1-3-6-15/h1-3,5-6,11-12,16-18,20,34H,4,7-10,13-14H2,(H,30,36)(H4,26,27,29)/t16-,17+,18-,20-/m0/s1

AuxInfo 1/1/N:1,2,3,21,4,5,22,17,16,23,6,7,18,15,8,20,25,19,10,24,11,12,9,13,14,27,30,26,32,31,29,28,33,37,34,35,36,38/E:(2,3)(5,6)(26,27)/F:m/E:(2,3)(5,6)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;;s9;;;;s10;;s16;;s12s16;s17s18;;s21;s21;s8s13;s11s22;s6d9;w14;s10s19s20;s13s15s18;s14;s12s25;s14s23;d10;d11;d12;d13;s24;s7s9;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s22;s23;s23;s24;s25;s27;s30;s30;s31;s32;s37;/rC:-.8791,5.5137,0;-1.7452,5.0136,0;-.0102,5.0187,0;-1.7423,4.0084,0;-.0073,4.0135,0;7.1355,-4.0554,0;7.1342,-3.0553,0;-.8733,3.5033,0;5.5932,-3.5537,0;.868,-.4979,0;3.8432,-3.5537,0;4.2093,-1.1877,0;-.8675,1.5033,0;-.121,-5.6875,0;;3.2858,.5022,0;2.6938,1.3168,0;.868,1.5137,0;2.6938,-.3126,0;1.736,1.0058,0;1.6111,-3.6876,0;2.4772,-3.1876,0;.7451,-4.1875,0;-.8704,2.5033,0;3.3432,-2.6876,0;6.1827,-4.3635,0;-.987,-6.1875,0;1.736,-.0013,0;0,1.0058,0;.745,-6.1875,0;4.2093,-2.1877,0;-.1209,-4.6875,0;.8674,-1.4979,0;3.3432,-4.4197,0;5.0754,-.6877,0;-1.732,1.0008,0;-1.8704,2.5004,0;6.1844,-2.7417,0;-.8806,6.0137,0;-2.1786,5.263,0;.4217,5.2706,0;-2.1753,3.7585,0;.4272,3.766,0;7.54,-4.3493,0;7.5392,-2.7622,0;-.1701,-.4702,0;-.4925,.0864,0;3.6573,.8368,0;3.6574,.1676,0;2.4905,1.7736,0;3.1268,1.5668,0;.5459,1.8961,0;1.1901,1.8961,0;2.4904,-.7694,0;1.3023,.7571,0;1.8611,-4.1206,0;1.3612,-3.2545,0;2.2272,-2.7546,0;2.7272,-3.6206,0;.9951,-4.6206,0;.4951,-3.7545,0;-.3704,2.5047,0;3.0932,-2.2546,0;-1.42,-5.9375,0;.745,-6.6875,0;1.1781,-5.9375,0;4.6423,-2.4377,0;-.5539,-4.4375,0;-2.1191,2.0666,0;

Duplicates CHEMBL109289_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.sdf

Formula	C₂₅H₃₁N₇O₅S
MW	541.62
InChIKey	KWWMUYWJDSLOAW-FHHLGZJMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	14
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	12
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.07
logP	1.4669
PSA	210.05
MR	147.151
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-100.07509
PM7_Total_Energy_ev	-6444.89477
PM7_Electronic_Energy_ev	-61033.66534
PM7_Dipole_Debye	8.7209
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.775
PM7_LUMO_Energy_ev	-1.535
PM7_COSMO_Area_square_ang	533.56
PM7_COSMO_Volue_cubic_ang	631.65
PM7_Electron_Affinity_ev	1.535
PM7_Ionization_Energy_ev	8.775
PM7_Energy_Gap_ev	7.24
PM7_Global_Hardness_ev	3.62
PM7_Global_Softness_ev	0.27624309392265195
PM7_Chemical_Potential_ev	-5.155
PM7_Electronigativity_ev	5.155
PM7_Back_Donation_Energy_ev	-0.905
PM7_Electrophilicity_ev	3.6704454419889503
OPENEYE_Name	(6~{S},8~{a}~{S})-~{N}-[(1~{R})-4-guanidino-1-(thiazole-2-carbonyl)butyl]-2-[(2~{S})-2-hydroxy-2-phenyl-acetyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide
SMILES	c1ccc(cc1)C(C(=O)N2CC(=O)N3C(CCC3C2)C(=O)NC(C(=O)c4nccs4)CCCNC(=N)N)O
Canonical_SMILES	NC(=N)NCCC[C@H](C(=O)c1nccs1)NC(=O)[C@@H]1CC[C@@H]2N1C(=O)CN(C2)C(=O)[C@H](c1ccccc1)O
InChI	1/C25H31N7O5S/c26-25(27)29-10-4-7-17(21(35)23-28-11-12-38-23)30-22(36)18-9-8-16-13-31(14-19(33)32(16)18)24(37)20(34)15-5-2-1-3-6-15/h1-3,5-6,11-12,16-18,20,34H,4,7-10,13-14H2,(H,30,36)(H4,26,27,29)/f/h26,29-30H,27H2
InChI_3D	1S/C25H31N7O5S/c26-25(27)29-10-4-7-17(21(35)23-28-11-12-38-23)30-22(36)18-9-8-16-13-31(14-19(33)32(16)18)24(37)20(34)15-5-2-1-3-6-15/h1-3,5-6,11-12,16-18,20,34H,4,7-10,13-14H2,(H,30,36)(H4,26,27,29)/t16-,17+,18-,20-/m0/s1
AuxInfo	1/1/N:1,2,3,21,4,5,22,17,16,23,6,7,18,15,8,20,25,19,10,24,11,12,9,13,14,27,30,26,32,31,29,28,33,37,34,35,36,38/E:(2,3)(5,6)(26,27)/F:m/E:(2,3)(5,6)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;;s9;;;;s10;;s16;;s12s16;s17s18;;s21;s21;s8s13;s11s22;s6d9;w14;s10s19s20;s13s15s18;s14;s12s25;s14s23;d10;d11;d12;d13;s24;s7s9;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s22;s22;s23;s23;s24;s25;s27;s30;s30;s31;s32;s37;/rC:-.8791,5.5137,0;-1.7452,5.0136,0;-.0102,5.0187,0;-1.7423,4.0084,0;-.0073,4.0135,0;7.1355,-4.0554,0;7.1342,-3.0553,0;-.8733,3.5033,0;5.5932,-3.5537,0;.868,-.4979,0;3.8432,-3.5537,0;4.2093,-1.1877,0;-.8675,1.5033,0;-.121,-5.6875,0;;3.2858,.5022,0;2.6938,1.3168,0;.868,1.5137,0;2.6938,-.3126,0;1.736,1.0058,0;1.6111,-3.6876,0;2.4772,-3.1876,0;.7451,-4.1875,0;-.8704,2.5033,0;3.3432,-2.6876,0;6.1827,-4.3635,0;-.987,-6.1875,0;1.736,-.0013,0;0,1.0058,0;.745,-6.1875,0;4.2093,-2.1877,0;-.1209,-4.6875,0;.8674,-1.4979,0;3.3432,-4.4197,0;5.0754,-.6877,0;-1.732,1.0008,0;-1.8704,2.5004,0;6.1844,-2.7417,0;-.8806,6.0137,0;-2.1786,5.263,0;.4217,5.2706,0;-2.1753,3.7585,0;.4272,3.766,0;7.54,-4.3493,0;7.5392,-2.7622,0;-.1701,-.4702,0;-.4925,.0864,0;3.6573,.8368,0;3.6574,.1676,0;2.4905,1.7736,0;3.1268,1.5668,0;.5459,1.8961,0;1.1901,1.8961,0;2.4904,-.7694,0;1.3023,.7571,0;1.8611,-4.1206,0;1.3612,-3.2545,0;2.2272,-2.7546,0;2.7272,-3.6206,0;.9951,-4.6206,0;.4951,-3.7545,0;-.3704,2.5047,0;3.0932,-2.2546,0;-1.42,-5.9375,0;.745,-6.6875,0;1.1781,-5.9375,0;4.6423,-2.4377,0;-.5539,-4.4375,0;-2.1191,2.0666,0;
Duplicates	CHEMBL109289_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000109250-0000109499/CHEMBL109289_s0_p0.sdf