CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110237_s0_p0 (11054)

Formula C₂₄H₂₉N₅O₄S

MW 483.58

InChIKey IRKSGKUGDOLVOI-DIRLUKLVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.49

logP 3.248

PSA 145.04

MR 136.948

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -92.00465

PM7_Total_Energy_ev -5628.19562

PM7_Electronic_Energy_ev -50789.50044

PM7_Dipole_Debye 7.84025

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.171

PM7_LUMO_Energy_ev -0.391

PM7_COSMO_Area_square_ang 474.95

PM7_COSMO_Volue_cubic_ang 563.74

PM7_Electron_Affinity_ev 0.391

PM7_Ionization_Energy_ev 9.171

PM7_Energy_Gap_ev 8.78

PM7_Global_Hardness_ev 4.39

PM7_Global_Softness_ev 0.22779043280182232

PM7_Chemical_Potential_ev -4.781

PM7_Electronigativity_ev 4.781

PM7_Back_Donation_Energy_ev -1.0975

PM7_Electrophilicity_ev 2.6034124145785875

OPENEYE_Name (2~{S},6~{S},8~{a}~{S})-2-benzylsulfonyl-~{N}-[(4-carbamimidoyl-2-methyl-phenyl)methyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide

SMILES c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCc4ccc(cc4C)C(=N)N

Canonical_SMILES O=C([C@@H]1CC[C@@H]2N1C(=O)CN(C2)S(=O)(=O)Cc1ccccc1)NCc1ccc(cc1C)C(=N)N

InChI 1/C24H29N5O4S/c1-16-11-18(23(25)26)7-8-19(16)12-27-24(31)21-10-9-20-13-28(14-22(30)29(20)21)34(32,33)15-17-5-3-2-4-6-17/h2-8,11,20-21H,9-10,12-15H2,1H3,(H3,25,26)(H,27,31)/f/h25,27H,26H2

InChI_3D 1S/C24H29N5O4S/c1-16-11-18(23(25)26)7-8-19(16)12-27-24(31)21-10-9-20-13-28(14-22(30)29(20)21)34(32,33)15-17-5-3-2-4-6-17/h2-8,11,20-21H,9-10,12-15H2,1H3,(H3,25,26)(H,27,31)/t20-,21-/m0/s1

AuxInfo 1/1/N:22,1,2,3,5,6,4,7,18,17,8,23,19,16,24,12,10,9,11,21,20,13,14,15,25,28,29,27,26,30,31,32,33,34/E:(3,4)(5,6)(25,26)(32,33)/F:m/E:(3,4)(5,6)(32,33)/CRV:34.6/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;;s9;;s13;;s17;;s15s17;s18s19;s12;s11;s10;w14;s13s20s21;s16s19;s14;s15s23;d13;d15;;;s24s27d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s28;s29;/rC:-4.3464,3.4984,0;-3.4833,4.0034,0;-4.3464,2.4983,0;6.1548,-4.318,0;-2.6113,3.5033,0;-3.4744,1.9983,0;5.2888,-3.8179,0;7.0268,-2.8179,0;7.0238,-3.8231,0;-2.6024,2.4982,0;5.2918,-2.8127,0;6.1608,-2.3076,0;.868,-.4979,0;7.8876,-4.3269,0;3.5598,-.8126,0;;3.2858,.5022,0;2.6938,1.3168,0;.868,1.5137,0;2.6938,-.3126,0;1.736,1.0058,0;6.1638,-1.3076,0;4.4258,-2.3127,0;-1.735,2.0008,0;8.7558,-3.8308,0;1.736,-.0013,0;0,1.0058,0;7.8831,-5.3269,0;3.5598,-1.8126,0;.8674,-1.4979,0;4.4259,-.3127,0;-.37,2.3708,0;-1.365,.6358,0;-.8675,1.5033,0;-4.7801,3.7471,0;-3.4855,4.5034,0;-4.779,2.2477,0;6.1533,-4.818,0;-2.1797,3.7559,0;-3.4744,1.4983,0;4.8554,-4.0672,0;7.4613,-2.5705,0;-.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;5.6638,-1.3061,0;6.6638,-1.3091,0;6.1653,-.8076,0;4.6758,-1.8797,0;4.1758,-2.7457,0;-1.4862,2.4345,0;-1.9837,1.567,0;9.1877,-4.0827,0;7.449,-5.575,0;8.315,-5.5788,0;3.1267,-2.0626,0;

Duplicates CHEMBL110237_s0_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.sdf

Formula	C₂₄H₂₉N₅O₄S
MW	483.58
InChIKey	IRKSGKUGDOLVOI-DIRLUKLVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.49
logP	3.248
PSA	145.04
MR	136.948
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-92.00465
PM7_Total_Energy_ev	-5628.19562
PM7_Electronic_Energy_ev	-50789.50044
PM7_Dipole_Debye	7.84025
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.171
PM7_LUMO_Energy_ev	-0.391
PM7_COSMO_Area_square_ang	474.95
PM7_COSMO_Volue_cubic_ang	563.74
PM7_Electron_Affinity_ev	0.391
PM7_Ionization_Energy_ev	9.171
PM7_Energy_Gap_ev	8.78
PM7_Global_Hardness_ev	4.39
PM7_Global_Softness_ev	0.22779043280182232
PM7_Chemical_Potential_ev	-4.781
PM7_Electronigativity_ev	4.781
PM7_Back_Donation_Energy_ev	-1.0975
PM7_Electrophilicity_ev	2.6034124145785875
OPENEYE_Name	(2~{S},6~{S},8~{a}~{S})-2-benzylsulfonyl-~{N}-[(4-carbamimidoyl-2-methyl-phenyl)methyl]-4-oxo-1,3,6,7,8,8~{a}-hexahydropyrrolo[1,2-a]pyrazine-6-carboxamide
SMILES	c1ccc(cc1)CS(=O)(=O)N2CC(=O)N3C(CCC3C2)C(=O)NCc4ccc(cc4C)C(=N)N
Canonical_SMILES	O=C([C@@H]1CC[C@@H]2N1C(=O)CN(C2)S(=O)(=O)Cc1ccccc1)NCc1ccc(cc1C)C(=N)N
InChI	1/C24H29N5O4S/c1-16-11-18(23(25)26)7-8-19(16)12-27-24(31)21-10-9-20-13-28(14-22(30)29(20)21)34(32,33)15-17-5-3-2-4-6-17/h2-8,11,20-21H,9-10,12-15H2,1H3,(H3,25,26)(H,27,31)/f/h25,27H,26H2
InChI_3D	1S/C24H29N5O4S/c1-16-11-18(23(25)26)7-8-19(16)12-27-24(31)21-10-9-20-13-28(14-22(30)29(20)21)34(32,33)15-17-5-3-2-4-6-17/h2-8,11,20-21H,9-10,12-15H2,1H3,(H3,25,26)(H,27,31)/t20-,21-/m0/s1
AuxInfo	1/1/N:22,1,2,3,5,6,4,7,18,17,8,23,19,16,24,12,10,9,11,21,20,13,14,15,25,28,29,27,26,30,31,32,33,34/E:(3,4)(5,6)(25,26)(32,33)/F:m/E:(3,4)(5,6)(32,33)/CRV:34.6/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;;s9;;s13;;s17;;s15s17;s18s19;s12;s11;s10;w14;s13s20s21;s16s19;s14;s15s23;d13;d15;;;s24s27d32d33;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s28;s28;s29;/rC:-4.3464,3.4984,0;-3.4833,4.0034,0;-4.3464,2.4983,0;6.1548,-4.318,0;-2.6113,3.5033,0;-3.4744,1.9983,0;5.2888,-3.8179,0;7.0268,-2.8179,0;7.0238,-3.8231,0;-2.6024,2.4982,0;5.2918,-2.8127,0;6.1608,-2.3076,0;.868,-.4979,0;7.8876,-4.3269,0;3.5598,-.8126,0;;3.2858,.5022,0;2.6938,1.3168,0;.868,1.5137,0;2.6938,-.3126,0;1.736,1.0058,0;6.1638,-1.3076,0;4.4258,-2.3127,0;-1.735,2.0008,0;8.7558,-3.8308,0;1.736,-.0013,0;0,1.0058,0;7.8831,-5.3269,0;3.5598,-1.8126,0;.8674,-1.4979,0;4.4259,-.3127,0;-.37,2.3708,0;-1.365,.6358,0;-.8675,1.5033,0;-4.7801,3.7471,0;-3.4855,4.5034,0;-4.779,2.2477,0;6.1533,-4.818,0;-2.1797,3.7559,0;-3.4744,1.4983,0;4.8554,-4.0672,0;7.4613,-2.5705,0;-.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;5.6638,-1.3061,0;6.6638,-1.3091,0;6.1653,-.8076,0;4.6758,-1.8797,0;4.1758,-2.7457,0;-1.4862,2.4345,0;-1.9837,1.567,0;9.1877,-4.0827,0;7.449,-5.575,0;8.315,-5.5788,0;3.1267,-2.0626,0;
Duplicates	CHEMBL110237_s0_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110237_s0_p0.sdf