CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195178_p0_t1 (2537860)

Formula C₂₅H₂₄N₈O₅S

MW 548.58

InChIKey XIOGIICTCSCBAE-WWBWAKSQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 13

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.08

logP 0.9859

PSA 220.7

MR 146.312

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -57.79848

PM7_Total_Energy_ev -6536.19587

PM7_Electronic_Energy_ev -60291.39421

PM7_Dipole_Debye 12.51775

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.686

PM7_LUMO_Energy_ev -1.229

PM7_COSMO_Area_square_ang 493.76

PM7_COSMO_Volue_cubic_ang 610.78

PM7_Electron_Affinity_ev 1.229

PM7_Ionization_Energy_ev 8.686

PM7_Energy_Gap_ev 7.457

PM7_Global_Hardness_ev 3.7285

PM7_Global_Softness_ev 0.2682043717312592

PM7_Chemical_Potential_ev -4.9575

PM7_Electronigativity_ev 4.9575

PM7_Back_Donation_Energy_ev -0.932125

PM7_Electrophilicity_ev 3.2958034397210674

OPENEYE_Name (2~{S})-2-azaniumyl-5-[[2-(7-benzyl-3-methyl-2,6-dioxo-purin-8-yl)sulfanyl-3~{H}-benzimidazol-5-yl]amino]-5-oxo-pentanoate

SMILES c1ccc(cc1)Cn2c3c(nc2Sc4nc5ccc(cc5[nH]4)NC(=O)CCC(C(=O)[O-])[NH3+])n(c(=O)[nH]c3=O)C

Canonical_SMILES O=C(Nc1ccc2c(c1)[nH]c(n2)Sc1nc2c(n1Cc1ccccc1)c(=O)[nH]c(=O)n2C)CC[C@@H](C(=O)O)[NH3+]

InChI 1/C25H24N8O5S/c1-32-20-19(21(35)31-24(32)38)33(12-13-5-3-2-4-6-13)25(30-20)39-23-28-16-9-7-14(11-17(16)29-23)27-18(34)10-8-15(26)22(36)37/h2-7,9,11,15H,8,10,12,26H2,1H3,(H,27,34)(H,28,29)(H,36,37)(H,31,35,38)/f/h26-27,29,31H

InChI_3D 1S/C25H24N8O5S/c1-32-20-19(21(35)31-24(32)38)33(12-13-5-3-2-4-6-13)25(30-20)39-23-28-16-9-7-14(11-17(16)29-23)27-18(34)10-8-15(26)22(36)37/h2-7,9,11,15H,8,10,12,26H2,1H3,(H,27,34)(H,28,29)(H,36,37)(H,31,35,38)/p+1/t15-/m0/s1

AuxInfo 1/1/N:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,10,11,19,13,14,17,20,15,18,16,33,32,26,28,27,30,31,29,37,35,34,38,36,39/E:(3,4)(5,6)(36,37)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNN+O-OOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;;d13;;;s13;;;;;s9;s19;s23;s20s24;s10d15;s14d16;s11s15;s13s16s22;s17s18;s14s18s21;s12s19;s25;s20;d17;d18;d19;d20;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s28;s30;s32;s33;s33;s33;/rC:8.4704,2.5117,0;7.4928,2.7223,0;8.7823,1.5616,0;6.8203,1.9752,0;8.1098,.8145,0;.868,-.4979,0;;.868,1.5137,0;7.1254,1.0175,0;1.736,-.0013,0;1.736,1.0058,0;0,1.0058,0;5.997,-1.454,0;5.1249,-1.9576,0;3.2858,.5022,0;4.7859,-.3637,0;6.8709,-1.9516,0;5.9942,-3.4603,0;-.8704,2.5033,0;-3.9703,3.1282,0;4.2633,-3.4582,0;6.4563,.2742,0;-1.7379,3.0007,0;-2.6053,3.4982,0;-3.4728,3.9957,0;2.6938,-.3126,0;4.3763,-1.2839,0;2.6938,1.3168,0;5.7873,-.469,0;6.8652,-2.9573,0;5.1289,-2.9576,0;-.8675,1.5033,0;-4.3403,4.4932,0;-4.9703,3.1253,0;7.7369,-1.4515,0;5.9929,-4.4603,0;-.0058,3.0058,0;-3.4678,2.2637,0;4.2858,.5023,0;8.8049,2.8833,0;7.3389,3.198,0;9.2715,1.4584,0;6.3315,2.0805,0;8.2658,.3394,0;.8677,-.9979,0;-.4327,-.2506,0;.868,2.0137,0;4.013,-3.0254,0;4.5136,-3.8911,0;3.8304,-3.7085,0;6.0847,.6087,0;6.828,-.0603,0;-1.4891,3.4345,0;-1.9866,2.567,0;-2.3566,3.932,0;-2.8541,3.0645,0;-3.2241,4.4294,0;2.8483,1.7923,0;7.2975,-3.2085,0;-1.2998,1.252,0;-4.0916,4.9269,0;-4.589,4.0594,0;-4.774,4.7419,0;

Duplicates CHEMBL5195178_p0_t1;CHEMBL5195178_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.sdf

Formula	C₂₅H₂₄N₈O₅S
MW	548.58
InChIKey	XIOGIICTCSCBAE-WWBWAKSQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	13
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.08
logP	0.9859
PSA	220.7
MR	146.312
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-57.79848
PM7_Total_Energy_ev	-6536.19587
PM7_Electronic_Energy_ev	-60291.39421
PM7_Dipole_Debye	12.51775
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.686
PM7_LUMO_Energy_ev	-1.229
PM7_COSMO_Area_square_ang	493.76
PM7_COSMO_Volue_cubic_ang	610.78
PM7_Electron_Affinity_ev	1.229
PM7_Ionization_Energy_ev	8.686
PM7_Energy_Gap_ev	7.457
PM7_Global_Hardness_ev	3.7285
PM7_Global_Softness_ev	0.2682043717312592
PM7_Chemical_Potential_ev	-4.9575
PM7_Electronigativity_ev	4.9575
PM7_Back_Donation_Energy_ev	-0.932125
PM7_Electrophilicity_ev	3.2958034397210674
OPENEYE_Name	(2~{S})-2-azaniumyl-5-[[2-(7-benzyl-3-methyl-2,6-dioxo-purin-8-yl)sulfanyl-3~{H}-benzimidazol-5-yl]amino]-5-oxo-pentanoate
SMILES	c1ccc(cc1)Cn2c3c(nc2Sc4nc5ccc(cc5[nH]4)NC(=O)CCC(C(=O)[O-])[NH3+])n(c(=O)[nH]c3=O)C
Canonical_SMILES	O=C(Nc1ccc2c(c1)[nH]c(n2)Sc1nc2c(n1Cc1ccccc1)c(=O)[nH]c(=O)n2C)CC[C@@H](C(=O)O)[NH3+]
InChI	1/C25H24N8O5S/c1-32-20-19(21(35)31-24(32)38)33(12-13-5-3-2-4-6-13)25(30-20)39-23-28-16-9-7-14(11-17(16)29-23)27-18(34)10-8-15(26)22(36)37/h2-7,9,11,15H,8,10,12,26H2,1H3,(H,27,34)(H,28,29)(H,36,37)(H,31,35,38)/f/h26-27,29,31H
InChI_3D	1S/C25H24N8O5S/c1-32-20-19(21(35)31-24(32)38)33(12-13-5-3-2-4-6-13)25(30-20)39-23-28-16-9-7-14(11-17(16)29-23)27-18(34)10-8-15(26)22(36)37/h2-7,9,11,15H,8,10,12,26H2,1H3,(H,27,34)(H,28,29)(H,36,37)(H,31,35,38)/p+1/t15-/m0/s1
AuxInfo	1/1/N:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,10,11,19,13,14,17,20,15,18,16,33,32,26,28,27,30,31,29,37,35,34,38,36,39/E:(3,4)(5,6)(36,37)/F:m/E:m/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNN+O-OOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s8d10;s7d8;;d13;;;s13;;;;;s9;s19;s23;s20s24;s10d15;s14d16;s11s15;s13s16s22;s17s18;s14s18s21;s12s19;s25;s20;d17;d18;d19;d20;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s28;s30;s32;s33;s33;s33;/rC:8.4704,2.5117,0;7.4928,2.7223,0;8.7823,1.5616,0;6.8203,1.9752,0;8.1098,.8145,0;.868,-.4979,0;;.868,1.5137,0;7.1254,1.0175,0;1.736,-.0013,0;1.736,1.0058,0;0,1.0058,0;5.997,-1.454,0;5.1249,-1.9576,0;3.2858,.5022,0;4.7859,-.3637,0;6.8709,-1.9516,0;5.9942,-3.4603,0;-.8704,2.5033,0;-3.9703,3.1282,0;4.2633,-3.4582,0;6.4563,.2742,0;-1.7379,3.0007,0;-2.6053,3.4982,0;-3.4728,3.9957,0;2.6938,-.3126,0;4.3763,-1.2839,0;2.6938,1.3168,0;5.7873,-.469,0;6.8652,-2.9573,0;5.1289,-2.9576,0;-.8675,1.5033,0;-4.3403,4.4932,0;-4.9703,3.1253,0;7.7369,-1.4515,0;5.9929,-4.4603,0;-.0058,3.0058,0;-3.4678,2.2637,0;4.2858,.5023,0;8.8049,2.8833,0;7.3389,3.198,0;9.2715,1.4584,0;6.3315,2.0805,0;8.2658,.3394,0;.8677,-.9979,0;-.4327,-.2506,0;.868,2.0137,0;4.013,-3.0254,0;4.5136,-3.8911,0;3.8304,-3.7085,0;6.0847,.6087,0;6.828,-.0603,0;-1.4891,3.4345,0;-1.9866,2.567,0;-2.3566,3.932,0;-2.8541,3.0645,0;-3.2241,4.4294,0;2.8483,1.7923,0;7.2975,-3.2085,0;-1.2998,1.252,0;-4.0916,4.9269,0;-4.589,4.0594,0;-4.774,4.7419,0;
Duplicates	CHEMBL5195178_p0_t1;CHEMBL5195178_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t1.sdf