CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195178_p0_t0 (2537859)

Formula C₂₅H₂₄N₈O₅S

MW 548.58

InChIKey XIOGIICTCSCBAE-MNEIJZJYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 67

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 5

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.79

logP 2.403

PSA 219.08

MR 145.054

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -76.29905

PM7_Total_Energy_ev -6537.06296

PM7_Electronic_Energy_ev -61385.84353

PM7_Dipole_Debye 8.31861

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.796

PM7_LUMO_Energy_ev -1.269

PM7_COSMO_Area_square_ang 494.22

PM7_COSMO_Volue_cubic_ang 613.48

PM7_Electron_Affinity_ev 1.269

PM7_Ionization_Energy_ev 8.796

PM7_Energy_Gap_ev 7.527

PM7_Global_Hardness_ev 3.7635

PM7_Global_Softness_ev 0.26571011026969577

PM7_Chemical_Potential_ev -5.0325

PM7_Electronigativity_ev 5.0325

PM7_Back_Donation_Energy_ev -0.940875

PM7_Electrophilicity_ev 3.3646945994420085

OPENEYE_Name (2~{S})-2-amino-5-[[2-(7-benzyl-3-methyl-2,6-dioxo-purin-8-yl)sulfanyl-1~{H}-benzimidazol-5-yl]amino]-5-oxo-pentanoic acid

SMILES c1ccc(cc1)Cn2c3c(nc2Sc4nc5cc(ccc5[nH]4)NC(=O)CCC(C(=O)O)N)n(c(=O)[nH]c3=O)C

Canonical_SMILES O=C(Nc1ccc2c(c1)nc([nH]2)Sc1nc2c(n1Cc1ccccc1)c(=O)[nH]c(=O)n2C)CC[C@@H](C(=O)O)N

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/h27-28,31,36H

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)/t15-/m0/s1

AuxInfo 1/1/N:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,11,10,19,13,14,17,20,15,18,16,32,33,28,26,27,30,31,29,36,34,37,38,35,39/E:(3,4)(5,6)(36,37)/F:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,11,10,19,13,14,17,20,15,18,16,32,33,28,26,27,30,31,29,36,34,38,37,35,39/E:(3,4)(5,6)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d10;s7d8;;d13;;;s13;;;;;s9;s19;s23;s20s24;s10d15;s14d16;s11s15;s13s16s22;s17s18;s14s18s21;s25;s12s19;d17;d18;d19;d20;s20;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s28;s30;s32;s32;s33;s38;/rC:8.4704,1.5059,0;7.4928,1.7165,0;8.7823,.5558,0;6.8203,.9694,0;8.1098,-.1913,0;.868,.5079,0;;.868,-1.5037,0;7.1254,.0117,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;5.997,-2.4598,0;5.1249,-2.9634,0;3.2858,-.5036,0;4.7859,-1.3695,0;6.8709,-2.9574,0;5.9942,-4.4661,0;-.8639,-2.507,0;-2.9587,-4.876,0;4.2633,-4.464,0;6.4563,-.7316,0;-1.7292,-3.0082,0;-2.5946,-3.5094,0;-3.4599,-4.0107,0;2.6938,-1.3184,0;4.3763,-2.2897,0;2.6938,.311,0;5.7873,-1.4748,0;6.8652,-3.9631,0;5.1289,-3.9634,0;-4.3252,-4.5119,0;-.8653,-1.507,0;7.7369,-2.4573,0;5.9929,-5.4661,0;.0028,-3.0058,0;-3.4575,-5.7427,0;-1.9587,-4.8746,0;4.2858,-.5035,0;8.8049,1.8775,0;7.3389,2.1922,0;9.2715,.4526,0;6.3315,1.0747,0;8.2658,-.6664,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;4.013,-4.0312,0;4.5136,-4.8969,0;3.8304,-4.7143,0;6.0847,-.3971,0;6.828,-1.0661,0;-1.4786,-3.4409,0;-1.9799,-2.5756,0;-2.344,-3.9421,0;-2.8452,-3.0768,0;-3.7105,-3.578,0;2.8483,.7865,0;7.2975,-4.2143,0;-4.3245,-5.0119,0;-4.7586,-4.2625,0;-1.2987,-1.2576,0;-1.7081,-5.3072,0;

Duplicates CHEMBL5195178_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.sdf

Formula	C₂₅H₂₄N₈O₅S
MW	548.58
InChIKey	XIOGIICTCSCBAE-MNEIJZJYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	67
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	5
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.79
logP	2.403
PSA	219.08
MR	145.054
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-76.29905
PM7_Total_Energy_ev	-6537.06296
PM7_Electronic_Energy_ev	-61385.84353
PM7_Dipole_Debye	8.31861
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.796
PM7_LUMO_Energy_ev	-1.269
PM7_COSMO_Area_square_ang	494.22
PM7_COSMO_Volue_cubic_ang	613.48
PM7_Electron_Affinity_ev	1.269
PM7_Ionization_Energy_ev	8.796
PM7_Energy_Gap_ev	7.527
PM7_Global_Hardness_ev	3.7635
PM7_Global_Softness_ev	0.26571011026969577
PM7_Chemical_Potential_ev	-5.0325
PM7_Electronigativity_ev	5.0325
PM7_Back_Donation_Energy_ev	-0.940875
PM7_Electrophilicity_ev	3.3646945994420085
OPENEYE_Name	(2~{S})-2-amino-5-[[2-(7-benzyl-3-methyl-2,6-dioxo-purin-8-yl)sulfanyl-1~{H}-benzimidazol-5-yl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc(cc1)Cn2c3c(nc2Sc4nc5cc(ccc5[nH]4)NC(=O)CCC(C(=O)O)N)n(c(=O)[nH]c3=O)C
Canonical_SMILES	O=C(Nc1ccc2c(c1)nc([nH]2)Sc1nc2c(n1Cc1ccccc1)c(=O)[nH]c(=O)n2C)CC[C@@H](C(=O)O)N
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/h27-28,31,36H
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)/t15-/m0/s1
AuxInfo	1/1/N:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,11,10,19,13,14,17,20,15,18,16,32,33,28,26,27,30,31,29,36,34,37,38,35,39/E:(3,4)(5,6)(36,37)/F:21,1,2,3,4,5,7,24,6,23,8,22,9,12,25,11,10,19,13,14,17,20,15,18,16,32,33,28,26,27,30,31,29,36,34,38,37,35,39/E:(3,4)(5,6)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d10;s7d8;;d13;;;s13;;;;;s9;s19;s23;s20s24;s10d15;s14d16;s11s15;s13s16s22;s17s18;s14s18s21;s25;s12s19;d17;d18;d19;d20;s20;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s28;s30;s32;s32;s33;s38;/rC:8.4704,1.5059,0;7.4928,1.7165,0;8.7823,.5558,0;6.8203,.9694,0;8.1098,-.1913,0;.868,.5079,0;;.868,-1.5037,0;7.1254,.0117,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;5.997,-2.4598,0;5.1249,-2.9634,0;3.2858,-.5036,0;4.7859,-1.3695,0;6.8709,-2.9574,0;5.9942,-4.4661,0;-.8639,-2.507,0;-2.9587,-4.876,0;4.2633,-4.464,0;6.4563,-.7316,0;-1.7292,-3.0082,0;-2.5946,-3.5094,0;-3.4599,-4.0107,0;2.6938,-1.3184,0;4.3763,-2.2897,0;2.6938,.311,0;5.7873,-1.4748,0;6.8652,-3.9631,0;5.1289,-3.9634,0;-4.3252,-4.5119,0;-.8653,-1.507,0;7.7369,-2.4573,0;5.9929,-5.4661,0;.0028,-3.0058,0;-3.4575,-5.7427,0;-1.9587,-4.8746,0;4.2858,-.5035,0;8.8049,1.8775,0;7.3389,2.1922,0;9.2715,.4526,0;6.3315,1.0747,0;8.2658,-.6664,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;4.013,-4.0312,0;4.5136,-4.8969,0;3.8304,-4.7143,0;6.0847,-.3971,0;6.828,-1.0661,0;-1.4786,-3.4409,0;-1.9799,-2.5756,0;-2.344,-3.9421,0;-2.8452,-3.0768,0;-3.7105,-3.578,0;2.8483,.7865,0;7.2975,-4.2143,0;-4.3245,-5.0119,0;-4.7586,-4.2625,0;-1.2987,-1.2576,0;-1.7081,-5.3072,0;
Duplicates	CHEMBL5195178_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195178_p0_t0.sdf