CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196381_p0 (2539166)

Formula C₂₃H₂₇N₇O₅S

MW 513.57

InChIKey SQPKGCCERACSLG-DJCPMKPHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 67

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -2.87

logP 1.8281

PSA 214.11

MR 132.792

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -90.05915

PM7_Total_Energy_ev -6144.69967

PM7_Electronic_Energy_ev -60370.67541

PM7_Dipole_Debye 4.20251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.453

PM7_LUMO_Energy_ev -0.64

PM7_COSMO_Area_square_ang 441.51

PM7_COSMO_Volue_cubic_ang 589.66

PM7_Electron_Affinity_ev 0.64

PM7_Ionization_Energy_ev 8.453

PM7_Energy_Gap_ev 7.813

PM7_Global_Hardness_ev 3.9065

PM7_Global_Softness_ev 0.2559836170485089

PM7_Chemical_Potential_ev -4.5465

PM7_Electronigativity_ev 4.5465

PM7_Back_Donation_Energy_ev -0.976625

PM7_Electrophilicity_ev 2.6456754447715345

OPENEYE_Name (2~{S})-2-amino-4-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl-(benzothiophen-3-ylmethyl)amino]butanoic acid

SMILES c1ccc2c(c1)c(cs2)CN(CC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)CCC(C(=O)O)N

Canonical_SMILES OC(=O)[C@H](CCN(Cc1csc2c1cccc2)C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)N

InChI 1/C23H27N7O5S/c24-14(23(33)34)5-6-29(7-12-9-36-16-4-2-1-3-13(12)16)8-15-18(31)19(32)22(35-15)30-11-28-17-20(25)26-10-27-21(17)30/h1-4,9-11,14-15,18-19,22,31-32H,5-8,24H2,(H,33,34)(H2,25,26,27)/f/h33H,25H2

InChI_3D 1S/C23H27N7O5S/c24-14(23(33)34)5-6-29(7-12-9-36-16-4-2-1-3-13(12)16)8-15-18(31)19(32)22(35-15)30-11-28-17-20(25)26-10-27-21(17)30/h1-4,9-11,14-15,18-19,22,31-32H,5-8,24H2,(H,33,34)(H2,25,26,27)/t14-,15+,18+,19+,22+/m0/s1

AuxInfo 1/1/N:1,2,3,4,21,22,19,20,5,6,7,9,8,23,17,11,10,15,16,13,12,18,14,29,28,25,24,26,30,27,34,35,31,33,32,36/E:(33,34)/F:1,2,3,4,21,22,19,20,5,6,7,9,8,23,17,11,10,15,16,13,12,18,14,29,28,25,24,26,30,27,34,35,33,31,32,36/rA:63cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s8;;d4s8;d10;s10;;;s15;s15;s16;s9;s17;;s21;s14s21;d6s12;s6d13;d7s10;s7s12s18;s13;s23;s19s20s22;d14;s17s18;s14;s15;s16;s5s11;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s28;s28;s29;s29;s33;s34;s35;/rC:-2.3438,-9.6613,0;-3.3442,-9.5566,0;-1.7584,-8.8498,0;-3.7591,-8.6404,0;-2.5015,-6.341,0;-.868,-1.5137,0;2.4178,-1.0115,0;-2.162,-7.9348,0;-1.7527,-7.0146,0;.868,-.5079,0;-3.1635,-7.83,0;.868,-1.515,0;;2.8812,-9.5694,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.7746,-6.8063,0;.512,-5.6468,0;1.5423,-8.0837,0;.8729,-7.3408,0;2.2117,-8.8266,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;1.4689,-9.496,0;.2034,-6.598,0;2.5726,-10.5206,0;1.1523,-2.9869,0;3.8592,-9.3611,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-3.3733,-6.845,0;-2.1396,-10.1176,0;-3.6367,-9.9621,0;-1.2612,-8.9021,0;-4.2564,-8.5884,0;-2.4495,-5.8437,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;-.8788,-6.3173,0;-.6705,-7.2953,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9137,-7.749,0;1.1709,-8.4184,0;.5014,-7.6756,0;1.2443,-7.0061,0;2.5832,-8.4919,0;-.433,1.25,0;.433,1.25,0;1.573,-9.985,0;.9933,-9.3417,0;4.194,-9.7326,0;3.3287,-5.9161,0;4.5074,-2.8213,0;

Duplicates CHEMBL5196381_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.sdf

Formula	C₂₃H₂₇N₇O₅S
MW	513.57
InChIKey	SQPKGCCERACSLG-DJCPMKPHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	67
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-2.87
logP	1.8281
PSA	214.11
MR	132.792
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-90.05915
PM7_Total_Energy_ev	-6144.69967
PM7_Electronic_Energy_ev	-60370.67541
PM7_Dipole_Debye	4.20251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.453
PM7_LUMO_Energy_ev	-0.64
PM7_COSMO_Area_square_ang	441.51
PM7_COSMO_Volue_cubic_ang	589.66
PM7_Electron_Affinity_ev	0.64
PM7_Ionization_Energy_ev	8.453
PM7_Energy_Gap_ev	7.813
PM7_Global_Hardness_ev	3.9065
PM7_Global_Softness_ev	0.2559836170485089
PM7_Chemical_Potential_ev	-4.5465
PM7_Electronigativity_ev	4.5465
PM7_Back_Donation_Energy_ev	-0.976625
PM7_Electrophilicity_ev	2.6456754447715345
OPENEYE_Name	(2~{S})-2-amino-4-[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl-(benzothiophen-3-ylmethyl)amino]butanoic acid
SMILES	c1ccc2c(c1)c(cs2)CN(CC3C(C(C(O3)n4cnc5c4ncnc5N)O)O)CCC(C(=O)O)N
Canonical_SMILES	OC(=O)[C@H](CCN(Cc1csc2c1cccc2)C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)N
InChI	1/C23H27N7O5S/c24-14(23(33)34)5-6-29(7-12-9-36-16-4-2-1-3-13(12)16)8-15-18(31)19(32)22(35-15)30-11-28-17-20(25)26-10-27-21(17)30/h1-4,9-11,14-15,18-19,22,31-32H,5-8,24H2,(H,33,34)(H2,25,26,27)/f/h33H,25H2
InChI_3D	1S/C23H27N7O5S/c24-14(23(33)34)5-6-29(7-12-9-36-16-4-2-1-3-13(12)16)8-15-18(31)19(32)22(35-15)30-11-28-17-20(25)26-10-27-21(17)30/h1-4,9-11,14-15,18-19,22,31-32H,5-8,24H2,(H,33,34)(H2,25,26,27)/t14-,15+,18+,19+,22+/m0/s1
AuxInfo	1/1/N:1,2,3,4,21,22,19,20,5,6,7,9,8,23,17,11,10,15,16,13,12,18,14,29,28,25,24,26,30,27,34,35,31,33,32,36/E:(33,34)/F:1,2,3,4,21,22,19,20,5,6,7,9,8,23,17,11,10,15,16,13,12,18,14,29,28,25,24,26,30,27,34,35,33,31,32,36/rA:63cCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s8;;d4s8;d10;s10;;;s15;s15;s16;s9;s17;;s21;s14s21;d6s12;s6d13;d7s10;s7s12s18;s13;s23;s19s20s22;d14;s17s18;s14;s15;s16;s5s11;s1;s2;s3;s4;s5;s6;s7;s15;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s28;s28;s29;s29;s33;s34;s35;/rC:-2.3438,-9.6613,0;-3.3442,-9.5566,0;-1.7584,-8.8498,0;-3.7591,-8.6404,0;-2.5015,-6.341,0;-.868,-1.5137,0;2.4178,-1.0115,0;-2.162,-7.9348,0;-1.7527,-7.0146,0;.868,-.5079,0;-3.1635,-7.83,0;.868,-1.515,0;;2.8812,-9.5694,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-.7746,-6.8063,0;.512,-5.6468,0;1.5423,-8.0837,0;.8729,-7.3408,0;2.2117,-8.8266,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;1.4689,-9.496,0;.2034,-6.598,0;2.5726,-10.5206,0;1.1523,-2.9869,0;3.8592,-9.3611,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-3.3733,-6.845,0;-2.1396,-10.1176,0;-3.6367,-9.9621,0;-1.2612,-8.9021,0;-4.2564,-8.5884,0;-2.4495,-5.8437,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.5628,-3.8795,0;2.5917,-2.5743,0;-.8788,-6.3173,0;-.6705,-7.2953,0;.9876,-5.8011,0;.0365,-5.4925,0;1.9137,-7.749,0;1.1709,-8.4184,0;.5014,-7.6756,0;1.2443,-7.0061,0;2.5832,-8.4919,0;-.433,1.25,0;.433,1.25,0;1.573,-9.985,0;.9933,-9.3417,0;4.194,-9.7326,0;3.3287,-5.9161,0;4.5074,-2.8213,0;
Duplicates	CHEMBL5196381_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196381_p0.sdf