CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108081_p0 (8644)

Formula C₂₁H₂₂FN₅O₄S

MW 459.5

InChIKey RNPPZKFAYFQRPP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.41

logP 2.0464

PSA 126.82

MR 122.103

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -68.67158

PM7_Total_Energy_ev -5628.23475

PM7_Electronic_Energy_ev -46432.64688

PM7_Dipole_Debye 7.42649

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.743

PM7_LUMO_Energy_ev -1.394

PM7_COSMO_Area_square_ang 450.24

PM7_COSMO_Volue_cubic_ang 516.28

PM7_Electron_Affinity_ev 1.394

PM7_Ionization_Energy_ev 8.743

PM7_Energy_Gap_ev 7.349

PM7_Global_Hardness_ev 3.6745

PM7_Global_Softness_ev 0.27214587018641995

PM7_Chemical_Potential_ev -5.0685

PM7_Electronigativity_ev 5.0685

PM7_Back_Donation_Energy_ev -0.918625

PM7_Electrophilicity_ev 3.495671826098789

OPENEYE_Name methyl (~{E})-3-[6-fluoro-7-[(3~{S},4~{S})-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-thiazol-2-yl-1,8-naphthyridin-3-yl]prop-2-enoate

SMILES c1c2c(nc(c1F)N3CC(C(C3)OC)NC)n(cc(c2=O)C=CC(=O)OC)c4nccs4

Canonical_SMILES COC(=O)/C=C/c1cn(c2nccs2)c2c(c1=O)cc(c(n2)N1C[C@@H]([C@H](C1)NC)OC)F

InChI 1/C21H22FN5O4S/c1-23-15-10-26(11-16(15)30-2)20-14(22)8-13-18(29)12(4-5-17(28)31-3)9-27(19(13)25-20)21-24-6-7-32-21/h4-9,15-16,23H,10-11H2,1-3H3

InChI_3D 1S/C21H22FN5O4S/c1-23-15-10-26(11-16(15)30-2)20-14(22)8-13-18(29)12(4-5-17(28)31-3)9-27(19(13)25-20)21-24-6-7-32-21/h4-9,15-16,23H,10-11H2,1-3H3/b5-4+/t15-,16-/m0/s1

AuxInfo 1/0/N:19,21,20,12,13,2,3,1,9,15,16,11,4,5,17,18,14,10,6,7,8,31,26,22,23,25,24,28,27,30,29,32/rA:54cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s4;d5;;;s4;d9s10;s11;w12;s13;;;s15;s16s17;;;;s2d8;d6s7;s6s8s9;s7s15s16;s17s19;d10;d14;s14s20;s18s21;s5;s3s8;s1;s2;s3;s9;s12;s13;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s26;/rC:.8707,-.4993,0;2.1183,4.0563,0;3.1183,4.052,0;1.7371,0,0;;1.7414,1.0089,0;0,1.0089,0;2.6154,2.5125,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;5.2125,-.017,0;6.0757,-.5219,0;-1.781,1.0985,0;-.9774,2.5049,0;-2.4553,1.8368,0;-1.9585,2.7064,0;-4.1788,2.0086,0;6.9502,.9732,0;-1.1247,5.3269,0;1.8074,3.1044,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.2675,2.4202,0;2.5983,-1.5053,0;6.0701,-1.5219,0;6.9445,-.0267,0;-1.4279,4.374,0;-.8653,-.5013,0;3.4292,3.1013,0;.8712,-.9993,0;1.8256,4.4616,0;3.4127,4.4562,0;3.9191,1.2491,0;4.3409,-1.0121,0;5.2153,.483,0;-2.184,.8025,0;-1.5297,.6662,0;-.4774,2.5077,0;-.9282,3.0025,0;-2.7876,1.4631,0;-2.4163,2.9073,0;-3.973,1.5529,0;-4.3847,2.4643,0;-4.6345,1.8028,0;7.4502,.9704,0;6.4502,.976,0;6.953,1.4732,0;-1.6011,5.4785,0;-.6482,5.1753,0;-.973,5.8034,0;-3.2179,2.9178,0;

Duplicates CHEMBL108081_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.sdf

Formula	C₂₁H₂₂FN₅O₄S
MW	459.5
InChIKey	RNPPZKFAYFQRPP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.41
logP	2.0464
PSA	126.82
MR	122.103
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-68.67158
PM7_Total_Energy_ev	-5628.23475
PM7_Electronic_Energy_ev	-46432.64688
PM7_Dipole_Debye	7.42649
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.743
PM7_LUMO_Energy_ev	-1.394
PM7_COSMO_Area_square_ang	450.24
PM7_COSMO_Volue_cubic_ang	516.28
PM7_Electron_Affinity_ev	1.394
PM7_Ionization_Energy_ev	8.743
PM7_Energy_Gap_ev	7.349
PM7_Global_Hardness_ev	3.6745
PM7_Global_Softness_ev	0.27214587018641995
PM7_Chemical_Potential_ev	-5.0685
PM7_Electronigativity_ev	5.0685
PM7_Back_Donation_Energy_ev	-0.918625
PM7_Electrophilicity_ev	3.495671826098789
OPENEYE_Name	methyl (~{E})-3-[6-fluoro-7-[(3~{S},4~{S})-3-methoxy-4-(methylamino)pyrrolidin-1-yl]-4-oxo-1-thiazol-2-yl-1,8-naphthyridin-3-yl]prop-2-enoate
SMILES	c1c2c(nc(c1F)N3CC(C(C3)OC)NC)n(cc(c2=O)C=CC(=O)OC)c4nccs4
Canonical_SMILES	COC(=O)/C=C/c1cn(c2nccs2)c2c(c1=O)cc(c(n2)N1C[C@@H]([C@H](C1)NC)OC)F
InChI	1/C21H22FN5O4S/c1-23-15-10-26(11-16(15)30-2)20-14(22)8-13-18(29)12(4-5-17(28)31-3)9-27(19(13)25-20)21-24-6-7-32-21/h4-9,15-16,23H,10-11H2,1-3H3
InChI_3D	1S/C21H22FN5O4S/c1-23-15-10-26(11-16(15)30-2)20-14(22)8-13-18(29)12(4-5-17(28)31-3)9-27(19(13)25-20)21-24-6-7-32-21/h4-9,15-16,23H,10-11H2,1-3H3/b5-4+/t15-,16-/m0/s1
AuxInfo	1/0/N:19,21,20,12,13,2,3,1,9,15,16,11,4,5,17,18,14,10,6,7,8,31,26,22,23,25,24,28,27,30,29,32/rA:54cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFSHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;s4;d5;;;s4;d9s10;s11;w12;s13;;;s15;s16s17;;;;s2d8;d6s7;s6s8s9;s7s15s16;s17s19;d10;d14;s14s20;s18s21;s5;s3s8;s1;s2;s3;s9;s12;s13;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s26;/rC:.8707,-.4993,0;2.1183,4.0563,0;3.1183,4.052,0;1.7371,0,0;;1.7414,1.0089,0;0,1.0089,0;2.6154,2.5125,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;5.2125,-.017,0;6.0757,-.5219,0;-1.781,1.0985,0;-.9774,2.5049,0;-2.4553,1.8368,0;-1.9585,2.7064,0;-4.1788,2.0086,0;6.9502,.9732,0;-1.1247,5.3269,0;1.8074,3.1044,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.2675,2.4202,0;2.5983,-1.5053,0;6.0701,-1.5219,0;6.9445,-.0267,0;-1.4279,4.374,0;-.8653,-.5013,0;3.4292,3.1013,0;.8712,-.9993,0;1.8256,4.4616,0;3.4127,4.4562,0;3.9191,1.2491,0;4.3409,-1.0121,0;5.2153,.483,0;-2.184,.8025,0;-1.5297,.6662,0;-.4774,2.5077,0;-.9282,3.0025,0;-2.7876,1.4631,0;-2.4163,2.9073,0;-3.973,1.5529,0;-4.3847,2.4643,0;-4.6345,1.8028,0;7.4502,.9704,0;6.4502,.976,0;6.953,1.4732,0;-1.6011,5.4785,0;-.6482,5.1753,0;-.973,5.8034,0;-3.2179,2.9178,0;
Duplicates	CHEMBL108081_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108081_p0.sdf