CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191349 (2533662)

Formula C₂₂H₂₄FN₅O₇

MW 489.46

InChIKey JNWGENNSMMYTDJ-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 35

Number_Rings 6

Number_Bonds 64

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -1.38

logP 0.187

PSA 157.47

MR 130.402

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -226.23118

PM7_Total_Energy_ev -6488.18851

PM7_Electronic_Energy_ev -58971.35093

PM7_Dipole_Debye 5.92414

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.168

PM7_LUMO_Energy_ev -0.932

PM7_COSMO_Area_square_ang 423.7

PM7_COSMO_Volue_cubic_ang 522.12

PM7_Electron_Affinity_ev 0.932

PM7_Ionization_Energy_ev 8.168

PM7_Energy_Gap_ev 7.236

PM7_Global_Hardness_ev 3.618

PM7_Global_Softness_ev 0.2763957987838585

PM7_Chemical_Potential_ev -4.55

PM7_Electronigativity_ev 4.55

PM7_Back_Donation_Energy_ev -0.9045

PM7_Electrophilicity_ev 2.8610420121614153

OPENEYE_Name (4~{R},6~{S},7~{S})-13-[(3~{S},4~{S})-3,4-dihydroxypyrrolidin-1-yl]-17-fluoro-4,6-dimethyl-spiro[5,15-dioxa-2,14-diazatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-8,5'-hexahydropyrimidine]-2',4',6'-trione

SMILES c1c2c(c(c3c1CC4(C(=O)NC(=O)NC4=O)C5N3CC(OC5C)C)F)onc2N6CC(C(C6)O)O

Canonical_SMILES C[C@H]1O[C@@H](C)[C@H]2N(C1)c1c(CC32C(=O)NC(=O)NC3=O)cc2c(c1F)onc2N1C[C@@H]([C@H](C1)O)O

InChI 1/C22H24FN5O7/c1-8-5-28-15-10(4-22(17(28)9(2)34-8)19(31)24-21(33)25-20(22)32)3-11-16(14(15)23)35-26-18(11)27-6-12(29)13(30)7-27/h3,8-9,12-13,17,29-30H,4-7H2,1-2H3,(H2,24,25,31,32,33)/f/h24-25H

InChI_3D 1S/C22H24FN5O7/c1-8-5-28-15-10(4-22(17(28)9(2)34-8)19(31)24-21(33)25-20(22)32)3-11-16(14(15)23)35-26-18(11)27-6-12(29)13(30)7-27/h3,8-9,12-13,17,29-30H,4-7H2,1-2H3,(H2,24,25,31,32,33)/t8-,9+,12+,13+,17-/m1/s1

AuxInfo 1/1/N:21,22,1,11,14,12,13,18,19,3,2,16,17,6,4,5,15,7,8,9,10,20,35,24,25,23,27,26,33,34,28,29,30,32,31/E:(6,7)(12,13)(19,20)(24,25)(29,30)(31,32)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s2;;;;s3;;;;;s12;s13s16;s14;s15;s8s9s11s15;s18;s19;d7;s8s10;s9s10;s4s14s15;s7s12s13;d8;d9;d10;s5s23;s18s19;s16;s17;s6;s1;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s24;s25;s33;s34;/rC:-1.2885,2.9197,0;-.3106,3.1291,0;-1.9587,3.6619,0;-1.6512,4.6134,0;-.0031,4.0807,0;-.6733,4.8228,0;.4993,2.5426,0;-4.2771,4.9367,0;-3.9144,3.2431,0;-5.5625,3.7758,0;-2.9366,3.4525,0;-.3065,.9518,0;1.3133,.9518,0;-2.0139,6.307,0;-3.2993,5.1461,0;;1.0015,0,0;-2.6841,7.0492,0;-3.9695,5.8882,0;-3.6068,4.1946,0;-3.3422,8.6707,0;-5.5159,6.7074,0;1.3074,3.1316,0;-5.2549,4.7273,0;-4.8922,3.0336,0;-2.3214,5.3555,0;.5008,1.5426,0;-3.9695,5.8882,0;-3.2441,2.5009,0;-6.5403,3.5664,0;.9969,4.0822,0;-3.662,6.8398,0;.1814,-1.7406,0;2.7127,-.3666,0;-.3658,5.7743,0;-1.4423,2.444,0;-3.3602,3.1869,0;-2.7486,2.9892,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;-1.572,6.073,0;-1.7066,6.7015,0;-2.9641,4.775,0;-.4893,-.1031,0;.9488,-.4972,0;-2.2605,7.3148,0;-4.2768,5.4938,0;-2.8789,8.8587,0;-3.8055,8.4827,0;-3.5302,9.134,0;-5.2819,7.1493,0;-5.75,6.2656,0;-5.9578,6.9415,0;-5.5901,5.0984,0;-5.046,2.5579,0;-.2234,-2.0341,0;2.8664,-.8424,0;

Duplicates CHEMBL5191349;CHEMBL5206134;CHEMBL5208526

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.sdf

Formula	C₂₂H₂₄FN₅O₇
MW	489.46
InChIKey	JNWGENNSMMYTDJ-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	35
Number_Rings	6
Number_Bonds	64
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-1.38
logP	0.187
PSA	157.47
MR	130.402
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-226.23118
PM7_Total_Energy_ev	-6488.18851
PM7_Electronic_Energy_ev	-58971.35093
PM7_Dipole_Debye	5.92414
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.168
PM7_LUMO_Energy_ev	-0.932
PM7_COSMO_Area_square_ang	423.7
PM7_COSMO_Volue_cubic_ang	522.12
PM7_Electron_Affinity_ev	0.932
PM7_Ionization_Energy_ev	8.168
PM7_Energy_Gap_ev	7.236
PM7_Global_Hardness_ev	3.618
PM7_Global_Softness_ev	0.2763957987838585
PM7_Chemical_Potential_ev	-4.55
PM7_Electronigativity_ev	4.55
PM7_Back_Donation_Energy_ev	-0.9045
PM7_Electrophilicity_ev	2.8610420121614153
OPENEYE_Name	(4~{R},6~{S},7~{S})-13-[(3~{S},4~{S})-3,4-dihydroxypyrrolidin-1-yl]-17-fluoro-4,6-dimethyl-spiro[5,15-dioxa-2,14-diazatetracyclo[8.7.0.0^{2,7}.0^{12,16}]heptadeca-1(10),11,13,16-tetraene-8,5'-hexahydropyrimidine]-2',4',6'-trione
SMILES	c1c2c(c(c3c1CC4(C(=O)NC(=O)NC4=O)C5N3CC(OC5C)C)F)onc2N6CC(C(C6)O)O
Canonical_SMILES	C[C@H]1O[C@@H](C)[C@H]2N(C1)c1c(CC32C(=O)NC(=O)NC3=O)cc2c(c1F)onc2N1C[C@@H]([C@H](C1)O)O
InChI	1/C22H24FN5O7/c1-8-5-28-15-10(4-22(17(28)9(2)34-8)19(31)24-21(33)25-20(22)32)3-11-16(14(15)23)35-26-18(11)27-6-12(29)13(30)7-27/h3,8-9,12-13,17,29-30H,4-7H2,1-2H3,(H2,24,25,31,32,33)/f/h24-25H
InChI_3D	1S/C22H24FN5O7/c1-8-5-28-15-10(4-22(17(28)9(2)34-8)19(31)24-21(33)25-20(22)32)3-11-16(14(15)23)35-26-18(11)27-6-12(29)13(30)7-27/h3,8-9,12-13,17,29-30H,4-7H2,1-2H3,(H2,24,25,31,32,33)/t8-,9+,12+,13+,17-/m1/s1
AuxInfo	1/1/N:21,22,1,11,14,12,13,18,19,3,2,16,17,6,4,5,15,7,8,9,10,20,35,24,25,23,27,26,33,34,28,29,30,32,31/E:(6,7)(12,13)(19,20)(24,25)(29,30)(31,32)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s2;s4d5;s2;;;;s3;;;;;s12;s13s16;s14;s15;s8s9s11s15;s18;s19;d7;s8s10;s9s10;s4s14s15;s7s12s13;d8;d9;d10;s5s23;s18s19;s16;s17;s6;s1;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s21;s21;s21;s22;s22;s22;s24;s25;s33;s34;/rC:-1.2885,2.9197,0;-.3106,3.1291,0;-1.9587,3.6619,0;-1.6512,4.6134,0;-.0031,4.0807,0;-.6733,4.8228,0;.4993,2.5426,0;-4.2771,4.9367,0;-3.9144,3.2431,0;-5.5625,3.7758,0;-2.9366,3.4525,0;-.3065,.9518,0;1.3133,.9518,0;-2.0139,6.307,0;-3.2993,5.1461,0;;1.0015,0,0;-2.6841,7.0492,0;-3.9695,5.8882,0;-3.6068,4.1946,0;-3.3422,8.6707,0;-5.5159,6.7074,0;1.3074,3.1316,0;-5.2549,4.7273,0;-4.8922,3.0336,0;-2.3214,5.3555,0;.5008,1.5426,0;-3.9695,5.8882,0;-3.2441,2.5009,0;-6.5403,3.5664,0;.9969,4.0822,0;-3.662,6.8398,0;.1814,-1.7406,0;2.7127,-.3666,0;-.3658,5.7743,0;-1.4423,2.444,0;-3.3602,3.1869,0;-2.7486,2.9892,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;-1.572,6.073,0;-1.7066,6.7015,0;-2.9641,4.775,0;-.4893,-.1031,0;.9488,-.4972,0;-2.2605,7.3148,0;-4.2768,5.4938,0;-2.8789,8.8587,0;-3.8055,8.4827,0;-3.5302,9.134,0;-5.2819,7.1493,0;-5.75,6.2656,0;-5.9578,6.9415,0;-5.5901,5.0984,0;-5.046,2.5579,0;-.2234,-2.0341,0;2.8664,-.8424,0;
Duplicates	CHEMBL5191349;CHEMBL5206134;CHEMBL5208526
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191349.sdf