CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14974 (12153)

Formula C₂₀H₁₉F₂N₅O₂

MW 399.4

InChIKey JGPXDNKSIXAZEQ-RIICRPDENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.33

logP 3.6724

PSA 103.79

MR 102.341

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -89.39798

PM7_Total_Energy_ev -5165.5256

PM7_Electronic_Energy_ev -41778.89454

PM7_Dipole_Debye 3.24411

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.078

PM7_LUMO_Energy_ev -1.027

PM7_COSMO_Area_square_ang 362.35

PM7_COSMO_Volue_cubic_ang 440.03

PM7_Electron_Affinity_ev 1.027

PM7_Ionization_Energy_ev 9.078

PM7_Energy_Gap_ev 8.051

PM7_Global_Hardness_ev 4.0255

PM7_Global_Softness_ev 0.24841634579555336

PM7_Chemical_Potential_ev -5.0525

PM7_Electronigativity_ev 5.0525

PM7_Back_Donation_Energy_ev -1.006375

PM7_Electrophilicity_ev 3.170755961992299

OPENEYE_Name (2~{S},3~{S})-3-[[5-fluoro-2-(5-fluoro-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic acid

SMILES c1c2c(c[nH]c2ncc1F)c3ncc(c(n3)NC4C(C5CCC4CC5)C(=O)O)F

Canonical_SMILES OC(=O)[C@H]1[C@@H]2CC[C@H]([C@@H]1Nc1nc(ncc1F)c1c[nH]c3c1cc(F)cn3)CC2

InChI 1/C20H19F2N5O2/c21-11-5-12-13(7-24-17(12)23-6-11)18-25-8-14(22)19(27-18)26-16-10-3-1-9(2-4-10)15(16)20(28)29/h5-10,15-16H,1-4H2,(H,23,24)(H,28,29)(H,25,26,27)/f/h24,26,28H

InChI_3D 1S/C20H19F2N5O2/c21-11-5-12-13(7-24-17(12)23-6-11)18-25-8-14(22)19(27-18)26-16-10-3-1-9(2-4-10)15(16)20(28)29/h5-10,15-16H,1-4H2,(H,23,24)(H,28,29)(H,25,26,27)/t9-,10+,15-,16-/m0/s1

AuxInfo 1/1/N:13,14,15,16,1,2,4,3,18,19,7,5,6,8,17,20,9,11,10,12,28,29,21,24,22,25,23,26,27/E:(1,2)(3,4)(28,29)/F:13,14,15,16,1,2,4,3,18,19,7,5,6,8,17,20,9,11,10,12,28,29,21,24,22,25,23,27,26/E:(1,2)(3,4)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNNNOOFFHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d4s5;s1d2;d3;s5;s8;s6;;;;s13;s14;s12;s13s14s17;s15s16;s17s19;s2d9;s3d11;d10s11;s4s9;s10s20;d12;s12;s7;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s24;s25;s27;/rC:.868,1.5137,0;;2.6471,3.9658,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,1.3168,0;0,1.0058,0;3.6309,4.1719,0;1.736,-.0013,0;4.2958,3.4249,0;3.0029,2.2678,0;7.0107,-.7277,0;7.398,1.1576,0;9.2102,1.9134,0;6.8551,2.4518,0;8.6935,3.2179,0;6.9583,1.0215,0;8.34,.8217,0;7.3066,3.431,0;6.4417,2.3261,0;.868,-.4979,0;2.3283,3.0128,0;3.9866,2.4739,0;2.6938,-.3126,0;5.2745,3.63,0;7.8913,-1.2015,0;6.1601,-1.2534,0;-.8675,1.5033,0;3.944,5.1216,0;.868,2.0137,0;-.4327,-.2506,0;2.3147,4.3393,0;3.7858,.5022,0;6.9037,1.0826,0;7.3501,.6599,0;9.5414,1.5389,0;9.6362,2.175,0;6.4661,2.7659,0;6.4554,2.1515,0;9.1835,3.3175,0;8.6815,3.7177,0;6.4686,.9205,0;8.5241,.3569,0;7.1225,3.8958,0;6.0164,2.0632,0;2.8483,-.7881,0;5.4304,4.1051,0;5.7198,-1.0165,0;

Duplicates DB14974

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.sdf

Formula	C₂₀H₁₉F₂N₅O₂
MW	399.4
InChIKey	JGPXDNKSIXAZEQ-RIICRPDENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.33
logP	3.6724
PSA	103.79
MR	102.341
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-89.39798
PM7_Total_Energy_ev	-5165.5256
PM7_Electronic_Energy_ev	-41778.89454
PM7_Dipole_Debye	3.24411
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.078
PM7_LUMO_Energy_ev	-1.027
PM7_COSMO_Area_square_ang	362.35
PM7_COSMO_Volue_cubic_ang	440.03
PM7_Electron_Affinity_ev	1.027
PM7_Ionization_Energy_ev	9.078
PM7_Energy_Gap_ev	8.051
PM7_Global_Hardness_ev	4.0255
PM7_Global_Softness_ev	0.24841634579555336
PM7_Chemical_Potential_ev	-5.0525
PM7_Electronigativity_ev	5.0525
PM7_Back_Donation_Energy_ev	-1.006375
PM7_Electrophilicity_ev	3.170755961992299
OPENEYE_Name	(2~{S},3~{S})-3-[[5-fluoro-2-(5-fluoro-1~{H}-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl]amino]bicyclo[2.2.2]octane-2-carboxylic acid
SMILES	c1c2c(c[nH]c2ncc1F)c3ncc(c(n3)NC4C(C5CCC4CC5)C(=O)O)F
Canonical_SMILES	OC(=O)[C@H]1[C@@H]2CC[C@H]([C@@H]1Nc1nc(ncc1F)c1c[nH]c3c1cc(F)cn3)CC2
InChI	1/C20H19F2N5O2/c21-11-5-12-13(7-24-17(12)23-6-11)18-25-8-14(22)19(27-18)26-16-10-3-1-9(2-4-10)15(16)20(28)29/h5-10,15-16H,1-4H2,(H,23,24)(H,28,29)(H,25,26,27)/f/h24,26,28H
InChI_3D	1S/C20H19F2N5O2/c21-11-5-12-13(7-24-17(12)23-6-11)18-25-8-14(22)19(27-18)26-16-10-3-1-9(2-4-10)15(16)20(28)29/h5-10,15-16H,1-4H2,(H,23,24)(H,28,29)(H,25,26,27)/t9-,10+,15-,16-/m0/s1
AuxInfo	1/1/N:13,14,15,16,1,2,4,3,18,19,7,5,6,8,17,20,9,11,10,12,28,29,21,24,22,25,23,26,27/E:(1,2)(3,4)(28,29)/F:13,14,15,16,1,2,4,3,18,19,7,5,6,8,17,20,9,11,10,12,28,29,21,24,22,25,23,27,26/E:(1,2)(3,4)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNNNOOFFHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d4s5;s1d2;d3;s5;s8;s6;;;;s13;s14;s12;s13s14s17;s15s16;s17s19;s2d9;s3d11;d10s11;s4s9;s10s20;d12;s12;s7;s8;s1;s2;s3;s4;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s24;s25;s27;/rC:.868,1.5137,0;;2.6471,3.9658,0;3.2858,.5022,0;1.736,1.0058,0;2.6938,1.3168,0;0,1.0058,0;3.6309,4.1719,0;1.736,-.0013,0;4.2958,3.4249,0;3.0029,2.2678,0;7.0107,-.7277,0;7.398,1.1576,0;9.2102,1.9134,0;6.8551,2.4518,0;8.6935,3.2179,0;6.9583,1.0215,0;8.34,.8217,0;7.3066,3.431,0;6.4417,2.3261,0;.868,-.4979,0;2.3283,3.0128,0;3.9866,2.4739,0;2.6938,-.3126,0;5.2745,3.63,0;7.8913,-1.2015,0;6.1601,-1.2534,0;-.8675,1.5033,0;3.944,5.1216,0;.868,2.0137,0;-.4327,-.2506,0;2.3147,4.3393,0;3.7858,.5022,0;6.9037,1.0826,0;7.3501,.6599,0;9.5414,1.5389,0;9.6362,2.175,0;6.4661,2.7659,0;6.4554,2.1515,0;9.1835,3.3175,0;8.6815,3.7177,0;6.4686,.9205,0;8.5241,.3569,0;7.1225,3.8958,0;6.0164,2.0632,0;2.8483,-.7881,0;5.4304,4.1051,0;5.7198,-1.0165,0;
Duplicates	DB14974
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14974.sdf