CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14723 (11989)

Formula C₂₁H₂₂F₂N₆O₂

MW 428.44

InChIKey NYNZQNWKBKUAII-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.94

logP 3.0234

PSA 86

MR 117.014

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -53.75756

PM7_Total_Energy_ev -5513.59191

PM7_Electronic_Energy_ev -46483.18984

PM7_Dipole_Debye 9.82451

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.866

PM7_LUMO_Energy_ev -0.615

PM7_COSMO_Area_square_ang 400.45

PM7_COSMO_Volue_cubic_ang 491.15

PM7_Electron_Affinity_ev 0.615

PM7_Ionization_Energy_ev 7.866

PM7_Energy_Gap_ev 7.251

PM7_Global_Hardness_ev 3.6255

PM7_Global_Softness_ev 0.2758240242725141

PM7_Chemical_Potential_ev -4.2405

PM7_Electronigativity_ev 4.2405

PM7_Back_Donation_Energy_ev -0.906375

PM7_Electrophilicity_ev 2.4799117707902356

OPENEYE_Name (3~{S})-~{N}-[5-[(2~{R})-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxy-pyrrolidine-1-carboxamide

SMILES c1cc(c(cc1F)C2CCCN2c3ccn4c(n3)c(cn4)NC(=O)N5CCC(C5)O)F

Canonical_SMILES O[C@H]1CCN(C1)C(=O)Nc1cnn2c1nc(cc2)N1CCC[C@@H]1c1cc(F)ccc1F

InChI 1/C21H22F2N6O2/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31)/f/h25H

InChI_3D 1S/C21H22F2N6O2/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31)/t14-,18+/m0/s1

AuxInfo 1/1/N:14,15,1,2,16,10,17,18,11,3,4,19,7,21,5,8,6,20,12,9,13,30,31,22,27,23,26,25,24,29,28/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNNNNOOFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s4;s1d3;s2d5;d6;;d10;s10;;;s14;;s14;s16;;s5s15;s16s19;d4;s9d12;s9s11s22;s12s17s20;s13s18s19;s6s13;d13;s21;s7;s8;s1;s2;s3;s4;s10;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s27;s29;/rC:-4.8379,1.0843,0;-3.9227,1.5001,0;-4.1201,-.4953,0;3.2858,-.5036,0;-3.205,-.0795,0;2.6938,-1.3184,0;-4.9319,.0887,0;-3.1016,.9204,0;1.736,-1.0071,0;;.868,.5079,0;0,-1.0058,0;3.9809,-2.4774,0;-1.9473,-2.7152,0;-2.4506,-1.8493,0;4.2877,-5.0504,0;-.9704,-2.5019,0;3.7034,-4.2389,0;5.2447,-3.7408,0;-1.7844,-1.1015,0;5.2407,-4.7424,0;2.6938,.311,0;.868,-1.5037,0;1.736,0,0;-.8653,-1.507,0;4.2899,-3.4285,0;3.0028,-2.2695,0;4.6501,-1.7343,0;6.9817,-4.565,0;-5.8424,-.325,0;-2.1912,1.334,0;-5.245,1.3745,0;-3.8757,1.9979,0;-4.1693,-.9929,0;3.7858,-.5036,0;-.4337,.2487,0;.868,1.0079,0;-2.4033,-2.9203,0;-1.7906,-3.19,0;-2.7869,-1.4793,0;-2.854,-2.1447,0;4.49,-5.5076,0;3.8539,-5.2989,0;-.9164,-2.9989,0;-.4704,-2.5011,0;3.3311,-4.5727,0;3.3319,-3.9043,0;5.3499,-3.252,0;5.7418,-3.7947,0;-1.5361,-.6675,0;5.3435,-5.2317,0;2.6682,-2.641,0;7.2743,-4.9704,0;

Duplicates DB14723

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.sdf

Formula	C₂₁H₂₂F₂N₆O₂
MW	428.44
InChIKey	NYNZQNWKBKUAII-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.94
logP	3.0234
PSA	86
MR	117.014
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-53.75756
PM7_Total_Energy_ev	-5513.59191
PM7_Electronic_Energy_ev	-46483.18984
PM7_Dipole_Debye	9.82451
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.866
PM7_LUMO_Energy_ev	-0.615
PM7_COSMO_Area_square_ang	400.45
PM7_COSMO_Volue_cubic_ang	491.15
PM7_Electron_Affinity_ev	0.615
PM7_Ionization_Energy_ev	7.866
PM7_Energy_Gap_ev	7.251
PM7_Global_Hardness_ev	3.6255
PM7_Global_Softness_ev	0.2758240242725141
PM7_Chemical_Potential_ev	-4.2405
PM7_Electronigativity_ev	4.2405
PM7_Back_Donation_Energy_ev	-0.906375
PM7_Electrophilicity_ev	2.4799117707902356
OPENEYE_Name	(3~{S})-~{N}-[5-[(2~{R})-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxy-pyrrolidine-1-carboxamide
SMILES	c1cc(c(cc1F)C2CCCN2c3ccn4c(n3)c(cn4)NC(=O)N5CCC(C5)O)F
Canonical_SMILES	O[C@H]1CCN(C1)C(=O)Nc1cnn2c1nc(cc2)N1CCC[C@@H]1c1cc(F)ccc1F
InChI	1/C21H22F2N6O2/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31)/f/h25H
InChI_3D	1S/C21H22F2N6O2/c22-13-3-4-16(23)15(10-13)18-2-1-7-28(18)19-6-9-29-20(26-19)17(11-24-29)25-21(31)27-8-5-14(30)12-27/h3-4,6,9-11,14,18,30H,1-2,5,7-8,12H2,(H,25,31)/t14-,18+/m0/s1
AuxInfo	1/1/N:14,15,1,2,16,10,17,18,11,3,4,19,7,21,5,8,6,20,12,9,13,30,31,22,27,23,26,25,24,29,28/F:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNNNNOOFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s4;s1d3;s2d5;d6;;d10;s10;;;s14;;s14;s16;;s5s15;s16s19;d4;s9d12;s9s11s22;s12s17s20;s13s18s19;s6s13;d13;s21;s7;s8;s1;s2;s3;s4;s10;s11;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s27;s29;/rC:-4.8379,1.0843,0;-3.9227,1.5001,0;-4.1201,-.4953,0;3.2858,-.5036,0;-3.205,-.0795,0;2.6938,-1.3184,0;-4.9319,.0887,0;-3.1016,.9204,0;1.736,-1.0071,0;;.868,.5079,0;0,-1.0058,0;3.9809,-2.4774,0;-1.9473,-2.7152,0;-2.4506,-1.8493,0;4.2877,-5.0504,0;-.9704,-2.5019,0;3.7034,-4.2389,0;5.2447,-3.7408,0;-1.7844,-1.1015,0;5.2407,-4.7424,0;2.6938,.311,0;.868,-1.5037,0;1.736,0,0;-.8653,-1.507,0;4.2899,-3.4285,0;3.0028,-2.2695,0;4.6501,-1.7343,0;6.9817,-4.565,0;-5.8424,-.325,0;-2.1912,1.334,0;-5.245,1.3745,0;-3.8757,1.9979,0;-4.1693,-.9929,0;3.7858,-.5036,0;-.4337,.2487,0;.868,1.0079,0;-2.4033,-2.9203,0;-1.7906,-3.19,0;-2.7869,-1.4793,0;-2.854,-2.1447,0;4.49,-5.5076,0;3.8539,-5.2989,0;-.9164,-2.9989,0;-.4704,-2.5011,0;3.3311,-4.5727,0;3.3319,-3.9043,0;5.3499,-3.252,0;5.7418,-3.7947,0;-1.5361,-.6675,0;5.3435,-5.2317,0;2.6682,-2.641,0;7.2743,-4.9704,0;
Duplicates	DB14723
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014500-0000014749/DB14723.sdf