CompChem-Database: compound details

CompChem-Database: details for selected entry

DB17170 (13384)

Formula C₂₃H₂₁F₃N₄O₂

MW 442.44

InChIKey RIHUDRGMCALEAK-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.74

logP 4.2315

PSA 59.51

MR 118.831

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -63.23082

PM7_Total_Energy_ev -5837.80875

PM7_Electronic_Energy_ev -47026.7422

PM7_Dipole_Debye 3.4168

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.816

PM7_LUMO_Energy_ev -1.422

PM7_COSMO_Area_square_ang 431.38

PM7_COSMO_Volue_cubic_ang 499.24

PM7_Electron_Affinity_ev 1.422

PM7_Ionization_Energy_ev 8.816

PM7_Energy_Gap_ev 7.394

PM7_Global_Hardness_ev 3.697

PM7_Global_Softness_ev 0.2704895861509332

PM7_Chemical_Potential_ev -5.119

PM7_Electronigativity_ev 5.119

PM7_Back_Donation_Energy_ev -0.92425

PM7_Electrophilicity_ev 3.5439763321612117

OPENEYE_Name 6-[[(1~{R},4~{R})-3,3-difluoro-1-methyl-4-piperidyl]oxy]-~{N}-(3-ethynyl-2-fluoro-phenyl)-7-methoxy-quinazolin-4-amine

SMILES C#Cc1cccc(c1F)Nc2c3cc(c(cc3ncn2)OC)OC4CCN(CC4(F)F)C

Canonical_SMILES COc1cc2ncnc(c2cc1O[C@@H]1CCN(CC1(F)F)C)Nc1cccc(c1F)C#C

InChI 1/C23H21F3N4O2/c1-4-14-6-5-7-16(21(14)24)29-22-15-10-19(18(31-3)11-17(15)27-13-28-22)32-20-8-9-30(2)12-23(20,25)26/h1,5-7,10-11,13,20H,8-9,12H2,2-3H3,(H,27,28,29)/f/h29H

InChI_3D 1S/C23H21F3N4O2/c1-4-14-6-5-7-16(21(14)24)29-22-15-10-19(18(31-3)11-17(15)27-13-28-22)32-20-8-9-30(2)12-23(20,25)26/h1,5-7,10-11,13,20H,8-9,12H2,2-3H3,(H,27,28,29)/t20-/m1/s1

AuxInfo 1/1/N:1,22,23,2,3,4,5,17,18,6,7,19,8,9,10,12,11,14,13,20,15,16,21,30,31,32,24,25,27,26,29,28/E:(25,26)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOFFFHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;;;;s2s4;d6;d7s10;d5;s6;s7d13;d9s12;s10;;s17;;s17;s19s20;;;d8s11;s8d16;s18s19s22;s12s16;s13s20;s14s23;s15;s21;s21;s1;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s27;/rC:4.3532,-5.499,0;4.3474,-4.499,0;5.2048,-1.9939,0;5.2106,-2.9939,0;4.3388,-1.4939,0;.8679,-.4977,0;.8679,1.5135,0;3.4735,1.0079,0;4.3415,-3.499,0;1.7371,0,0;1.7358,1.0056,0;3.4697,-1.999,0;;0,1.0056,0;3.4667,-3.0041,0;2.6038,-.4989,0;-1.1647,-3.5651,0;-1.8089,-4.3367,0;-3.1407,-3.2247,0;-1.5117,-2.6272,0;-2.4965,-2.4531,0;-3.4411,-4.938,0;-.8704,2.5031,0;2.6012,1.5123,0;3.4748,.0023,0;-2.8002,-4.1704,0;2.6037,-1.4989,0;-1.5143,-.8772,0;-.8675,1.5031,0;2.6021,-3.5066,0;-3.3632,-1.9544,0;-2.1549,-1.5132,0;4.3561,-5.999,0;5.6371,-1.7427,0;5.6447,-3.242,0;4.3381,-.9939,0;.8677,-.9977,0;.8679,2.0135,0;3.9064,1.258,0;-.7327,-3.3132,0;-.842,-3.947,0;-1.3748,-4.5848,0;-1.9769,-4.8076,0;-3.5741,-3.474,0;-3.4623,-2.8418,0;-1.0196,-2.5387,0;-3.0573,-5.2585,0;-3.8249,-4.6176,0;-3.7616,-5.3218,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;2.1707,-1.7489,0;

Duplicates DB17170

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.sdf

Formula	C₂₃H₂₁F₃N₄O₂
MW	442.44
InChIKey	RIHUDRGMCALEAK-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.74
logP	4.2315
PSA	59.51
MR	118.831
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-63.23082
PM7_Total_Energy_ev	-5837.80875
PM7_Electronic_Energy_ev	-47026.7422
PM7_Dipole_Debye	3.4168
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.816
PM7_LUMO_Energy_ev	-1.422
PM7_COSMO_Area_square_ang	431.38
PM7_COSMO_Volue_cubic_ang	499.24
PM7_Electron_Affinity_ev	1.422
PM7_Ionization_Energy_ev	8.816
PM7_Energy_Gap_ev	7.394
PM7_Global_Hardness_ev	3.697
PM7_Global_Softness_ev	0.2704895861509332
PM7_Chemical_Potential_ev	-5.119
PM7_Electronigativity_ev	5.119
PM7_Back_Donation_Energy_ev	-0.92425
PM7_Electrophilicity_ev	3.5439763321612117
OPENEYE_Name	6-[[(1~{R},4~{R})-3,3-difluoro-1-methyl-4-piperidyl]oxy]-~{N}-(3-ethynyl-2-fluoro-phenyl)-7-methoxy-quinazolin-4-amine
SMILES	C#Cc1cccc(c1F)Nc2c3cc(c(cc3ncn2)OC)OC4CCN(CC4(F)F)C
Canonical_SMILES	COc1cc2ncnc(c2cc1O[C@@H]1CCN(CC1(F)F)C)Nc1cccc(c1F)C#C
InChI	1/C23H21F3N4O2/c1-4-14-6-5-7-16(21(14)24)29-22-15-10-19(18(31-3)11-17(15)27-13-28-22)32-20-8-9-30(2)12-23(20,25)26/h1,5-7,10-11,13,20H,8-9,12H2,2-3H3,(H,27,28,29)/f/h29H
InChI_3D	1S/C23H21F3N4O2/c1-4-14-6-5-7-16(21(14)24)29-22-15-10-19(18(31-3)11-17(15)27-13-28-22)32-20-8-9-30(2)12-23(20,25)26/h1,5-7,10-11,13,20H,8-9,12H2,2-3H3,(H,27,28,29)/t20-/m1/s1
AuxInfo	1/1/N:1,22,23,2,3,4,5,17,18,6,7,19,8,9,10,12,11,14,13,20,15,16,21,30,31,32,24,25,27,26,29,28/E:(25,26)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNOOFFFHHHHHHHHHHHHHHHHHHHHH/rB:t1;;d3;s3;;;;s2s4;d6;d7s10;d5;s6;s7d13;d9s12;s10;;s17;;s17;s19s20;;;d8s11;s8d16;s18s19s22;s12s16;s13s20;s14s23;s15;s21;s21;s1;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s23;s23;s23;s27;/rC:4.3532,-5.499,0;4.3474,-4.499,0;5.2048,-1.9939,0;5.2106,-2.9939,0;4.3388,-1.4939,0;.8679,-.4977,0;.8679,1.5135,0;3.4735,1.0079,0;4.3415,-3.499,0;1.7371,0,0;1.7358,1.0056,0;3.4697,-1.999,0;;0,1.0056,0;3.4667,-3.0041,0;2.6038,-.4989,0;-1.1647,-3.5651,0;-1.8089,-4.3367,0;-3.1407,-3.2247,0;-1.5117,-2.6272,0;-2.4965,-2.4531,0;-3.4411,-4.938,0;-.8704,2.5031,0;2.6012,1.5123,0;3.4748,.0023,0;-2.8002,-4.1704,0;2.6037,-1.4989,0;-1.5143,-.8772,0;-.8675,1.5031,0;2.6021,-3.5066,0;-3.3632,-1.9544,0;-2.1549,-1.5132,0;4.3561,-5.999,0;5.6371,-1.7427,0;5.6447,-3.242,0;4.3381,-.9939,0;.8677,-.9977,0;.8679,2.0135,0;3.9064,1.258,0;-.7327,-3.3132,0;-.842,-3.947,0;-1.3748,-4.5848,0;-1.9769,-4.8076,0;-3.5741,-3.474,0;-3.4623,-2.8418,0;-1.0196,-2.5387,0;-3.0573,-5.2585,0;-3.8249,-4.6176,0;-3.7616,-5.3218,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;2.1707,-1.7489,0;
Duplicates	DB17170
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/DB17170.sdf