CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188271 (2530239)

Formula C₂₁H₂₅F₃N₂O₃

MW 410.44

InChIKey ZYRMKEXZGMEFEN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.02

logP 4.4086

PSA 64.35

MR 105.6

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.61541

PM7_Total_Energy_ev -5573.02172

PM7_Electronic_Energy_ev -44626.89085

PM7_Dipole_Debye 3.70815

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.258

PM7_LUMO_Energy_ev -1.505

PM7_COSMO_Area_square_ang 403.74

PM7_COSMO_Volue_cubic_ang 479.9

PM7_Electron_Affinity_ev 1.505

PM7_Ionization_Energy_ev 9.258

PM7_Energy_Gap_ev 7.753

PM7_Global_Hardness_ev 3.8765

PM7_Global_Softness_ev 0.2579646588417387

PM7_Chemical_Potential_ev -5.3815

PM7_Electronigativity_ev 5.3815

PM7_Back_Donation_Energy_ev -0.969125

PM7_Electrophilicity_ev 3.7353982006965047

OPENEYE_Name (2~{S},4~{R})-6-ethyl-2-(2-hydroxyethyl)-2-methyl-4-(2-methylprop-1-enyl)-8-(trifluoromethyl)-3,4-dihydropyrano[3,2-c][1,8]naphthyridin-5-one

SMILES c1cc(nc2c1c3c(c(=O)n2CC)C(CC(O3)(C)CCO)C=C(C)C)C(F)(F)F

Canonical_SMILES OCC[C@]1(C)C[C@H](C=C(C)C)c2c(O1)c1ccc(nc1n(c2=O)CC)C(F)(F)F

InChI 1/C21H25F3N2O3/c1-5-26-18-14(6-7-15(25-18)21(22,23)24)17-16(19(26)28)13(10-12(2)3)11-20(4,29-17)8-9-27/h6-7,10,13,27H,5,8-9,11H2,1-4H3

InChI_3D 1S/C21H25F3N2O3/c1-5-26-18-14(6-7-15(25-18)21(22,23)24)17-16(19(26)28)13(10-12(2)3)11-20(4,29-17)8-9-27/h6-7,10,13,27H,5,8-9,11H2,1-4H3/t13-,20+/m0/s1

AuxInfo 1/0/N:17,14,15,16,19,1,2,18,20,9,11,10,12,3,4,7,6,5,8,13,21,27,28,29,22,23,26,24,25/E:(2,3)(22,23,24)/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s3;d6;s7;;d9;;s7s9s11;s11;s10;s10;s13;;s13;s17;s18;s4;d4s5;s5s8s19;d8;s6s13;s20;s21;s21;s21;s1;s2;s9;s11;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s26;/rC:1.5058,-.8814,0;.4981,-.8737,0;2.0078,-.0133,0;;1.5098,.8605,0;3.0202,-.024,0;3.5288,.8513,0;3.0288,1.7326,0;4.3648,1.8382,0;5.131,2.4809,0;5.0414,-.0275,0;4.5383,.8534,0;4.5328,-.9029,0;4.9575,3.4657,0;6.0706,2.1387,0;6.1751,-1.5075,0;1.0259,3.4688,0;4.221,-2.6249,0;1.5231,2.6011,0;4.0428,-3.6089,0;-1,.007,0;.5098,.866,0;2.0203,1.7335,0;3.5324,2.5965,0;3.5212,-.8973,0;3.8646,-4.5929,0;-1.0069,-.993,0;-.993,1.0069,0;-2,.0139,0;1.754,-1.3155,0;.2453,-1.3051,0;3.895,2.0093,0;5.4257,.2923,0;5.4233,-.3502,0;5.0086,1.0233,0;4.4651,3.379,0;5.4499,3.5525,0;4.8708,3.9581,0;6.2417,2.6085,0;5.8995,1.6689,0;6.5404,1.9676,0;6.3478,-1.0382,0;6.0023,-1.9767,0;6.6443,-1.6802,0;1.4597,3.7174,0;.5921,3.2202,0;.7773,3.9026,0;4.713,-2.714,0;3.729,-2.5358,0;1.0893,2.3525,0;1.9569,2.8497,0;4.5348,-3.698,0;3.5508,-3.5198,0;4.2462,-4.916,0;

Duplicates CHEMBL5188271;CHEMBL5204540

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.sdf

Formula	C₂₁H₂₅F₃N₂O₃
MW	410.44
InChIKey	ZYRMKEXZGMEFEN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.02
logP	4.4086
PSA	64.35
MR	105.6
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.61541
PM7_Total_Energy_ev	-5573.02172
PM7_Electronic_Energy_ev	-44626.89085
PM7_Dipole_Debye	3.70815
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.258
PM7_LUMO_Energy_ev	-1.505
PM7_COSMO_Area_square_ang	403.74
PM7_COSMO_Volue_cubic_ang	479.9
PM7_Electron_Affinity_ev	1.505
PM7_Ionization_Energy_ev	9.258
PM7_Energy_Gap_ev	7.753
PM7_Global_Hardness_ev	3.8765
PM7_Global_Softness_ev	0.2579646588417387
PM7_Chemical_Potential_ev	-5.3815
PM7_Electronigativity_ev	5.3815
PM7_Back_Donation_Energy_ev	-0.969125
PM7_Electrophilicity_ev	3.7353982006965047
OPENEYE_Name	(2~{S},4~{R})-6-ethyl-2-(2-hydroxyethyl)-2-methyl-4-(2-methylprop-1-enyl)-8-(trifluoromethyl)-3,4-dihydropyrano[3,2-c][1,8]naphthyridin-5-one
SMILES	c1cc(nc2c1c3c(c(=O)n2CC)C(CC(O3)(C)CCO)C=C(C)C)C(F)(F)F
Canonical_SMILES	OCC[C@]1(C)C[C@H](C=C(C)C)c2c(O1)c1ccc(nc1n(c2=O)CC)C(F)(F)F
InChI	1/C21H25F3N2O3/c1-5-26-18-14(6-7-15(25-18)21(22,23)24)17-16(19(26)28)13(10-12(2)3)11-20(4,29-17)8-9-27/h6-7,10,13,27H,5,8-9,11H2,1-4H3
InChI_3D	1S/C21H25F3N2O3/c1-5-26-18-14(6-7-15(25-18)21(22,23)24)17-16(19(26)28)13(10-12(2)3)11-20(4,29-17)8-9-27/h6-7,10,13,27H,5,8-9,11H2,1-4H3/t13-,20+/m0/s1
AuxInfo	1/0/N:17,14,15,16,19,1,2,18,20,9,11,10,12,3,4,7,6,5,8,13,21,27,28,29,22,23,26,24,25/E:(2,3)(22,23,24)/rA:54cCCCCCCCCCCCCCCCCCCCCCNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;s3;d6;s7;;d9;;s7s9s11;s11;s10;s10;s13;;s13;s17;s18;s4;d4s5;s5s8s19;d8;s6s13;s20;s21;s21;s21;s1;s2;s9;s11;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s26;/rC:1.5058,-.8814,0;.4981,-.8737,0;2.0078,-.0133,0;;1.5098,.8605,0;3.0202,-.024,0;3.5288,.8513,0;3.0288,1.7326,0;4.3648,1.8382,0;5.131,2.4809,0;5.0414,-.0275,0;4.5383,.8534,0;4.5328,-.9029,0;4.9575,3.4657,0;6.0706,2.1387,0;6.1751,-1.5075,0;1.0259,3.4688,0;4.221,-2.6249,0;1.5231,2.6011,0;4.0428,-3.6089,0;-1,.007,0;.5098,.866,0;2.0203,1.7335,0;3.5324,2.5965,0;3.5212,-.8973,0;3.8646,-4.5929,0;-1.0069,-.993,0;-.993,1.0069,0;-2,.0139,0;1.754,-1.3155,0;.2453,-1.3051,0;3.895,2.0093,0;5.4257,.2923,0;5.4233,-.3502,0;5.0086,1.0233,0;4.4651,3.379,0;5.4499,3.5525,0;4.8708,3.9581,0;6.2417,2.6085,0;5.8995,1.6689,0;6.5404,1.9676,0;6.3478,-1.0382,0;6.0023,-1.9767,0;6.6443,-1.6802,0;1.4597,3.7174,0;.5921,3.2202,0;.7773,3.9026,0;4.713,-2.714,0;3.729,-2.5358,0;1.0893,2.3525,0;1.9569,2.8497,0;4.5348,-3.698,0;3.5508,-3.5198,0;4.2462,-4.916,0;
Duplicates	CHEMBL5188271;CHEMBL5204540
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188250-0005188499/CHEMBL5188271.sdf