CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16134_p0 (12858)

Formula C₂₀H₁₈F₃N₃O

MW 373.38

InChIKey URRAHSMDPCMOTH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 2.6

logP 3.52478

PSA 70.12

MR 96.8644

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.36566

PM7_Total_Energy_ev -4949.36908

PM7_Electronic_Energy_ev -36804.05377

PM7_Dipole_Debye 6.13941

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.669

PM7_LUMO_Energy_ev -0.51

PM7_COSMO_Area_square_ang 357.63

PM7_COSMO_Volue_cubic_ang 434.36

PM7_Electron_Affinity_ev 0.51

PM7_Ionization_Energy_ev 9.669

PM7_Energy_Gap_ev 9.159

PM7_Global_Hardness_ev 4.5795

PM7_Global_Softness_ev 0.21836445026749646

PM7_Chemical_Potential_ev -5.0895

PM7_Electronigativity_ev 5.0895

PM7_Back_Donation_Energy_ev -1.144875

PM7_Electrophilicity_ev 2.8281482967572877

OPENEYE_Name (2~{S},4~{S})-1-[(2~{S})-2-amino-3,3-bis(4-fluorophenyl)propanoyl]-4-fluoro-pyrrolidine-2-carbonitrile

SMILES C(#N)C1CC(CN1C(=O)C(C(c2ccc(cc2)F)c3ccc(cc3)F)N)F

Canonical_SMILES N#C[C@@H]1C[C@@H](CN1C(=O)[C@H](C(c1ccc(cc1)F)c1ccc(cc1)F)N)F

InChI 1/C20H18F3N3O/c21-14-5-1-12(2-6-14)18(13-3-7-15(22)8-4-13)19(25)20(27)26-11-16(23)9-17(26)10-24/h1-8,16-19H,9,11,25H2

InChI_3D 1S/C20H18F3N3O/c21-14-5-1-12(2-6-14)18(13-3-7-15(22)8-4-13)19(25)20(27)26-11-16(23)9-17(26)10-24/h1-8,16-19H,9,11,25H2/t16-,17-,19-/m0/s1

AuxInfo 1/0/N:2,3,4,5,6,7,8,9,15,1,16,10,11,12,13,18,17,19,20,14,25,26,27,21,23,22,24/E:(1,2,3,4)(5,6,7,8)(12,13)(14,15)(21,22)/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOFFFHHHHHHHHHHHHHHHHHH/rB:;;;;d2;s3;d4;s5;s2d3;s4d5;s6d7;s8d9;;;;s1s15;s15s16;s10s11;s14s19;t1;s14s16s17;s20;d14;s12;s13;s18;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s23;s23;/rC:-1.9056,.241,0;-1.0153,6.169,0;.486,7.0388,0;2.3718,6.5365,0;3.2416,5.0353,0;-1.5192,7.0387,0;-.018,7.9085,0;3.2416,7.0404,0;4.1114,5.5392,0;-.0153,6.1734,0;2.3763,5.5365,0;-1.0231,7.9129,0;4.1158,6.5444,0;.4981,3.2926,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.8621,4.6592,0;1.3634,3.7939,0;-2.8194,-.1652,0;.5008,1.5426,0;1.8647,2.9287,0;-.3687,3.7913,0;-1.5244,8.7782,0;4.981,7.0457,0;1.9793,-.2095,0;-1.264,5.7352,0;.986,7.0388,0;1.9381,6.7852,0;3.2417,4.5353,0;-2.0192,7.0365,0;.2326,8.3412,0;3.2394,7.5404,0;4.544,5.2886,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;.4294,4.4085,0;1.796,4.0446,0;2.3647,2.9294,0;1.6154,2.4953,0;

Duplicates DB16134_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.sdf

Formula	C₂₀H₁₈F₃N₃O
MW	373.38
InChIKey	URRAHSMDPCMOTH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	2.6
logP	3.52478
PSA	70.12
MR	96.8644
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.36566
PM7_Total_Energy_ev	-4949.36908
PM7_Electronic_Energy_ev	-36804.05377
PM7_Dipole_Debye	6.13941
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.669
PM7_LUMO_Energy_ev	-0.51
PM7_COSMO_Area_square_ang	357.63
PM7_COSMO_Volue_cubic_ang	434.36
PM7_Electron_Affinity_ev	0.51
PM7_Ionization_Energy_ev	9.669
PM7_Energy_Gap_ev	9.159
PM7_Global_Hardness_ev	4.5795
PM7_Global_Softness_ev	0.21836445026749646
PM7_Chemical_Potential_ev	-5.0895
PM7_Electronigativity_ev	5.0895
PM7_Back_Donation_Energy_ev	-1.144875
PM7_Electrophilicity_ev	2.8281482967572877
OPENEYE_Name	(2~{S},4~{S})-1-[(2~{S})-2-amino-3,3-bis(4-fluorophenyl)propanoyl]-4-fluoro-pyrrolidine-2-carbonitrile
SMILES	C(#N)C1CC(CN1C(=O)C(C(c2ccc(cc2)F)c3ccc(cc3)F)N)F
Canonical_SMILES	N#C[C@@H]1C[C@@H](CN1C(=O)[C@H](C(c1ccc(cc1)F)c1ccc(cc1)F)N)F
InChI	1/C20H18F3N3O/c21-14-5-1-12(2-6-14)18(13-3-7-15(22)8-4-13)19(25)20(27)26-11-16(23)9-17(26)10-24/h1-8,16-19H,9,11,25H2
InChI_3D	1S/C20H18F3N3O/c21-14-5-1-12(2-6-14)18(13-3-7-15(22)8-4-13)19(25)20(27)26-11-16(23)9-17(26)10-24/h1-8,16-19H,9,11,25H2/t16-,17-,19-/m0/s1
AuxInfo	1/0/N:2,3,4,5,6,7,8,9,15,1,16,10,11,12,13,18,17,19,20,14,25,26,27,21,23,22,24/E:(1,2,3,4)(5,6,7,8)(12,13)(14,15)(21,22)/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOFFFHHHHHHHHHHHHHHHHHH/rB:;;;;d2;s3;d4;s5;s2d3;s4d5;s6d7;s8d9;;;;s1s15;s15s16;s10s11;s14s19;t1;s14s16s17;s20;d14;s12;s13;s18;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s18;s19;s20;s23;s23;/rC:-1.9056,.241,0;-1.0153,6.169,0;.486,7.0388,0;2.3718,6.5365,0;3.2416,5.0353,0;-1.5192,7.0387,0;-.018,7.9085,0;3.2416,7.0404,0;4.1114,5.5392,0;-.0153,6.1734,0;2.3763,5.5365,0;-1.0231,7.9129,0;4.1158,6.5444,0;.4981,3.2926,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.8621,4.6592,0;1.3634,3.7939,0;-2.8194,-.1652,0;.5008,1.5426,0;1.8647,2.9287,0;-.3687,3.7913,0;-1.5244,8.7782,0;4.981,7.0457,0;1.9793,-.2095,0;-1.264,5.7352,0;.986,7.0388,0;1.9381,6.7852,0;3.2417,4.5353,0;-2.0192,7.0365,0;.2326,8.3412,0;3.2394,7.5404,0;4.544,5.2886,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;.4294,4.4085,0;1.796,4.0446,0;2.3647,2.9294,0;1.6154,2.4953,0;
Duplicates	DB16134_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16134_p0.sdf