CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07741_p7 (7220)

Formula C₂₄H₂₉F₃N₄O

MW 446.52

InChIKey VPNYXOTTXAXSIH-VRTJVSODNA-P

Entry_Date 2023-09-01

Net_Charge 2

Number_Atoms 61

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 5

HB_Donor 3

HB_Acceptor 1

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 3.2428

PSA 78.41

MR 124.106

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 226.91941

PM7_Total_Energy_ev -5760.72855

PM7_Electronic_Energy_ev -51636.56785

PM7_Dipole_Debye 28.58677

PM7_Point_Group C1

PM7_HOMO_Energy_ev -13.934

PM7_LUMO_Energy_ev -6.632

PM7_COSMO_Area_square_ang 418.89

PM7_COSMO_Volue_cubic_ang 527.45

PM7_Electron_Affinity_ev 6.632

PM7_Ionization_Energy_ev 13.934

PM7_Energy_Gap_ev 7.302

PM7_Global_Hardness_ev 3.651

PM7_Global_Softness_ev 0.27389756231169543

PM7_Chemical_Potential_ev -10.283

PM7_Electronigativity_ev 10.283

PM7_Back_Donation_Energy_ev -0.91275

PM7_Electrophilicity_ev 14.48097630786086

OPENEYE_Name [(~{R})-[4-[(1~{S},3~{a}~{S},4~{R},5~{S},8~{a}~{S},8~{b}~{S})-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-3-oxo-3~{a},4,5,6,7,8,8~{a},8~{b}-octahydro-1~{H}-pyrrolo[3,4-a]pyrrolizin-5-ium-4-yl]phenyl]-amino-methyl]ammonium

SMILES c1cc(ccc1C2C3C(=O)N(C(C3C4[NH+]2CCC4)C(F)F)Cc5ccc(cc5)F)C(N)[NH3+]

Canonical_SMILES FC([C@H]1N(Cc2ccc(cc2)F)C(=O)[C@H]2[C@@H]1[C@@H]1CCC[N@@H+]1[C@H]2c1ccc(cc1)[C@@H]([NH3+])N)F

InChI 1/C24H27F3N4O/c25-16-9-3-13(4-10-16)12-31-21(22(26)27)18-17-2-1-11-30(17)20(19(18)24(31)32)14-5-7-15(8-6-14)23(28)29/h3-10,17-23H,1-2,11-12,28-29H2/p+2/fC24H29F3N4O/h28,30H/q+2

InChI_3D 1S/C24H27F3N4O/c25-16-9-3-13(4-10-16)12-31-21(22(26)27)18-17-2-1-11-30(17)20(19(18)24(31)32)14-5-7-15(8-6-14)23(28)29/h3-10,17-23H,1-2,11-12,28-29H2/p+2/t17-,18-,19-,20-,21-/m0/s1

AuxInfo 1/1/N:14,15,5,6,1,2,3,4,7,8,16,22,10,9,11,12,20,19,18,17,21,24,23,13,30,31,32,27,28,26,25,29/E:(3,4)(5,6)(7,8)(9,10)(26,27)(28,29)/F:14,15,5,6,1,2,3,4,7,8,16,22,10,9,11,12,20,19,18,17,21,24,23,13,30,31,32,28,27,26,25,29/E:(3,4)(5,6)(7,8)(9,10)(26,27)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCNN+NN+OFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;s7d8;;;s14;s14;s9;s13s17;s18;s15s19;s19;s10;s11;s21;s13s21s22;s16s17s20;s23;s23;d13;s12;s24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s23;s24;s27;s27;s28;s28;s26;s28;/rC:-4.2787,2.6317,0;-2.9937,3.7975,0;-4.9541,3.3762,0;-3.6691,4.542,0;-6.3591,-1.5794,0;-6.8893,.0726,0;-7.3162,-1.8866,0;-7.8464,-.2346,0;-3.3019,2.8461,0;-6.1505,-.6014,0;-4.6527,4.3351,0;-8.0647,-1.2158,0;-3.9337,.9598,0;;-.8135,-.5882,0;-.308,.9554,0;-2.1261,1.55,0;-2.9336,.9561,0;-2.628,.0038,0;-1.6243,.0038,0;-3.4392,-.5809,0;-5.1984,-.2958,0;-5.8286,5.6312,0;-2.7728,-1.3265,0;-4.2462,.0098,0;-1.3119,.9579,0;-5.0879,6.3031,0;-6.5005,6.3719,0;-4.5185,1.771,0;-9.0169,-1.5214,0;-3.5184,-1.9929,0;-2.1064,-2.0721,0;-4.4307,2.1554,0;-2.5049,3.9025,0;-5.4425,3.269,0;-3.515,5.0176,0;-5.9883,-1.9148,0;-6.7829,.5611,0;-7.4205,-2.3756,0;-8.2158,.1024,0;.4572,.2023,0;.249,-.4336,0;-.4798,-.9605,0;-1.1489,-.959,0;-.3591,1.4528,0;.1813,1.0582,0;-1.7921,1.9221,0;-3.0886,1.4315,0;-2.3334,.4078,0;-1.1484,.1572,0;-3.7751,-.9513,0;-5.3512,.1803,0;-5.0456,-.7719,0;-6.1989,5.2953,0;-2.4,-.9933,0;-5.1937,6.7918,0;-4.6118,6.1504,0;-6.8708,6.0359,0;-6.1301,6.7078,0;-1.1567,1.4332,0;-6.8364,6.7422,0;

Duplicates DB07741_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.sdf

Formula	C₂₄H₂₉F₃N₄O
MW	446.52
InChIKey	VPNYXOTTXAXSIH-VRTJVSODNA-P
Entry_Date	2023-09-01
Net_Charge	2
Number_Atoms	61
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	5
HB_Donor	3
HB_Acceptor	1
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	3.2428
PSA	78.41
MR	124.106
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	226.91941
PM7_Total_Energy_ev	-5760.72855
PM7_Electronic_Energy_ev	-51636.56785
PM7_Dipole_Debye	28.58677
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-13.934
PM7_LUMO_Energy_ev	-6.632
PM7_COSMO_Area_square_ang	418.89
PM7_COSMO_Volue_cubic_ang	527.45
PM7_Electron_Affinity_ev	6.632
PM7_Ionization_Energy_ev	13.934
PM7_Energy_Gap_ev	7.302
PM7_Global_Hardness_ev	3.651
PM7_Global_Softness_ev	0.27389756231169543
PM7_Chemical_Potential_ev	-10.283
PM7_Electronigativity_ev	10.283
PM7_Back_Donation_Energy_ev	-0.91275
PM7_Electrophilicity_ev	14.48097630786086
OPENEYE_Name	[(~{R})-[4-[(1~{S},3~{a}~{S},4~{R},5~{S},8~{a}~{S},8~{b}~{S})-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-3-oxo-3~{a},4,5,6,7,8,8~{a},8~{b}-octahydro-1~{H}-pyrrolo[3,4-a]pyrrolizin-5-ium-4-yl]phenyl]-amino-methyl]ammonium
SMILES	c1cc(ccc1C2C3C(=O)N(C(C3C4[NH+]2CCC4)C(F)F)Cc5ccc(cc5)F)C(N)[NH3+]
Canonical_SMILES	FC([C@H]1N(Cc2ccc(cc2)F)C(=O)[C@H]2[C@@H]1[C@@H]1CCC[N@@H+]1[C@H]2c1ccc(cc1)[C@@H]([NH3+])N)F
InChI	1/C24H27F3N4O/c25-16-9-3-13(4-10-16)12-31-21(22(26)27)18-17-2-1-11-30(17)20(19(18)24(31)32)14-5-7-15(8-6-14)23(28)29/h3-10,17-23H,1-2,11-12,28-29H2/p+2/fC24H29F3N4O/h28,30H/q+2
InChI_3D	1S/C24H27F3N4O/c25-16-9-3-13(4-10-16)12-31-21(22(26)27)18-17-2-1-11-30(17)20(19(18)24(31)32)14-5-7-15(8-6-14)23(28)29/h3-10,17-23H,1-2,11-12,28-29H2/p+2/t17-,18-,19-,20-,21-/m0/s1
AuxInfo	1/1/N:14,15,5,6,1,2,3,4,7,8,16,22,10,9,11,12,20,19,18,17,21,24,23,13,30,31,32,27,28,26,25,29/E:(3,4)(5,6)(7,8)(9,10)(26,27)(28,29)/F:14,15,5,6,1,2,3,4,7,8,16,22,10,9,11,12,20,19,18,17,21,24,23,13,30,31,32,28,27,26,25,29/E:(3,4)(5,6)(7,8)(9,10)(26,27)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCNN+NN+OFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;s7d8;;;s14;s14;s9;s13s17;s18;s15s19;s19;s10;s11;s21;s13s21s22;s16s17s20;s23;s23;d13;s12;s24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s22;s23;s24;s27;s27;s28;s28;s26;s28;/rC:-4.2787,2.6317,0;-2.9937,3.7975,0;-4.9541,3.3762,0;-3.6691,4.542,0;-6.3591,-1.5794,0;-6.8893,.0726,0;-7.3162,-1.8866,0;-7.8464,-.2346,0;-3.3019,2.8461,0;-6.1505,-.6014,0;-4.6527,4.3351,0;-8.0647,-1.2158,0;-3.9337,.9598,0;;-.8135,-.5882,0;-.308,.9554,0;-2.1261,1.55,0;-2.9336,.9561,0;-2.628,.0038,0;-1.6243,.0038,0;-3.4392,-.5809,0;-5.1984,-.2958,0;-5.8286,5.6312,0;-2.7728,-1.3265,0;-4.2462,.0098,0;-1.3119,.9579,0;-5.0879,6.3031,0;-6.5005,6.3719,0;-4.5185,1.771,0;-9.0169,-1.5214,0;-3.5184,-1.9929,0;-2.1064,-2.0721,0;-4.4307,2.1554,0;-2.5049,3.9025,0;-5.4425,3.269,0;-3.515,5.0176,0;-5.9883,-1.9148,0;-6.7829,.5611,0;-7.4205,-2.3756,0;-8.2158,.1024,0;.4572,.2023,0;.249,-.4336,0;-.4798,-.9605,0;-1.1489,-.959,0;-.3591,1.4528,0;.1813,1.0582,0;-1.7921,1.9221,0;-3.0886,1.4315,0;-2.3334,.4078,0;-1.1484,.1572,0;-3.7751,-.9513,0;-5.3512,.1803,0;-5.0456,-.7719,0;-6.1989,5.2953,0;-2.4,-.9933,0;-5.1937,6.7918,0;-4.6118,6.1504,0;-6.8708,6.0359,0;-6.1301,6.7078,0;-1.1567,1.4332,0;-6.8364,6.7422,0;
Duplicates	DB07741_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p7.sdf