CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07741_p0 (7219)

Formula C₂₄H₂₇F₃N₄O

MW 444.5

InChIKey VPNYXOTTXAXSIH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 63

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 5

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.76

logP 4.4457

PSA 75.59

MR 121.886

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -108.24659

PM7_Total_Energy_ev -5748.65729

PM7_Electronic_Energy_ev -50316.22698

PM7_Dipole_Debye 6.80472

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.17

PM7_LUMO_Energy_ev -0.273

PM7_COSMO_Area_square_ang 418.81

PM7_COSMO_Volue_cubic_ang 521.87

PM7_Electron_Affinity_ev 0.273

PM7_Ionization_Energy_ev 9.17

PM7_Energy_Gap_ev 8.897

PM7_Global_Hardness_ev 4.4485

PM7_Global_Softness_ev 0.22479487467685738

PM7_Chemical_Potential_ev -4.7215

PM7_Electronigativity_ev 4.7215

PM7_Back_Donation_Energy_ev -1.112125

PM7_Electrophilicity_ev 2.5056268686073957

OPENEYE_Name (1~{S},3~{a}~{S},4~{R},5~{S},8~{a}~{S},8~{b}~{R})-4-[4-(diaminomethyl)phenyl]-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-1,3~{a},4,6,7,8,8~{a},8~{b}-octahydropyrrolo[3,4-a]pyrrolizin-3-one

SMILES c1cc(ccc1C2C3C(=O)N(C(C3C4N2CCC4)C(F)F)Cc5ccc(cc5)F)C(N)N

Canonical_SMILES FC([C@H]1N(Cc2ccc(cc2)F)C(=O)[C@H]2[C@@H]1[C@@H]1CCCN1[C@H]2c1ccc(cc1)C(N)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

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/t17-,18-,19-,20-,21-/m0/s1

AuxInfo 1/0/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)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/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;-6.5692,4.9593,0;-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;-5.4582,5.9672,0;-2.4,-.9933,0;-6.4634,4.4706,0;-7.0453,5.112,0;-6.9891,6.2661,0;-6.3477,6.848,0;

Duplicates DB07741_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.sdf

Formula	C₂₄H₂₇F₃N₄O
MW	444.5
InChIKey	VPNYXOTTXAXSIH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	63
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	5
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.76
logP	4.4457
PSA	75.59
MR	121.886
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-108.24659
PM7_Total_Energy_ev	-5748.65729
PM7_Electronic_Energy_ev	-50316.22698
PM7_Dipole_Debye	6.80472
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.17
PM7_LUMO_Energy_ev	-0.273
PM7_COSMO_Area_square_ang	418.81
PM7_COSMO_Volue_cubic_ang	521.87
PM7_Electron_Affinity_ev	0.273
PM7_Ionization_Energy_ev	9.17
PM7_Energy_Gap_ev	8.897
PM7_Global_Hardness_ev	4.4485
PM7_Global_Softness_ev	0.22479487467685738
PM7_Chemical_Potential_ev	-4.7215
PM7_Electronigativity_ev	4.7215
PM7_Back_Donation_Energy_ev	-1.112125
PM7_Electrophilicity_ev	2.5056268686073957
OPENEYE_Name	(1~{S},3~{a}~{S},4~{R},5~{S},8~{a}~{S},8~{b}~{R})-4-[4-(diaminomethyl)phenyl]-1-(difluoromethyl)-2-[(4-fluorophenyl)methyl]-1,3~{a},4,6,7,8,8~{a},8~{b}-octahydropyrrolo[3,4-a]pyrrolizin-3-one
SMILES	c1cc(ccc1C2C3C(=O)N(C(C3C4N2CCC4)C(F)F)Cc5ccc(cc5)F)C(N)N
Canonical_SMILES	FC([C@H]1N(Cc2ccc(cc2)F)C(=O)[C@H]2[C@@H]1[C@@H]1CCCN1[C@H]2c1ccc(cc1)C(N)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
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/t17-,18-,19-,20-,21-/m0/s1
AuxInfo	1/0/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)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCNNNNOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;/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;-6.5692,4.9593,0;-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;-5.4582,5.9672,0;-2.4,-.9933,0;-6.4634,4.4706,0;-7.0453,5.112,0;-6.9891,6.2661,0;-6.3477,6.848,0;
Duplicates	DB07741_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07741_p0.sdf