CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12517_p0 (10282)

Formula C₂₈H₃₆F₂N₂O₂

MW 470.6

InChIKey WHPJOAUPIZDJNX-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.45

logP 4.6567

PSA 43.78

MR 138.593

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -161.65376

PM7_Total_Energy_ev -5819.96996

PM7_Electronic_Energy_ev -57413.10172

PM7_Dipole_Debye 4.17686

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.429

PM7_LUMO_Energy_ev -0.686

PM7_COSMO_Area_square_ang 443.91

PM7_COSMO_Volue_cubic_ang 591.65

PM7_Electron_Affinity_ev 0.686

PM7_Ionization_Energy_ev 8.429

PM7_Energy_Gap_ev 7.743

PM7_Global_Hardness_ev 3.8715

PM7_Global_Softness_ev 0.2582978173834431

PM7_Chemical_Potential_ev -4.5575

PM7_Electronigativity_ev 4.5575

PM7_Back_Donation_Energy_ev -0.967875

PM7_Electrophilicity_ev 2.6825269598346893

OPENEYE_Name [(1~{S},3~{S},4~{R})-1-~{tert}-butyl-4-(2,4-difluorophenyl)pyrrolidin-3-yl]-[(3~{S},5~{R})-4-hydroxy-3,5-dimethyl-4-phenyl-1-piperidyl]methanone

SMILES c1ccc(cc1)C2(C(CN(CC2C)C(=O)C3CN(CC3c4ccc(cc4F)F)C(C)(C)C)C)O

Canonical_SMILES Fc1ccc(c(c1)F)[C@@H]1CN(C[C@H]1C(=O)N1C[C@H](C)[C@@]([C@@H](C1)C)(O)c1ccccc1)C(C)(C)C

InChI 1/C28H36F2N2O2/c1-18-14-31(15-19(2)28(18,34)20-9-7-6-8-10-20)26(33)24-17-32(27(3,4)5)16-23(24)22-12-11-21(29)13-25(22)30/h6-13,18-19,23-24,34H,14-17H2,1-5H3

InChI_3D 1S/C28H36F2N2O2/c1-18-14-31(15-19(2)28(18,34)20-9-7-6-8-10-20)26(33)24-17-32(27(3,4)5)16-23(24)22-12-11-21(29)13-25(22)30/h6-13,18-19,23-24,34H,14-17H2,1-5H3/t18-,19+,23-,24+,28-/m0/s1

AuxInfo 1/0/N:23,24,25,26,27,1,2,3,4,5,7,6,8,16,17,14,15,20,21,9,11,10,18,19,12,13,28,22,33,34,29,30,31,32/E:(1,2)(3,4,5)(7,8)(9,10)(14,15)(18,19)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s7d8;s8d10;;;;;;s10s14;s13s15s18;s16;s17;s9s20s21;s20;s21;;;;s25s26s27;s13s16s17;s14s15s28;d13;s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;/rC:-2.4144,-2.883,0;-2.76,-1.9446,0;-1.4299,-3.0585,0;-2.1146,-1.1739,0;-.7845,-2.2879,0;1.9781,5.1798,0;2.7206,5.8496,0;1.5621,7.1414,0;-1.1236,-1.3417,0;1.0227,5.4924,0;2.5175,6.8288,0;.8099,6.4747,0;0,3.0104,0;-.8659,5.128,0;-1.8191,3.8184,0;-.8675,1.5027,0;.8675,1.5027,0;-.2767,4.3202,0;-.866,3.5104,0;-.8675,.4975,0;.8675,.4975,0;;-2.5912,.7997,0;2.5912,.7997,0;-4.0397,6.4446,0;-2.6424,6.6625,0;-3.8217,5.0472,0;-3.232,5.8549,0;0,2.0104,0;-1.8187,4.823,0;.866,3.5104,0;1.1236,-1.3417,0;3.263,7.4954,0;-.1406,6.7856,0;-2.7354,-3.2663,0;-3.2526,-1.8589,0;-1.2591,-3.5285,0;-2.2875,-.7048,0;-.2922,-2.3757,0;2.0818,4.6907,0;3.1959,5.6942,0;1.4606,7.631,0;-.4329,5.378,0;-1.0683,5.5853,0;-2.3163,3.8705,0;-1.9226,3.3292,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.0949,3.9856,0;-1.069,3.0535,0;-1.0376,.0273,0;1.0376,.0273,0;-2.5049,1.2922,0;-2.6776,.3072,0;-3.0837,.8861,0;2.6776,.3072,0;2.5049,1.2922,0;3.0837,.8861,0;-3.7448,6.8484,0;-4.3345,6.0407,0;-4.4435,6.7394,0;-3.0462,6.9574,0;-2.2385,6.3677,0;-2.3475,7.0663,0;-4.2255,5.3421,0;-3.4179,4.7524,0;-4.1165,4.6434,0;1.6161,-1.2553,0;

Duplicates DB12517_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.sdf

Formula	C₂₈H₃₆F₂N₂O₂
MW	470.6
InChIKey	WHPJOAUPIZDJNX-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.45
logP	4.6567
PSA	43.78
MR	138.593
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-161.65376
PM7_Total_Energy_ev	-5819.96996
PM7_Electronic_Energy_ev	-57413.10172
PM7_Dipole_Debye	4.17686
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.429
PM7_LUMO_Energy_ev	-0.686
PM7_COSMO_Area_square_ang	443.91
PM7_COSMO_Volue_cubic_ang	591.65
PM7_Electron_Affinity_ev	0.686
PM7_Ionization_Energy_ev	8.429
PM7_Energy_Gap_ev	7.743
PM7_Global_Hardness_ev	3.8715
PM7_Global_Softness_ev	0.2582978173834431
PM7_Chemical_Potential_ev	-4.5575
PM7_Electronigativity_ev	4.5575
PM7_Back_Donation_Energy_ev	-0.967875
PM7_Electrophilicity_ev	2.6825269598346893
OPENEYE_Name	[(1~{S},3~{S},4~{R})-1-~{tert}-butyl-4-(2,4-difluorophenyl)pyrrolidin-3-yl]-[(3~{S},5~{R})-4-hydroxy-3,5-dimethyl-4-phenyl-1-piperidyl]methanone
SMILES	c1ccc(cc1)C2(C(CN(CC2C)C(=O)C3CN(CC3c4ccc(cc4F)F)C(C)(C)C)C)O
Canonical_SMILES	Fc1ccc(c(c1)F)[C@@H]1CN(C[C@H]1C(=O)N1C[C@H](C)[C@@]([C@@H](C1)C)(O)c1ccccc1)C(C)(C)C
InChI	1/C28H36F2N2O2/c1-18-14-31(15-19(2)28(18,34)20-9-7-6-8-10-20)26(33)24-17-32(27(3,4)5)16-23(24)22-12-11-21(29)13-25(22)30/h6-13,18-19,23-24,34H,14-17H2,1-5H3
InChI_3D	1S/C28H36F2N2O2/c1-18-14-31(15-19(2)28(18,34)20-9-7-6-8-10-20)26(33)24-17-32(27(3,4)5)16-23(24)22-12-11-21(29)13-25(22)30/h6-13,18-19,23-24,34H,14-17H2,1-5H3/t18-,19+,23-,24+,28-/m0/s1
AuxInfo	1/0/N:23,24,25,26,27,1,2,3,4,5,7,6,8,16,17,14,15,20,21,9,11,10,18,19,12,13,28,22,33,34,29,30,31,32/E:(1,2)(3,4,5)(7,8)(9,10)(14,15)(18,19)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6;s7d8;s8d10;;;;;;s10s14;s13s15s18;s16;s17;s9s20s21;s20;s21;;;;s25s26s27;s13s16s17;s14s15s28;d13;s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;/rC:-2.4144,-2.883,0;-2.76,-1.9446,0;-1.4299,-3.0585,0;-2.1146,-1.1739,0;-.7845,-2.2879,0;1.9781,5.1798,0;2.7206,5.8496,0;1.5621,7.1414,0;-1.1236,-1.3417,0;1.0227,5.4924,0;2.5175,6.8288,0;.8099,6.4747,0;0,3.0104,0;-.8659,5.128,0;-1.8191,3.8184,0;-.8675,1.5027,0;.8675,1.5027,0;-.2767,4.3202,0;-.866,3.5104,0;-.8675,.4975,0;.8675,.4975,0;;-2.5912,.7997,0;2.5912,.7997,0;-4.0397,6.4446,0;-2.6424,6.6625,0;-3.8217,5.0472,0;-3.232,5.8549,0;0,2.0104,0;-1.8187,4.823,0;.866,3.5104,0;1.1236,-1.3417,0;3.263,7.4954,0;-.1406,6.7856,0;-2.7354,-3.2663,0;-3.2526,-1.8589,0;-1.2591,-3.5285,0;-2.2875,-.7048,0;-.2922,-2.3757,0;2.0818,4.6907,0;3.1959,5.6942,0;1.4606,7.631,0;-.4329,5.378,0;-1.0683,5.5853,0;-2.3163,3.8705,0;-1.9226,3.3292,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.0949,3.9856,0;-1.069,3.0535,0;-1.0376,.0273,0;1.0376,.0273,0;-2.5049,1.2922,0;-2.6776,.3072,0;-3.0837,.8861,0;2.6776,.3072,0;2.5049,1.2922,0;3.0837,.8861,0;-3.7448,6.8484,0;-4.3345,6.0407,0;-4.4435,6.7394,0;-3.0462,6.9574,0;-2.2385,6.3677,0;-2.3475,7.0663,0;-4.2255,5.3421,0;-3.4179,4.7524,0;-4.1165,4.6434,0;1.6161,-1.2553,0;
Duplicates	DB12517_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12517_p0.sdf