CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12501_p0 (10264)

Formula C₂₅H₃₄F₃N₅O₂

MW 493.58

InChIKey CLHMYBJIOZXCEX-DYDYTOMVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 73

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.37

logP 3.8915

PSA 91.56

MR 132.142

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -236.46531

PM7_Total_Energy_ev -6450.45459

PM7_Electronic_Energy_ev -60588.82908

PM7_Dipole_Debye 7.42634

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.264

PM7_LUMO_Energy_ev -0.843

PM7_COSMO_Area_square_ang 446.37

PM7_COSMO_Volue_cubic_ang 582.24

PM7_Electron_Affinity_ev 0.843

PM7_Ionization_Energy_ev 9.264

PM7_Energy_Gap_ev 8.421

PM7_Global_Hardness_ev 4.2105

PM7_Global_Softness_ev 0.2375014843842774

PM7_Chemical_Potential_ev -5.0535

PM7_Electronigativity_ev 5.0535

PM7_Back_Donation_Energy_ev -1.052625

PM7_Electrophilicity_ev 3.0326400961881013

OPENEYE_Name (3~{R},5~{S})-4-[[2-methyl-2-[4-[5-(trifluoromethyl)-2-pyridyl]piperazin-1-yl]propanoyl]amino]adamantane-1-carboxamide

SMILES c1cc(ncc1C(F)(F)F)N2CCN(CC2)C(C(=O)NC3C4CC5CC3CC(C5)(C4)C(=O)N)(C)C

Canonical_SMILES O=C(C(N1CCN(CC1)c1ccc(cn1)C(F)(F)F)(C)C)N[C@@H]1[C@H]2C[C@H]3C[C@@H]1C[C@@](C2)(C3)C(=O)N

InChI 1/C25H34F3N5O2/c1-23(2,33-7-5-32(6-8-33)19-4-3-18(14-30-19)25(26,27)28)22(35)31-20-16-9-15-10-17(20)13-24(11-15,12-16)21(29)34/h3-4,14-17,20H,5-13H2,1-2H3,(H2,29,34)(H,31,35)/f/h31H,29H2

InChI_3D 1S/C25H34F3N5O2/c1-23(2,33-7-5-32(6-8-33)19-4-3-18(14-30-19)25(26,27)28)22(35)31-20-16-9-15-10-17(20)13-24(11-15,12-16)21(29)34/h3-4,14-17,20H,5-13H2,1-2H3,(H2,29,34)(H,31,35)/t15-,16-,17+,20+,24-

AuxInfo 1/1/N:22,23,1,2,13,14,15,16,8,9,10,11,12,3,17,18,19,4,5,20,6,7,25,21,24,33,34,35,29,26,30,27,28,31,32/E:(1,2)(5,6)(7,8)(9,10)(12,13)(16,17)(26,27,28)/F:m/E:m/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;;;;;;;;;s13;s14;s8s9s10;s8s11;s9s12;s18s19;s6s10s11s12;;;s4;s7s22s23;s3d5;s5s13s14;s15s16s25;s6;s7s20;d6;d7;s24;s24;s24;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s29;s29;s30;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-11.0046,2.4505,0;-5.8645,4.3681,0;-10.1675,5.6204,0;-9.7915,3.8407,0;-11.5481,4.0922,0;-9.8903,4.9644,0;-9.5648,3.3084,0;-1.7352,3.0001,0;-2.5981,1.4952,0;-2.6071,3.5001,0;-3.4701,1.9952,0;-10.5882,4.6368,0;-9.0203,5.4928,0;-8.6566,3.75,0;-8.2471,4.736,0;-10.3103,4.0568,0;-4.4995,4.7381,0;-5.4944,3.0031,0;1.7328,-.0038,0;-4.997,3.8706,0;0,2.0104,0;-1.735,2.0001,0;-3.4788,3.0001,0;-11.9979,2.3351,0;-6.729,3.8655,0;-10.408,1.6479,0;-5.8674,5.3681,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-10.0639,6.1096,0;-10.6442,5.7712,0;-10.2309,3.6022,0;-9.6879,3.3516,0;-11.9264,4.4191,0;-11.7291,3.6261,0;-9.9992,5.4524,0;-10.3875,5.0178,0;-9.9557,2.9966,0;-9.2979,2.8855,0;-1.2427,2.9139,0;-1.5651,3.4703,0;-2.9181,1.1109,0;-2.2749,1.1137,0;-2.2861,3.8835,0;-2.9282,3.8834,0;-3.963,2.0787,0;-3.6388,1.5245,0;-10.961,4.9701,0;-8.8061,5.9446,0;-8.2928,3.4071,0;-7.9455,5.1348,0;-4.9333,4.9868,0;-4.0658,4.4894,0;-4.2508,5.1719,0;-5.0607,2.7544,0;-5.9281,3.2519,0;-5.7431,2.5694,0;-12.2962,2.7364,0;-12.1963,1.8761,0;-6.7275,3.3655,0;

Duplicates DB12501_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.sdf

Formula	C₂₅H₃₄F₃N₅O₂
MW	493.58
InChIKey	CLHMYBJIOZXCEX-DYDYTOMVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	73
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.37
logP	3.8915
PSA	91.56
MR	132.142
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-236.46531
PM7_Total_Energy_ev	-6450.45459
PM7_Electronic_Energy_ev	-60588.82908
PM7_Dipole_Debye	7.42634
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.264
PM7_LUMO_Energy_ev	-0.843
PM7_COSMO_Area_square_ang	446.37
PM7_COSMO_Volue_cubic_ang	582.24
PM7_Electron_Affinity_ev	0.843
PM7_Ionization_Energy_ev	9.264
PM7_Energy_Gap_ev	8.421
PM7_Global_Hardness_ev	4.2105
PM7_Global_Softness_ev	0.2375014843842774
PM7_Chemical_Potential_ev	-5.0535
PM7_Electronigativity_ev	5.0535
PM7_Back_Donation_Energy_ev	-1.052625
PM7_Electrophilicity_ev	3.0326400961881013
OPENEYE_Name	(3~{R},5~{S})-4-[[2-methyl-2-[4-[5-(trifluoromethyl)-2-pyridyl]piperazin-1-yl]propanoyl]amino]adamantane-1-carboxamide
SMILES	c1cc(ncc1C(F)(F)F)N2CCN(CC2)C(C(=O)NC3C4CC5CC3CC(C5)(C4)C(=O)N)(C)C
Canonical_SMILES	O=C(C(N1CCN(CC1)c1ccc(cn1)C(F)(F)F)(C)C)N[C@@H]1[C@H]2C[C@H]3C[C@@H]1C[C@@](C2)(C3)C(=O)N
InChI	1/C25H34F3N5O2/c1-23(2,33-7-5-32(6-8-33)19-4-3-18(14-30-19)25(26,27)28)22(35)31-20-16-9-15-10-17(20)13-24(11-15,12-16)21(29)34/h3-4,14-17,20H,5-13H2,1-2H3,(H2,29,34)(H,31,35)/f/h31H,29H2
InChI_3D	1S/C25H34F3N5O2/c1-23(2,33-7-5-32(6-8-33)19-4-3-18(14-30-19)25(26,27)28)22(35)31-20-16-9-15-10-17(20)13-24(11-15,12-16)21(29)34/h3-4,14-17,20H,5-13H2,1-2H3,(H2,29,34)(H,31,35)/t15-,16-,17+,20+,24-
AuxInfo	1/1/N:22,23,1,2,13,14,15,16,8,9,10,11,12,3,17,18,19,4,5,20,6,7,25,21,24,33,34,35,29,26,30,27,28,31,32/E:(1,2)(5,6)(7,8)(9,10)(12,13)(16,17)(26,27,28)/F:m/E:m/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;;;;;;;;;s13;s14;s8s9s10;s8s11;s9s12;s18s19;s6s10s11s12;;;s4;s7s22s23;s3d5;s5s13s14;s15s16s25;s6;s7s20;d6;d7;s24;s24;s24;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s29;s29;s30;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-11.0046,2.4505,0;-5.8645,4.3681,0;-10.1675,5.6204,0;-9.7915,3.8407,0;-11.5481,4.0922,0;-9.8903,4.9644,0;-9.5648,3.3084,0;-1.7352,3.0001,0;-2.5981,1.4952,0;-2.6071,3.5001,0;-3.4701,1.9952,0;-10.5882,4.6368,0;-9.0203,5.4928,0;-8.6566,3.75,0;-8.2471,4.736,0;-10.3103,4.0568,0;-4.4995,4.7381,0;-5.4944,3.0031,0;1.7328,-.0038,0;-4.997,3.8706,0;0,2.0104,0;-1.735,2.0001,0;-3.4788,3.0001,0;-11.9979,2.3351,0;-6.729,3.8655,0;-10.408,1.6479,0;-5.8674,5.3681,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-10.0639,6.1096,0;-10.6442,5.7712,0;-10.2309,3.6022,0;-9.6879,3.3516,0;-11.9264,4.4191,0;-11.7291,3.6261,0;-9.9992,5.4524,0;-10.3875,5.0178,0;-9.9557,2.9966,0;-9.2979,2.8855,0;-1.2427,2.9139,0;-1.5651,3.4703,0;-2.9181,1.1109,0;-2.2749,1.1137,0;-2.2861,3.8835,0;-2.9282,3.8834,0;-3.963,2.0787,0;-3.6388,1.5245,0;-10.961,4.9701,0;-8.8061,5.9446,0;-8.2928,3.4071,0;-7.9455,5.1348,0;-4.9333,4.9868,0;-4.0658,4.4894,0;-4.2508,5.1719,0;-5.0607,2.7544,0;-5.9281,3.2519,0;-5.7431,2.5694,0;-12.2962,2.7364,0;-12.1963,1.8761,0;-6.7275,3.3655,0;
Duplicates	DB12501_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12501_p0.sdf