CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08504_p0 (8110)

Formula C₂₂H₂₅FN₆O₂

MW 424.48

InChIKey ZNHVIJAGMFQGMS-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.11

logP 2.104

PSA 96.83

MR 117.403

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -20.85595

PM7_Total_Energy_ev -5211.75811

PM7_Electronic_Energy_ev -43904.27557

PM7_Dipole_Debye 2.98203

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.189

PM7_LUMO_Energy_ev -0.975

PM7_COSMO_Area_square_ang 429.03

PM7_COSMO_Volue_cubic_ang 504.31

PM7_Electron_Affinity_ev 0.975

PM7_Ionization_Energy_ev 9.189

PM7_Energy_Gap_ev 8.214

PM7_Global_Hardness_ev 4.107

PM7_Global_Softness_ev 0.24348672997321646

PM7_Chemical_Potential_ev -5.082

PM7_Electronigativity_ev 5.082

PM7_Back_Donation_Energy_ev -1.02675

PM7_Electrophilicity_ev 3.1442322863403946

OPENEYE_Name (2~{S},3~{S})-3-amino-4-[(3~{S})-3-fluoropyrrolidin-1-yl]-~{N},~{N}-dimethyl-4-oxo-2-[4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]butanamide

SMILES c1cc(ccc1c2ccc3ncnn3c2)C(C(=O)N(C)C)C(C(=O)N4CCC(C4)F)N

Canonical_SMILES F[C@H]1CCN(C1)C(=O)[C@H]([C@@H](C(=O)N(C)C)c1ccc(cc1)c1ccc2n(c1)ncn2)N

InChI 1/C22H25FN6O2/c1-27(2)21(30)19(20(24)22(31)28-10-9-17(23)12-28)15-5-3-14(4-6-15)16-7-8-18-25-13-26-29(18)11-16/h3-8,11,13,17,19-20H,9-10,12,24H2,1-2H3

InChI_3D 1S/C22H25FN6O2/c1-27(2)21(30)19(20(24)22(31)28-10-9-17(23)12-28)15-5-3-14(4-6-15)16-7-8-18-25-13-26-29(18)11-16/h3-8,11,13,17,19-20H,9-10,12,24H2,1-2H3/t17-,19-,20-/m0/s1

AuxInfo 1/0/N:19,20,1,2,3,4,10,9,15,16,11,17,5,6,7,12,18,8,21,22,14,13,31,27,23,24,28,26,25,30,29/E:(1,2)(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;s3d4;;s8;d9;;s6s10d11;;;;s15;;s15s17;;;s7s14;s13s21;s5d8;d5;s8s11s24;s13s16s17;s22;s14s19s20;d13;d14;s18;s1;s2;s3;s4;s5;s9;s10;s11;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s22;s27;s27;/rC:-1.7306,-1.0057,0;-.861,-2.507,0;-2.6004,-1.5095,0;-1.7308,-3.0109,0;3.2858,-.5036,0;-.8653,-1.507,0;-2.605,-2.5147,0;1.736,0,0;.868,.5079,0;;.868,-1.5037,0;0,-1.0058,0;-3.1169,-5.1224,0;-4.6205,-2.5265,0;-4.3227,-8.2265,0;-3.5833,-7.5533,0;-4.9885,-6.7475,0;-5.1915,-7.7283,0;-6.1193,-3.3946,0;-6.1217,-1.6625,0;-4.1193,-3.3918,0;-3.6181,-4.2571,0;2.6938,.311,0;2.6938,-1.3184,0;1.736,-1.0071,0;-3.9897,-6.6392,0;-4.4834,-4.7583,0;-5.6205,-2.5279,0;-2.1169,-5.121,0;-4.1217,-1.6597,0;-6.1439,-7.4236,0;-1.7306,-.5057,0;-.4273,-2.7558,0;-3.0331,-1.2589,0;-1.7287,-3.5109,0;3.7858,-.5036,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;-4.615,-8.6321,0;-3.9495,-8.5593,0;-3.288,-7.9568,0;-3.1507,-7.3027,0;-4.9905,-6.2475,0;-5.486,-6.6976,0;-5.3931,-8.1858,0;-6.5526,-3.1452,0;-5.6859,-3.644,0;-6.3687,-3.8279,0;-6.5544,-1.9131,0;-5.6891,-1.4119,0;-6.3723,-1.2299,0;-4.5519,-3.6424,0;-3.1854,-4.0065,0;-4.4827,-5.2583,0;-4.9168,-4.5089,0;

Duplicates DB08504_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.sdf

Formula	C₂₂H₂₅FN₆O₂
MW	424.48
InChIKey	ZNHVIJAGMFQGMS-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.11
logP	2.104
PSA	96.83
MR	117.403
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-20.85595
PM7_Total_Energy_ev	-5211.75811
PM7_Electronic_Energy_ev	-43904.27557
PM7_Dipole_Debye	2.98203
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.189
PM7_LUMO_Energy_ev	-0.975
PM7_COSMO_Area_square_ang	429.03
PM7_COSMO_Volue_cubic_ang	504.31
PM7_Electron_Affinity_ev	0.975
PM7_Ionization_Energy_ev	9.189
PM7_Energy_Gap_ev	8.214
PM7_Global_Hardness_ev	4.107
PM7_Global_Softness_ev	0.24348672997321646
PM7_Chemical_Potential_ev	-5.082
PM7_Electronigativity_ev	5.082
PM7_Back_Donation_Energy_ev	-1.02675
PM7_Electrophilicity_ev	3.1442322863403946
OPENEYE_Name	(2~{S},3~{S})-3-amino-4-[(3~{S})-3-fluoropyrrolidin-1-yl]-~{N},~{N}-dimethyl-4-oxo-2-[4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]butanamide
SMILES	c1cc(ccc1c2ccc3ncnn3c2)C(C(=O)N(C)C)C(C(=O)N4CCC(C4)F)N
Canonical_SMILES	F[C@H]1CCN(C1)C(=O)[C@H]([C@@H](C(=O)N(C)C)c1ccc(cc1)c1ccc2n(c1)ncn2)N
InChI	1/C22H25FN6O2/c1-27(2)21(30)19(20(24)22(31)28-10-9-17(23)12-28)15-5-3-14(4-6-15)16-7-8-18-25-13-26-29(18)11-16/h3-8,11,13,17,19-20H,9-10,12,24H2,1-2H3
InChI_3D	1S/C22H25FN6O2/c1-27(2)21(30)19(20(24)22(31)28-10-9-17(23)12-28)15-5-3-14(4-6-15)16-7-8-18-25-13-26-29(18)11-16/h3-8,11,13,17,19-20H,9-10,12,24H2,1-2H3/t17-,19-,20-/m0/s1
AuxInfo	1/0/N:19,20,1,2,3,4,10,9,15,16,11,17,5,6,7,12,18,8,21,22,14,13,31,27,23,24,28,26,25,30,29/E:(1,2)(3,4)(5,6)/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOFHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;s3d4;;s8;d9;;s6s10d11;;;;s15;;s15s17;;;s7s14;s13s21;s5d8;d5;s8s11s24;s13s16s17;s22;s14s19s20;d13;d14;s18;s1;s2;s3;s4;s5;s9;s10;s11;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s22;s27;s27;/rC:-1.7306,-1.0057,0;-.861,-2.507,0;-2.6004,-1.5095,0;-1.7308,-3.0109,0;3.2858,-.5036,0;-.8653,-1.507,0;-2.605,-2.5147,0;1.736,0,0;.868,.5079,0;;.868,-1.5037,0;0,-1.0058,0;-3.1169,-5.1224,0;-4.6205,-2.5265,0;-4.3227,-8.2265,0;-3.5833,-7.5533,0;-4.9885,-6.7475,0;-5.1915,-7.7283,0;-6.1193,-3.3946,0;-6.1217,-1.6625,0;-4.1193,-3.3918,0;-3.6181,-4.2571,0;2.6938,.311,0;2.6938,-1.3184,0;1.736,-1.0071,0;-3.9897,-6.6392,0;-4.4834,-4.7583,0;-5.6205,-2.5279,0;-2.1169,-5.121,0;-4.1217,-1.6597,0;-6.1439,-7.4236,0;-1.7306,-.5057,0;-.4273,-2.7558,0;-3.0331,-1.2589,0;-1.7287,-3.5109,0;3.7858,-.5036,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;-4.615,-8.6321,0;-3.9495,-8.5593,0;-3.288,-7.9568,0;-3.1507,-7.3027,0;-4.9905,-6.2475,0;-5.486,-6.6976,0;-5.3931,-8.1858,0;-6.5526,-3.1452,0;-5.6859,-3.644,0;-6.3687,-3.8279,0;-6.5544,-1.9131,0;-5.6891,-1.4119,0;-6.3723,-1.2299,0;-4.5519,-3.6424,0;-3.1854,-4.0065,0;-4.4827,-5.2583,0;-4.9168,-4.5089,0;
Duplicates	DB08504_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08504_p0.sdf