CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16033 (12747)

Formula C₂₅H₂₈N₆O₃

MW 460.53

InChIKey URCMKDJBULWNAI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 1

HB_Acceptor 6

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.18

logP 3.96628

PSA 117.16

MR 129.268

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -12.80058

PM7_Total_Energy_ev -5450.64893

PM7_Electronic_Energy_ev -49576.91757

PM7_Dipole_Debye 10.32907

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.401

PM7_LUMO_Energy_ev -1.009

PM7_COSMO_Area_square_ang 462.34

PM7_COSMO_Volue_cubic_ang 551.27

PM7_Electron_Affinity_ev 1.009

PM7_Ionization_Energy_ev 9.401

PM7_Energy_Gap_ev 8.392

PM7_Global_Hardness_ev 4.196

PM7_Global_Softness_ev 0.23832221163012393

PM7_Chemical_Potential_ev -5.205

PM7_Electronigativity_ev 5.205

PM7_Back_Donation_Energy_ev -1.049

PM7_Electrophilicity_ev 3.228315657769304

OPENEYE_Name 3-[[(5~{S},7~{S})-3-[5-(1-hydroxy-1-methyl-ethyl)pyrazin-2-yl]-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]decan-7-yl]methyl]benzimidazole-5-carbonitrile

SMILES C(#N)c1ccc2c(c1)n(cn2)CC3(CCCC4(C3)CN(C(=O)O4)c5cnc(cn5)C(C)(C)O)C

Canonical_SMILES N#Cc1ccc2c(c1)n(cn2)C[C@@]1(C)CCC[C@@]2(C1)OC(=O)N(C2)c1cnc(cn1)C(O)(C)C

InChI 1/C25H28N6O3/c1-23(2,33)20-11-28-21(12-27-20)31-15-25(34-22(31)32)8-4-7-24(3,13-25)14-30-16-29-18-6-5-17(10-26)9-19(18)30/h5-6,9,11-12,16,33H,4,7-8,13-15H2,1-3H3

InChI_3D 1S/C25H28N6O3/c1-23(2,33)20-11-28-21(12-27-20)31-15-25(34-22(31)32)8-4-7-24(3,13-25)14-30-16-29-18-6-5-17(10-26)9-19(18)30/h5-6,9,11-12,16,33H,4,7-8,13-15H2,1-3H3/t24-,25-/m0/s1

AuxInfo 1/0/N:22,23,21,14,2,3,16,15,4,1,5,6,17,24,18,7,8,9,10,11,12,13,25,20,19,26,27,28,29,30,31,32,34,33/E:(1,2)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2d4;s3;s4d9;d5;s6;;;s14;s14;;;s15s17s18;s16s17;s20;;;s20;s11s22s23;t1;d6s11;s5d12;d7s9;s7s10s24;s12s13s18;d13;s13s19;s25;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s34;/rC:-4.1252,-1.0997,0;-4.7735,.5103,0;-4.6301,1.5006,0;-3.0467,.26,0;5.0784,2.6855,0;5.2951,.6923,0;-2.3517,2.787,0;-3.9818,-.11,0;-3.7039,1.8776,0;-2.9111,1.2565,0;5.9974,2.2786,0;4.3761,1.0992,0;3.575,-.5016,0;.5073,-.869,0;1.5163,-.869,0;;1.5163,.8746,0;2.6088,.8144,0;2.0197,-.0049,0;.5073,.8746,0;.8123,2.5978,0;7.3944,2.0584,0;6.2177,3.6756,0;-1.1364,1.4753,0;6.806,2.867,0;-4.2686,-2.0894,0;6.1013,1.284,0;4.2632,2.0978,0;-3.3582,2.8235,0;-2.0756,1.8186,0;3.57,.5074,0;4.3869,-1.0853,0;2.617,-.8182,0;7.6146,3.4553,0;-5.2376,.3243,0;-5.0239,1.8088,0;-2.6531,-.0484,0;5.0265,3.1828,0;5.3491,.1952,0;-2.0433,3.1806,0;.5949,-1.3613,0;.038,-1.0415,0;1.9857,-1.0412,0;1.4288,-1.3613,0;-.3822,-.3224,0;-.3831,.3213,0;1.4301,1.3671,0;1.9866,1.0444,0;2.1746,1.0622,0;2.8099,1.2722,0;.32,2.685,0;.8995,3.0902,0;1.3047,2.5107,0;6.9901,1.7642,0;7.7987,2.3525,0;7.6886,1.6541,0;6.622,3.9697,0;5.8134,3.3814,0;5.9235,4.0799,0;-.9647,1.945,0;-1.308,1.0057,0;8.0715,3.2523,0;

Duplicates DB16033

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.sdf

Formula	C₂₅H₂₈N₆O₃
MW	460.53
InChIKey	URCMKDJBULWNAI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	1
HB_Acceptor	6
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.18
logP	3.96628
PSA	117.16
MR	129.268
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-12.80058
PM7_Total_Energy_ev	-5450.64893
PM7_Electronic_Energy_ev	-49576.91757
PM7_Dipole_Debye	10.32907
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.401
PM7_LUMO_Energy_ev	-1.009
PM7_COSMO_Area_square_ang	462.34
PM7_COSMO_Volue_cubic_ang	551.27
PM7_Electron_Affinity_ev	1.009
PM7_Ionization_Energy_ev	9.401
PM7_Energy_Gap_ev	8.392
PM7_Global_Hardness_ev	4.196
PM7_Global_Softness_ev	0.23832221163012393
PM7_Chemical_Potential_ev	-5.205
PM7_Electronigativity_ev	5.205
PM7_Back_Donation_Energy_ev	-1.049
PM7_Electrophilicity_ev	3.228315657769304
OPENEYE_Name	3-[[(5~{S},7~{S})-3-[5-(1-hydroxy-1-methyl-ethyl)pyrazin-2-yl]-7-methyl-2-oxo-1-oxa-3-azaspiro[4.5]decan-7-yl]methyl]benzimidazole-5-carbonitrile
SMILES	C(#N)c1ccc2c(c1)n(cn2)CC3(CCCC4(C3)CN(C(=O)O4)c5cnc(cn5)C(C)(C)O)C
Canonical_SMILES	N#Cc1ccc2c(c1)n(cn2)C[C@@]1(C)CCC[C@@]2(C1)OC(=O)N(C2)c1cnc(cn1)C(O)(C)C
InChI	1/C25H28N6O3/c1-23(2,33)20-11-28-21(12-27-20)31-15-25(34-22(31)32)8-4-7-24(3,13-25)14-30-16-29-18-6-5-17(10-26)9-19(18)30/h5-6,9,11-12,16,33H,4,7-8,13-15H2,1-3H3
InChI_3D	1S/C25H28N6O3/c1-23(2,33)20-11-28-21(12-27-20)31-15-25(34-22(31)32)8-4-7-24(3,13-25)14-30-16-29-18-6-5-17(10-26)9-19(18)30/h5-6,9,11-12,16,33H,4,7-8,13-15H2,1-3H3/t24-,25-/m0/s1
AuxInfo	1/0/N:22,23,21,14,2,3,16,15,4,1,5,6,17,24,18,7,8,9,10,11,12,13,25,20,19,26,27,28,29,30,31,32,34,33/E:(1,2)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;;s1s2d4;s3;s4d9;d5;s6;;;s14;s14;;;s15s17s18;s16s17;s20;;;s20;s11s22s23;t1;d6s11;s5d12;d7s9;s7s10s24;s12s13s18;d13;s13s19;s25;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s34;/rC:-4.1252,-1.0997,0;-4.7735,.5103,0;-4.6301,1.5006,0;-3.0467,.26,0;5.0784,2.6855,0;5.2951,.6923,0;-2.3517,2.787,0;-3.9818,-.11,0;-3.7039,1.8776,0;-2.9111,1.2565,0;5.9974,2.2786,0;4.3761,1.0992,0;3.575,-.5016,0;.5073,-.869,0;1.5163,-.869,0;;1.5163,.8746,0;2.6088,.8144,0;2.0197,-.0049,0;.5073,.8746,0;.8123,2.5978,0;7.3944,2.0584,0;6.2177,3.6756,0;-1.1364,1.4753,0;6.806,2.867,0;-4.2686,-2.0894,0;6.1013,1.284,0;4.2632,2.0978,0;-3.3582,2.8235,0;-2.0756,1.8186,0;3.57,.5074,0;4.3869,-1.0853,0;2.617,-.8182,0;7.6146,3.4553,0;-5.2376,.3243,0;-5.0239,1.8088,0;-2.6531,-.0484,0;5.0265,3.1828,0;5.3491,.1952,0;-2.0433,3.1806,0;.5949,-1.3613,0;.038,-1.0415,0;1.9857,-1.0412,0;1.4288,-1.3613,0;-.3822,-.3224,0;-.3831,.3213,0;1.4301,1.3671,0;1.9866,1.0444,0;2.1746,1.0622,0;2.8099,1.2722,0;.32,2.685,0;.8995,3.0902,0;1.3047,2.5107,0;6.9901,1.7642,0;7.7987,2.3525,0;7.6886,1.6541,0;6.622,3.9697,0;5.8134,3.3814,0;5.9235,4.0799,0;-.9647,1.945,0;-1.308,1.0057,0;8.0715,3.2523,0;
Duplicates	DB16033
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16033.sdf