CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11978_p0 (9702)

Formula C₂₁H₂₂N₆O

MW 374.44

InChIKey SFNSLLSYNZWZQG-ORKIEBPJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.81

logP 3.79338

PSA 96.84

MR 111.531

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 68.59539

PM7_Total_Energy_ev -4287.8795

PM7_Electronic_Energy_ev -35289.14451

PM7_Dipole_Debye 6.42132

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.023

PM7_LUMO_Energy_ev -0.693

PM7_COSMO_Area_square_ang 399.52

PM7_COSMO_Volue_cubic_ang 452.73

PM7_Electron_Affinity_ev 0.693

PM7_Ionization_Energy_ev 9.023

PM7_Energy_Gap_ev 8.33

PM7_Global_Hardness_ev 4.165

PM7_Global_Softness_ev 0.24009603841536614

PM7_Chemical_Potential_ev -4.858

PM7_Electronigativity_ev 4.858

PM7_Back_Donation_Energy_ev -1.04125

PM7_Electrophilicity_ev 2.8331529411764707

OPENEYE_Name 1-[(1~{R},2~{R},4~{R})-2-(1~{H}-benzimidazol-2-yl)-1-methyl-4-piperidyl]-3-(4-cyanophenyl)urea

SMILES C(#N)c1ccc(cc1)NC(=O)NC2CCN(C(C2)c3nc4ccccc4[nH]3)C

Canonical_SMILES N#Cc1ccc(cc1)NC(=O)N[C@@H]1CCN([C@H](C1)c1nc2c([nH]1)cccc2)C

InChI 1/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/f/h23-25H

InChI_3D 1S/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/t16-,19-/m1/s1

AuxInfo 1/1/N:21,2,3,6,7,4,5,8,9,16,18,17,1,10,13,20,11,12,19,14,15,22,26,27,23,24,25,28/E:(2,3)(4,5)(6,7)(8,9)(17,18)(25,26)/F:21,3,2,7,6,4,5,8,9,16,18,17,1,10,13,20,12,11,19,14,15,22,26,27,24,23,25,28/E:(6,7)(8,9)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;s2;s3;d4;s5;s1s4d5;d6;d7s11;s8d9;;;;;s16;s14s17;s16s17;;t1;s11d14;s12s14;s18s19s21;s13s15;s15s20;d15;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s24;s26;s27;/rC:4.3822,8.8346,0;;0,1.0058,0;3.2693,7.5094,0;4.9782,7.2099,0;.868,-.4979,0;.868,1.5137,0;3.0957,6.5192,0;4.8047,6.2198,0;4.2096,7.8497,0;1.736,-.0013,0;1.736,1.0058,0;3.8626,5.8694,0;3.2858,.5022,0;4.4567,4.2425,0;6.5673,1.7966,0;4.8592,1.4919,0;6.7438,.807,0;5.0358,.5023,0;5.6259,2.134,0;6.2864,-1.5679,0;4.5548,9.8196,0;2.6938,-.3126,0;2.6938,1.3168,0;5.979,.1549,0;3.69,4.8844,0;4.2841,3.2575,0;5.396,4.5855,0;-.4327,-.2506,0;-.4337,1.2545,0;2.8864,7.8309,0;5.4476,7.3821,0;.8677,-.9979,0;.868,2.0137,0;2.6256,6.3491,0;5.189,5.8999,0;6.6521,2.2894,0;7.0673,1.7981,0;4.3896,1.3204,0;4.6092,1.9249,0;7.213,.9799,0;6.9964,.3755,0;4.948,.0101,0;5.8746,2.5678,0;6.7786,-1.4801,0;6.3742,-2.0602,0;5.7941,-1.6558,0;2.8483,1.7923,0;3.2203,4.7129,0;3.8144,3.086,0;

Duplicates DB11978_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.sdf

Formula	C₂₁H₂₂N₆O
MW	374.44
InChIKey	SFNSLLSYNZWZQG-ORKIEBPJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.81
logP	3.79338
PSA	96.84
MR	111.531
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	68.59539
PM7_Total_Energy_ev	-4287.8795
PM7_Electronic_Energy_ev	-35289.14451
PM7_Dipole_Debye	6.42132
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.023
PM7_LUMO_Energy_ev	-0.693
PM7_COSMO_Area_square_ang	399.52
PM7_COSMO_Volue_cubic_ang	452.73
PM7_Electron_Affinity_ev	0.693
PM7_Ionization_Energy_ev	9.023
PM7_Energy_Gap_ev	8.33
PM7_Global_Hardness_ev	4.165
PM7_Global_Softness_ev	0.24009603841536614
PM7_Chemical_Potential_ev	-4.858
PM7_Electronigativity_ev	4.858
PM7_Back_Donation_Energy_ev	-1.04125
PM7_Electrophilicity_ev	2.8331529411764707
OPENEYE_Name	1-[(1~{R},2~{R},4~{R})-2-(1~{H}-benzimidazol-2-yl)-1-methyl-4-piperidyl]-3-(4-cyanophenyl)urea
SMILES	C(#N)c1ccc(cc1)NC(=O)NC2CCN(C(C2)c3nc4ccccc4[nH]3)C
Canonical_SMILES	N#Cc1ccc(cc1)NC(=O)N[C@@H]1CCN([C@H](C1)c1nc2c([nH]1)cccc2)C
InChI	1/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/f/h23-25H
InChI_3D	1S/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/t16-,19-/m1/s1
AuxInfo	1/1/N:21,2,3,6,7,4,5,8,9,16,18,17,1,10,13,20,11,12,19,14,15,22,26,27,23,24,25,28/E:(2,3)(4,5)(6,7)(8,9)(17,18)(25,26)/F:21,3,2,7,6,4,5,8,9,16,18,17,1,10,13,20,12,11,19,14,15,22,26,27,24,23,25,28/E:(6,7)(8,9)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNNOHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;s2;s3;d4;s5;s1s4d5;d6;d7s11;s8d9;;;;;s16;s14s17;s16s17;;t1;s11d14;s12s14;s18s19s21;s13s15;s15s20;d15;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s20;s21;s21;s21;s24;s26;s27;/rC:4.3822,8.8346,0;;0,1.0058,0;3.2693,7.5094,0;4.9782,7.2099,0;.868,-.4979,0;.868,1.5137,0;3.0957,6.5192,0;4.8047,6.2198,0;4.2096,7.8497,0;1.736,-.0013,0;1.736,1.0058,0;3.8626,5.8694,0;3.2858,.5022,0;4.4567,4.2425,0;6.5673,1.7966,0;4.8592,1.4919,0;6.7438,.807,0;5.0358,.5023,0;5.6259,2.134,0;6.2864,-1.5679,0;4.5548,9.8196,0;2.6938,-.3126,0;2.6938,1.3168,0;5.979,.1549,0;3.69,4.8844,0;4.2841,3.2575,0;5.396,4.5855,0;-.4327,-.2506,0;-.4337,1.2545,0;2.8864,7.8309,0;5.4476,7.3821,0;.8677,-.9979,0;.868,2.0137,0;2.6256,6.3491,0;5.189,5.8999,0;6.6521,2.2894,0;7.0673,1.7981,0;4.3896,1.3204,0;4.6092,1.9249,0;7.213,.9799,0;6.9964,.3755,0;4.948,.0101,0;5.8746,2.5678,0;6.7786,-1.4801,0;6.3742,-2.0602,0;5.7941,-1.6558,0;2.8483,1.7923,0;3.2203,4.7129,0;3.8144,3.086,0;
Duplicates	DB11978_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11978_p0.sdf