CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15269_p0 (12352)

Formula C₂₇H₃₄ClN₅O₃

MW 512.05

InChIKey DWKNOLCXIFYNFV-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 2.75

logP 3.5965

PSA 85.85

MR 148.733

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -88.5762

PM7_Total_Energy_ev -5859.97044

PM7_Electronic_Energy_ev -55243.36696

PM7_Dipole_Debye 5.65943

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.844

PM7_LUMO_Energy_ev -0.725

PM7_COSMO_Area_square_ang 527.21

PM7_COSMO_Volue_cubic_ang 623.09

PM7_Electron_Affinity_ev 0.725

PM7_Ionization_Energy_ev 8.844

PM7_Energy_Gap_ev 8.119

PM7_Global_Hardness_ev 4.0595

PM7_Global_Softness_ev 0.2463357556349304

PM7_Chemical_Potential_ev -4.7845

PM7_Electronigativity_ev 4.7845

PM7_Back_Donation_Energy_ev -1.014875

PM7_Electrophilicity_ev 2.819490115777805

OPENEYE_Name 2-[[(2~{R})-1-[1-[(4-chloro-3-methyl-phenyl)methyl]-4-piperidyl]-5-oxo-pyrrolidine-2-carbonyl]amino]-~{N},~{N},6-trimethyl-pyridine-4-carboxamide

SMILES c1cc(c(cc1CN2CCC(CC2)N3C(=O)CCC3C(=O)Nc4cc(cc(n4)C)C(=O)N(C)C)C)Cl

Canonical_SMILES O=C([C@H]1CCC(=O)N1C1CCN(CC1)Cc1ccc(c(c1)C)Cl)Nc1nc(C)cc(c1)C(=O)N(C)C

InChI 1/C27H34ClN5O3/c1-17-13-19(5-6-22(17)28)16-32-11-9-21(10-12-32)33-23(7-8-25(33)34)26(35)30-24-15-20(14-18(2)29-24)27(36)31(3)4/h5-6,13-15,21,23H,7-12,16H2,1-4H3,(H,29,30,35)/f/h30H

InChI_3D 1S/C27H34ClN5O3/c1-17-13-19(5-6-22(17)28)16-32-11-9-21(10-12-32)33-23(7-8-25(33)34)26(35)30-24-15-20(14-18(2)29-24)27(36)31(3)4/h5-6,13-15,21,23H,7-12,16H2,1-4H3,(H,29,30,35)/t23-/m1/s1

AuxInfo 1/1/N:23,24,25,26,1,2,16,15,17,18,19,20,5,3,4,27,8,10,7,6,22,9,21,11,12,14,13,36,28,31,32,30,29,33,35,34/E:(3,4)(9,10)(11,12)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1d5;s5;s2d8;s3;d4;;s6;;s12;s15;;;s17;s18;s14s16;s17s18;s8;s10;;;s7;d10s11;s12s21s22;s19s20s27;s11s14;s13s25s26;d12;d13;d14;s9;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s31;/rC:8.8077,4.3959,0;9.8105,4.4654,0;-.8675,.4975,0;.8675,.4975,0;8.9276,2.6651,0;;8.3714,3.4961,0;9.9304,2.7345,0;10.377,3.635,0;-.8675,1.5027,0;.8675,1.5027,0;3.5591,4.8069,0;0,-1.75,0;1.7379,3.0001,0;2.6093,5.1195,0;2.0197,4.31,0;4.9268,2.3879,0;4.8069,4.1188,0;5.9296,2.4574,0;5.8097,4.1882,0;2.6054,3.4976,0;4.3706,3.219,0;10.4866,1.9035,0;-1.735,2.0001,0;1.7321,-1.75,0;.866,-3.25,0;7.3738,3.427,0;0,2.0104,0;3.5614,3.8065,0;6.3762,3.3579,0;1.735,2.0001,0;.866,-2.25,0;4.3686,5.394,0;-.866,-2.25,0;.8734,3.5027,0;11.3746,3.7041,0;8.5278,4.8102,0;10.0287,4.9153,0;-1.3001,.2469,0;1.3001,.2469,0;8.7075,2.2161,0;2.1768,5.3704,0;2.814,5.5757,0;1.6472,3.9765,0;1.6488,4.6453,0;4.4695,2.1857,0;5.047,1.9026,0;4.859,4.616,0;4.3261,4.256,0;5.8761,1.9603,0;6.4096,2.3174,0;6.2658,4.3931,0;5.6881,4.6732,0;2.8078,3.0403,0;4.0103,2.8722,0;10.9022,2.1816,0;10.0711,1.6254,0;10.7647,1.488,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-2.1687,2.2489,0;1.9821,-2.183,0;1.4821,-1.317,0;2.1651,-1.5,0;.366,-3.25,0;1.366,-3.25,0;.866,-3.75,0;7.4083,2.9282,0;7.3392,3.9258,0;2.1673,1.7489,0;

Duplicates DB15269_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.sdf

Formula	C₂₇H₃₄ClN₅O₃
MW	512.05
InChIKey	DWKNOLCXIFYNFV-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	2.75
logP	3.5965
PSA	85.85
MR	148.733
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-88.5762
PM7_Total_Energy_ev	-5859.97044
PM7_Electronic_Energy_ev	-55243.36696
PM7_Dipole_Debye	5.65943
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.844
PM7_LUMO_Energy_ev	-0.725
PM7_COSMO_Area_square_ang	527.21
PM7_COSMO_Volue_cubic_ang	623.09
PM7_Electron_Affinity_ev	0.725
PM7_Ionization_Energy_ev	8.844
PM7_Energy_Gap_ev	8.119
PM7_Global_Hardness_ev	4.0595
PM7_Global_Softness_ev	0.2463357556349304
PM7_Chemical_Potential_ev	-4.7845
PM7_Electronigativity_ev	4.7845
PM7_Back_Donation_Energy_ev	-1.014875
PM7_Electrophilicity_ev	2.819490115777805
OPENEYE_Name	2-[[(2~{R})-1-[1-[(4-chloro-3-methyl-phenyl)methyl]-4-piperidyl]-5-oxo-pyrrolidine-2-carbonyl]amino]-~{N},~{N},6-trimethyl-pyridine-4-carboxamide
SMILES	c1cc(c(cc1CN2CCC(CC2)N3C(=O)CCC3C(=O)Nc4cc(cc(n4)C)C(=O)N(C)C)C)Cl
Canonical_SMILES	O=C([C@H]1CCC(=O)N1C1CCN(CC1)Cc1ccc(c(c1)C)Cl)Nc1nc(C)cc(c1)C(=O)N(C)C
InChI	1/C27H34ClN5O3/c1-17-13-19(5-6-22(17)28)16-32-11-9-21(10-12-32)33-23(7-8-25(33)34)26(35)30-24-15-20(14-18(2)29-24)27(36)31(3)4/h5-6,13-15,21,23H,7-12,16H2,1-4H3,(H,29,30,35)/f/h30H
InChI_3D	1S/C27H34ClN5O3/c1-17-13-19(5-6-22(17)28)16-32-11-9-21(10-12-32)33-23(7-8-25(33)34)26(35)30-24-15-20(14-18(2)29-24)27(36)31(3)4/h5-6,13-15,21,23H,7-12,16H2,1-4H3,(H,29,30,35)/t23-/m1/s1
AuxInfo	1/1/N:23,24,25,26,1,2,16,15,17,18,19,20,5,3,4,27,8,10,7,6,22,9,21,11,12,14,13,36,28,31,32,30,29,33,35,34/E:(3,4)(9,10)(11,12)/F:m/E:m/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1d5;s5;s2d8;s3;d4;;s6;;s12;s15;;;s17;s18;s14s16;s17s18;s8;s10;;;s7;d10s11;s12s21s22;s19s20s27;s11s14;s13s25s26;d12;d13;d14;s9;s1;s2;s3;s4;s5;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s31;/rC:8.8077,4.3959,0;9.8105,4.4654,0;-.8675,.4975,0;.8675,.4975,0;8.9276,2.6651,0;;8.3714,3.4961,0;9.9304,2.7345,0;10.377,3.635,0;-.8675,1.5027,0;.8675,1.5027,0;3.5591,4.8069,0;0,-1.75,0;1.7379,3.0001,0;2.6093,5.1195,0;2.0197,4.31,0;4.9268,2.3879,0;4.8069,4.1188,0;5.9296,2.4574,0;5.8097,4.1882,0;2.6054,3.4976,0;4.3706,3.219,0;10.4866,1.9035,0;-1.735,2.0001,0;1.7321,-1.75,0;.866,-3.25,0;7.3738,3.427,0;0,2.0104,0;3.5614,3.8065,0;6.3762,3.3579,0;1.735,2.0001,0;.866,-2.25,0;4.3686,5.394,0;-.866,-2.25,0;.8734,3.5027,0;11.3746,3.7041,0;8.5278,4.8102,0;10.0287,4.9153,0;-1.3001,.2469,0;1.3001,.2469,0;8.7075,2.2161,0;2.1768,5.3704,0;2.814,5.5757,0;1.6472,3.9765,0;1.6488,4.6453,0;4.4695,2.1857,0;5.047,1.9026,0;4.859,4.616,0;4.3261,4.256,0;5.8761,1.9603,0;6.4096,2.3174,0;6.2658,4.3931,0;5.6881,4.6732,0;2.8078,3.0403,0;4.0103,2.8722,0;10.9022,2.1816,0;10.0711,1.6254,0;10.7647,1.488,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-2.1687,2.2489,0;1.9821,-2.183,0;1.4821,-1.317,0;2.1651,-1.5,0;.366,-3.25,0;1.366,-3.25,0;.866,-3.75,0;7.4083,2.9282,0;7.3392,3.9258,0;2.1673,1.7489,0;
Duplicates	DB15269_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15269_p0.sdf