CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08005 (7519)

Formula C₂₀H₂₃ClN₆O

MW 398.89

InChIKey ARMFMDYRYOKSOW-WKAABZQDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.98

logP 4.2859

PSA 85.94

MR 115.377

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 31.24194

PM7_Total_Energy_ev -4446.197

PM7_Electronic_Energy_ev -36782.03978

PM7_Dipole_Debye 6.19886

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.666

PM7_LUMO_Energy_ev -0.538

PM7_COSMO_Area_square_ang 405.6

PM7_COSMO_Volue_cubic_ang 463.18

PM7_Electron_Affinity_ev 0.538

PM7_Ionization_Energy_ev 8.666

PM7_Energy_Gap_ev 8.128

PM7_Global_Hardness_ev 4.064

PM7_Global_Softness_ev 0.24606299212598426

PM7_Chemical_Potential_ev -4.602

PM7_Electronigativity_ev 4.602

PM7_Back_Donation_Energy_ev -1.016

PM7_Electrophilicity_ev 2.605610728346457

OPENEYE_Name 4-[[5-chloro-4-(1~{H}-indol-3-yl)pyrimidin-2-yl]amino]-~{N}-ethyl-piperidine-1-carboxamide

SMILES c1ccc2c(c1)c(c[nH]2)c3c(cnc(n3)NC4CCN(CC4)C(=O)NCC)Cl

Canonical_SMILES CCNC(=O)N1CCC(CC1)Nc1ncc(c(n1)c1c[nH]c2c1cccc2)Cl

InChI 1/C20H23ClN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)/f/h22,25H

InChI_3D 1S/C20H23ClN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)

AuxInfo 1/1/N:19,20,1,2,3,4,14,15,16,17,6,5,18,7,8,10,9,11,12,13,28,26,23,21,25,22,24,27/E:(7,8)(9,10)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d6s7;d4s7;d5;s8s10;;;;;s14;s15;s14s15;;s19;s5d12;d11s12;s6s9;s13s16s17;s12s18;s13s20;d13;s10;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s23;s25;s26;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;4.292,-2.4247,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.9815,-1.4688,0;3.0028,-1.2636,0;2.6421,-2.9607,0;-2.4034,-4.736,0;-.5843,-2.7974,0;.2242,-4.3324,0;-1.4737,-3.2658,0;-.6652,-4.8009,0;.2601,-3.333,0;-5.0189,-5.1348,0;-4.1342,-4.6687,0;3.6239,-3.1754,0;2.3316,-2.0048,0;2.6938,1.3169,0;-1.5186,-4.2699,0;1.9708,-3.7019,0;-3.2494,-4.2027,0;-2.4422,-5.7352,0;4.6496,-.7248,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.7814,-2.5273,0;3.7858,.5023,0;-.2476,-2.4277,0;-.8902,-2.4018,0;.3773,-4.8084,0;.7195,-4.2638,0;-1.6254,-2.7894,0;-1.9694,-3.3315,0;-.9997,-5.1725,0;-.3581,-5.1955,0;.4497,-2.8704,0;-5.2519,-4.6924,0;-4.7859,-5.5771,0;-5.4613,-5.3678,0;-3.9012,-5.1111,0;-4.3672,-4.2264,0;2.8483,1.7924,0;2.1239,-4.1779,0;-3.23,-3.7031,0;

Duplicates DB08005

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.sdf

Formula	C₂₀H₂₃ClN₆O
MW	398.89
InChIKey	ARMFMDYRYOKSOW-WKAABZQDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.98
logP	4.2859
PSA	85.94
MR	115.377
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	31.24194
PM7_Total_Energy_ev	-4446.197
PM7_Electronic_Energy_ev	-36782.03978
PM7_Dipole_Debye	6.19886
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.666
PM7_LUMO_Energy_ev	-0.538
PM7_COSMO_Area_square_ang	405.6
PM7_COSMO_Volue_cubic_ang	463.18
PM7_Electron_Affinity_ev	0.538
PM7_Ionization_Energy_ev	8.666
PM7_Energy_Gap_ev	8.128
PM7_Global_Hardness_ev	4.064
PM7_Global_Softness_ev	0.24606299212598426
PM7_Chemical_Potential_ev	-4.602
PM7_Electronigativity_ev	4.602
PM7_Back_Donation_Energy_ev	-1.016
PM7_Electrophilicity_ev	2.605610728346457
OPENEYE_Name	4-[[5-chloro-4-(1~{H}-indol-3-yl)pyrimidin-2-yl]amino]-~{N}-ethyl-piperidine-1-carboxamide
SMILES	c1ccc2c(c1)c(c[nH]2)c3c(cnc(n3)NC4CCN(CC4)C(=O)NCC)Cl
Canonical_SMILES	CCNC(=O)N1CCC(CC1)Nc1ncc(c(n1)c1c[nH]c2c1cccc2)Cl
InChI	1/C20H23ClN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)/f/h22,25H
InChI_3D	1S/C20H23ClN6O/c1-2-22-20(28)27-9-7-13(8-10-27)25-19-24-12-16(21)18(26-19)15-11-23-17-6-4-3-5-14(15)17/h3-6,11-13,23H,2,7-10H2,1H3,(H,22,28)(H,24,25,26)
AuxInfo	1/1/N:19,20,1,2,3,4,14,15,16,17,6,5,18,7,8,10,9,11,12,13,28,26,23,21,25,22,24,27/E:(7,8)(9,10)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCNNNNNNOClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d6s7;d4s7;d5;s8s10;;;;;s14;s15;s14s15;;s19;s5d12;d11s12;s6s9;s13s16s17;s12s18;s13s20;d13;s10;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s23;s25;s26;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;4.292,-2.4247,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.9815,-1.4688,0;3.0028,-1.2636,0;2.6421,-2.9607,0;-2.4034,-4.736,0;-.5843,-2.7974,0;.2242,-4.3324,0;-1.4737,-3.2658,0;-.6652,-4.8009,0;.2601,-3.333,0;-5.0189,-5.1348,0;-4.1342,-4.6687,0;3.6239,-3.1754,0;2.3316,-2.0048,0;2.6938,1.3169,0;-1.5186,-4.2699,0;1.9708,-3.7019,0;-3.2494,-4.2027,0;-2.4422,-5.7352,0;4.6496,-.7248,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.7814,-2.5273,0;3.7858,.5023,0;-.2476,-2.4277,0;-.8902,-2.4018,0;.3773,-4.8084,0;.7195,-4.2638,0;-1.6254,-2.7894,0;-1.9694,-3.3315,0;-.9997,-5.1725,0;-.3581,-5.1955,0;.4497,-2.8704,0;-5.2519,-4.6924,0;-4.7859,-5.5771,0;-5.4613,-5.3678,0;-3.9012,-5.1111,0;-4.3672,-4.2264,0;2.8483,1.7924,0;2.1239,-4.1779,0;-3.23,-3.7031,0;
Duplicates	DB08005
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08005.sdf