CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08057_p0 (7587)

Formula C₂₂H₂₃ClN₆

MW 406.92

InChIKey VWJPPYCULHDHBB-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 56

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.88

logP 4.8528

PSA 57.49

MR 126.178

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 112.76699

PM7_Total_Energy_ev -4395.26583

PM7_Electronic_Energy_ev -37834.81597

PM7_Dipole_Debye 3.49422

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.942

PM7_LUMO_Energy_ev -0.631

PM7_COSMO_Area_square_ang 411.26

PM7_COSMO_Volue_cubic_ang 478.01

PM7_Electron_Affinity_ev 0.631

PM7_Ionization_Energy_ev 7.942

PM7_Energy_Gap_ev 7.311

PM7_Global_Hardness_ev 3.6555

PM7_Global_Softness_ev 0.2735603884557516

PM7_Chemical_Potential_ev -4.2865

PM7_Electronigativity_ev 4.2865

PM7_Back_Donation_Energy_ev -0.913875

PM7_Electrophilicity_ev 2.5132105389139654

OPENEYE_Name ~{N}-(2-chloro-6-methyl-phenyl)-8-[(1~{S},3~{S})-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine

SMILES c1cc(c(c(c1)Cl)Nc2c3cncn3c4cc(ccc4n2)N5CCNC(C5)C)C

Canonical_SMILES C[C@@H]1NCCN(C1)c1ccc2c(c1)n1cncc1c(n2)Nc1c(C)cccc1Cl

InChI 1/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/f/h27H

InChI_3D 1S/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/t15-/m0/s1

AuxInfo 1/1/N:21,22,1,2,5,4,3,17,18,6,7,19,8,9,20,12,14,10,11,15,13,16,29,23,26,24,28,27,25/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNNClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;;;s2;s3;s6d10;s4d6;d9;d5s13;d7;s15;;s17;;s19;s9;s20;s7d8;s10d16;s8s11s15;s17s20;s12s18s19;s13s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s26;s28;/rC:4.3512,-4.2526,0;5.2141,-3.7473,0;.8679,-.4978,0;;3.479,-3.7529,0;.8679,1.5134,0;4.224,1.6775,0;2.814,2.4976,0;5.2137,-2.7473,0;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;4.3416,-2.2475,0;3.4698,-2.7478,0;3.4726,1.0054,0;3.4748,.0022,0;-1.7395,3.0031,0;-.8676,2.5031,0;-1.7306,.9982,0;-2.6025,1.4982,0;6.0789,-2.2457,0;-4.328,1.7905,0;3.817,2.5999,0;2.6038,-.4989,0;2.6012,1.5124,0;-2.6113,2.5032,0;-.8675,1.5031,0;4.341,-.4975,0;2.6021,-2.2507,0;4.3536,-4.7526,0;5.648,-3.9959,0;.8677,-.9978,0;-.4327,-.2506,0;3.0476,-4.0056,0;.8679,2.0134,0;4.7127,1.5719,0;2.4806,2.8702,0;-1.4185,3.3865,0;-2.0605,3.3864,0;-.3751,2.4168,0;-.6975,2.9733,0;-2.0506,.614,0;-1.4074,.6167,0;-2.7713,1.0276,0;5.8281,-1.8131,0;6.3296,-2.6782,0;6.5114,-1.9949,0;-4.2445,2.2835,0;-4.4115,1.2975,0;-4.8209,1.874,0;-3.045,2.7519,0;4.7739,-.2474,0;

Duplicates DB08057_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.sdf

Formula	C₂₂H₂₃ClN₆
MW	406.92
InChIKey	VWJPPYCULHDHBB-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	56
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.88
logP	4.8528
PSA	57.49
MR	126.178
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	112.76699
PM7_Total_Energy_ev	-4395.26583
PM7_Electronic_Energy_ev	-37834.81597
PM7_Dipole_Debye	3.49422
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.942
PM7_LUMO_Energy_ev	-0.631
PM7_COSMO_Area_square_ang	411.26
PM7_COSMO_Volue_cubic_ang	478.01
PM7_Electron_Affinity_ev	0.631
PM7_Ionization_Energy_ev	7.942
PM7_Energy_Gap_ev	7.311
PM7_Global_Hardness_ev	3.6555
PM7_Global_Softness_ev	0.2735603884557516
PM7_Chemical_Potential_ev	-4.2865
PM7_Electronigativity_ev	4.2865
PM7_Back_Donation_Energy_ev	-0.913875
PM7_Electrophilicity_ev	2.5132105389139654
OPENEYE_Name	~{N}-(2-chloro-6-methyl-phenyl)-8-[(1~{S},3~{S})-3-methylpiperazin-1-yl]imidazo[1,5-a]quinoxalin-4-amine
SMILES	c1cc(c(c(c1)Cl)Nc2c3cncn3c4cc(ccc4n2)N5CCNC(C5)C)C
Canonical_SMILES	C[C@@H]1NCCN(C1)c1ccc2c(c1)n1cncc1c(n2)Nc1c(C)cccc1Cl
InChI	1/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/f/h27H
InChI_3D	1S/C22H23ClN6/c1-14-4-3-5-17(23)21(14)27-22-20-11-24-13-29(20)19-10-16(6-7-18(19)26-22)28-9-8-25-15(2)12-28/h3-7,10-11,13,15,25H,8-9,12H2,1-2H3,(H,26,27)/t15-/m0/s1
AuxInfo	1/1/N:21,22,1,2,5,4,3,17,18,6,7,19,8,9,20,12,14,10,11,15,13,16,29,23,26,24,28,27,25/F:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNNClHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;;;s2;s3;s6d10;s4d6;d9;d5s13;d7;s15;;s17;;s19;s9;s20;s7d8;s10d16;s8s11s15;s17s20;s12s18s19;s13s16;s14;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s26;s28;/rC:4.3512,-4.2526,0;5.2141,-3.7473,0;.8679,-.4978,0;;3.479,-3.7529,0;.8679,1.5134,0;4.224,1.6775,0;2.814,2.4976,0;5.2137,-2.7473,0;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;4.3416,-2.2475,0;3.4698,-2.7478,0;3.4726,1.0054,0;3.4748,.0022,0;-1.7395,3.0031,0;-.8676,2.5031,0;-1.7306,.9982,0;-2.6025,1.4982,0;6.0789,-2.2457,0;-4.328,1.7905,0;3.817,2.5999,0;2.6038,-.4989,0;2.6012,1.5124,0;-2.6113,2.5032,0;-.8675,1.5031,0;4.341,-.4975,0;2.6021,-2.2507,0;4.3536,-4.7526,0;5.648,-3.9959,0;.8677,-.9978,0;-.4327,-.2506,0;3.0476,-4.0056,0;.8679,2.0134,0;4.7127,1.5719,0;2.4806,2.8702,0;-1.4185,3.3865,0;-2.0605,3.3864,0;-.3751,2.4168,0;-.6975,2.9733,0;-2.0506,.614,0;-1.4074,.6167,0;-2.7713,1.0276,0;5.8281,-1.8131,0;6.3296,-2.6782,0;6.5114,-1.9949,0;-4.2445,2.2835,0;-4.4115,1.2975,0;-4.8209,1.874,0;-3.045,2.7519,0;4.7739,-.2474,0;
Duplicates	DB08057_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08057_p0.sdf