CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07255 (6660)

Formula C₂₁H₂₀ClN₅O₃

MW 425.87

InChIKey PNEWIQAEGKQNCE-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.04

logP 4.3935

PSA 80.77

MR 117.919

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 4.3458

PM7_Total_Energy_ev -4930.70353

PM7_Electronic_Energy_ev -43626.84943

PM7_Dipole_Debye 0.75264

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.098

PM7_LUMO_Energy_ev -0.743

PM7_COSMO_Area_square_ang 378.59

PM7_COSMO_Volue_cubic_ang 478.78

PM7_Electron_Affinity_ev 0.743

PM7_Ionization_Energy_ev 8.098

PM7_Energy_Gap_ev 7.355

PM7_Global_Hardness_ev 3.6775

PM7_Global_Softness_ev 0.27192386131883073

PM7_Chemical_Potential_ev -4.4205

PM7_Electronigativity_ev 4.4205

PM7_Back_Donation_Energy_ev -0.919375

PM7_Electrophilicity_ev 2.6568076478586

OPENEYE_Name ~{N}4-(5-chloro-1,3-benzodioxol-4-yl)-~{N}2-(3-morpholinophenyl)pyrimidine-2,4-diamine

SMILES c1cc(cc(c1)Nc2nccc(n2)Nc3c4c(ccc3Cl)OCO4)N5CCOCC5

Canonical_SMILES Clc1ccc2c(c1Nc1ccnc(n1)Nc1cccc(c1)N1CCOCC1)OCO2

InChI 1/C21H20ClN5O3/c22-16-4-5-17-20(30-13-29-17)19(16)25-18-6-7-23-21(26-18)24-14-2-1-3-15(12-14)27-8-10-28-11-9-27/h1-7,12H,8-11,13H2,(H2,23,24,25,26)/f/h24-25H

InChI_3D 1S/C21H20ClN5O3/c22-16-4-5-17-20(30-13-29-17)19(16)25-18-6-7-23-21(26-18)24-14-2-1-3-15(12-14)27-8-10-28-11-9-27/h1-7,12H,8-11,13H2,(H2,23,24,25,26)

AuxInfo 1/1/N:1,3,2,5,4,6,8,17,18,19,20,7,21,10,9,14,12,15,11,13,16,30,22,26,25,23,24,29,27,28/E:(8,9)(10,11)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;d6;s2d7;d3s7;;s4;s11d12;s5d11;s6;;;;s17;s18;;s8d16;d15s16;s9s17s18;s11s15;s10s16;s12s21;s13s21;s19s20;s14;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s25;s26;/rC:1.742,4.018,0;2.611,4.513,0;1.7391,3.0128,0;3.475,-3.0044,0;2.6008,-3.5017,0;;3.4741,3.0078,0;0,1.0051,0;3.477,4.013,0;2.6052,2.5026,0;1.7334,-1.9976,0;3.4697,-1.9987,0;2.5978,-1.4947,0;1.7301,-2.9983,0;.8674,-.4976,0;1.7348,1.0051,0;5.2076,4.008,0;4.3423,5.5118,0;6.0789,4.5093,0;5.2136,6.0131,0;3.8093,-.4049,0;.8674,1.5126,0;1.7348,0,0;4.3438,4.5117,0;.8674,-1.4976,0;2.6023,1.5026,0;4.2183,-1.3252,0;2.8076,-.5097,0;6.0863,5.5144,0;.863,-3.4966,0;1.3101,4.2699,0;2.6124,5.013,0;1.3047,2.7653,0;3.9078,-3.2546,0;2.5991,-4.0016,0;-.4327,-.2506,0;3.9071,2.7578,0;-.4337,1.2538,0;4.885,3.626,0;5.5281,3.6242,0;4.1715,5.9817,0;3.8499,5.4247,0;6.2483,4.0389,0;6.5718,4.5935,0;5.534,6.3969,0;4.892,6.396,0;4.285,-.2507,0;3.7057,.0842,0;.4344,-1.7476,0;3.0346,1.2513,0;

Duplicates DB07255

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.sdf

Formula	C₂₁H₂₀ClN₅O₃
MW	425.87
InChIKey	PNEWIQAEGKQNCE-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.04
logP	4.3935
PSA	80.77
MR	117.919
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	4.3458
PM7_Total_Energy_ev	-4930.70353
PM7_Electronic_Energy_ev	-43626.84943
PM7_Dipole_Debye	0.75264
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.098
PM7_LUMO_Energy_ev	-0.743
PM7_COSMO_Area_square_ang	378.59
PM7_COSMO_Volue_cubic_ang	478.78
PM7_Electron_Affinity_ev	0.743
PM7_Ionization_Energy_ev	8.098
PM7_Energy_Gap_ev	7.355
PM7_Global_Hardness_ev	3.6775
PM7_Global_Softness_ev	0.27192386131883073
PM7_Chemical_Potential_ev	-4.4205
PM7_Electronigativity_ev	4.4205
PM7_Back_Donation_Energy_ev	-0.919375
PM7_Electrophilicity_ev	2.6568076478586
OPENEYE_Name	~{N}4-(5-chloro-1,3-benzodioxol-4-yl)-~{N}2-(3-morpholinophenyl)pyrimidine-2,4-diamine
SMILES	c1cc(cc(c1)Nc2nccc(n2)Nc3c4c(ccc3Cl)OCO4)N5CCOCC5
Canonical_SMILES	Clc1ccc2c(c1Nc1ccnc(n1)Nc1cccc(c1)N1CCOCC1)OCO2
InChI	1/C21H20ClN5O3/c22-16-4-5-17-20(30-13-29-17)19(16)25-18-6-7-23-21(26-18)24-14-2-1-3-15(12-14)27-8-10-28-11-9-27/h1-7,12H,8-11,13H2,(H2,23,24,25,26)/f/h24-25H
InChI_3D	1S/C21H20ClN5O3/c22-16-4-5-17-20(30-13-29-17)19(16)25-18-6-7-23-21(26-18)24-14-2-1-3-15(12-14)27-8-10-28-11-9-27/h1-7,12H,8-11,13H2,(H2,23,24,25,26)
AuxInfo	1/1/N:1,3,2,5,4,6,8,17,18,19,20,7,21,10,9,14,12,15,11,13,16,30,22,26,25,23,24,29,27,28/E:(8,9)(10,11)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCNNNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;d6;s2d7;d3s7;;s4;s11d12;s5d11;s6;;;;s17;s18;;s8d16;d15s16;s9s17s18;s11s15;s10s16;s12s21;s13s21;s19s20;s14;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s25;s26;/rC:1.742,4.018,0;2.611,4.513,0;1.7391,3.0128,0;3.475,-3.0044,0;2.6008,-3.5017,0;;3.4741,3.0078,0;0,1.0051,0;3.477,4.013,0;2.6052,2.5026,0;1.7334,-1.9976,0;3.4697,-1.9987,0;2.5978,-1.4947,0;1.7301,-2.9983,0;.8674,-.4976,0;1.7348,1.0051,0;5.2076,4.008,0;4.3423,5.5118,0;6.0789,4.5093,0;5.2136,6.0131,0;3.8093,-.4049,0;.8674,1.5126,0;1.7348,0,0;4.3438,4.5117,0;.8674,-1.4976,0;2.6023,1.5026,0;4.2183,-1.3252,0;2.8076,-.5097,0;6.0863,5.5144,0;.863,-3.4966,0;1.3101,4.2699,0;2.6124,5.013,0;1.3047,2.7653,0;3.9078,-3.2546,0;2.5991,-4.0016,0;-.4327,-.2506,0;3.9071,2.7578,0;-.4337,1.2538,0;4.885,3.626,0;5.5281,3.6242,0;4.1715,5.9817,0;3.8499,5.4247,0;6.2483,4.0389,0;6.5718,4.5935,0;5.534,6.3969,0;4.892,6.396,0;4.285,-.2507,0;3.7057,.0842,0;.4344,-1.7476,0;3.0346,1.2513,0;
Duplicates	DB07255
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007250-0000007499/DB07255.sdf