CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16239 (12940)

Formula C₂₂H₂₂ClN₅O₂

MW 423.9

InChIKey AAAQFGUYHFJNHI-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.66

logP 3.4825

PSA 81.4

MR 119.373

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 24.70125

PM7_Total_Energy_ev -4786.05945

PM7_Electronic_Energy_ev -42241.89496

PM7_Dipole_Debye 10.29486

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.547

PM7_LUMO_Energy_ev -1.364

PM7_COSMO_Area_square_ang 411.88

PM7_COSMO_Volue_cubic_ang 488.87

PM7_Electron_Affinity_ev 1.364

PM7_Ionization_Energy_ev 9.547

PM7_Energy_Gap_ev 8.183

PM7_Global_Hardness_ev 4.0915

PM7_Global_Softness_ev 0.24440914090186974

PM7_Chemical_Potential_ev -5.4555

PM7_Electronigativity_ev 5.4555

PM7_Back_Donation_Energy_ev -1.022875

PM7_Electrophilicity_ev 3.6371111145056827

OPENEYE_Name 2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-acetamide

SMILES c1cc(ccc1C2=NC(c3nnc(n3-c4c2cc(cc4)OC)C)CC(=O)NCC)Cl

Canonical_SMILES CCNC(=O)C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)ccc(c2)OC

InChI 1/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/f/h24H

InChI_3D 1S/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/t18-/m0/s1

AuxInfo 1/1/N:19,18,20,22,1,2,5,6,4,3,7,21,14,8,12,11,9,17,10,16,15,13,30,27,25,24,23,26,28,29/E:(5,6)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s1d2;s7;s3d9;s4d7;s5d6;;;s8s9;;s13;s14;;;s16s17;s19;d13;d14s23;d15s17;s10s13s14;s16s22;d16;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s27;/rC:3.4847,-2.287,0;1.7498,-2.2946,0;.513,1.6623,0;-.2249,.9801,0;3.4892,-3.2922,0;1.7542,-3.2998,0;.9625,-.298,0;2.6151,-1.7933,0;1.6936,.3883,0;1.4689,1.3684,0;;2.6239,-3.8037,0;3.0964,2.1676,0;1.777,3.1217,0;2.6074,-.0433,0;5.4328,3.5396,0;3.7309,1.3795,0;.1114,3.6587,0;7.6602,4.9674,0;-1.6886,-.3855,0;4.8139,2.7541,0;7.0413,4.1819,0;3.4052,3.1254,0;2.5897,3.7152,0;3.5149,.3951,0;2.09,2.1653,0;6.4225,3.3964,0;5.062,4.4683,0;-.733,-.6802,0;2.6283,-4.8037,0;3.9163,-2.0345,0;1.316,-2.0459,0;.402,2.1498,0;-.7026,1.1276,0;3.924,-3.539,0;1.3215,-3.5504,0;1.0749,-.7852,0;4.1829,1.1658,0;-.042,3.1828,0;.2648,4.1346,0;-.3645,3.8121,0;8.053,4.658,0;7.2675,5.2768,0;7.9697,5.3601,0;-1.836,-.8633,0;-1.5413,.0923,0;-2.1664,-.2382,0;5.2067,2.4447,0;4.4212,3.0635,0;6.6486,4.4913,0;7.4341,3.8725,0;6.6079,2.932,0;

Duplicates DB16239

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.sdf

Formula	C₂₂H₂₂ClN₅O₂
MW	423.9
InChIKey	AAAQFGUYHFJNHI-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.66
logP	3.4825
PSA	81.4
MR	119.373
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	24.70125
PM7_Total_Energy_ev	-4786.05945
PM7_Electronic_Energy_ev	-42241.89496
PM7_Dipole_Debye	10.29486
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.547
PM7_LUMO_Energy_ev	-1.364
PM7_COSMO_Area_square_ang	411.88
PM7_COSMO_Volue_cubic_ang	488.87
PM7_Electron_Affinity_ev	1.364
PM7_Ionization_Energy_ev	9.547
PM7_Energy_Gap_ev	8.183
PM7_Global_Hardness_ev	4.0915
PM7_Global_Softness_ev	0.24440914090186974
PM7_Chemical_Potential_ev	-5.4555
PM7_Electronigativity_ev	5.4555
PM7_Back_Donation_Energy_ev	-1.022875
PM7_Electrophilicity_ev	3.6371111145056827
OPENEYE_Name	2-[(4~{S})-6-(4-chlorophenyl)-8-methoxy-1-methyl-4~{H}-[1,2,4]triazolo[4,3-a][1,4]benzodiazepin-4-yl]-~{N}-ethyl-acetamide
SMILES	c1cc(ccc1C2=NC(c3nnc(n3-c4c2cc(cc4)OC)C)CC(=O)NCC)Cl
Canonical_SMILES	CCNC(=O)C[C@@H]1N=C(c2ccc(cc2)Cl)c2c(n3c1nnc3C)ccc(c2)OC
InChI	1/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/f/h24H
InChI_3D	1S/C22H22ClN5O2/c1-4-24-20(29)12-18-22-27-26-13(2)28(22)19-10-9-16(30-3)11-17(19)21(25-18)14-5-7-15(23)8-6-14/h5-11,18H,4,12H2,1-3H3,(H,24,29)/t18-/m0/s1
AuxInfo	1/1/N:19,18,20,22,1,2,5,6,4,3,7,21,14,8,12,11,9,17,10,16,15,13,30,27,25,24,23,26,28,29/E:(5,6)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOClHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s1d2;s7;s3d9;s4d7;s5d6;;;s8s9;;s13;s14;;;s16s17;s19;d13;d14s23;d15s17;s10s13s14;s16s22;d16;s11s20;s12;s1;s2;s3;s4;s5;s6;s7;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s27;/rC:3.4847,-2.287,0;1.7498,-2.2946,0;.513,1.6623,0;-.2249,.9801,0;3.4892,-3.2922,0;1.7542,-3.2998,0;.9625,-.298,0;2.6151,-1.7933,0;1.6936,.3883,0;1.4689,1.3684,0;;2.6239,-3.8037,0;3.0964,2.1676,0;1.777,3.1217,0;2.6074,-.0433,0;5.4328,3.5396,0;3.7309,1.3795,0;.1114,3.6587,0;7.6602,4.9674,0;-1.6886,-.3855,0;4.8139,2.7541,0;7.0413,4.1819,0;3.4052,3.1254,0;2.5897,3.7152,0;3.5149,.3951,0;2.09,2.1653,0;6.4225,3.3964,0;5.062,4.4683,0;-.733,-.6802,0;2.6283,-4.8037,0;3.9163,-2.0345,0;1.316,-2.0459,0;.402,2.1498,0;-.7026,1.1276,0;3.924,-3.539,0;1.3215,-3.5504,0;1.0749,-.7852,0;4.1829,1.1658,0;-.042,3.1828,0;.2648,4.1346,0;-.3645,3.8121,0;8.053,4.658,0;7.2675,5.2768,0;7.9697,5.3601,0;-1.836,-.8633,0;-1.5413,.0923,0;-2.1664,-.2382,0;5.2067,2.4447,0;4.4212,3.0635,0;6.6486,4.4913,0;7.4341,3.8725,0;6.6079,2.932,0;
Duplicates	DB16239
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16239.sdf