CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13939 (11711)

Formula C₂₀H₁₆ClN₅O₂

MW 393.83

InChIKey XMBUPPIEVAFYHO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.24

logP 4.04876

PSA 118.76

MR 103.708

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 65.07824

PM7_Total_Energy_ev -4458.36643

PM7_Electronic_Energy_ev -34868.71559

PM7_Dipole_Debye 9.44548

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.09

PM7_LUMO_Energy_ev -1.733

PM7_COSMO_Area_square_ang 397.03

PM7_COSMO_Volue_cubic_ang 457.93

PM7_Electron_Affinity_ev 1.733

PM7_Ionization_Energy_ev 9.09

PM7_Energy_Gap_ev 7.357

PM7_Global_Hardness_ev 3.6785

PM7_Global_Softness_ev 0.27184993883376374

PM7_Chemical_Potential_ev -5.4115

PM7_Electronigativity_ev 5.4115

PM7_Back_Donation_Energy_ev -0.919625

PM7_Electrophilicity_ev 3.9804719654750578

OPENEYE_Name 2-chloro-4-[[(1~{R},2~{S})-1-[5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl]-2-hydroxy-propyl]amino]-3-methyl-benzonitrile

SMILES C(#N)c1ccc(cc1)c2nnc(o2)C(C(C)O)Nc3ccc(c(c3C)Cl)C#N

Canonical_SMILES N#Cc1ccc(cc1)c1nnc(o1)[C@@H]([C@@H](O)C)Nc1ccc(c(c1C)Cl)C#N

InChI 1/C20H16ClN5O2/c1-11-16(8-7-15(10-23)17(11)21)24-18(12(2)27)20-26-25-19(28-20)14-5-3-13(9-22)4-6-14/h3-8,12,18,24,27H,1-2H3

InChI_3D 1S/C20H16ClN5O2/c1-11-16(8-7-15(10-23)17(11)21)24-18(12(2)27)20-26-25-19(28-20)14-5-3-13(9-22)4-6-14/h3-8,12,18,24,27H,1-2H3/t12-,18+/m0/s1

AuxInfo 1/0/N:17,18,3,4,6,7,5,8,1,2,12,20,9,11,10,13,14,19,15,16,28,21,22,25,23,24,27,26/E:(3,4)(5,6)/rA:44cCCCCCCCCCCCCCCCCCCCCNNNNNOOClHHHHHHHHHHHHHHHH/rB:;;;;d3;s4;d5;s1s3d4;s2s5;s6d7;;s8d12;d10s12;s11;;s12;;s16;s18s19;t1;t2;d15;d16s23;s13s19;s15s16;s20;s14;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s20;s25;s27;/rC:3.8159,1.2339,0;-4.3523,4.5354,0;2.6579,-.0522,0;2.1241,1.5986,0;-3.1926,3.2448,0;1.7015,-.3615,0;1.1676,1.2893,0;-2.9886,2.2658,0;2.8644,.9263,0;-4.1483,3.5565,0;.9515,.3077,0;-4.6862,1.9069,0;-3.7305,1.5953,0;-4.8999,2.8891,0;;-1.6198,0,0;-5.428,1.2364,0;-3.1882,-1.5937,0;-2.571,.3086,0;-2.8796,-.6426,0;4.7673,1.5416,0;-4.5563,5.5144,0;-.3118,-.9518,0;-1.3133,-.9518,0;-3.5222,.6173,0;-.8125,.5908,0;-3.8308,-.3339,0;-5.8507,3.1991,0;3.0295,-.3868,0;2.2294,2.0874,0;-2.8202,3.5785,0;1.5983,-.8508,0;.7975,1.6255,0;-2.5132,2.1108,0;-5.7633,1.6073,0;-5.0928,.8654,0;-5.799,.9011,0;-2.7126,-1.7481,0;-3.6638,-1.4394,0;-3.3425,-2.0693,0;-2.4167,.7842,0;-2.404,-.7969,0;-3.8936,.2825,0;-4.2022,-.6687,0;

Duplicates DB13939

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.sdf

Formula	C₂₀H₁₆ClN₅O₂
MW	393.83
InChIKey	XMBUPPIEVAFYHO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.24
logP	4.04876
PSA	118.76
MR	103.708
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	65.07824
PM7_Total_Energy_ev	-4458.36643
PM7_Electronic_Energy_ev	-34868.71559
PM7_Dipole_Debye	9.44548
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.09
PM7_LUMO_Energy_ev	-1.733
PM7_COSMO_Area_square_ang	397.03
PM7_COSMO_Volue_cubic_ang	457.93
PM7_Electron_Affinity_ev	1.733
PM7_Ionization_Energy_ev	9.09
PM7_Energy_Gap_ev	7.357
PM7_Global_Hardness_ev	3.6785
PM7_Global_Softness_ev	0.27184993883376374
PM7_Chemical_Potential_ev	-5.4115
PM7_Electronigativity_ev	5.4115
PM7_Back_Donation_Energy_ev	-0.919625
PM7_Electrophilicity_ev	3.9804719654750578
OPENEYE_Name	2-chloro-4-[[(1~{R},2~{S})-1-[5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl]-2-hydroxy-propyl]amino]-3-methyl-benzonitrile
SMILES	C(#N)c1ccc(cc1)c2nnc(o2)C(C(C)O)Nc3ccc(c(c3C)Cl)C#N
Canonical_SMILES	N#Cc1ccc(cc1)c1nnc(o1)[C@@H]([C@@H](O)C)Nc1ccc(c(c1C)Cl)C#N
InChI	1/C20H16ClN5O2/c1-11-16(8-7-15(10-23)17(11)21)24-18(12(2)27)20-26-25-19(28-20)14-5-3-13(9-22)4-6-14/h3-8,12,18,24,27H,1-2H3
InChI_3D	1S/C20H16ClN5O2/c1-11-16(8-7-15(10-23)17(11)21)24-18(12(2)27)20-26-25-19(28-20)14-5-3-13(9-22)4-6-14/h3-8,12,18,24,27H,1-2H3/t12-,18+/m0/s1
AuxInfo	1/0/N:17,18,3,4,6,7,5,8,1,2,12,20,9,11,10,13,14,19,15,16,28,21,22,25,23,24,27,26/E:(3,4)(5,6)/rA:44cCCCCCCCCCCCCCCCCCCCCNNNNNOOClHHHHHHHHHHHHHHHH/rB:;;;;d3;s4;d5;s1s3d4;s2s5;s6d7;;s8d12;d10s12;s11;;s12;;s16;s18s19;t1;t2;d15;d16s23;s13s19;s15s16;s20;s14;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s18;s19;s20;s25;s27;/rC:3.8159,1.2339,0;-4.3523,4.5354,0;2.6579,-.0522,0;2.1241,1.5986,0;-3.1926,3.2448,0;1.7015,-.3615,0;1.1676,1.2893,0;-2.9886,2.2658,0;2.8644,.9263,0;-4.1483,3.5565,0;.9515,.3077,0;-4.6862,1.9069,0;-3.7305,1.5953,0;-4.8999,2.8891,0;;-1.6198,0,0;-5.428,1.2364,0;-3.1882,-1.5937,0;-2.571,.3086,0;-2.8796,-.6426,0;4.7673,1.5416,0;-4.5563,5.5144,0;-.3118,-.9518,0;-1.3133,-.9518,0;-3.5222,.6173,0;-.8125,.5908,0;-3.8308,-.3339,0;-5.8507,3.1991,0;3.0295,-.3868,0;2.2294,2.0874,0;-2.8202,3.5785,0;1.5983,-.8508,0;.7975,1.6255,0;-2.5132,2.1108,0;-5.7633,1.6073,0;-5.0928,.8654,0;-5.799,.9011,0;-2.7126,-1.7481,0;-3.6638,-1.4394,0;-3.3425,-2.0693,0;-2.4167,.7842,0;-2.404,-.7969,0;-3.8936,.2825,0;-4.2022,-.6687,0;
Duplicates	DB13939
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13939.sdf