CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13757_s0_p0 (11539)

Formula C₂₀H₂₃N₃O₄

MW 369.42

InChIKey YARKMNAWFIMDKV-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 51

Rotat_Bonds 13

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.57

logP 1.73388

PSA 114.61

MR 99.9662

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -96.61348

PM7_Total_Energy_ev -4505.80217

PM7_Electronic_Energy_ev -38094.16891

PM7_Dipole_Debye 7.5209

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.09

PM7_LUMO_Energy_ev -0.674

PM7_COSMO_Area_square_ang 347.99

PM7_COSMO_Volue_cubic_ang 466.96

PM7_Electron_Affinity_ev 0.674

PM7_Ionization_Energy_ev 9.09

PM7_Energy_Gap_ev 8.416

PM7_Global_Hardness_ev 4.208

PM7_Global_Softness_ev 0.2376425855513308

PM7_Chemical_Potential_ev -4.882

PM7_Electronigativity_ev 4.882

PM7_Back_Donation_Energy_ev -1.052

PM7_Electrophilicity_ev 2.8319776615969583

OPENEYE_Name ~{N}-[2-[[(2~{R})-3-(2-cyanophenoxy)-2-hydroxy-propyl]amino]ethyl]-2-(4-hydroxyphenyl)acetamide

SMILES C(#N)c1ccccc1OCC(CNCCNC(=O)Cc2ccc(cc2)O)O

Canonical_SMILES N#Cc1ccccc1OC[C@@H](CNCCNC(=O)Cc1ccc(cc1)O)O

InChI 1/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)/f/h23H

InChI_3D 1S/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)/t18-/m1/s1

AuxInfo 1/1/N:2,3,4,7,5,6,8,9,17,16,15,1,18,19,11,10,12,20,13,14,21,23,22,25,26,24,27/E:(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s3;d5;s6;s1d4;s5d6;s8d9;d7s10;;s11s14;;s16;;;s18s19;t1;s14s16;s17s18;d14;s12;s20;s13s19;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s25;s26;/rC:1.735,2.0001,0;;-.8675,.4975,0;.8675,.4975,0;-5.1976,11.0079,0;-3.4626,11.0079,0;-.8675,1.5027,0;-5.1976,12.0131,0;-3.4626,12.0131,0;.8675,1.5027,0;-4.3301,10.5104,0;-4.3301,12.5208,0;0,2.0104,0;-4.3301,8.5104,0;-4.3301,9.5104,0;-3.4641,7.0104,0;-3.4641,6.0104,0;-2.5981,4.5104,0;-.866,3.5104,0;-1.7321,4.0104,0;2.6025,2.4976,0;-3.4641,8.0104,0;-3.4641,5.0104,0;-5.1962,8.0104,0;-4.3301,13.5208,0;-1.2321,4.8764,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-5.6303,10.7573,0;-3.03,10.7573,0;-1.3012,1.7514,0;-5.6314,12.2618,0;-3.0289,12.2618,0;-3.8301,9.5104,0;-4.8301,9.5104,0;-3.9641,7.0104,0;-2.9641,7.0104,0;-2.9641,6.0104,0;-3.9641,6.0104,0;-2.8481,4.0774,0;-2.3481,4.9434,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;-3.0311,8.2604,0;-3.8971,4.7604,0;-4.7631,13.7708,0;-1.4821,5.3094,0;

Duplicates DB13757_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.sdf

Formula	C₂₀H₂₃N₃O₄
MW	369.42
InChIKey	YARKMNAWFIMDKV-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	51
Rotat_Bonds	13
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.57
logP	1.73388
PSA	114.61
MR	99.9662
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-96.61348
PM7_Total_Energy_ev	-4505.80217
PM7_Electronic_Energy_ev	-38094.16891
PM7_Dipole_Debye	7.5209
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.09
PM7_LUMO_Energy_ev	-0.674
PM7_COSMO_Area_square_ang	347.99
PM7_COSMO_Volue_cubic_ang	466.96
PM7_Electron_Affinity_ev	0.674
PM7_Ionization_Energy_ev	9.09
PM7_Energy_Gap_ev	8.416
PM7_Global_Hardness_ev	4.208
PM7_Global_Softness_ev	0.2376425855513308
PM7_Chemical_Potential_ev	-4.882
PM7_Electronigativity_ev	4.882
PM7_Back_Donation_Energy_ev	-1.052
PM7_Electrophilicity_ev	2.8319776615969583
OPENEYE_Name	~{N}-[2-[[(2~{R})-3-(2-cyanophenoxy)-2-hydroxy-propyl]amino]ethyl]-2-(4-hydroxyphenyl)acetamide
SMILES	C(#N)c1ccccc1OCC(CNCCNC(=O)Cc2ccc(cc2)O)O
Canonical_SMILES	N#Cc1ccccc1OC[C@@H](CNCCNC(=O)Cc1ccc(cc1)O)O
InChI	1/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)/f/h23H
InChI_3D	1S/C20H23N3O4/c21-12-16-3-1-2-4-19(16)27-14-18(25)13-22-9-10-23-20(26)11-15-5-7-17(24)8-6-15/h1-8,18,22,24-25H,9-11,13-14H2,(H,23,26)/t18-/m1/s1
AuxInfo	1/1/N:2,3,4,7,5,6,8,9,17,16,15,1,18,19,11,10,12,20,13,14,21,23,22,25,26,24,27/E:(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;s3;d5;s6;s1d4;s5d6;s8d9;d7s10;;s11s14;;s16;;;s18s19;t1;s14s16;s17s18;d14;s12;s20;s13s19;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s25;s26;/rC:1.735,2.0001,0;;-.8675,.4975,0;.8675,.4975,0;-5.1976,11.0079,0;-3.4626,11.0079,0;-.8675,1.5027,0;-5.1976,12.0131,0;-3.4626,12.0131,0;.8675,1.5027,0;-4.3301,10.5104,0;-4.3301,12.5208,0;0,2.0104,0;-4.3301,8.5104,0;-4.3301,9.5104,0;-3.4641,7.0104,0;-3.4641,6.0104,0;-2.5981,4.5104,0;-.866,3.5104,0;-1.7321,4.0104,0;2.6025,2.4976,0;-3.4641,8.0104,0;-3.4641,5.0104,0;-5.1962,8.0104,0;-4.3301,13.5208,0;-1.2321,4.8764,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-5.6303,10.7573,0;-3.03,10.7573,0;-1.3012,1.7514,0;-5.6314,12.2618,0;-3.0289,12.2618,0;-3.8301,9.5104,0;-4.8301,9.5104,0;-3.9641,7.0104,0;-2.9641,7.0104,0;-2.9641,6.0104,0;-3.9641,6.0104,0;-2.8481,4.0774,0;-2.3481,4.9434,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;-3.0311,8.2604,0;-3.8971,4.7604,0;-4.7631,13.7708,0;-1.4821,5.3094,0;
Duplicates	DB13757_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013750-0000013999/DB13757_s0_p0.sdf