CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111193 (12168)

Formula C₂₁H₂₁N₅O₃

MW 391.43

InChIKey APPZRPVFEIBKLL-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.82

logP 3.14256

PSA 122.69

MR 107.29

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 13.03519

PM7_Total_Energy_ev -4677.26791

PM7_Electronic_Energy_ev -39369.24433

PM7_Dipole_Debye 6.83873

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.607

PM7_LUMO_Energy_ev -0.579

PM7_COSMO_Area_square_ang 405.56

PM7_COSMO_Volue_cubic_ang 472.04

PM7_Electron_Affinity_ev 0.579

PM7_Ionization_Energy_ev 8.607

PM7_Energy_Gap_ev 8.028

PM7_Global_Hardness_ev 4.014

PM7_Global_Softness_ev 0.2491280518186348

PM7_Chemical_Potential_ev -4.593

PM7_Electronigativity_ev 4.593

PM7_Back_Donation_Energy_ev -1.0035

PM7_Electrophilicity_ev 2.6277589686098657

OPENEYE_Name 1-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-(4-methoxyphenyl)guanidine

SMILES C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(cc3)OC

Canonical_SMILES N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(cc1)OC

InChI 1/C21H21N5O3/c1-21(2)19(27)18(16-10-13(11-22)4-9-17(16)29-21)26-20(24-12-23)25-14-5-7-15(28-3)8-6-14/h4-10,18-19,27H,1-3H3,(H2,24,25,26)/f/h24-25H

InChI_3D 1S/C21H21N5O3/c1-21(2)19(27)18(16-10-13(11-22)4-9-17(16)29-21)26-20(24-12-23)25-14-5-7-15(28-3)8-6-14/h4-10,18-19,27H,1-3H3,(H2,24,25,26)/t18-,19+/m1/s1

AuxInfo 1/1/N:19,20,21,3,4,5,7,8,6,9,1,2,10,12,14,11,13,16,17,15,18,22,23,25,26,24,28,29,27/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d3;d4;s5;;s1s3d9;s9;s4d5;s6d11;s7d8;;s11;s16;s17;s18;s18;;t1;t2;w15s16;s2s15;s12s15;s13s18;s17;s14s21;s3;s4;s5;s6;s7;s8;s9;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;s26;s28;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;6.0852,-2.316,0;6.381,-4.0256,0;.868,1.5138,0;7.0757,-2.1446,0;7.3715,-3.8542,0;.868,-.4978,0;;1.736,-.0012,0;5.7429,-3.2557,0;1.7374,1.0057,0;7.7239,-2.9129,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;9.0542,-1.8038,0;-1.7306,-1.0025,0;1.7028,-4.8337,0;3.7232,-1.8474,0;2.3928,-2.9565,0;4.0185,-3.554,0;2.6052,1.5109,0;3.8152,-.9444,0;8.7092,-2.7424,0;-.4338,1.2544,0;5.7645,-1.9324,0;6.2078,-4.4947,0;.8678,2.0138,0;7.2468,-1.6748,0;7.6906,-4.2392,0;.8677,-.9978,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;8.5849,-1.6312,0;9.5235,-1.9763,0;9.2267,-1.3345,0;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;

Duplicates CHEMBL111193

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.sdf

Formula	C₂₁H₂₁N₅O₃
MW	391.43
InChIKey	APPZRPVFEIBKLL-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.82
logP	3.14256
PSA	122.69
MR	107.29
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	13.03519
PM7_Total_Energy_ev	-4677.26791
PM7_Electronic_Energy_ev	-39369.24433
PM7_Dipole_Debye	6.83873
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.607
PM7_LUMO_Energy_ev	-0.579
PM7_COSMO_Area_square_ang	405.56
PM7_COSMO_Volue_cubic_ang	472.04
PM7_Electron_Affinity_ev	0.579
PM7_Ionization_Energy_ev	8.607
PM7_Energy_Gap_ev	8.028
PM7_Global_Hardness_ev	4.014
PM7_Global_Softness_ev	0.2491280518186348
PM7_Chemical_Potential_ev	-4.593
PM7_Electronigativity_ev	4.593
PM7_Back_Donation_Energy_ev	-1.0035
PM7_Electrophilicity_ev	2.6277589686098657
OPENEYE_Name	1-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-(4-methoxyphenyl)guanidine
SMILES	C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc(cc3)OC
Canonical_SMILES	N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc(cc1)OC
InChI	1/C21H21N5O3/c1-21(2)19(27)18(16-10-13(11-22)4-9-17(16)29-21)26-20(24-12-23)25-14-5-7-15(28-3)8-6-14/h4-10,18-19,27H,1-3H3,(H2,24,25,26)/f/h24-25H
InChI_3D	1S/C21H21N5O3/c1-21(2)19(27)18(16-10-13(11-22)4-9-17(16)29-21)26-20(24-12-23)25-14-5-7-15(28-3)8-6-14/h4-10,18-19,27H,1-3H3,(H2,24,25,26)/t18-,19+/m1/s1
AuxInfo	1/1/N:19,20,21,3,4,5,7,8,6,9,1,2,10,12,14,11,13,16,17,15,18,22,23,25,26,24,28,29,27/E:(1,2)(5,6)(7,8)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d3;d4;s5;;s1s3d9;s9;s4d5;s6d11;s7d8;;s11;s16;s17;s18;s18;;t1;t2;w15s16;s2s15;s12s15;s13s18;s17;s14s21;s3;s4;s5;s6;s7;s8;s9;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;s26;s28;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;6.0852,-2.316,0;6.381,-4.0256,0;.868,1.5138,0;7.0757,-2.1446,0;7.3715,-3.8542,0;.868,-.4978,0;;1.736,-.0012,0;5.7429,-3.2557,0;1.7374,1.0057,0;7.7239,-2.9129,0;3.3782,-2.786,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;9.0542,-1.8038,0;-1.7306,-1.0025,0;1.7028,-4.8337,0;3.7232,-1.8474,0;2.3928,-2.9565,0;4.0185,-3.554,0;2.6052,1.5109,0;3.8152,-.9444,0;8.7092,-2.7424,0;-.4338,1.2544,0;5.7645,-1.9324,0;6.2078,-4.4947,0;.8678,2.0138,0;7.2468,-1.6748,0;7.6906,-4.2392,0;.8677,-.9978,0;2.2803,-.8855,0;3.9687,.0821,0;3.3526,2.1144,0;4.2913,1.7699,0;3.9942,2.4116,0;5.1124,.2039,0;5.288,1.1883,0;5.6924,.6083,0;8.5849,-1.6312,0;9.5235,-1.9763,0;9.2267,-1.3345,0;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;
Duplicates	CHEMBL111193
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111193.sdf