CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111581 (12632)

Formula C₂₃H₂₃N₅O₂

MW 401.47

InChIKey GSOWMNPXPPBQRQ-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.4

logP 3.62266

PSA 113.46

MR 113.423

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 43.20209

PM7_Total_Energy_ev -4655.26177

PM7_Electronic_Energy_ev -41213.23596

PM7_Dipole_Debye 6.24446

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.775

PM7_LUMO_Energy_ev -0.553

PM7_COSMO_Area_square_ang 410.78

PM7_COSMO_Volue_cubic_ang 489.56

PM7_Electron_Affinity_ev 0.553

PM7_Ionization_Energy_ev 8.775

PM7_Energy_Gap_ev 8.222

PM7_Global_Hardness_ev 4.111

PM7_Global_Softness_ev 0.24324981756263683

PM7_Chemical_Potential_ev -4.664

PM7_Electronigativity_ev 4.664

PM7_Back_Donation_Energy_ev -1.02775

PM7_Electrophilicity_ev 2.645693991729506

OPENEYE_Name 1-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-indan-5-yl-guanidine

SMILES C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc4c(c3)CCC4

Canonical_SMILES N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc2c(c1)CCC2

InChI 1/C23H23N5O2/c1-23(2)21(29)20(18-10-14(12-24)6-9-19(18)30-23)28-22(26-13-25)27-17-8-7-15-4-3-5-16(15)11-17/h6-11,20-21,29H,3-5H2,1-2H3,(H2,26,27,28)/f/h26-27H

InChI_3D 1S/C23H23N5O2/c1-23(2)21(29)20(18-10-14(12-24)6-9-19(18)30-23)28-22(26-13-25)27-17-8-7-15-4-3-5-16(15)11-17/h6-11,20-21,29H,3-5H2,1-2H3,(H2,26,27,28)/t20-,21+/m1/s1

AuxInfo 1/1/N:22,23,18,16,17,3,4,5,6,7,8,1,2,9,10,12,13,11,14,19,20,15,21,24,25,27,28,26,30,29/E:(1,2)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d4;d3;;;s1s3d7;s4;s7;s8d10;s5d8;s6d11;;s10;s12;s16s17;s11;s19;s20;s21;s21;t1;t2;w15s19;s2s15;s13s15;s14s21;s20;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s20;s22;s22;s22;s23;s23;s23;s27;s28;s30;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;6.3424,-2.2641,0;5.3522,-2.44,0;.868,1.5138,0;.868,-.4978,0;5.6457,-4.1512,0;;6.9808,-3.0412,0;1.736,-.0012,0;6.632,-3.986,0;5.0039,-3.3835,0;1.7374,1.0057,0;3.3782,-2.786,0;7.987,-3.0812,0;7.4227,-4.6097,0;8.2603,-4.0504,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-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;-.4338,1.2544,0;6.5156,-1.7951,0;5.0315,-2.0564,0;.8678,2.0138,0;.8677,-.9978,0;5.4723,-4.6202,0;7.9545,-2.5822,0;8.4798,-2.9966,0;7.7423,-4.9942,0;7.0737,-4.9678,0;8.7247,-3.8652,0;8.493,-4.4929,0;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;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;

Duplicates CHEMBL111581

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.sdf

Formula	C₂₃H₂₃N₅O₂
MW	401.47
InChIKey	GSOWMNPXPPBQRQ-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.4
logP	3.62266
PSA	113.46
MR	113.423
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	43.20209
PM7_Total_Energy_ev	-4655.26177
PM7_Electronic_Energy_ev	-41213.23596
PM7_Dipole_Debye	6.24446
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.775
PM7_LUMO_Energy_ev	-0.553
PM7_COSMO_Area_square_ang	410.78
PM7_COSMO_Volue_cubic_ang	489.56
PM7_Electron_Affinity_ev	0.553
PM7_Ionization_Energy_ev	8.775
PM7_Energy_Gap_ev	8.222
PM7_Global_Hardness_ev	4.111
PM7_Global_Softness_ev	0.24324981756263683
PM7_Chemical_Potential_ev	-4.664
PM7_Electronigativity_ev	4.664
PM7_Back_Donation_Energy_ev	-1.02775
PM7_Electrophilicity_ev	2.645693991729506
OPENEYE_Name	1-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]-3-indan-5-yl-guanidine
SMILES	C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3ccc4c(c3)CCC4
Canonical_SMILES	N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1ccc2c(c1)CCC2
InChI	1/C23H23N5O2/c1-23(2)21(29)20(18-10-14(12-24)6-9-19(18)30-23)28-22(26-13-25)27-17-8-7-15-4-3-5-16(15)11-17/h6-11,20-21,29H,3-5H2,1-2H3,(H2,26,27,28)/f/h26-27H
InChI_3D	1S/C23H23N5O2/c1-23(2)21(29)20(18-10-14(12-24)6-9-19(18)30-23)28-22(26-13-25)27-17-8-7-15-4-3-5-16(15)11-17/h6-11,20-21,29H,3-5H2,1-2H3,(H2,26,27,28)/t20-,21+/m1/s1
AuxInfo	1/1/N:22,23,18,16,17,3,4,5,6,7,8,1,2,9,10,12,13,11,14,19,20,15,21,24,25,27,28,26,30,29/E:(1,2)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d4;d3;;;s1s3d7;s4;s7;s8d10;s5d8;s6d11;;s10;s12;s16s17;s11;s19;s20;s21;s21;t1;t2;w15s19;s2s15;s13s15;s14s21;s20;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s20;s22;s22;s22;s23;s23;s23;s27;s28;s30;/rC:-.8653,-.5013,0;2.0478,-3.8951,0;0,1.0057,0;6.3424,-2.2641,0;5.3522,-2.44,0;.868,1.5138,0;.868,-.4978,0;5.6457,-4.1512,0;;6.9808,-3.0412,0;1.736,-.0012,0;6.632,-3.986,0;5.0039,-3.3835,0;1.7374,1.0057,0;3.3782,-2.786,0;7.987,-3.0812,0;7.4227,-4.6097,0;8.2603,-4.0504,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-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;-.4338,1.2544,0;6.5156,-1.7951,0;5.0315,-2.0564,0;.8678,2.0138,0;.8677,-.9978,0;5.4723,-4.6202,0;7.9545,-2.5822,0;8.4798,-2.9966,0;7.7423,-4.9942,0;7.0737,-4.9678,0;8.7247,-3.8652,0;8.493,-4.4929,0;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;2.0727,-2.5724,0;3.846,-4.0233,0;3.4926,-1.3264,0;
Duplicates	CHEMBL111581
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111581.sdf