CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111004 (11925)

Formula C₂₂H₂₁N₅O₃

MW 403.44

InChIKey KDKHILFSEODFBL-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.83

logP 3.33656

PSA 130.53

MR 110.993

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 6.99524

PM7_Total_Energy_ev -4800.52868

PM7_Electronic_Energy_ev -41906.41103

PM7_Dipole_Debye 8.05603

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.268

PM7_LUMO_Energy_ev -0.866

PM7_COSMO_Area_square_ang 394.65

PM7_COSMO_Volue_cubic_ang 495.49

PM7_Electron_Affinity_ev 0.866

PM7_Ionization_Energy_ev 9.268

PM7_Energy_Gap_ev 8.402

PM7_Global_Hardness_ev 4.201

PM7_Global_Softness_ev 0.23803856224708403

PM7_Chemical_Potential_ev -5.067

PM7_Electronigativity_ev 5.067

PM7_Back_Donation_Energy_ev -1.05025

PM7_Electrophilicity_ev 3.0557592239942872

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

SMILES C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3cccc(c3)C(=O)C

Canonical_SMILES N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1cccc(c1)C(=O)C

InChI 1/C22H21N5O3/c1-13(28)15-5-4-6-16(10-15)26-21(25-12-24)27-19-17-9-14(11-23)7-8-18(17)30-22(2,3)20(19)29/h4-10,19-20,29H,1-3H3,(H2,25,26,27)/f/h25-26H

InChI_3D 1S/C22H21N5O3/c1-13(28)15-5-4-6-16(10-15)26-21(25-12-24)27-19-17-9-14(11-23)7-8-18(17)30-22(2,3)20(19)29/h4-10,19-20,29H,1-3H3,(H2,25,26,27)/t19-,20+/m1/s1

AuxInfo 1/1/N:20,21,22,3,5,6,4,7,8,9,1,2,15,10,11,13,12,14,17,18,16,19,23,24,26,27,25,28,30,29/E:(2,3)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s3;d4;;;s1s4d8;s5d9;s8;d6s9;s7d12;s11;;s12;s17;s18;s15;s19;s19;t1;t2;w16s17;s2s16;s13s16;d15;s14s19;s18;s3;s4;s5;s6;s7;s8;s9;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s30;/rC:-.8653,-.5013,0;1.5676,-3.319,0;6.6055,-1.5668,0;0,1.0057,0;7.2436,-2.3368,0;5.615,-1.7382,0;.868,1.5138,0;.868,-.4978,0;5.9108,-3.4478,0;;6.9013,-3.2764,0;1.736,-.0012,0;5.2626,-2.6796,0;1.7374,1.0057,0;7.5428,-4.0436,0;2.8979,-2.2099,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;8.5279,-3.8716,0;3.8219,1.9422,0;5.2002,.6961,0;-1.7306,-1.0025,0;1.2225,-4.2576,0;3.2429,-1.2713,0;1.9126,-2.3804,0;3.5383,-2.978,0;7.1991,-4.9827,0;2.6052,1.5109,0;4.0695,-1.6499,0;6.7787,-1.0978,0;-.4338,1.2544,0;7.7363,-2.2515,0;5.296,-1.3532,0;.8678,2.0138,0;.8677,-.9978,0;5.7397,-3.9176,0;2.2803,-.8855,0;3.9687,.0821,0;8.6138,-4.3642,0;8.4419,-3.3791,0;9.0204,-3.7857,0;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;1.5924,-1.9964,0;3.3658,-3.4473,0;3.7469,-2.0319,0;

Duplicates CHEMBL111004

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.sdf

Formula	C₂₂H₂₁N₅O₃
MW	403.44
InChIKey	KDKHILFSEODFBL-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.83
logP	3.33656
PSA	130.53
MR	110.993
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	6.99524
PM7_Total_Energy_ev	-4800.52868
PM7_Electronic_Energy_ev	-41906.41103
PM7_Dipole_Debye	8.05603
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.268
PM7_LUMO_Energy_ev	-0.866
PM7_COSMO_Area_square_ang	394.65
PM7_COSMO_Volue_cubic_ang	495.49
PM7_Electron_Affinity_ev	0.866
PM7_Ionization_Energy_ev	9.268
PM7_Energy_Gap_ev	8.402
PM7_Global_Hardness_ev	4.201
PM7_Global_Softness_ev	0.23803856224708403
PM7_Chemical_Potential_ev	-5.067
PM7_Electronigativity_ev	5.067
PM7_Back_Donation_Energy_ev	-1.05025
PM7_Electrophilicity_ev	3.0557592239942872
OPENEYE_Name	1-(3-acetylphenyl)-3-cyano-2-[(3~{S},4~{R})-6-cyano-3-hydroxy-2,2-dimethyl-chroman-4-yl]guanidine
SMILES	C(#N)c1ccc2c(c1)C(C(C(O2)(C)C)O)N=C(NC#N)Nc3cccc(c3)C(=O)C
Canonical_SMILES	N#CN/C(=N[C@@H]1c2cc(C#N)ccc2OC([C@H]1O)(C)C)/Nc1cccc(c1)C(=O)C
InChI	1/C22H21N5O3/c1-13(28)15-5-4-6-16(10-15)26-21(25-12-24)27-19-17-9-14(11-23)7-8-18(17)30-22(2,3)20(19)29/h4-10,19-20,29H,1-3H3,(H2,25,26,27)/f/h25-26H
InChI_3D	1S/C22H21N5O3/c1-13(28)15-5-4-6-16(10-15)26-21(25-12-24)27-19-17-9-14(11-23)7-8-18(17)30-22(2,3)20(19)29/h4-10,19-20,29H,1-3H3,(H2,25,26,27)/t19-,20+/m1/s1
AuxInfo	1/1/N:20,21,22,3,5,6,4,7,8,9,1,2,15,10,11,13,12,14,17,18,16,19,23,24,26,27,25,28,30,29/E:(2,3)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d3;s3;d4;;;s1s4d8;s5d9;s8;d6s9;s7d12;s11;;s12;s17;s18;s15;s19;s19;t1;t2;w16s17;s2s16;s13s16;d15;s14s19;s18;s3;s4;s5;s6;s7;s8;s9;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s26;s27;s30;/rC:-.8653,-.5013,0;1.5676,-3.319,0;6.6055,-1.5668,0;0,1.0057,0;7.2436,-2.3368,0;5.615,-1.7382,0;.868,1.5138,0;.868,-.4978,0;5.9108,-3.4478,0;;6.9013,-3.2764,0;1.736,-.0012,0;5.2626,-2.6796,0;1.7374,1.0057,0;7.5428,-4.0436,0;2.8979,-2.2099,0;2.6026,-.5032,0;3.4761,-.0036,0;3.4774,1.0034,0;8.5279,-3.8716,0;3.8219,1.9422,0;5.2002,.6961,0;-1.7306,-1.0025,0;1.2225,-4.2576,0;3.2429,-1.2713,0;1.9126,-2.3804,0;3.5383,-2.978,0;7.1991,-4.9827,0;2.6052,1.5109,0;4.0695,-1.6499,0;6.7787,-1.0978,0;-.4338,1.2544,0;7.7363,-2.2515,0;5.296,-1.3532,0;.8678,2.0138,0;.8677,-.9978,0;5.7397,-3.9176,0;2.2803,-.8855,0;3.9687,.0821,0;8.6138,-4.3642,0;8.4419,-3.3791,0;9.0204,-3.7857,0;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;1.5924,-1.9964,0;3.3658,-3.4473,0;3.7469,-2.0319,0;
Duplicates	CHEMBL111004
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111000-0000111249/CHEMBL111004.sdf