CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108177 (8745)

Formula C₂₀H₁₅N₃O₃

MW 345.36

InChIKey QHGCJWDHUSCQCA-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 44

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.77

logP 3.8871

PSA 97.71

MR 101.019

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 6.69527

PM7_Total_Energy_ev -4101.57147

PM7_Electronic_Energy_ev -28844.70358

PM7_Dipole_Debye 2.77829

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.428

PM7_LUMO_Energy_ev -1.141

PM7_COSMO_Area_square_ang 362.48

PM7_COSMO_Volue_cubic_ang 390.95

PM7_Electron_Affinity_ev 1.141

PM7_Ionization_Energy_ev 8.428

PM7_Energy_Gap_ev 7.287

PM7_Global_Hardness_ev 3.6435

PM7_Global_Softness_ev 0.2744613695622341

PM7_Chemical_Potential_ev -4.7845

PM7_Electronigativity_ev 4.7845

PM7_Back_Donation_Energy_ev -0.910875

PM7_Electrophilicity_ev 3.1414080211335254

OPENEYE_Name 5-hydroxy-~{N}-[(~{E})-(4-hydroxy-1-naphthyl)methyleneamino]-1~{H}-indole-2-carboxamide

SMILES c1ccc2c(c1)c(ccc2O)C=NNC(=O)c3cc4cc(ccc4[nH]3)O

Canonical_SMILES Oc1ccc2c(c1)cc([nH]2)C(=O)N/N=C/c1ccc(c2c1cccc2)O

InChI 1/C20H15N3O3/c24-14-6-7-17-13(9-14)10-18(22-17)20(26)23-21-11-12-5-8-19(25)16-4-2-1-3-15(12)16/h1-11,22,24-25H,(H,23,26)/f/h23H

InChI_3D 1S/C20H15N3O3/c24-14-6-7-17-13(9-14)10-18(22-17)20(26)23-21-11-12-5-8-19(25)16-4-2-1-3-15(12)16/h1-11,22,24-25H,(H,23,26)/b21-11+

AuxInfo 1/1/N:1,2,3,4,5,8,6,7,9,10,19,14,13,16,11,12,15,18,17,20,21,22,23,25,26,24/F:m/rA:41nCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;s5;d6;;;d3;d4s11;s9s10;d5s11;s6d13;s8d9;d7s12;d10;s14;s18;w19;s15s18;s20s21;d20;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s22;s23;s25;s26;/rC:7.7841,4.8385,0;8.7898,4.8386,0;7.2865,3.9705,0;9.2978,3.9708,0;7.787,1.3637,0;.868,1.5138,0;8.7927,1.3651,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;7.7844,3.1014,0;8.7901,3.1028,0;1.736,-.0012,0;7.2857,2.2346,0;1.736,1.0058,0;;9.297,2.2375,0;3.2858,.5023,0;6.2857,2.2345,0;4.2858,.5024,0;5.7857,1.3685,0;2.6938,1.3169,0;4.7857,1.3684,0;4.7859,-.3636,0;-.8653,-.5013,0;10.297,2.2404,0;7.5334,5.2711,0;9.0385,5.2724,0;6.7865,3.9706,0;9.7978,3.9709,0;7.537,.9306,0;.868,2.0138,0;9.0428,.9322,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;6.0357,2.6675,0;2.8483,1.7924,0;4.5357,1.8014,0;-.8646,-1.0013,0;10.5458,2.6741,0;

Duplicates CHEMBL108177

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.sdf

Formula	C₂₀H₁₅N₃O₃
MW	345.36
InChIKey	QHGCJWDHUSCQCA-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	44
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.77
logP	3.8871
PSA	97.71
MR	101.019
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	6.69527
PM7_Total_Energy_ev	-4101.57147
PM7_Electronic_Energy_ev	-28844.70358
PM7_Dipole_Debye	2.77829
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.428
PM7_LUMO_Energy_ev	-1.141
PM7_COSMO_Area_square_ang	362.48
PM7_COSMO_Volue_cubic_ang	390.95
PM7_Electron_Affinity_ev	1.141
PM7_Ionization_Energy_ev	8.428
PM7_Energy_Gap_ev	7.287
PM7_Global_Hardness_ev	3.6435
PM7_Global_Softness_ev	0.2744613695622341
PM7_Chemical_Potential_ev	-4.7845
PM7_Electronigativity_ev	4.7845
PM7_Back_Donation_Energy_ev	-0.910875
PM7_Electrophilicity_ev	3.1414080211335254
OPENEYE_Name	5-hydroxy-~{N}-[(~{E})-(4-hydroxy-1-naphthyl)methyleneamino]-1~{H}-indole-2-carboxamide
SMILES	c1ccc2c(c1)c(ccc2O)C=NNC(=O)c3cc4cc(ccc4[nH]3)O
Canonical_SMILES	Oc1ccc2c(c1)cc([nH]2)C(=O)N/N=C/c1ccc(c2c1cccc2)O
InChI	1/C20H15N3O3/c24-14-6-7-17-13(9-14)10-18(22-17)20(26)23-21-11-12-5-8-19(25)16-4-2-1-3-15(12)16/h1-11,22,24-25H,(H,23,26)/f/h23H
InChI_3D	1S/C20H15N3O3/c24-14-6-7-17-13(9-14)10-18(22-17)20(26)23-21-11-12-5-8-19(25)16-4-2-1-3-15(12)16/h1-11,22,24-25H,(H,23,26)/b21-11+
AuxInfo	1/1/N:1,2,3,4,5,8,6,7,9,10,19,14,13,16,11,12,15,18,17,20,21,22,23,25,26,24/F:m/rA:41nCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;s5;d6;;;d3;d4s11;s9s10;d5s11;s6d13;s8d9;d7s12;d10;s14;s18;w19;s15s18;s20s21;d20;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s22;s23;s25;s26;/rC:7.7841,4.8385,0;8.7898,4.8386,0;7.2865,3.9705,0;9.2978,3.9708,0;7.787,1.3637,0;.868,1.5138,0;8.7927,1.3651,0;0,1.0058,0;.868,-.4978,0;2.6938,-.3125,0;7.7844,3.1014,0;8.7901,3.1028,0;1.736,-.0012,0;7.2857,2.2346,0;1.736,1.0058,0;;9.297,2.2375,0;3.2858,.5023,0;6.2857,2.2345,0;4.2858,.5024,0;5.7857,1.3685,0;2.6938,1.3169,0;4.7857,1.3684,0;4.7859,-.3636,0;-.8653,-.5013,0;10.297,2.2404,0;7.5334,5.2711,0;9.0385,5.2724,0;6.7865,3.9706,0;9.7978,3.9709,0;7.537,.9306,0;.868,2.0138,0;9.0428,.9322,0;-.4337,1.2545,0;.8677,-.9978,0;2.8483,-.788,0;6.0357,2.6675,0;2.8483,1.7924,0;4.5357,1.8014,0;-.8646,-1.0013,0;10.5458,2.6741,0;
Duplicates	CHEMBL108177
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108000-0000108249/CHEMBL108177.sdf