CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL106577 (6948)

Formula C₂₃H₂₁N₃O₃

MW 387.44

InChIKey BCXBZRRBUCACID-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.58

logP 4.6834

PSA 75.85

MR 115.196

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 1.85637

PM7_Total_Energy_ev -4550.94904

PM7_Electronic_Energy_ev -35279.32578

PM7_Dipole_Debye 5.48963

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.147

PM7_LUMO_Energy_ev -0.649

PM7_COSMO_Area_square_ang 417.23

PM7_COSMO_Volue_cubic_ang 459.61

PM7_Electron_Affinity_ev 0.649

PM7_Ionization_Energy_ev 8.147

PM7_Energy_Gap_ev 7.498

PM7_Global_Hardness_ev 3.749

PM7_Global_Softness_ev 0.2667377967457989

PM7_Chemical_Potential_ev -4.398

PM7_Electronigativity_ev 4.398

PM7_Back_Donation_Energy_ev -0.93725

PM7_Electrophilicity_ev 2.579675113363564

OPENEYE_Name ~{N}-[(~{E})-(9-ethylcarbazol-3-yl)methyleneamino]-4-hydroxy-3-methoxy-benzamide

SMILES c1ccc2c(c1)c3cc(ccc3n2CC)C=NNC(=O)c4ccc(c(c4)OC)O

Canonical_SMILES COc1cc(ccc1O)C(=O)N/N=C/c1ccc2c(c1)c1ccccc1n2CC

InChI 1/C23H21N3O3/c1-3-26-19-7-5-4-6-17(19)18-12-15(8-10-20(18)26)14-24-25-23(28)16-9-11-21(27)22(13-16)29-2/h4-14,27H,3H2,1-2H3,(H,25,28)/f/h25H

InChI_3D 1S/C23H21N3O3/c1-3-26-19-7-5-4-6-17(19)18-12-15(8-10-20(18)26)14-24-25-23(28)16-9-11-21(27)22(13-16)29-2/h4-14,27H,3H2,1-2H3,(H,25,28)/b24-14+

AuxInfo 1/1/N:21,22,23,1,2,3,6,4,5,7,8,9,10,19,13,14,11,12,15,16,17,18,20,24,26,25,28,27,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d5;;;d3;s9s11;s4d9;s5d10;d6s11;s7d12;s8;s10d17;s13;s14;;;s21;w19;s15s16s23;s20s24;d20;s17;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s21;s21;s21;s22;s22;s22;s23;s23;s26;s28;/rC:.3065,-.9587,0;;1.2916,-1.175,0;4.9434,-.0258,0;9.55,-2.639,0;.6786,.7423,0;4.2719,.7349,0;10.2155,-3.3854,0;3.631,-1.1862,0;8.2516,-3.79,0;1.9631,-.4291,0;2.9631,-.4326,0;4.6229,-.9863,0;8.5697,-2.8364,0;1.6566,.5296,0;3.2835,.528,0;9.8975,-4.339,0;8.9139,-4.5461,0;5.2851,-1.7356,0;7.9074,-2.0872,0;2.4638,3.122,0;9.2608,-6.2431,0;2.4652,2.122,0;6.2652,-1.5367,0;2.4666,1.122,0;6.9274,-2.286,0;8.2252,-1.139,0;10.563,-5.0853,0;8.5975,-5.4947,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;5.4334,.0738,0;9.7082,-2.1647,0;.527,1.2188,0;4.4295,1.2094,0;10.7052,-3.2846,0;3.4721,-1.6603,0;7.7614,-3.8887,0;5.1262,-2.2097,0;1.9638,3.1213,0;2.9638,3.1227,0;2.4632,3.622,0;9.635,-5.9114,0;8.8866,-6.5747,0;9.5925,-6.6172,0;2.9652,2.1227,0;1.9652,2.1213,0;6.7685,-2.7601,0;11.0526,-4.9838,0;

Duplicates CHEMBL106577

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.sdf

Formula	C₂₃H₂₁N₃O₃
MW	387.44
InChIKey	BCXBZRRBUCACID-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.58
logP	4.6834
PSA	75.85
MR	115.196
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	1.85637
PM7_Total_Energy_ev	-4550.94904
PM7_Electronic_Energy_ev	-35279.32578
PM7_Dipole_Debye	5.48963
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.147
PM7_LUMO_Energy_ev	-0.649
PM7_COSMO_Area_square_ang	417.23
PM7_COSMO_Volue_cubic_ang	459.61
PM7_Electron_Affinity_ev	0.649
PM7_Ionization_Energy_ev	8.147
PM7_Energy_Gap_ev	7.498
PM7_Global_Hardness_ev	3.749
PM7_Global_Softness_ev	0.2667377967457989
PM7_Chemical_Potential_ev	-4.398
PM7_Electronigativity_ev	4.398
PM7_Back_Donation_Energy_ev	-0.93725
PM7_Electrophilicity_ev	2.579675113363564
OPENEYE_Name	~{N}-[(~{E})-(9-ethylcarbazol-3-yl)methyleneamino]-4-hydroxy-3-methoxy-benzamide
SMILES	c1ccc2c(c1)c3cc(ccc3n2CC)C=NNC(=O)c4ccc(c(c4)OC)O
Canonical_SMILES	COc1cc(ccc1O)C(=O)N/N=C/c1ccc2c(c1)c1ccccc1n2CC
InChI	1/C23H21N3O3/c1-3-26-19-7-5-4-6-17(19)18-12-15(8-10-20(18)26)14-24-25-23(28)16-9-11-21(27)22(13-16)29-2/h4-14,27H,3H2,1-2H3,(H,25,28)/f/h25H
InChI_3D	1S/C23H21N3O3/c1-3-26-19-7-5-4-6-17(19)18-12-15(8-10-20(18)26)14-24-25-23(28)16-9-11-21(27)22(13-16)29-2/h4-14,27H,3H2,1-2H3,(H,25,28)/b24-14+
AuxInfo	1/1/N:21,22,23,1,2,3,6,4,5,7,8,9,10,19,13,14,11,12,15,16,17,18,20,24,26,25,28,27,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d4;d5;;;d3;s9s11;s4d9;s5d10;d6s11;s7d12;s8;s10d17;s13;s14;;;s21;w19;s15s16s23;s20s24;d20;s17;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s21;s21;s21;s22;s22;s22;s23;s23;s26;s28;/rC:.3065,-.9587,0;;1.2916,-1.175,0;4.9434,-.0258,0;9.55,-2.639,0;.6786,.7423,0;4.2719,.7349,0;10.2155,-3.3854,0;3.631,-1.1862,0;8.2516,-3.79,0;1.9631,-.4291,0;2.9631,-.4326,0;4.6229,-.9863,0;8.5697,-2.8364,0;1.6566,.5296,0;3.2835,.528,0;9.8975,-4.339,0;8.9139,-4.5461,0;5.2851,-1.7356,0;7.9074,-2.0872,0;2.4638,3.122,0;9.2608,-6.2431,0;2.4652,2.122,0;6.2652,-1.5367,0;2.4666,1.122,0;6.9274,-2.286,0;8.2252,-1.139,0;10.563,-5.0853,0;8.5975,-5.4947,0;-.0302,-1.3284,0;-.4884,.107,0;1.4445,-1.651,0;5.4334,.0738,0;9.7082,-2.1647,0;.527,1.2188,0;4.4295,1.2094,0;10.7052,-3.2846,0;3.4721,-1.6603,0;7.7614,-3.8887,0;5.1262,-2.2097,0;1.9638,3.1213,0;2.9638,3.1227,0;2.4632,3.622,0;9.635,-5.9114,0;8.8866,-6.5747,0;9.5925,-6.6172,0;2.9652,2.1227,0;1.9652,2.1213,0;6.7685,-2.7601,0;11.0526,-4.9838,0;
Duplicates	CHEMBL106577
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000106500-0000106749/CHEMBL106577.sdf