CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI2903 (901)

Formula C₂₃H₂₅NO₄

MW 379.45

InChIKey GLXYKTASIIUSRC-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.5

logP 4.8155

PSA 93.55

MR 115.584

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.19093

PM7_Total_Energy_ev -4530.4171

PM7_Electronic_Energy_ev -38317.45808

PM7_Dipole_Debye 3.8258

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.33

PM7_LUMO_Energy_ev -0.862

PM7_COSMO_Area_square_ang 401.74

PM7_COSMO_Volue_cubic_ang 461.99

PM7_Electron_Affinity_ev 0.862

PM7_Ionization_Energy_ev 8.33

PM7_Energy_Gap_ev 7.468

PM7_Global_Hardness_ev 3.734

PM7_Global_Softness_ev 0.2678093197643278

PM7_Chemical_Potential_ev -4.596

PM7_Electronigativity_ev 4.596

PM7_Back_Donation_Energy_ev -0.9335

PM7_Electrophilicity_ev 2.8284970540974825

OPENEYE_Name 1,3,5-trihydroxy-2,4-bis(3-methylbut-2-enyl)-10~{H}-acridin-9-one

SMILES c1cc2c(c(c1)O)[nH]c3c(c2=O)c(c(c(c3CC=C(C)C)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1c(O)c(CC=C(C)C)c(c2c1[nH]c1c(O)cccc1c2=O)O)C

InChI 1/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27)/f/h24H

InChI_3D 1S/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27)

AuxInfo 1/1/N:18,19,20,21,1,2,3,14,15,22,23,16,17,4,6,7,10,5,8,9,12,13,11,24,26,28,25,27/E:(1,2)(3,4)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d4;d5s6;d3s8;s5d7;d6s7;s4s5;;;d14;d15;s16;s16;s17;s17;s6s14;s7s15;s8s9;d13;s10;s11;s12;s1;s2;s3;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;s27;s28;/rC:;.8679,.5079,0;0,-1.0057,0;1.7358,0,0;3.4735,.0022,0;4.3422,-1.5068,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;.8679,-1.5033,0;4.3415,.5094,0;5.2158,-1.0053,0;2.6012,.5067,0;4.3401,-3.5068,0;6.9481,1.0016,0;3.4736,-4.0059,0;7.8138,.501,0;3.4726,-5.0059,0;2.6081,-3.505,0;8.6802,1.0004,0;7.8131,-.499,0;4.3412,-2.5068,0;6.0818,.5022,0;2.6038,-1.5046,0;2.5985,1.5067,0;.8676,-2.5033,0;4.3398,1.5094,0;6.0813,-1.5062,0;-.4337,.2487,0;.8679,1.0079,0;-.4326,-1.2564,0;4.7729,-3.7572,0;6.9485,1.5016,0;3.9726,-5.0064,0;2.9726,-5.0054,0;3.472,-5.5059,0;2.3576,-3.9378,0;2.8585,-3.0723,0;2.1753,-3.2546,0;8.4305,1.4336,0;8.9299,.5673,0;9.1134,1.2501,0;8.3131,-.4993,0;7.3131,-.4986,0;7.8128,-.999,0;4.8412,-2.5073,0;3.8412,-2.5063,0;6.3315,.069,0;5.8321,.9354,0;2.6033,-2.0046,0;1.3005,-2.7534,0;3.9063,1.7586,0;6.5146,-1.2566,0;

Duplicates ChEBI2903

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.sdf

Formula	C₂₃H₂₅NO₄
MW	379.45
InChIKey	GLXYKTASIIUSRC-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.5
logP	4.8155
PSA	93.55
MR	115.584
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.19093
PM7_Total_Energy_ev	-4530.4171
PM7_Electronic_Energy_ev	-38317.45808
PM7_Dipole_Debye	3.8258
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.33
PM7_LUMO_Energy_ev	-0.862
PM7_COSMO_Area_square_ang	401.74
PM7_COSMO_Volue_cubic_ang	461.99
PM7_Electron_Affinity_ev	0.862
PM7_Ionization_Energy_ev	8.33
PM7_Energy_Gap_ev	7.468
PM7_Global_Hardness_ev	3.734
PM7_Global_Softness_ev	0.2678093197643278
PM7_Chemical_Potential_ev	-4.596
PM7_Electronigativity_ev	4.596
PM7_Back_Donation_Energy_ev	-0.9335
PM7_Electrophilicity_ev	2.8284970540974825
OPENEYE_Name	1,3,5-trihydroxy-2,4-bis(3-methylbut-2-enyl)-10~{H}-acridin-9-one
SMILES	c1cc2c(c(c1)O)[nH]c3c(c2=O)c(c(c(c3CC=C(C)C)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1c(O)c(CC=C(C)C)c(c2c1[nH]c1c(O)cccc1c2=O)O)C
InChI	1/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27)/f/h24H
InChI_3D	1S/C23H25NO4/c1-12(2)8-10-15-20-18(23(28)16(21(15)26)11-9-13(3)4)22(27)14-6-5-7-17(25)19(14)24-20/h5-9,25-26,28H,10-11H2,1-4H3,(H,24,27)
AuxInfo	1/1/N:18,19,20,21,1,2,3,14,15,22,23,16,17,4,6,7,10,5,8,9,12,13,11,24,26,28,25,27/E:(1,2)(3,4)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d4;d5s6;d3s8;s5d7;d6s7;s4s5;;;d14;d15;s16;s16;s17;s17;s6s14;s7s15;s8s9;d13;s10;s11;s12;s1;s2;s3;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;s27;s28;/rC:;.8679,.5079,0;0,-1.0057,0;1.7358,0,0;3.4735,.0022,0;4.3422,-1.5068,0;5.2154,.0028,0;1.7371,-1.0057,0;3.4738,-1.0059,0;.8679,-1.5033,0;4.3415,.5094,0;5.2158,-1.0053,0;2.6012,.5067,0;4.3401,-3.5068,0;6.9481,1.0016,0;3.4736,-4.0059,0;7.8138,.501,0;3.4726,-5.0059,0;2.6081,-3.505,0;8.6802,1.0004,0;7.8131,-.499,0;4.3412,-2.5068,0;6.0818,.5022,0;2.6038,-1.5046,0;2.5985,1.5067,0;.8676,-2.5033,0;4.3398,1.5094,0;6.0813,-1.5062,0;-.4337,.2487,0;.8679,1.0079,0;-.4326,-1.2564,0;4.7729,-3.7572,0;6.9485,1.5016,0;3.9726,-5.0064,0;2.9726,-5.0054,0;3.472,-5.5059,0;2.3576,-3.9378,0;2.8585,-3.0723,0;2.1753,-3.2546,0;8.4305,1.4336,0;8.9299,.5673,0;9.1134,1.2501,0;8.3131,-.4993,0;7.3131,-.4986,0;7.8128,-.999,0;4.8412,-2.5073,0;3.8412,-2.5063,0;6.3315,.069,0;5.8321,.9354,0;2.6033,-2.0046,0;1.3005,-2.7534,0;3.9063,1.7586,0;6.5146,-1.2566,0;
Duplicates	ChEBI2903
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/ChEBI2903.sdf