CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188958 (103235)

Formula C₂₀H₁₉NO₄

MW 337.37

InChIKey UNXDMEUOZWETRG-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.04

logP 3.5901

PSA 60.69

MR 99.612

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -104.67583

PM7_Total_Energy_ev -4079.80403

PM7_Electronic_Energy_ev -32483.67267

PM7_Dipole_Debye 6.02558

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.475

PM7_LUMO_Energy_ev -0.844

PM7_COSMO_Area_square_ang 331.13

PM7_COSMO_Volue_cubic_ang 390.2

PM7_Electron_Affinity_ev 0.844

PM7_Ionization_Energy_ev 8.475

PM7_Energy_Gap_ev 7.631

PM7_Global_Hardness_ev 3.8155

PM7_Global_Softness_ev 0.2620888481195125

PM7_Chemical_Potential_ev -4.6595

PM7_Electronigativity_ev 4.6595

PM7_Back_Donation_Energy_ev -0.953875

PM7_Electrophilicity_ev 2.8450976608570304

OPENEYE_Name 6-hydroxy-11-methoxy-3,3,12-trimethyl-pyrano[2,3-c]acridin-7-one

SMILES c1cc2c(c(c1)OC)n(c3c4c(cc(c3c2=O)O)OC(C=C4)(C)C)C

Canonical_SMILES COc1cccc2c1n(C)c1c(c2=O)c(O)cc2c1C=CC(O2)(C)C

InChI 1/C20H19NO4/c1-20(2)9-8-11-15(25-20)10-13(22)16-18(11)21(3)17-12(19(16)23)6-5-7-14(17)24-4/h5-10,22H,1-4H3

InChI_3D 1S/C20H19NO4/c1-20(2)9-8-11-15(25-20)10-13(22)16-18(11)21(3)17-12(19(16)23)6-5-7-14(17)24-4/h5-10,22H,1-4H3

AuxInfo 1/0/N:17,18,19,20,1,2,3,13,14,4,6,5,12,11,10,7,8,9,15,16,21,24,22,25,23/E:(1,2)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;;d5;d6s7;d4s6;d3s8;s4d7;s6;d13;s5s7;s14;s16;s16;;;s8s9s19;d15;s10s16;s12;s11s20;s1;s2;s3;s4;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s24;/rC:-6.1156,-2.5002,0;-5.2449,-2.9996,0;-6.1156,-1.4914,0;-.8964,-2.5132,0;-4.3785,-2.5002,0;-1.7617,-.9968,0;-2.6355,-2.5051,0;-4.3742,-1.4914,0;-2.6308,-1.4988,0;-.8877,-1.5106,0;-5.2449,-.9818,0;-1.771,-3.0096,0;-1.7588,.0143,0;-.874,.5136,0;-3.5117,-3.0056,0;;.3501,.9367,0;1.7204,-.3203,0;-3.4981,.7622,0;-6.1109,.5182,0;-3.5031,-.9878,0;-3.5161,-4.0056,0;-.0106,-1.0132,0;-1.777,-4.0096,0;-5.2449,.0182,0;-6.5483,-2.7508,0;-5.2444,-3.4996,0;-6.5494,-1.2427,0;-.4654,-2.7667,0;-2.1902,.267,0;-.8696,1.0136,0;-.1183,1.1118,0;.8185,.7617,0;.5251,1.4051,0;1.812,.1712,0;1.6289,-.8119,0;2.212,-.4118,0;-3.9981,.7636,0;-2.9981,.7608,0;-3.4966,1.2622,0;-6.3609,.0852,0;-5.8609,.9512,0;-6.5439,.7682,0;-1.3455,-4.2622,0;

Duplicates ChEBI188958

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.sdf

Formula	C₂₀H₁₉NO₄
MW	337.37
InChIKey	UNXDMEUOZWETRG-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.04
logP	3.5901
PSA	60.69
MR	99.612
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-104.67583
PM7_Total_Energy_ev	-4079.80403
PM7_Electronic_Energy_ev	-32483.67267
PM7_Dipole_Debye	6.02558
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.475
PM7_LUMO_Energy_ev	-0.844
PM7_COSMO_Area_square_ang	331.13
PM7_COSMO_Volue_cubic_ang	390.2
PM7_Electron_Affinity_ev	0.844
PM7_Ionization_Energy_ev	8.475
PM7_Energy_Gap_ev	7.631
PM7_Global_Hardness_ev	3.8155
PM7_Global_Softness_ev	0.2620888481195125
PM7_Chemical_Potential_ev	-4.6595
PM7_Electronigativity_ev	4.6595
PM7_Back_Donation_Energy_ev	-0.953875
PM7_Electrophilicity_ev	2.8450976608570304
OPENEYE_Name	6-hydroxy-11-methoxy-3,3,12-trimethyl-pyrano[2,3-c]acridin-7-one
SMILES	c1cc2c(c(c1)OC)n(c3c4c(cc(c3c2=O)O)OC(C=C4)(C)C)C
Canonical_SMILES	COc1cccc2c1n(C)c1c(c2=O)c(O)cc2c1C=CC(O2)(C)C
InChI	1/C20H19NO4/c1-20(2)9-8-11-15(25-20)10-13(22)16-18(11)21(3)17-12(19(16)23)6-5-7-14(17)24-4/h5-10,22H,1-4H3
InChI_3D	1S/C20H19NO4/c1-20(2)9-8-11-15(25-20)10-13(22)16-18(11)21(3)17-12(19(16)23)6-5-7-14(17)24-4/h5-10,22H,1-4H3
AuxInfo	1/0/N:17,18,19,20,1,2,3,13,14,4,6,5,12,11,10,7,8,9,15,16,21,24,22,25,23/E:(1,2)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;;;d5;d6s7;d4s6;d3s8;s4d7;s6;d13;s5s7;s14;s16;s16;;;s8s9s19;d15;s10s16;s12;s11s20;s1;s2;s3;s4;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s24;/rC:-6.1156,-2.5002,0;-5.2449,-2.9996,0;-6.1156,-1.4914,0;-.8964,-2.5132,0;-4.3785,-2.5002,0;-1.7617,-.9968,0;-2.6355,-2.5051,0;-4.3742,-1.4914,0;-2.6308,-1.4988,0;-.8877,-1.5106,0;-5.2449,-.9818,0;-1.771,-3.0096,0;-1.7588,.0143,0;-.874,.5136,0;-3.5117,-3.0056,0;;.3501,.9367,0;1.7204,-.3203,0;-3.4981,.7622,0;-6.1109,.5182,0;-3.5031,-.9878,0;-3.5161,-4.0056,0;-.0106,-1.0132,0;-1.777,-4.0096,0;-5.2449,.0182,0;-6.5483,-2.7508,0;-5.2444,-3.4996,0;-6.5494,-1.2427,0;-.4654,-2.7667,0;-2.1902,.267,0;-.8696,1.0136,0;-.1183,1.1118,0;.8185,.7617,0;.5251,1.4051,0;1.812,.1712,0;1.6289,-.8119,0;2.212,-.4118,0;-3.9981,.7636,0;-2.9981,.7608,0;-3.4966,1.2622,0;-6.3609,.0852,0;-5.8609,.9512,0;-6.5439,.7682,0;-1.3455,-4.2622,0;
Duplicates	ChEBI188958
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188750-0000188999/ChEBI188958.sdf