CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192965_s0_t1 (2535417)

Formula C₂₁H₁₈F₃NO₅

MW 421.38

InChIKey DLDJEOKXANNLBY-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.77

logP 5.405

PSA 73.09

MR 105.186

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -250.5332

PM7_Total_Energy_ev -5879.96189

PM7_Electronic_Energy_ev -45587.8434

PM7_Dipole_Debye 5.50959

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.237

PM7_LUMO_Energy_ev -0.354

PM7_COSMO_Area_square_ang 381.12

PM7_COSMO_Volue_cubic_ang 456.36

PM7_Electron_Affinity_ev 0.354

PM7_Ionization_Energy_ev 8.237

PM7_Energy_Gap_ev 7.883

PM7_Global_Hardness_ev 3.9415

PM7_Global_Softness_ev 0.2537105163009007

PM7_Chemical_Potential_ev -4.2955

PM7_Electronigativity_ev 4.2955

PM7_Back_Donation_Energy_ev -0.985375

PM7_Electrophilicity_ev 2.340646993530382

OPENEYE_Name (9~{S})-6,7,8-trimethoxy-9-[4-(trifluoromethyl)phenyl]-4,9-dihydrofuro[3,4-b]quinolin-1-ol

SMILES c1cc(ccc1C2c3c(cc(c(c3OC)OC)OC)Nc4c2c(oc4)O)C(F)(F)F

Canonical_SMILES COc1cc2Nc3coc(c3[C@H](c2c(c1OC)OC)c1ccc(cc1)C(F)(F)F)O

InChI 1/C21H18F3NO5/c1-27-14-8-12-16(19(29-3)18(14)28-2)15(17-13(25-12)9-30-20(17)26)10-4-6-11(7-5-10)21(22,23)24/h4-9,15,25-26H,1-3H3

InChI_3D 1S/C21H18F3NO5/c1-27-14-8-12-16(19(29-3)18(14)28-2)15(17-13(25-12)9-30-20(17)26)10-4-6-11(7-5-10)21(22,23)24/h4-9,15,25-26H,1-3H3/t15-/m0/s1

AuxInfo 1/0/N:18,20,19,1,2,3,4,5,16,6,8,9,14,10,17,7,13,12,11,15,21,28,29,30,22,23,25,27,26,24/E:(4,5)(6,7)(22,23,24)/rA:48cCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;s3d4;d5s7;s5;d7;d10s11;;s13;d13;d14;s6s7s13;;;;s8;s9s14;s15;s15s16;s10s18;s11s19;s12s20;s21;s21;s21;s1;s2;s3;s4;s5;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;s23;/rC:3.3818,3.7915,0;4.7107,2.676,0;4.0281,4.5614,0;5.357,3.4459,0;.8679,-.4978,0;3.7264,2.8527,0;1.7357,1.0057,0;5.019,4.3925,0;1.7371,0,0;;.8679,1.5135,0;0,1.0057,0;3.4726,1.0054,0;3.4722,-.0024,0;4.4313,1.3165,0;4.4307,-.3142,0;2.6012,1.5124,0;-.8639,-1.5012,0;.0019,3.0135,0;-1.732,1.0007,0;5.6619,5.1584,0;2.6037,-.4989,0;4.7406,2.2674,0;5.0234,.501,0;-.8653,-.5012,0;.8679,2.5135,0;-.8675,1.5032,0;4.896,5.8014,0;6.4278,4.5155,0;6.3049,5.9243,0;2.8893,3.8777,0;4.8809,2.2059,0;3.8558,5.0308,0;5.8491,3.3575,0;.8677,-.9978,0;4.585,-.7898,0;2.2787,1.8945,0;-.3639,-1.5005,0;-.8632,-2.0012,0;-1.3639,-1.5019,0;.2519,3.4465,0;-.2481,2.5805,0;-.4311,3.2635,0;-1.9833,1.433,0;-2.1643,.7494,0;-1.4808,.5684,0;2.6029,-.9989,0;5.2298,2.3712,0;

Duplicates CHEMBL5192965_s0_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.sdf

Formula	C₂₁H₁₈F₃NO₅
MW	421.38
InChIKey	DLDJEOKXANNLBY-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.77
logP	5.405
PSA	73.09
MR	105.186
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-250.5332
PM7_Total_Energy_ev	-5879.96189
PM7_Electronic_Energy_ev	-45587.8434
PM7_Dipole_Debye	5.50959
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.237
PM7_LUMO_Energy_ev	-0.354
PM7_COSMO_Area_square_ang	381.12
PM7_COSMO_Volue_cubic_ang	456.36
PM7_Electron_Affinity_ev	0.354
PM7_Ionization_Energy_ev	8.237
PM7_Energy_Gap_ev	7.883
PM7_Global_Hardness_ev	3.9415
PM7_Global_Softness_ev	0.2537105163009007
PM7_Chemical_Potential_ev	-4.2955
PM7_Electronigativity_ev	4.2955
PM7_Back_Donation_Energy_ev	-0.985375
PM7_Electrophilicity_ev	2.340646993530382
OPENEYE_Name	(9~{S})-6,7,8-trimethoxy-9-[4-(trifluoromethyl)phenyl]-4,9-dihydrofuro[3,4-b]quinolin-1-ol
SMILES	c1cc(ccc1C2c3c(cc(c(c3OC)OC)OC)Nc4c2c(oc4)O)C(F)(F)F
Canonical_SMILES	COc1cc2Nc3coc(c3[C@H](c2c(c1OC)OC)c1ccc(cc1)C(F)(F)F)O
InChI	1/C21H18F3NO5/c1-27-14-8-12-16(19(29-3)18(14)28-2)15(17-13(25-12)9-30-20(17)26)10-4-6-11(7-5-10)21(22,23)24/h4-9,15,25-26H,1-3H3
InChI_3D	1S/C21H18F3NO5/c1-27-14-8-12-16(19(29-3)18(14)28-2)15(17-13(25-12)9-30-20(17)26)10-4-6-11(7-5-10)21(22,23)24/h4-9,15,25-26H,1-3H3/t15-/m0/s1
AuxInfo	1/0/N:18,20,19,1,2,3,4,5,16,6,8,9,14,10,17,7,13,12,11,15,21,28,29,30,22,23,25,27,26,24/E:(4,5)(6,7)(22,23,24)/rA:48cCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;s3d4;d5s7;s5;d7;d10s11;;s13;d13;d14;s6s7s13;;;;s8;s9s14;s15;s15s16;s10s18;s11s19;s12s20;s21;s21;s21;s1;s2;s3;s4;s5;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;s23;/rC:3.3818,3.7915,0;4.7107,2.676,0;4.0281,4.5614,0;5.357,3.4459,0;.8679,-.4978,0;3.7264,2.8527,0;1.7357,1.0057,0;5.019,4.3925,0;1.7371,0,0;;.8679,1.5135,0;0,1.0057,0;3.4726,1.0054,0;3.4722,-.0024,0;4.4313,1.3165,0;4.4307,-.3142,0;2.6012,1.5124,0;-.8639,-1.5012,0;.0019,3.0135,0;-1.732,1.0007,0;5.6619,5.1584,0;2.6037,-.4989,0;4.7406,2.2674,0;5.0234,.501,0;-.8653,-.5012,0;.8679,2.5135,0;-.8675,1.5032,0;4.896,5.8014,0;6.4278,4.5155,0;6.3049,5.9243,0;2.8893,3.8777,0;4.8809,2.2059,0;3.8558,5.0308,0;5.8491,3.3575,0;.8677,-.9978,0;4.585,-.7898,0;2.2787,1.8945,0;-.3639,-1.5005,0;-.8632,-2.0012,0;-1.3639,-1.5019,0;.2519,3.4465,0;-.2481,2.5805,0;-.4311,3.2635,0;-1.9833,1.433,0;-2.1643,.7494,0;-1.4808,.5684,0;2.6029,-.9989,0;5.2298,2.3712,0;
Duplicates	CHEMBL5192965_s0_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t1.sdf