CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192965_s0_t0 (2535416)

Formula C₂₁H₁₈F₃NO₅

MW 421.38

InChIKey SJOCWLDVUIWUQP-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 4

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.36

logP 4.2375

PSA 66.02

MR 103.618

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -266.47191

PM7_Total_Energy_ev -5880.66157

PM7_Electronic_Energy_ev -45578.55603

PM7_Dipole_Debye 9.23434

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.796

PM7_LUMO_Energy_ev -0.889

PM7_COSMO_Area_square_ang 380.6

PM7_COSMO_Volue_cubic_ang 456.46

PM7_Electron_Affinity_ev 0.889

PM7_Ionization_Energy_ev 8.796

PM7_Energy_Gap_ev 7.907

PM7_Global_Hardness_ev 3.9535

PM7_Global_Softness_ev 0.25294043252813964

PM7_Chemical_Potential_ev -4.8425

PM7_Electronigativity_ev 4.8425

PM7_Back_Donation_Energy_ev -0.988375

PM7_Electrophilicity_ev 2.965702067788036

OPENEYE_Name (9~{S})-6,7,8-trimethoxy-9-[4-(trifluoromethyl)phenyl]-4,9-dihydro-3~{H}-furo[3,4-b]quinolin-1-one

SMILES c1cc(ccc1C2c3c(cc(c(c3OC)OC)OC)NC4=C2C(=O)OC4)C(F)(F)F

Canonical_SMILES COc1c2c(NC3=C([C@H]2c2ccc(cc2)C(F)(F)F)C(=O)OC3)cc(c1OC)OC

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/h4-8,15,25H,9H2,1-3H3

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/h4-8,15,25H,9H2,1-3H3/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;;d13;s13;s14;s6s7s13;;;;s8;s9s14;d15;s15s16;s10s18;s11s19;s12s20;s21;s21;s21;s1;s2;s3;s4;s5;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:4.7101,-2.6738,0;3.3783,-3.7858,0;5.3543,-3.4454,0;4.0225,-4.5574,0;.8679,.5078,0;3.7253,-2.8479,0;1.7371,-1.0057,0;5.0138,-4.3911,0;1.7357,0,0;;.8679,-1.5035,0;0,-1.0057,0;3.4722,-1.0081,0;3.4726,-.0003,0;4.4307,-1.3199,0;4.4313,.3108,0;2.6037,-1.5046,0;-1.521,1.8706,0;.0011,-3.7532,0;-1.732,-1.0082,0;5.6547,-5.1587,0;2.6012,.5067,0;4.7394,-2.2711,0;5.0234,-.5047,0;-1.5181,.8706,0;.8673,-3.2535,0;-.8653,-1.5069,0;6.4224,-4.5178,0;4.8871,-5.7996,0;6.2957,-5.9263,0;4.8815,-2.2041,0;2.8855,-3.8707,0;5.8467,-3.3583,0;3.849,-5.0263,0;.8679,1.0078,0;4.2281,.7676,0;4.8644,.5607,0;2.2821,-1.8874,0;-1.021,1.8721,0;-2.021,1.8692,0;-1.5224,2.3706,0;.251,-4.1863,0;-.2487,-3.3201,0;-.4319,-4.0031,0;-1.9814,-1.4415,0;-1.4827,-.5748,0;-2.1654,-.7588,0;2.6005,1.0067,0;

Duplicates CHEMBL5192965_s0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.sdf

Formula	C₂₁H₁₈F₃NO₅
MW	421.38
InChIKey	SJOCWLDVUIWUQP-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	4
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.36
logP	4.2375
PSA	66.02
MR	103.618
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-266.47191
PM7_Total_Energy_ev	-5880.66157
PM7_Electronic_Energy_ev	-45578.55603
PM7_Dipole_Debye	9.23434
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.796
PM7_LUMO_Energy_ev	-0.889
PM7_COSMO_Area_square_ang	380.6
PM7_COSMO_Volue_cubic_ang	456.46
PM7_Electron_Affinity_ev	0.889
PM7_Ionization_Energy_ev	8.796
PM7_Energy_Gap_ev	7.907
PM7_Global_Hardness_ev	3.9535
PM7_Global_Softness_ev	0.25294043252813964
PM7_Chemical_Potential_ev	-4.8425
PM7_Electronigativity_ev	4.8425
PM7_Back_Donation_Energy_ev	-0.988375
PM7_Electrophilicity_ev	2.965702067788036
OPENEYE_Name	(9~{S})-6,7,8-trimethoxy-9-[4-(trifluoromethyl)phenyl]-4,9-dihydro-3~{H}-furo[3,4-b]quinolin-1-one
SMILES	c1cc(ccc1C2c3c(cc(c(c3OC)OC)OC)NC4=C2C(=O)OC4)C(F)(F)F
Canonical_SMILES	COc1c2c(NC3=C([C@H]2c2ccc(cc2)C(F)(F)F)C(=O)OC3)cc(c1OC)OC
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/h4-8,15,25H,9H2,1-3H3
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/h4-8,15,25H,9H2,1-3H3/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;;d13;s13;s14;s6s7s13;;;;s8;s9s14;d15;s15s16;s10s18;s11s19;s12s20;s21;s21;s21;s1;s2;s3;s4;s5;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:4.7101,-2.6738,0;3.3783,-3.7858,0;5.3543,-3.4454,0;4.0225,-4.5574,0;.8679,.5078,0;3.7253,-2.8479,0;1.7371,-1.0057,0;5.0138,-4.3911,0;1.7357,0,0;;.8679,-1.5035,0;0,-1.0057,0;3.4722,-1.0081,0;3.4726,-.0003,0;4.4307,-1.3199,0;4.4313,.3108,0;2.6037,-1.5046,0;-1.521,1.8706,0;.0011,-3.7532,0;-1.732,-1.0082,0;5.6547,-5.1587,0;2.6012,.5067,0;4.7394,-2.2711,0;5.0234,-.5047,0;-1.5181,.8706,0;.8673,-3.2535,0;-.8653,-1.5069,0;6.4224,-4.5178,0;4.8871,-5.7996,0;6.2957,-5.9263,0;4.8815,-2.2041,0;2.8855,-3.8707,0;5.8467,-3.3583,0;3.849,-5.0263,0;.8679,1.0078,0;4.2281,.7676,0;4.8644,.5607,0;2.2821,-1.8874,0;-1.021,1.8721,0;-2.021,1.8692,0;-1.5224,2.3706,0;.251,-4.1863,0;-.2487,-3.3201,0;-.4319,-4.0031,0;-1.9814,-1.4415,0;-1.4827,-.5748,0;-2.1654,-.7588,0;2.6005,1.0067,0;
Duplicates	CHEMBL5192965_s0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192750-0005192999/CHEMBL5192965_s0_t0.sdf