CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13053 (10816)

Formula C₂₄H₁₉F₃O₄

MW 428.41

InChIKey NZQDWKCNBOELAI-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.45

logP 5.3553

PSA 66.76

MR 108.446

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -259.25581

PM7_Total_Energy_ev -5782.96185

PM7_Electronic_Energy_ev -43818.5122

PM7_Dipole_Debye 3.90251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.163

PM7_LUMO_Energy_ev -1.364

PM7_COSMO_Area_square_ang 410.37

PM7_COSMO_Volue_cubic_ang 480.09

PM7_Electron_Affinity_ev 1.364

PM7_Ionization_Energy_ev 9.163

PM7_Energy_Gap_ev 7.799

PM7_Global_Hardness_ev 3.8995

PM7_Global_Softness_ev 0.25644313373509425

PM7_Chemical_Potential_ev -5.2635

PM7_Electronigativity_ev 5.2635

PM7_Back_Donation_Energy_ev -0.974875

PM7_Electrophilicity_ev 3.552305712270804

OPENEYE_Name 2-[(3~{S},4~{R})-3-benzyl-4-hydroxy-chroman-7-yl]-4-(trifluoromethyl)benzoic acid

SMILES c1ccc(cc1)CC2COc3cc(ccc3C2O)c4cc(ccc4C(=O)O)C(F)(F)F

Canonical_SMILES O[C@@H]1[C@H](COc2c1ccc(c2)c1cc(ccc1C(=O)O)C(F)(F)F)Cc1ccccc1

InChI 1/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/f/h29H

InChI_3D 1S/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/t16-,22+/m0/s1

AuxInfo 1/1/N:1,2,3,7,8,4,9,6,5,23,11,10,20,16,12,22,17,14,15,13,18,21,19,24,29,30,31,28,25,27,26/E:(2,3)(4,5)(25,26,27)(29,30)/F:1,2,3,7,8,4,9,6,5,23,11,10,20,16,12,22,17,14,15,13,18,21,19,24,29,30,31,28,27,25,26/E:(2,3)(4,5)(25,26,27)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCCOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s2;d3;d5;;;s4d11;s10s12;s5d13;s6;d7s8;s9d10;s11d15;s14;;s15;s20s21;s16s22;s17;d19;s18s20;s19;s21;s24;s24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s22;s23;s23;s27;s28;/rC:8.166,.8127,0;7.8246,-.1273,0;7.5271,1.582,0;;-3.2531,1.8684,0;.868,-.4978,0;6.8343,-.2997,0;6.5368,1.4096,0;-3.2576,2.8736,0;-1.5226,2.8813,0;.868,1.5138,0;0,1.0057,0;-1.5182,1.8762,0;-2.3834,1.3748,0;1.736,-.0012,0;6.1854,.4679,0;-2.3924,3.3852,0;1.7374,1.0057,0;-2.379,.3748,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2002,.2965,0;-2.3968,4.3852,0;-1.5108,-.1213,0;2.6052,1.5109,0;-3.2428,-.129,0;3.7232,-1.8474,0;-3.3968,4.3807,0;-1.3968,4.3896,0;-2.4013,5.3852,0;8.6586,.8984,0;8.1457,-.5106,0;7.6998,2.0512,0;-.4327,-.2506,0;-3.6847,1.6159,0;.8677,-.9978,0;6.6636,-.7696,0;6.2174,1.7943,0;-3.6925,3.1204,0;-1.09,3.132,0;.8678,2.0138,0;3.6497,1.4728,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;5.2859,-.1961,0;5.1144,.7891,0;-3.2406,-.629,0;3.5507,-2.3167,0;

Duplicates DB13053

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.sdf

Formula	C₂₄H₁₉F₃O₄
MW	428.41
InChIKey	NZQDWKCNBOELAI-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.45
logP	5.3553
PSA	66.76
MR	108.446
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-259.25581
PM7_Total_Energy_ev	-5782.96185
PM7_Electronic_Energy_ev	-43818.5122
PM7_Dipole_Debye	3.90251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.163
PM7_LUMO_Energy_ev	-1.364
PM7_COSMO_Area_square_ang	410.37
PM7_COSMO_Volue_cubic_ang	480.09
PM7_Electron_Affinity_ev	1.364
PM7_Ionization_Energy_ev	9.163
PM7_Energy_Gap_ev	7.799
PM7_Global_Hardness_ev	3.8995
PM7_Global_Softness_ev	0.25644313373509425
PM7_Chemical_Potential_ev	-5.2635
PM7_Electronigativity_ev	5.2635
PM7_Back_Donation_Energy_ev	-0.974875
PM7_Electrophilicity_ev	3.552305712270804
OPENEYE_Name	2-[(3~{S},4~{R})-3-benzyl-4-hydroxy-chroman-7-yl]-4-(trifluoromethyl)benzoic acid
SMILES	c1ccc(cc1)CC2COc3cc(ccc3C2O)c4cc(ccc4C(=O)O)C(F)(F)F
Canonical_SMILES	O[C@@H]1[C@H](COc2c1ccc(c2)c1cc(ccc1C(=O)O)C(F)(F)F)Cc1ccccc1
InChI	1/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/f/h29H
InChI_3D	1S/C24H19F3O4/c25-24(26,27)17-7-9-18(23(29)30)20(12-17)15-6-8-19-21(11-15)31-13-16(22(19)28)10-14-4-2-1-3-5-14/h1-9,11-12,16,22,28H,10,13H2,(H,29,30)/t16-,22+/m0/s1
AuxInfo	1/1/N:1,2,3,7,8,4,9,6,5,23,11,10,20,16,12,22,17,14,15,13,18,21,19,24,29,30,31,28,25,27,26/E:(2,3)(4,5)(25,26,27)(29,30)/F:1,2,3,7,8,4,9,6,5,23,11,10,20,16,12,22,17,14,15,13,18,21,19,24,29,30,31,28,27,25,26/E:(2,3)(4,5)(25,26,27)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCCOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s2;d3;d5;;;s4d11;s10s12;s5d13;s6;d7s8;s9d10;s11d15;s14;;s15;s20s21;s16s22;s17;d19;s18s20;s19;s21;s24;s24;s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s22;s23;s23;s27;s28;/rC:8.166,.8127,0;7.8246,-.1273,0;7.5271,1.582,0;;-3.2531,1.8684,0;.868,-.4978,0;6.8343,-.2997,0;6.5368,1.4096,0;-3.2576,2.8736,0;-1.5226,2.8813,0;.868,1.5138,0;0,1.0057,0;-1.5182,1.8762,0;-2.3834,1.3748,0;1.736,-.0012,0;6.1854,.4679,0;-2.3924,3.3852,0;1.7374,1.0057,0;-2.379,.3748,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.2002,.2965,0;-2.3968,4.3852,0;-1.5108,-.1213,0;2.6052,1.5109,0;-3.2428,-.129,0;3.7232,-1.8474,0;-3.3968,4.3807,0;-1.3968,4.3896,0;-2.4013,5.3852,0;8.6586,.8984,0;8.1457,-.5106,0;7.6998,2.0512,0;-.4327,-.2506,0;-3.6847,1.6159,0;.8677,-.9978,0;6.6636,-.7696,0;6.2174,1.7943,0;-3.6925,3.1204,0;-1.09,3.132,0;.8678,2.0138,0;3.6497,1.4728,0;3.9696,.9156,0;2.2803,-.8855,0;3.6456,-.474,0;5.2859,-.1961,0;5.1144,.7891,0;-3.2406,-.629,0;3.5507,-2.3167,0;
Duplicates	DB13053
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13053.sdf