CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14766 (12012)

Formula C₂₆H₂₆F₃NO₃

MW 457.5

InChIKey MVGWUTBTXDYMND-VJSLDGLSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 33

Number_Rings 5

Number_Bonds 63

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 4

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 1

XLogP3 0

XLogP 5.49

logP 6.9278

PSA 62.32

MR 120.371

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -225.11185

PM7_Total_Energy_ev -6014.05828

PM7_Electronic_Energy_ev -47268.20836

PM7_Dipole_Debye 2.37563

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.358

PM7_LUMO_Energy_ev -0.608

PM7_COSMO_Area_square_ang 458.64

PM7_COSMO_Volue_cubic_ang 524.27

PM7_Electron_Affinity_ev 0.608

PM7_Ionization_Energy_ev 8.358

PM7_Energy_Gap_ev 7.75

PM7_Global_Hardness_ev 3.875

PM7_Global_Softness_ev 0.25806451612903225

PM7_Chemical_Potential_ev -4.483

PM7_Electronigativity_ev 4.483

PM7_Back_Donation_Energy_ev -0.96875

PM7_Electrophilicity_ev 2.5931985806451614

OPENEYE_Name 2-[(3~{R})-7-[[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy]-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid

SMILES c1cc(cc(c1C2CCCC2)C(F)(F)F)COc3ccc4c(c3)c5c([nH]4)C(CC5)CC(=O)O

Canonical_SMILES OC(=O)C[C@H]1CCc2c1[nH]c1c2cc(cc1)OCc1ccc(c(c1)C(F)(F)F)C1CCCC1

InChI 1/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/f/h31H

InChI_3D 1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/t17-/m1/s1

AuxInfo 1/1/N:18,19,20,21,2,17,4,1,16,3,6,25,5,24,10,22,23,13,8,9,7,11,12,15,14,26,31,32,33,27,28,29,30/E:(1,2)(3,4)(27,28,29)(31,32)/F:18,19,20,21,2,17,4,1,16,3,6,25,5,24,10,22,23,13,8,9,7,11,12,15,14,26,31,32,33,27,29,28,30/E:(1,2)(3,4)(27,28,29)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s5;s1;s7;s2d6;s6d8;s3d7;s4d5;d9;;s9;s16;;s18;s18;s19;s8s20s21;s14s17;s10;s15s23;s11;s12s14;d15;s15;s13s24;s26;s26;s26;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s25;s25;s27;s29;/rC:-3.4636,-.9892,0;-2.5984,-.4877,0;.8635,-.5043,0;;.8736,1.5067,0;-3.4642,1.016,0;1.7426,.9967,0;-4.3335,-.4855,0;2.6984,1.3061,0;-2.5943,.5123,0;-4.3382,.5196,0;1.7415,-.0079,0;.0051,1.0055,0;3.2908,.4981,0;4.8256,-1.8756,0;3.2838,2.1191,0;4.2379,1.8138,0;-5.8443,-2.9808,0;-6.798,-2.6746,0;-5.2566,-2.17,0;-6.7995,-1.6701,0;-5.8475,-1.3632,0;4.2422,.8118,0;-1.7269,1.0101,0;4.6134,-.8984,0;-5.2037,1.0206,0;2.6967,-.3194,0;4.0853,-2.5479,0;5.778,-2.1805,0;-.8596,1.5078,0;-5.7047,.1552,0;-4.7026,1.886,0;-6.0691,1.5216,0;-3.4634,-1.4892,0;-2.1657,-.7382,0;.86,-1.0043,0;-.4343,-.2478,0;.8754,2.0067,0;-3.4622,1.516,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;-6.0465,-3.4382,0;-5.4108,-3.23,0;-7.2953,-2.6234,0;-6.9006,-3.164,0;-4.8844,-2.5038,0;-4.886,-1.8344,0;-6.9029,-1.181,0;-7.2967,-1.7225,0;-6.0507,-.9064,0;4.7392,.8662,0;-1.9758,1.4437,0;-1.4781,.5764,0;4.1248,-1.0044,0;5.1021,-.7923,0;2.8509,-.795,0;5.884,-2.6691,0;

Duplicates DB14766

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.sdf

Formula	C₂₆H₂₆F₃NO₃
MW	457.5
InChIKey	MVGWUTBTXDYMND-VJSLDGLSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	33
Number_Rings	5
Number_Bonds	63
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	4
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	1
XLogP3	0
XLogP	5.49
logP	6.9278
PSA	62.32
MR	120.371
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-225.11185
PM7_Total_Energy_ev	-6014.05828
PM7_Electronic_Energy_ev	-47268.20836
PM7_Dipole_Debye	2.37563
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.358
PM7_LUMO_Energy_ev	-0.608
PM7_COSMO_Area_square_ang	458.64
PM7_COSMO_Volue_cubic_ang	524.27
PM7_Electron_Affinity_ev	0.608
PM7_Ionization_Energy_ev	8.358
PM7_Energy_Gap_ev	7.75
PM7_Global_Hardness_ev	3.875
PM7_Global_Softness_ev	0.25806451612903225
PM7_Chemical_Potential_ev	-4.483
PM7_Electronigativity_ev	4.483
PM7_Back_Donation_Energy_ev	-0.96875
PM7_Electrophilicity_ev	2.5931985806451614
OPENEYE_Name	2-[(3~{R})-7-[[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy]-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl]acetic acid
SMILES	c1cc(cc(c1C2CCCC2)C(F)(F)F)COc3ccc4c(c3)c5c([nH]4)C(CC5)CC(=O)O
Canonical_SMILES	OC(=O)C[C@H]1CCc2c1[nH]c1c2cc(cc1)OCc1ccc(c(c1)C(F)(F)F)C1CCCC1
InChI	1/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/f/h31H
InChI_3D	1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)/t17-/m1/s1
AuxInfo	1/1/N:18,19,20,21,2,17,4,1,16,3,6,25,5,24,10,22,23,13,8,9,7,11,12,15,14,26,31,32,33,27,28,29,30/E:(1,2)(3,4)(27,28,29)(31,32)/F:18,19,20,21,2,17,4,1,16,3,6,25,5,24,10,22,23,13,8,9,7,11,12,15,14,26,31,32,33,27,29,28,30/E:(1,2)(3,4)(27,28,29)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s5;s1;s7;s2d6;s6d8;s3d7;s4d5;d9;;s9;s16;;s18;s18;s19;s8s20s21;s14s17;s10;s15s23;s11;s12s14;d15;s15;s13s24;s26;s26;s26;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s25;s25;s27;s29;/rC:-3.4636,-.9892,0;-2.5984,-.4877,0;.8635,-.5043,0;;.8736,1.5067,0;-3.4642,1.016,0;1.7426,.9967,0;-4.3335,-.4855,0;2.6984,1.3061,0;-2.5943,.5123,0;-4.3382,.5196,0;1.7415,-.0079,0;.0051,1.0055,0;3.2908,.4981,0;4.8256,-1.8756,0;3.2838,2.1191,0;4.2379,1.8138,0;-5.8443,-2.9808,0;-6.798,-2.6746,0;-5.2566,-2.17,0;-6.7995,-1.6701,0;-5.8475,-1.3632,0;4.2422,.8118,0;-1.7269,1.0101,0;4.6134,-.8984,0;-5.2037,1.0206,0;2.6967,-.3194,0;4.0853,-2.5479,0;5.778,-2.1805,0;-.8596,1.5078,0;-5.7047,.1552,0;-4.7026,1.886,0;-6.0691,1.5216,0;-3.4634,-1.4892,0;-2.1657,-.7382,0;.86,-1.0043,0;-.4343,-.2478,0;.8754,2.0067,0;-3.4622,1.516,0;2.8497,2.3672,0;3.4852,2.5768,0;4.3397,2.3033,0;4.7354,1.7637,0;-6.0465,-3.4382,0;-5.4108,-3.23,0;-7.2953,-2.6234,0;-6.9006,-3.164,0;-4.8844,-2.5038,0;-4.886,-1.8344,0;-6.9029,-1.181,0;-7.2967,-1.7225,0;-6.0507,-.9064,0;4.7392,.8662,0;-1.9758,1.4437,0;-1.4781,.5764,0;4.1248,-1.0044,0;5.1021,-.7923,0;2.8509,-.795,0;5.884,-2.6691,0;
Duplicates	DB14766
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14766.sdf