CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16111_s0_p0 (12837)

Formula C₂₆H₂₇F₃N₂O₃

MW 472.51

InChIKey CADWTPLFEZSAHM-UHBIVWOUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.89

logP 5.2825

PSA 69.64

MR 123.827

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -195.28649

PM7_Total_Energy_ev -6212.50258

PM7_Electronic_Energy_ev -53579.84111

PM7_Dipole_Debye 6.88041

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.241

PM7_LUMO_Energy_ev -0.884

PM7_COSMO_Area_square_ang 448.99

PM7_COSMO_Volue_cubic_ang 563.54

PM7_Electron_Affinity_ev 0.884

PM7_Ionization_Energy_ev 9.241

PM7_Energy_Gap_ev 8.357

PM7_Global_Hardness_ev 4.1785

PM7_Global_Softness_ev 0.23932033026205576

PM7_Chemical_Potential_ev -5.0625

PM7_Electronigativity_ev 5.0625

PM7_Back_Donation_Energy_ev -1.044625

PM7_Electrophilicity_ev 3.0667591540026327

OPENEYE_Name 4-[1-[[(6~{S},7~{S})-6-[[4-(trifluoromethyl)phenyl]methyl]-6-azaspiro[2.5]octane-7-carbonyl]amino]cyclopropyl]benzoic acid

SMILES c1cc(ccc1C(=O)O)C2(CC2)NC(=O)C3CC4(CC4)CCN3Cc5ccc(cc5)C(F)(F)F

Canonical_SMILES O=C([C@@H]1CC2(CCN1Cc1ccc(cc1)C(F)(F)F)CC2)NC1(CC1)c1ccc(cc1)C(=O)O

InChI 1/C26H27F3N2O3/c27-26(28,29)20-5-1-17(2-6-20)16-31-14-13-24(9-10-24)15-21(31)22(32)30-25(11-12-25)19-7-3-18(4-8-19)23(33)34/h1-8,21H,9-16H2,(H,30,32)(H,33,34)/f/h30,33H

InChI_3D 1S/C26H27F3N2O3/c27-26(28,29)20-5-1-17(2-6-20)16-31-14-13-24(9-10-24)15-21(31)22(32)30-25(11-12-25)19-7-3-18(4-8-19)23(33)34/h1-8,21H,9-16H2,(H,30,32)(H,33,34)/t21-/m0/s1

AuxInfo 1/1/N:5,6,1,2,7,8,3,4,17,18,15,16,19,21,20,25,11,9,10,12,22,14,13,24,23,26,32,33,34,28,27,30,29,31/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(27,28,29)(33,34)/F:5,6,1,2,7,8,3,4,17,18,15,16,19,21,20,25,11,9,10,12,22,14,13,24,23,26,32,33,34,28,27,30,31,29/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(27,28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;s9;;;s15;;s17;;;s19;s14s20;s10s15s16;s17s18s19s20;s11;s12;s21s22s25;s14s23;d13;d14;s13;s26;s26;s26;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s25;s25;s28;s31;/rC:-2.346,5.9774,0;-.8416,6.8418,0;-1.8452,5.1059,0;-.3408,5.9702,0;-3.2463,-.872,0;-3.2487,.8629,0;-4.2515,-.8735,0;-4.2539,.8615,0;-1.8416,6.841,0;-.8401,5.0978,0;-2.75,-.0039,0;-4.7604,-.0067,0;-2.3398,7.7081,0;-1.138,1.4724,0;.9742,3.9205,0;.7988,2.936,0;2.8796,.5079,0;2.8852,-.4982,0;1.5112,-.866,0;1.5112,.8716,0;.5056,-.866,0;.5056,.8716,0;.0318,3.5805,0;2.0112,0,0;-1.75,-.0025,0;-5.7604,-.0081,0;;-1.3103,2.4574,0;-3.3398,7.7101,0;-1.905,.8306,0;-1.838,8.573,0;-5.759,-1.0081,0;-5.7618,.9919,0;-6.7604,-.0095,0;-2.846,5.9792,0;-.5913,7.2747,0;-2.0974,4.6741,0;.1592,5.9707,0;-2.995,-1.3043,0;-2.9987,1.2959,0;-4.4996,-1.3076,0;-4.5032,1.2949,0;1.4742,3.9194,0;.8886,4.4131,0;.5484,2.5032,0;1.2684,2.7643,0;2.706,.9768,0;3.3715,.5975,0;3.3781,-.5823,0;2.7168,-.969,0;1.981,-1.037,0;1.4244,-1.3584,0;1.4248,1.3641,0;1.9814,1.0417,0;.5932,-1.3583,0;.0363,-1.0385,0;.5928,1.3639,0;-1.7507,.4975,0;-1.7493,-.5025,0;-1.78,2.6291,0;-2.0871,9.0066,0;

Duplicates DB16111_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.sdf

Formula	C₂₆H₂₇F₃N₂O₃
MW	472.51
InChIKey	CADWTPLFEZSAHM-UHBIVWOUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.89
logP	5.2825
PSA	69.64
MR	123.827
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-195.28649
PM7_Total_Energy_ev	-6212.50258
PM7_Electronic_Energy_ev	-53579.84111
PM7_Dipole_Debye	6.88041
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.241
PM7_LUMO_Energy_ev	-0.884
PM7_COSMO_Area_square_ang	448.99
PM7_COSMO_Volue_cubic_ang	563.54
PM7_Electron_Affinity_ev	0.884
PM7_Ionization_Energy_ev	9.241
PM7_Energy_Gap_ev	8.357
PM7_Global_Hardness_ev	4.1785
PM7_Global_Softness_ev	0.23932033026205576
PM7_Chemical_Potential_ev	-5.0625
PM7_Electronigativity_ev	5.0625
PM7_Back_Donation_Energy_ev	-1.044625
PM7_Electrophilicity_ev	3.0667591540026327
OPENEYE_Name	4-[1-[[(6~{S},7~{S})-6-[[4-(trifluoromethyl)phenyl]methyl]-6-azaspiro[2.5]octane-7-carbonyl]amino]cyclopropyl]benzoic acid
SMILES	c1cc(ccc1C(=O)O)C2(CC2)NC(=O)C3CC4(CC4)CCN3Cc5ccc(cc5)C(F)(F)F
Canonical_SMILES	O=C([C@@H]1CC2(CCN1Cc1ccc(cc1)C(F)(F)F)CC2)NC1(CC1)c1ccc(cc1)C(=O)O
InChI	1/C26H27F3N2O3/c27-26(28,29)20-5-1-17(2-6-20)16-31-14-13-24(9-10-24)15-21(31)22(32)30-25(11-12-25)19-7-3-18(4-8-19)23(33)34/h1-8,21H,9-16H2,(H,30,32)(H,33,34)/f/h30,33H
InChI_3D	1S/C26H27F3N2O3/c27-26(28,29)20-5-1-17(2-6-20)16-31-14-13-24(9-10-24)15-21(31)22(32)30-25(11-12-25)19-7-3-18(4-8-19)23(33)34/h1-8,21H,9-16H2,(H,30,32)(H,33,34)/t21-/m0/s1
AuxInfo	1/1/N:5,6,1,2,7,8,3,4,17,18,15,16,19,21,20,25,11,9,10,12,22,14,13,24,23,26,32,33,34,28,27,30,29,31/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(27,28,29)(33,34)/F:5,6,1,2,7,8,3,4,17,18,15,16,19,21,20,25,11,9,10,12,22,14,13,24,23,26,32,33,34,28,27,30,31,29/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(27,28,29)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s3d4;s5d6;s7d8;s9;;;s15;;s17;;;s19;s14s20;s10s15s16;s17s18s19s20;s11;s12;s21s22s25;s14s23;d13;d14;s13;s26;s26;s26;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s25;s25;s28;s31;/rC:-2.346,5.9774,0;-.8416,6.8418,0;-1.8452,5.1059,0;-.3408,5.9702,0;-3.2463,-.872,0;-3.2487,.8629,0;-4.2515,-.8735,0;-4.2539,.8615,0;-1.8416,6.841,0;-.8401,5.0978,0;-2.75,-.0039,0;-4.7604,-.0067,0;-2.3398,7.7081,0;-1.138,1.4724,0;.9742,3.9205,0;.7988,2.936,0;2.8796,.5079,0;2.8852,-.4982,0;1.5112,-.866,0;1.5112,.8716,0;.5056,-.866,0;.5056,.8716,0;.0318,3.5805,0;2.0112,0,0;-1.75,-.0025,0;-5.7604,-.0081,0;;-1.3103,2.4574,0;-3.3398,7.7101,0;-1.905,.8306,0;-1.838,8.573,0;-5.759,-1.0081,0;-5.7618,.9919,0;-6.7604,-.0095,0;-2.846,5.9792,0;-.5913,7.2747,0;-2.0974,4.6741,0;.1592,5.9707,0;-2.995,-1.3043,0;-2.9987,1.2959,0;-4.4996,-1.3076,0;-4.5032,1.2949,0;1.4742,3.9194,0;.8886,4.4131,0;.5484,2.5032,0;1.2684,2.7643,0;2.706,.9768,0;3.3715,.5975,0;3.3781,-.5823,0;2.7168,-.969,0;1.981,-1.037,0;1.4244,-1.3584,0;1.4248,1.3641,0;1.9814,1.0417,0;.5932,-1.3583,0;.0363,-1.0385,0;.5928,1.3639,0;-1.7507,.4975,0;-1.7493,-.5025,0;-1.78,2.6291,0;-2.0871,9.0066,0;
Duplicates	DB16111_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16111_s0_p0.sdf