CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16045 (12764)

Formula C₂₈H₂₇Cl₂N₃O₄

MW 540.45

InChIKey RPVDFHPBGBMWID-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 37

Number_Rings 6

Number_Bonds 69

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 1

XLogP3 0

XLogP 3.48

logP 6.9663

PSA 80.73

MR 147.97

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -35.13376

PM7_Total_Energy_ev -6073.99375

PM7_Electronic_Energy_ev -59249.33876

PM7_Dipole_Debye 5.74897

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.967

PM7_LUMO_Energy_ev -0.586

PM7_COSMO_Area_square_ang 467.93

PM7_COSMO_Volue_cubic_ang 620.87

PM7_Electron_Affinity_ev 0.586

PM7_Ionization_Energy_ev 7.967

PM7_Energy_Gap_ev 7.381

PM7_Global_Hardness_ev 3.6905

PM7_Global_Softness_ev 0.27096599376778213

PM7_Chemical_Potential_ev -4.2765

PM7_Electronigativity_ev 4.2765

PM7_Back_Donation_Energy_ev -0.922625

PM7_Electrophilicity_ev 2.4777743191979407

OPENEYE_Name 6-[4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]-1-piperidyl]-1-methyl-indole-3-carboxylic acid

SMILES c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COC4CCN(CC4)c5ccc6c(cn(c6c5)C)C(=O)O)Cl

Canonical_SMILES Clc1cccc(c1c1noc(c1COC1CCN(CC1)c1ccc2c(c1)n(C)cc2C(=O)O)C1CC1)Cl

InChI 1/C28H27Cl2N3O4/c1-32-14-20(28(34)35)19-8-7-17(13-24(19)32)33-11-9-18(10-12-33)36-15-21-26(31-37-27(21)16-5-6-16)25-22(29)3-2-4-23(25)30/h2-4,7-8,13-14,16,18H,5-6,9-12,15H2,1H3,(H,34,35)/f/h34H

InChI_3D 1S/C28H27Cl2N3O4/c1-32-14-20(28(34)35)19-8-7-17(13-24(19)32)33-11-9-18(10-12-33)36-15-21-26(31-37-27(21)16-5-6-16)25-22(29)3-2-4-23(25)30/h2-4,7-8,13-14,16,18H,5-6,9-12,15H2,1H3,(H,34,35)

AuxInfo 1/1/N:27,1,4,5,19,20,3,2,21,22,23,24,6,7,28,25,13,26,8,10,11,14,15,12,9,16,17,18,36,37,29,30,31,32,34,35,33/E:(3,4)(5,6)(9,10)(11,12)(22,23)(29,30)(34,35)/F:27,1,4,5,19,20,3,2,21,22,23,24,6,7,28,25,13,26,8,10,11,14,15,12,9,16,17,18,36,37,29,30,31,34,32,35,33/E:(3,4)(5,6)(9,10)(11,12)(22,23)(29,30)/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;s2;;d7s8;;s6d8;s3d6;s4d9;d5s9;s9s11;d11;s10;;s19;;;s21;s22;s17s19s20;s21s22;;s11;d16;s7s12s27;s13s23s24;d18;s17s29;s18;s26s28;s14;s15;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s27;s27;s28;s28;s34;/rC:-6.52,6.259,0;.868,-.4978,0;;-7.4442,5.877,0;-5.7248,5.6441,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;-6.786,4.2716,0;2.6938,-.3125,0;-6.3032,1.8448,0;1.736,1.0058,0;0,1.0058,0;-7.5812,4.8864,0;-5.8538,4.6473,0;-7.026,2.5381,0;-6.741,.9458,0;3.0028,-1.2636,0;-7.055,-.5558,0;-6.1266,-.9273,0;-1.7484,3.0084,0;-2.6115,1.5033,0;-.8764,2.5083,0;-1.7395,1.0032,0;-6.2682,.0646,0;-2.6115,2.5033,0;3.0028,2.268,0;-5.3188,2.0204,0;-7.9099,2.0671,0;2.6938,1.3169,0;-.8675,1.5032,0;2.3336,-2.0067,0;-7.7326,1.0783,0;3.9809,-1.4715,0;-4.3343,2.196,0;-8.5071,4.5085,0;-5.0626,4.0356,0;-6.4536,6.7546,0;.8677,-.9978,0;-.4327,-.2506,0;-7.8397,6.1829,0;-5.2627,5.8351,0;.868,2.0138,0;3.7858,.5023,0;-7.3184,-.9808,0;-7.4279,-.2227,0;-5.6268,-.9434,0;-6.2291,-1.4166,0;-2.0717,3.3898,0;-1.4285,3.3927,0;-2.7815,1.0331,0;-3.104,1.5896,0;-.7077,2.979,0;-.3834,2.4249,0;-1.4184,.6199,0;-2.0605,.6199,0;-5.7932,.2205,0;-2.7844,2.9725,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;-5.4066,2.5126,0;-5.231,1.5282,0;4.1354,-1.9471,0;

Duplicates DB16045

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.sdf

Formula	C₂₈H₂₇Cl₂N₃O₄
MW	540.45
InChIKey	RPVDFHPBGBMWID-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	37
Number_Rings	6
Number_Bonds	69
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	1
XLogP3	0
XLogP	3.48
logP	6.9663
PSA	80.73
MR	147.97
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-35.13376
PM7_Total_Energy_ev	-6073.99375
PM7_Electronic_Energy_ev	-59249.33876
PM7_Dipole_Debye	5.74897
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.967
PM7_LUMO_Energy_ev	-0.586
PM7_COSMO_Area_square_ang	467.93
PM7_COSMO_Volue_cubic_ang	620.87
PM7_Electron_Affinity_ev	0.586
PM7_Ionization_Energy_ev	7.967
PM7_Energy_Gap_ev	7.381
PM7_Global_Hardness_ev	3.6905
PM7_Global_Softness_ev	0.27096599376778213
PM7_Chemical_Potential_ev	-4.2765
PM7_Electronigativity_ev	4.2765
PM7_Back_Donation_Energy_ev	-0.922625
PM7_Electrophilicity_ev	2.4777743191979407
OPENEYE_Name	6-[4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]-1-piperidyl]-1-methyl-indole-3-carboxylic acid
SMILES	c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COC4CCN(CC4)c5ccc6c(cn(c6c5)C)C(=O)O)Cl
Canonical_SMILES	Clc1cccc(c1c1noc(c1COC1CCN(CC1)c1ccc2c(c1)n(C)cc2C(=O)O)C1CC1)Cl
InChI	1/C28H27Cl2N3O4/c1-32-14-20(28(34)35)19-8-7-17(13-24(19)32)33-11-9-18(10-12-33)36-15-21-26(31-37-27(21)16-5-6-16)25-22(29)3-2-4-23(25)30/h2-4,7-8,13-14,16,18H,5-6,9-12,15H2,1H3,(H,34,35)/f/h34H
InChI_3D	1S/C28H27Cl2N3O4/c1-32-14-20(28(34)35)19-8-7-17(13-24(19)32)33-11-9-18(10-12-33)36-15-21-26(31-37-27(21)16-5-6-16)25-22(29)3-2-4-23(25)30/h2-4,7-8,13-14,16,18H,5-6,9-12,15H2,1H3,(H,34,35)
AuxInfo	1/1/N:27,1,4,5,19,20,3,2,21,22,23,24,6,7,28,25,13,26,8,10,11,14,15,12,9,16,17,18,36,37,29,30,31,32,34,35,33/E:(3,4)(5,6)(9,10)(11,12)(22,23)(29,30)(34,35)/F:27,1,4,5,19,20,3,2,21,22,23,24,6,7,28,25,13,26,8,10,11,14,15,12,9,16,17,18,36,37,29,30,31,34,32,35,33/E:(3,4)(5,6)(9,10)(11,12)(22,23)(29,30)/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;s2;;d7s8;;s6d8;s3d6;s4d9;d5s9;s9s11;d11;s10;;s19;;;s21;s22;s17s19s20;s21s22;;s11;d16;s7s12s27;s13s23s24;d18;s17s29;s18;s26s28;s14;s15;s1;s2;s3;s4;s5;s6;s7;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s27;s27;s28;s28;s34;/rC:-6.52,6.259,0;.868,-.4978,0;;-7.4442,5.877,0;-5.7248,5.6441,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;-6.786,4.2716,0;2.6938,-.3125,0;-6.3032,1.8448,0;1.736,1.0058,0;0,1.0058,0;-7.5812,4.8864,0;-5.8538,4.6473,0;-7.026,2.5381,0;-6.741,.9458,0;3.0028,-1.2636,0;-7.055,-.5558,0;-6.1266,-.9273,0;-1.7484,3.0084,0;-2.6115,1.5033,0;-.8764,2.5083,0;-1.7395,1.0032,0;-6.2682,.0646,0;-2.6115,2.5033,0;3.0028,2.268,0;-5.3188,2.0204,0;-7.9099,2.0671,0;2.6938,1.3169,0;-.8675,1.5032,0;2.3336,-2.0067,0;-7.7326,1.0783,0;3.9809,-1.4715,0;-4.3343,2.196,0;-8.5071,4.5085,0;-5.0626,4.0356,0;-6.4536,6.7546,0;.8677,-.9978,0;-.4327,-.2506,0;-7.8397,6.1829,0;-5.2627,5.8351,0;.868,2.0138,0;3.7858,.5023,0;-7.3184,-.9808,0;-7.4279,-.2227,0;-5.6268,-.9434,0;-6.2291,-1.4166,0;-2.0717,3.3898,0;-1.4285,3.3927,0;-2.7815,1.0331,0;-3.104,1.5896,0;-.7077,2.979,0;-.3834,2.4249,0;-1.4184,.6199,0;-2.0605,.6199,0;-5.7932,.2205,0;-2.7844,2.9725,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;-5.4066,2.5126,0;-5.231,1.5282,0;4.1354,-1.9471,0;
Duplicates	DB16045
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16045.sdf