CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15023 (12181)

Formula C₂₈H₂₆FN₅O₃S

MW 531.61

InChIKey DZBKAUMYTFPJIS-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 68

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 4.98

logP 5.8066

PSA 125.55

MR 143.324

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -19.15255

PM7_Total_Energy_ev -6247.38327

PM7_Electronic_Energy_ev -57156.76195

PM7_Dipole_Debye 10.52403

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.267

PM7_LUMO_Energy_ev -1.887

PM7_COSMO_Area_square_ang 500.88

PM7_COSMO_Volue_cubic_ang 608.8

PM7_Electron_Affinity_ev 1.887

PM7_Ionization_Energy_ev 9.267

PM7_Energy_Gap_ev 7.38

PM7_Global_Hardness_ev 3.69

PM7_Global_Softness_ev 0.27100271002710025

PM7_Chemical_Potential_ev -5.577

PM7_Electronigativity_ev 5.577

PM7_Back_Donation_Energy_ev -0.9225

PM7_Electrophilicity_ev 4.214489024390244

OPENEYE_Name 4-[(5~{S})-5-[1,1-dimethyl-2-oxo-2-(1,3,4-thiadiazol-2-ylamino)ethyl]-5~{H}-chromeno[2,3-b]pyridin-2-yl]-~{N}-ethyl-2-fluoro-~{N}-methyl-benzamide

SMILES c1ccc2c(c1)C(c3ccc(nc3O2)c4ccc(c(c4)F)C(=O)N(C)CC)C(C(=O)Nc5nncs5)(C)C

Canonical_SMILES CCN(C(=O)c1ccc(cc1F)c1ccc2c(n1)Oc1c([C@@H]2C(C(=O)Nc2nncs2)(C)C)cccc1)C

InChI 1/C28H26FN5O3S/c1-5-34(4)25(35)17-11-10-16(14-20(17)29)21-13-12-19-23(18-8-6-7-9-22(18)37-24(19)31-21)28(2,3)26(36)32-27-33-30-15-38-27/h6-15,23H,5H2,1-4H3,(H,32,33,36)/f/h32H

InChI_3D 1S/C28H26FN5O3S/c1-5-34(4)25(35)17-11-10-16(14-20(17)29)21-13-12-19-23(18-8-6-7-9-22(18)37-24(19)31-21)28(2,3)26(36)32-27-33-30-15-38-27/h6-15,23H,5H2,1-4H3,(H,32,33,36)/t23-/m0/s1

AuxInfo 1/1/N:23,24,25,26,27,1,2,5,7,3,4,6,8,9,10,11,12,13,14,16,17,15,22,18,20,21,19,28,37,29,30,32,31,33,34,35,36,38/E:(2,3)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;d6;;;s3d9;s4;d5;s6;d7s13;s9d12;s8s11;d14;;s12;;s13s14;;;;;s23;s21s22s24s25;d10;d17s18;d19s29;s19s21;s20s26s27;d20;d21;s15s18;s16;s10s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;.0004,-1.0081,0;-6.9482,-1.0124,0;-7.8157,-1.5099,0;-.8739,.5066,0;-4.3475,.5051,0;-.8732,-1.5096,0;-5.2154,-.0028,0;-6.0806,-2.515,0;-5.3103,5.8076,0;-6.0807,-1.5098,0;-7.8156,-2.5151,0;-1.7419,-.0006,0;-3.4796,-.0028,0;-1.7416,-1.0087,0;-6.9481,-3.0228,0;-5.2154,-1.0085,0;-3.4783,-1.0085,0;-4.6972,4.3083,0;-9.3337,-3.3857,0;-4.3899,2.6038,0;-2.6142,.5039,0;-11.9332,-3.8782,0;-2.9806,2.4859,0;-4.5078,1.1945,0;-10.1954,-1.8832,0;-11.0657,-3.3807,0;-3.7442,1.8402,0;-6.0732,5.1587,0;-4.3475,-1.5061,0;-5.6942,4.2318,0;-4.0515,3.5448,0;-10.1983,-2.8832,0;-9.3366,-4.3857,0;-5.374,2.4264,0;-2.6116,-1.5074,0;-6.948,-4.0228,0;-4.4559,5.2792,0;.4332,.2497,0;.4332,-1.2585,0;-6.9482,-.5124,0;-8.2483,-1.2593,0;-.8748,1.0066,0;-4.3475,1.0051,0;-.8737,-2.0096,0;-5.6491,.2459,0;-5.6469,-2.7637,0;-5.348,6.3062,0;-2.2934,.8874,0;-11.6845,-4.3119,0;-12.1819,-3.4445,0;-12.3669,-4.1269,0;-3.3034,2.8677,0;-2.6577,2.1041,0;-2.5988,2.8087,0;-4.1849,.8127,0;-4.8306,1.5763,0;-4.8896,.8716,0;-9.6954,-1.8847,0;-10.6954,-1.8818,0;-10.1939,-1.3832,0;-10.817,-3.8144,0;-11.3145,-2.947,0;-3.5594,3.6335,0;

Duplicates DB15023

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.sdf

Formula	C₂₈H₂₆FN₅O₃S
MW	531.61
InChIKey	DZBKAUMYTFPJIS-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	68
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	4.98
logP	5.8066
PSA	125.55
MR	143.324
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-19.15255
PM7_Total_Energy_ev	-6247.38327
PM7_Electronic_Energy_ev	-57156.76195
PM7_Dipole_Debye	10.52403
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.267
PM7_LUMO_Energy_ev	-1.887
PM7_COSMO_Area_square_ang	500.88
PM7_COSMO_Volue_cubic_ang	608.8
PM7_Electron_Affinity_ev	1.887
PM7_Ionization_Energy_ev	9.267
PM7_Energy_Gap_ev	7.38
PM7_Global_Hardness_ev	3.69
PM7_Global_Softness_ev	0.27100271002710025
PM7_Chemical_Potential_ev	-5.577
PM7_Electronigativity_ev	5.577
PM7_Back_Donation_Energy_ev	-0.9225
PM7_Electrophilicity_ev	4.214489024390244
OPENEYE_Name	4-[(5~{S})-5-[1,1-dimethyl-2-oxo-2-(1,3,4-thiadiazol-2-ylamino)ethyl]-5~{H}-chromeno[2,3-b]pyridin-2-yl]-~{N}-ethyl-2-fluoro-~{N}-methyl-benzamide
SMILES	c1ccc2c(c1)C(c3ccc(nc3O2)c4ccc(c(c4)F)C(=O)N(C)CC)C(C(=O)Nc5nncs5)(C)C
Canonical_SMILES	CCN(C(=O)c1ccc(cc1F)c1ccc2c(n1)Oc1c([C@@H]2C(C(=O)Nc2nncs2)(C)C)cccc1)C
InChI	1/C28H26FN5O3S/c1-5-34(4)25(35)17-11-10-16(14-20(17)29)21-13-12-19-23(18-8-6-7-9-22(18)37-24(19)31-21)28(2,3)26(36)32-27-33-30-15-38-27/h6-15,23H,5H2,1-4H3,(H,32,33,36)/f/h32H
InChI_3D	1S/C28H26FN5O3S/c1-5-34(4)25(35)17-11-10-16(14-20(17)29)21-13-12-19-23(18-8-6-7-9-22(18)37-24(19)31-21)28(2,3)26(36)32-27-33-30-15-38-27/h6-15,23H,5H2,1-4H3,(H,32,33,36)/t23-/m0/s1
AuxInfo	1/1/N:23,24,25,26,27,1,2,5,7,3,4,6,8,9,10,11,12,13,14,16,17,15,22,18,20,21,19,28,37,29,30,32,31,33,34,35,36,38/E:(2,3)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s2;d6;;;s3d9;s4;d5;s6;d7s13;s9d12;s8s11;d14;;s12;;s13s14;;;;;s23;s21s22s24s25;d10;d17s18;d19s29;s19s21;s20s26s27;d20;d21;s15s18;s16;s10s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;.0004,-1.0081,0;-6.9482,-1.0124,0;-7.8157,-1.5099,0;-.8739,.5066,0;-4.3475,.5051,0;-.8732,-1.5096,0;-5.2154,-.0028,0;-6.0806,-2.515,0;-5.3103,5.8076,0;-6.0807,-1.5098,0;-7.8156,-2.5151,0;-1.7419,-.0006,0;-3.4796,-.0028,0;-1.7416,-1.0087,0;-6.9481,-3.0228,0;-5.2154,-1.0085,0;-3.4783,-1.0085,0;-4.6972,4.3083,0;-9.3337,-3.3857,0;-4.3899,2.6038,0;-2.6142,.5039,0;-11.9332,-3.8782,0;-2.9806,2.4859,0;-4.5078,1.1945,0;-10.1954,-1.8832,0;-11.0657,-3.3807,0;-3.7442,1.8402,0;-6.0732,5.1587,0;-4.3475,-1.5061,0;-5.6942,4.2318,0;-4.0515,3.5448,0;-10.1983,-2.8832,0;-9.3366,-4.3857,0;-5.374,2.4264,0;-2.6116,-1.5074,0;-6.948,-4.0228,0;-4.4559,5.2792,0;.4332,.2497,0;.4332,-1.2585,0;-6.9482,-.5124,0;-8.2483,-1.2593,0;-.8748,1.0066,0;-4.3475,1.0051,0;-.8737,-2.0096,0;-5.6491,.2459,0;-5.6469,-2.7637,0;-5.348,6.3062,0;-2.2934,.8874,0;-11.6845,-4.3119,0;-12.1819,-3.4445,0;-12.3669,-4.1269,0;-3.3034,2.8677,0;-2.6577,2.1041,0;-2.5988,2.8087,0;-4.1849,.8127,0;-4.8306,1.5763,0;-4.8896,.8716,0;-9.6954,-1.8847,0;-10.6954,-1.8818,0;-10.1939,-1.3832,0;-10.817,-3.8144,0;-11.3145,-2.947,0;-3.5594,3.6335,0;
Duplicates	DB15023
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15023.sdf