CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04741 (5069)

Formula C₂₅H₃₃N₃O₃S₂

MW 487.67

InChIKey XKTFQMCPGMTBMD-CKFYMFOVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 67

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 3

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.55

logP 6.5187

PSA 143.81

MR 138.846

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.00386

PM7_Total_Energy_ev -5312.12157

PM7_Electronic_Energy_ev -45702.27052

PM7_Dipole_Debye 1.32118

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.508

PM7_LUMO_Energy_ev -0.958

PM7_COSMO_Area_square_ang 538.51

PM7_COSMO_Volue_cubic_ang 607.36

PM7_Electron_Affinity_ev 0.958

PM7_Ionization_Energy_ev 8.508

PM7_Energy_Gap_ev 7.55

PM7_Global_Hardness_ev 3.775

PM7_Global_Softness_ev 0.26490066225165565

PM7_Chemical_Potential_ev -4.733

PM7_Electronigativity_ev 4.733

PM7_Back_Donation_Energy_ev -0.94375

PM7_Electrophilicity_ev 2.9670581456953644

OPENEYE_Name (2~{E},4~{R},5~{S},6~{E})-7-[2-[2-[(1~{S},2~{E},4~{E})-1,6-dimethylhepta-2,4-dienyl]thiazol-4-yl]thiazol-4-yl]-3,5-dimethoxy-4-methyl-hepta-2,6-dienamide

SMILES c1c(nc(s1)C(C=CC=CC(C)C)C)c2nc(cs2)C=CC(C(C(=CC(=O)N)OC)C)OC

Canonical_SMILES CO[C@H]([C@H](/C(=CC(=O)N)/OC)C)/C=C/c1csc(n1)c1csc(n1)[C@H](/C=C/C=C/C(C)C)C

InChI 1/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/f/h26H2

InChI_3D 1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13+/t17-,18+,21-/m0/s1

AuxInfo 1/1/N:17,18,16,19,21,20,9,8,13,12,7,11,10,2,1,23,22,25,4,3,24,14,15,6,5,28,27,26,29,31,30,32,33/E:(1,2)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;;s4;;s8;;w7;w8;w9;w10;s10;;;;;;;s6s12s16;s13s17s18;s11;s14s19s24;s3d6;s4d5;s15;d15;s14s20;s21s24;s2s5;s1s6;s1;s2;s7;s8;s9;s10;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s23;s24;s25;s28;s28;/rC:-.3065,.9519,0;-1.0934,-2.3472,0;;-1.9025,-1.7594,0;-.5889,-.8082,0;1.3131,.9519,0;-3.5675,-2.298,0;2.6158,-.2033,0;2.9236,-1.1547,0;-5.5811,-5.8207,0;-3.7767,-3.2759,0;3.2859,.539,0;2.2534,-1.897,0;-5.3719,-4.8428,0;-6.5326,-6.1285,0;2.6704,2.4419,0;1.6097,-3.1562,0;3.5127,-2.5407,0;-4.1127,-5.4866,0;-5.905,-3.1949,0;-5.3437,-1.6807,0;2.9782,1.4905,0;2.5612,-2.8484,0;-4.7282,-3.5836,0;-4.4205,-4.5351,0;1.0014,0,0;-1.5905,-.8079,0;-6.7418,-7.1063,0;-7.2749,-5.4584,0;-6.1142,-4.1727,0;-5.036,-2.6322,0;-.2807,-1.7642,0;.5007,1.5426,0;-.7821,1.1062,0;-1.0949,-2.8472,0;-3.9387,-1.9629,0;2.1269,-.0986,0;3.4125,-1.2593,0;-5.21,-6.1558,0;-3.4056,-3.6109,0;3.7749,.4344,0;1.7645,-1.7924,0;3.1461,2.5958,0;2.1947,2.2881,0;2.5165,2.9177,0;1.4559,-2.6805,0;1.7636,-3.6319,0;1.134,-3.3101,0;3.6665,-3.0164,0;3.3588,-2.065,0;3.9884,-2.3868,0;-4.5884,-5.6404,0;-3.637,-5.3327,0;-3.9588,-5.9623,0;-5.416,-3.2995,0;-6.3939,-3.0903,0;-5.8004,-2.7059,0;-5.8195,-1.8346,0;-4.868,-1.5268,0;-5.4976,-1.205,0;3.4539,1.6443,0;2.7151,-3.3242,0;-5.2039,-3.7375,0;-3.9447,-4.3812,0;-6.3707,-7.4414,0;-7.2175,-7.2602,0;

Duplicates DB04741

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.sdf

Formula	C₂₅H₃₃N₃O₃S₂
MW	487.67
InChIKey	XKTFQMCPGMTBMD-CKFYMFOVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	67
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	3
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.55
logP	6.5187
PSA	143.81
MR	138.846
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.00386
PM7_Total_Energy_ev	-5312.12157
PM7_Electronic_Energy_ev	-45702.27052
PM7_Dipole_Debye	1.32118
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.508
PM7_LUMO_Energy_ev	-0.958
PM7_COSMO_Area_square_ang	538.51
PM7_COSMO_Volue_cubic_ang	607.36
PM7_Electron_Affinity_ev	0.958
PM7_Ionization_Energy_ev	8.508
PM7_Energy_Gap_ev	7.55
PM7_Global_Hardness_ev	3.775
PM7_Global_Softness_ev	0.26490066225165565
PM7_Chemical_Potential_ev	-4.733
PM7_Electronigativity_ev	4.733
PM7_Back_Donation_Energy_ev	-0.94375
PM7_Electrophilicity_ev	2.9670581456953644
OPENEYE_Name	(2~{E},4~{R},5~{S},6~{E})-7-[2-[2-[(1~{S},2~{E},4~{E})-1,6-dimethylhepta-2,4-dienyl]thiazol-4-yl]thiazol-4-yl]-3,5-dimethoxy-4-methyl-hepta-2,6-dienamide
SMILES	c1c(nc(s1)C(C=CC=CC(C)C)C)c2nc(cs2)C=CC(C(C(=CC(=O)N)OC)C)OC
Canonical_SMILES	CO[C@H]([C@H](/C(=CC(=O)N)/OC)C)/C=C/c1csc(n1)c1csc(n1)[C@H](/C=C/C=C/C(C)C)C
InChI	1/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/f/h26H2
InChI_3D	1S/C25H33N3O3S2/c1-16(2)9-7-8-10-17(3)24-28-20(15-33-24)25-27-19(14-32-25)11-12-21(30-5)18(4)22(31-6)13-23(26)29/h7-18,21H,1-6H3,(H2,26,29)/b9-7+,10-8+,12-11+,22-13+/t17-,18+,21-/m0/s1
AuxInfo	1/1/N:17,18,16,19,21,20,9,8,13,12,7,11,10,2,1,23,22,25,4,3,24,14,15,6,5,28,27,26,29,31,30,32,33/E:(1,2)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s3;;s4;;s8;;w7;w8;w9;w10;s10;;;;;;;s6s12s16;s13s17s18;s11;s14s19s24;s3d6;s4d5;s15;d15;s14s20;s21s24;s2s5;s1s6;s1;s2;s7;s8;s9;s10;s11;s12;s13;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s23;s24;s25;s28;s28;/rC:-.3065,.9519,0;-1.0934,-2.3472,0;;-1.9025,-1.7594,0;-.5889,-.8082,0;1.3131,.9519,0;-3.5675,-2.298,0;2.6158,-.2033,0;2.9236,-1.1547,0;-5.5811,-5.8207,0;-3.7767,-3.2759,0;3.2859,.539,0;2.2534,-1.897,0;-5.3719,-4.8428,0;-6.5326,-6.1285,0;2.6704,2.4419,0;1.6097,-3.1562,0;3.5127,-2.5407,0;-4.1127,-5.4866,0;-5.905,-3.1949,0;-5.3437,-1.6807,0;2.9782,1.4905,0;2.5612,-2.8484,0;-4.7282,-3.5836,0;-4.4205,-4.5351,0;1.0014,0,0;-1.5905,-.8079,0;-6.7418,-7.1063,0;-7.2749,-5.4584,0;-6.1142,-4.1727,0;-5.036,-2.6322,0;-.2807,-1.7642,0;.5007,1.5426,0;-.7821,1.1062,0;-1.0949,-2.8472,0;-3.9387,-1.9629,0;2.1269,-.0986,0;3.4125,-1.2593,0;-5.21,-6.1558,0;-3.4056,-3.6109,0;3.7749,.4344,0;1.7645,-1.7924,0;3.1461,2.5958,0;2.1947,2.2881,0;2.5165,2.9177,0;1.4559,-2.6805,0;1.7636,-3.6319,0;1.134,-3.3101,0;3.6665,-3.0164,0;3.3588,-2.065,0;3.9884,-2.3868,0;-4.5884,-5.6404,0;-3.637,-5.3327,0;-3.9588,-5.9623,0;-5.416,-3.2995,0;-6.3939,-3.0903,0;-5.8004,-2.7059,0;-5.8195,-1.8346,0;-4.868,-1.5268,0;-5.4976,-1.205,0;3.4539,1.6443,0;2.7151,-3.3242,0;-5.2039,-3.7375,0;-3.9447,-4.3812,0;-6.3707,-7.4414,0;-7.2175,-7.2602,0;
Duplicates	DB04741
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04741.sdf