CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14034_s0 (11774)

Formula C₂₃H₂₀N₂O₄S

MW 420.48

InChIKey QQKNSPHAFATFNQ-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.7

logP 4.6884

PSA 114.57

MR 118.763

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -87.17793

PM7_Total_Energy_ev -4825.11651

PM7_Electronic_Energy_ev -42216.95075

PM7_Dipole_Debye 1.54939

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.103

PM7_LUMO_Energy_ev -1.222

PM7_COSMO_Area_square_ang 366.1

PM7_COSMO_Volue_cubic_ang 498.33

PM7_Electron_Affinity_ev 1.222

PM7_Ionization_Energy_ev 9.103

PM7_Energy_Gap_ev 7.881

PM7_Global_Hardness_ev 3.9405

PM7_Global_Softness_ev 0.2537749016622256

PM7_Chemical_Potential_ev -5.1625

PM7_Electronigativity_ev 5.1625

PM7_Back_Donation_Energy_ev -0.985125

PM7_Electrophilicity_ev 3.3817290001268874

OPENEYE_Name (5~{S})-5-[[4-[3-(5-methyl-2-phenyl-oxazol-4-yl)propanoyl]phenyl]methyl]thiazolidine-2,4-dione

SMILES c1ccc(cc1)c2nc(c(o2)C)CCC(=O)c3ccc(cc3)CC4C(=O)NC(=O)S4

Canonical_SMILES O=C1NC(=O)[C@@H](S1)Cc1ccc(cc1)C(=O)CCc1nc(oc1C)c1ccccc1

InChI 1/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)/f/h25H

InChI_3D 1S/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)/t20-/m0/s1

AuxInfo 1/1/N:20,1,2,3,4,5,8,9,6,7,22,23,21,14,12,11,10,13,18,19,16,15,17,24,25,28,26,27,29,30/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;d13;s10;;;s11;s16;s14;s12s19;s13;s18s22;s13d15;s16s17;d16;d17;d18;s14s15;s17s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s25;/rC:4.1774,1.8784,0;3.971,.8999,0;3.4371,2.5507,0;3.0146,.5905,0;2.4806,2.2413,0;-3.3475,-3.1288,0;-3.1638,-1.4036,0;-4.347,-3.0224,0;-4.1634,-1.2972,0;2.2646,1.2597,0;-2.761,-2.3189,0;-4.7601,-2.1061,0;;-.3065,.9519,0;1.3131,.9519,0;-7.2834,-.8375,0;-8.8967,-1.0042,0;-1.7666,-2.4247,0;-7.4946,-1.815,0;-1.2577,1.2606,0;-5.7544,-2.0002,0;-.5889,-.8082,0;-1.1777,-1.6165,0;1.0014,0,0;-8.1503,-.3362,0;-6.3691,-.4326,0;-9.8744,-.7943,0;-1.3611,-3.3388,0;.5007,1.5426,0;-8.4891,-1.9222,0;4.6531,2.0322,0;4.3426,.5653,0;3.5424,3.0394,0;2.9114,.1013,0;2.1105,2.5775,0;-3.1441,-3.5856,0;-2.8688,-.9999,0;-4.6403,-3.4274,0;-4.3648,-.8395,0;-7.4943,-2.315,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-5.8074,-2.4974,0;-5.7015,-1.503,0;-.1847,-1.1027,0;-.993,-.5138,0;-1.5818,-1.322,0;-.7736,-1.9109,0;-8.2017,.1612,0;

Duplicates DB14034_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.sdf

Formula	C₂₃H₂₀N₂O₄S
MW	420.48
InChIKey	QQKNSPHAFATFNQ-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.7
logP	4.6884
PSA	114.57
MR	118.763
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-87.17793
PM7_Total_Energy_ev	-4825.11651
PM7_Electronic_Energy_ev	-42216.95075
PM7_Dipole_Debye	1.54939
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.103
PM7_LUMO_Energy_ev	-1.222
PM7_COSMO_Area_square_ang	366.1
PM7_COSMO_Volue_cubic_ang	498.33
PM7_Electron_Affinity_ev	1.222
PM7_Ionization_Energy_ev	9.103
PM7_Energy_Gap_ev	7.881
PM7_Global_Hardness_ev	3.9405
PM7_Global_Softness_ev	0.2537749016622256
PM7_Chemical_Potential_ev	-5.1625
PM7_Electronigativity_ev	5.1625
PM7_Back_Donation_Energy_ev	-0.985125
PM7_Electrophilicity_ev	3.3817290001268874
OPENEYE_Name	(5~{S})-5-[[4-[3-(5-methyl-2-phenyl-oxazol-4-yl)propanoyl]phenyl]methyl]thiazolidine-2,4-dione
SMILES	c1ccc(cc1)c2nc(c(o2)C)CCC(=O)c3ccc(cc3)CC4C(=O)NC(=O)S4
Canonical_SMILES	O=C1NC(=O)[C@@H](S1)Cc1ccc(cc1)C(=O)CCc1nc(oc1C)c1ccccc1
InChI	1/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)/f/h25H
InChI_3D	1S/C23H20N2O4S/c1-14-18(24-22(29-14)17-5-3-2-4-6-17)11-12-19(26)16-9-7-15(8-10-16)13-20-21(27)25-23(28)30-20/h2-10,20H,11-13H2,1H3,(H,25,27,28)/t20-/m0/s1
AuxInfo	1/1/N:20,1,2,3,4,5,8,9,6,7,22,23,21,14,12,11,10,13,18,19,16,15,17,24,25,28,26,27,29,30/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;d13;s10;;;s11;s16;s14;s12s19;s13;s18s22;s13d15;s16s17;d16;d17;d18;s14s15;s17s19;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s25;/rC:4.1774,1.8784,0;3.971,.8999,0;3.4371,2.5507,0;3.0146,.5905,0;2.4806,2.2413,0;-3.3475,-3.1288,0;-3.1638,-1.4036,0;-4.347,-3.0224,0;-4.1634,-1.2972,0;2.2646,1.2597,0;-2.761,-2.3189,0;-4.7601,-2.1061,0;;-.3065,.9519,0;1.3131,.9519,0;-7.2834,-.8375,0;-8.8967,-1.0042,0;-1.7666,-2.4247,0;-7.4946,-1.815,0;-1.2577,1.2606,0;-5.7544,-2.0002,0;-.5889,-.8082,0;-1.1777,-1.6165,0;1.0014,0,0;-8.1503,-.3362,0;-6.3691,-.4326,0;-9.8744,-.7943,0;-1.3611,-3.3388,0;.5007,1.5426,0;-8.4891,-1.9222,0;4.6531,2.0322,0;4.3426,.5653,0;3.5424,3.0394,0;2.9114,.1013,0;2.1105,2.5775,0;-3.1441,-3.5856,0;-2.8688,-.9999,0;-4.6403,-3.4274,0;-4.3648,-.8395,0;-7.4943,-2.315,0;-1.412,.785,0;-1.1034,1.7361,0;-1.7333,1.4149,0;-5.8074,-2.4974,0;-5.7015,-1.503,0;-.1847,-1.1027,0;-.993,-.5138,0;-1.5818,-1.322,0;-.7736,-1.9109,0;-8.2017,.1612,0;
Duplicates	DB14034_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14034_s0.sdf