CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08623 (8239)

Formula C₁₄H₁₄N₂O₅S₂

MW 354.4

InChIKey VBBNCGUNWSPHOY-SQDGHYOPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 37

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 38

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -2.78

logP 0.8412

PSA 169.6

MR 91.1073

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -142.80087

PM7_Total_Energy_ev -4110.52183

PM7_Electronic_Energy_ev -30292.4687

PM7_Dipole_Debye 2.70199

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.035

PM7_LUMO_Energy_ev -0.679

PM7_COSMO_Area_square_ang 311.61

PM7_COSMO_Volue_cubic_ang 397.03

PM7_Electron_Affinity_ev 0.679

PM7_Ionization_Energy_ev 9.035

PM7_Energy_Gap_ev 8.356

PM7_Global_Hardness_ev 4.178

PM7_Global_Softness_ev 0.23934897079942558

PM7_Chemical_Potential_ev -4.857

PM7_Electronigativity_ev 4.857

PM7_Back_Donation_Energy_ev -1.0445

PM7_Electrophilicity_ev 2.823174844423169

OPENEYE_Name (4~{S})-2-[(~{R})-carboxy-[[2-(2-thienyl)acetyl]amino]methyl]-5-methylene-4~{H}-1,3-thiazine-4-carboxylic acid

SMILES c1cc(sc1)CC(=O)NC(C2=NC(C(=C)CS2)C(=O)O)C(=O)O

Canonical_SMILES O=C(N[C@@H](C1=N[C@@H](C(=C)CS1)C(=O)O)C(=O)O)Cc1cccs1

InChI 1/C14H14N2O5S2/c1-7-6-23-12(16-10(7)13(18)19)11(14(20)21)15-9(17)5-8-3-2-4-22-8/h2-4,10-11H,1,5-6H2,(H,15,17)(H,18,19)(H,20,21)/f/h15,18,20H

InChI_3D 1S/C14H14N2O5S2/c1-7-6-23-12(16-10(7)13(18)19)11(14(20)21)15-9(17)5-8-3-2-4-22-8/h2-4,10-11H,1,5-6H2,(H,15,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1

AuxInfo 1/1/N:7,1,2,3,13,11,5,4,9,12,14,6,8,10,16,15,18,17,20,19,21,22,23/E:(18,19)(20,21)/F:7,1,2,3,13,11,5,4,9,12,14,6,8,10,16,15,18,20,17,21,19,22,23/rA:37cCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;;;;s5;s5s8;s4s9;s6s10;d6s12;s9s14;d8;d9;d10;s8;s10;s3s4;s6s11;s1;s2;s3;s7;s7;s11;s11;s12;s13;s13;s14;s16;s20;s21;/rC:6.9478,-1.8183,0;6.7411,-.8384,0;6.0798,-2.3146,0;5.7454,-.7297,0;;1.735,1.0052,0;-.8653,-.5013,0;1.5095,-1.2642,0;4.7506,1.0053,0;2.7557,2.7432,0;0,1.0052,0;.8675,-.4975,0;5.248,.1378,0;3.2531,1.8757,0;1.735,0,0;3.7506,1.0082,0;1.1666,-2.2035,0;5.2531,1.8698,0;3.2582,3.6078,0;2.4945,-1.0915,0;1.7557,2.7462,0;5.3351,-1.6467,0;.8675,1.5129,0;7.404,-2.023,0;7.0767,-.4677,0;6.0269,-2.8118,0;-.8646,-1.0013,0;-1.2987,-.2519,0;-.4922,.9174,0;-.1729,1.4744,0;.5465,-.8808,0;4.8143,-.1109,0;5.6817,.3865,0;3.6869,2.1244,0;3.4993,.576,0;2.8155,-1.4748,0;1.507,3.1799,0;

Duplicates DB08623

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.sdf

Formula	C₁₄H₁₄N₂O₅S₂
MW	354.4
InChIKey	VBBNCGUNWSPHOY-SQDGHYOPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	37
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	38
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-2.78
logP	0.8412
PSA	169.6
MR	91.1073
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-142.80087
PM7_Total_Energy_ev	-4110.52183
PM7_Electronic_Energy_ev	-30292.4687
PM7_Dipole_Debye	2.70199
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.035
PM7_LUMO_Energy_ev	-0.679
PM7_COSMO_Area_square_ang	311.61
PM7_COSMO_Volue_cubic_ang	397.03
PM7_Electron_Affinity_ev	0.679
PM7_Ionization_Energy_ev	9.035
PM7_Energy_Gap_ev	8.356
PM7_Global_Hardness_ev	4.178
PM7_Global_Softness_ev	0.23934897079942558
PM7_Chemical_Potential_ev	-4.857
PM7_Electronigativity_ev	4.857
PM7_Back_Donation_Energy_ev	-1.0445
PM7_Electrophilicity_ev	2.823174844423169
OPENEYE_Name	(4~{S})-2-[(~{R})-carboxy-[[2-(2-thienyl)acetyl]amino]methyl]-5-methylene-4~{H}-1,3-thiazine-4-carboxylic acid
SMILES	c1cc(sc1)CC(=O)NC(C2=NC(C(=C)CS2)C(=O)O)C(=O)O
Canonical_SMILES	O=C(N[C@@H](C1=N[C@@H](C(=C)CS1)C(=O)O)C(=O)O)Cc1cccs1
InChI	1/C14H14N2O5S2/c1-7-6-23-12(16-10(7)13(18)19)11(14(20)21)15-9(17)5-8-3-2-4-22-8/h2-4,10-11H,1,5-6H2,(H,15,17)(H,18,19)(H,20,21)/f/h15,18,20H
InChI_3D	1S/C14H14N2O5S2/c1-7-6-23-12(16-10(7)13(18)19)11(14(20)21)15-9(17)5-8-3-2-4-22-8/h2-4,10-11H,1,5-6H2,(H,15,17)(H,18,19)(H,20,21)/t10-,11-/m0/s1
AuxInfo	1/1/N:7,1,2,3,13,11,5,4,9,12,14,6,8,10,16,15,18,17,20,19,21,22,23/E:(18,19)(20,21)/F:7,1,2,3,13,11,5,4,9,12,14,6,8,10,16,15,18,20,17,21,19,22,23/rA:37cCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;;;;s5;s5s8;s4s9;s6s10;d6s12;s9s14;d8;d9;d10;s8;s10;s3s4;s6s11;s1;s2;s3;s7;s7;s11;s11;s12;s13;s13;s14;s16;s20;s21;/rC:6.9478,-1.8183,0;6.7411,-.8384,0;6.0798,-2.3146,0;5.7454,-.7297,0;;1.735,1.0052,0;-.8653,-.5013,0;1.5095,-1.2642,0;4.7506,1.0053,0;2.7557,2.7432,0;0,1.0052,0;.8675,-.4975,0;5.248,.1378,0;3.2531,1.8757,0;1.735,0,0;3.7506,1.0082,0;1.1666,-2.2035,0;5.2531,1.8698,0;3.2582,3.6078,0;2.4945,-1.0915,0;1.7557,2.7462,0;5.3351,-1.6467,0;.8675,1.5129,0;7.404,-2.023,0;7.0767,-.4677,0;6.0269,-2.8118,0;-.8646,-1.0013,0;-1.2987,-.2519,0;-.4922,.9174,0;-.1729,1.4744,0;.5465,-.8808,0;4.8143,-.1109,0;5.6817,.3865,0;3.6869,2.1244,0;3.4993,.576,0;2.8155,-1.4748,0;1.507,3.1799,0;
Duplicates	DB08623
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08623.sdf