CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16349_p0 (13014)

Formula C₁₈H₁₈ClNO₄S

MW 379.86

InChIKey GNHHCBSBCDGWND-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 43

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 45

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.67

logP 3.5371

PSA 84.08

MR 100.457

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -105.22447

PM7_Total_Energy_ev -4263.98793

PM7_Electronic_Energy_ev -32447.02712

PM7_Dipole_Debye 3.187

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.669

PM7_LUMO_Energy_ev -0.329

PM7_COSMO_Area_square_ang 365.45

PM7_COSMO_Volue_cubic_ang 423.99

PM7_Electron_Affinity_ev 0.329

PM7_Ionization_Energy_ev 8.669

PM7_Energy_Gap_ev 8.34

PM7_Global_Hardness_ev 4.17

PM7_Global_Softness_ev 0.23980815347721823

PM7_Chemical_Potential_ev -4.499

PM7_Electronigativity_ev 4.499

PM7_Back_Donation_Energy_ev -1.0425

PM7_Electrophilicity_ev 2.426978537170264

OPENEYE_Name methyl (2~{S})-2-[(5~{R})-2-acetoxy-6,7-dihydro-4~{H}-thieno[3,2-c]pyridin-5-yl]-2-(2-chlorophenyl)acetate

SMILES c1ccc(c(c1)C(C(=O)OC)N2Cc3cc(sc3CC2)OC(=O)C)Cl

Canonical_SMILES COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)cc(s2)OC(=O)C

InChI 1/C18H18ClNO4S/c1-11(21)24-16-9-12-10-20(8-7-15(12)25-16)17(18(22)23-2)13-5-3-4-6-14(13)19/h3-6,9,17H,7-8,10H2,1-2H3

InChI_3D 1S/C18H18ClNO4S/c1-11(21)24-16-9-12-10-20(8-7-15(12)25-16)17(18(22)23-2)13-5-3-4-6-14(13)19/h3-6,9,17H,7-8,10H2,1-2H3/t17-/m0/s1

AuxInfo 1/0/N:16,17,1,2,3,4,14,15,5,13,11,6,7,8,9,10,18,12,25,19,20,21,23,22,24/rA:43cCCCCCCCCCCCCCCCCCCNOOOOSClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s5;d3;d4s7;d6;d5;;;s6;s9;s14;s11;;s7s12;s13s15s18;d11;d12;s10s11;s12s17;s9s10;s8;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s16;s16;s17;s17;s17;s18;/rC:-4.7637,-1.7517,0;-4.7681,-2.7517,0;-3.8983,-1.2505,0;-3.8983,-3.2556,0;2.6938,-.3125,0;1.736,-.0012,0;-3.0286,-1.7544,0;-3.0241,-2.7595,0;1.736,1.0058,0;3.2858,.5023,0;4.7857,1.3684,0;-2.0155,-.0119,0;.868,-.4978,0;.868,1.5138,0;0,1.0058,0;4.2857,2.2344,0;-3.5168,.852,0;-1.5143,-.8772,0;;5.7857,1.3685,0;-1.5168,.8549,0;4.2858,.5024,0;-3.0155,-.0133,0;2.6938,1.3169,0;-2.1589,-3.2608,0;-5.1963,-1.501,0;-5.2018,-3.0004,0;-3.8983,-.7505,0;-3.9005,-3.7556,0;2.8483,-.788,0;1.1888,-.8814,0;.5468,-.881,0;.5459,1.8962,0;1.1901,1.8962,0;-.4922,.918,0;-.1729,1.475,0;4.7187,2.4844,0;3.8527,1.9844,0;4.0357,2.6674,0;-3.9494,.6013,0;-3.0841,1.1026,0;-3.7674,1.2846,0;-1.2637,-1.3098,0;

Duplicates DB16349_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.sdf

Formula	C₁₈H₁₈ClNO₄S
MW	379.86
InChIKey	GNHHCBSBCDGWND-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	43
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	45
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.67
logP	3.5371
PSA	84.08
MR	100.457
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-105.22447
PM7_Total_Energy_ev	-4263.98793
PM7_Electronic_Energy_ev	-32447.02712
PM7_Dipole_Debye	3.187
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.669
PM7_LUMO_Energy_ev	-0.329
PM7_COSMO_Area_square_ang	365.45
PM7_COSMO_Volue_cubic_ang	423.99
PM7_Electron_Affinity_ev	0.329
PM7_Ionization_Energy_ev	8.669
PM7_Energy_Gap_ev	8.34
PM7_Global_Hardness_ev	4.17
PM7_Global_Softness_ev	0.23980815347721823
PM7_Chemical_Potential_ev	-4.499
PM7_Electronigativity_ev	4.499
PM7_Back_Donation_Energy_ev	-1.0425
PM7_Electrophilicity_ev	2.426978537170264
OPENEYE_Name	methyl (2~{S})-2-[(5~{R})-2-acetoxy-6,7-dihydro-4~{H}-thieno[3,2-c]pyridin-5-yl]-2-(2-chlorophenyl)acetate
SMILES	c1ccc(c(c1)C(C(=O)OC)N2Cc3cc(sc3CC2)OC(=O)C)Cl
Canonical_SMILES	COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)cc(s2)OC(=O)C
InChI	1/C18H18ClNO4S/c1-11(21)24-16-9-12-10-20(8-7-15(12)25-16)17(18(22)23-2)13-5-3-4-6-14(13)19/h3-6,9,17H,7-8,10H2,1-2H3
InChI_3D	1S/C18H18ClNO4S/c1-11(21)24-16-9-12-10-20(8-7-15(12)25-16)17(18(22)23-2)13-5-3-4-6-14(13)19/h3-6,9,17H,7-8,10H2,1-2H3/t17-/m0/s1
AuxInfo	1/0/N:16,17,1,2,3,4,14,15,5,13,11,6,7,8,9,10,18,12,25,19,20,21,23,22,24/rA:43cCCCCCCCCCCCCCCCCCCNOOOOSClHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;s5;d3;d4s7;d6;d5;;;s6;s9;s14;s11;;s7s12;s13s15s18;d11;d12;s10s11;s12s17;s9s10;s8;s1;s2;s3;s4;s5;s13;s13;s14;s14;s15;s15;s16;s16;s16;s17;s17;s17;s18;/rC:-4.7637,-1.7517,0;-4.7681,-2.7517,0;-3.8983,-1.2505,0;-3.8983,-3.2556,0;2.6938,-.3125,0;1.736,-.0012,0;-3.0286,-1.7544,0;-3.0241,-2.7595,0;1.736,1.0058,0;3.2858,.5023,0;4.7857,1.3684,0;-2.0155,-.0119,0;.868,-.4978,0;.868,1.5138,0;0,1.0058,0;4.2857,2.2344,0;-3.5168,.852,0;-1.5143,-.8772,0;;5.7857,1.3685,0;-1.5168,.8549,0;4.2858,.5024,0;-3.0155,-.0133,0;2.6938,1.3169,0;-2.1589,-3.2608,0;-5.1963,-1.501,0;-5.2018,-3.0004,0;-3.8983,-.7505,0;-3.9005,-3.7556,0;2.8483,-.788,0;1.1888,-.8814,0;.5468,-.881,0;.5459,1.8962,0;1.1901,1.8962,0;-.4922,.918,0;-.1729,1.475,0;4.7187,2.4844,0;3.8527,1.9844,0;4.0357,2.6674,0;-3.9494,.6013,0;-3.0841,1.1026,0;-3.7674,1.2846,0;-1.2637,-1.3098,0;
Duplicates	DB16349_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16349_p0.sdf