CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01712 (1943)

Formula C₂₃H₂₈N₂O₅S₂

MW 476.6

InChIKey NDDSSAGSYFVBTG-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 62

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.74

logP 3.8013

PSA 126.46

MR 128.827

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -157.64207

PM7_Total_Energy_ev -5405.37925

PM7_Electronic_Energy_ev -50632.64474

PM7_Dipole_Debye 9.72111

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.581

PM7_LUMO_Energy_ev -0.545

PM7_COSMO_Area_square_ang 436.14

PM7_COSMO_Volue_cubic_ang 563.52

PM7_Electron_Affinity_ev 0.545

PM7_Ionization_Energy_ev 8.581

PM7_Energy_Gap_ev 8.036

PM7_Global_Hardness_ev 4.018

PM7_Global_Softness_ev 0.24888003982080636

PM7_Chemical_Potential_ev -4.563

PM7_Electronigativity_ev 4.563

PM7_Back_Donation_Energy_ev -1.0045

PM7_Electrophilicity_ev 2.5909617969138874

OPENEYE_Name ethyl (2~{S})-3-phenyl-2-[[(3~{R},4~{R})-4-(p-tolylsulfonyl)thiomorpholine-3-carbonyl]amino]propanoate

SMILES c1ccc(cc1)CC(C(=O)OCC)NC(=O)C2CSCCN2S(=O)(=O)c3ccc(cc3)C

Canonical_SMILES CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CSCCN1S(=O)(=O)c1ccc(cc1)C

InChI 1/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/f/h24H

InChI_3D 1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1

AuxInfo 1/1/N:20,19,22,1,2,3,4,5,6,7,8,9,15,16,21,17,10,11,12,23,18,13,14,25,24,26,27,28,29,30,31,32/E:(5,6)(7,8)(9,10)(11,12)(28,29)/F:m/E:m/CRV:32.6/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;s6d7;d4s5;s8d9;;;;s15;;s13s17;s10;;s11;s20;s14s21;s15s18;s13s23;d13;d14;;;s14s22;s16s17;s12s24d28d29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s25;/rC:5.7783,-4.2419,0;6.5469,-3.6021,0;4.8379,-3.9017,0;6.3733,-2.612,0;4.6643,-2.9116,0;0,-4.0104,0;1.735,-4.0104,0;0,-3.0052,0;1.735,-3.0052,0;.8675,-4.5079,0;5.4311,-2.2617,0;.8675,-2.4975,0;3.4587,.3022,0;6.0707,-.1191,0;;0,1.0052,0;1.735,1.0052,0;1.735,0,0;.8675,-5.5079,0;8.3836,1.1657,0;5.2584,-1.2767,0;7.3986,.993,0;5.0857,-.2918,0;.8675,-.4975,0;4.1008,-.4644,0;3.8016,1.2416,0;6.7128,-.8857,0;-.1325,-1.4975,0;1.8675,-1.4975,0;6.4136,.8203,0;.8675,1.5129,0;.8675,-1.4975,0;5.8647,-4.7344,0;7.0163,-3.7742,0;4.4551,-4.2233,0;6.7575,-2.2921,0;4.1941,-2.7415,0;-.4326,-4.261,0;2.1677,-4.261,0;-.4337,-2.7565,0;2.1688,-2.7565,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;1.9051,-.4702,0;1.3675,-5.5079,0;.3675,-5.5079,0;.8675,-6.0079,0;8.2972,1.6582,0;8.4699,.6732,0;8.8761,1.252,0;5.7509,-1.1904,0;4.7659,-1.3631,0;7.485,.5005,0;7.3123,1.4855,0;4.9994,.2007,0;3.9293,-.9341,0;

Duplicates DB01712

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.sdf

Formula	C₂₃H₂₈N₂O₅S₂
MW	476.6
InChIKey	NDDSSAGSYFVBTG-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	62
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.74
logP	3.8013
PSA	126.46
MR	128.827
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-157.64207
PM7_Total_Energy_ev	-5405.37925
PM7_Electronic_Energy_ev	-50632.64474
PM7_Dipole_Debye	9.72111
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.581
PM7_LUMO_Energy_ev	-0.545
PM7_COSMO_Area_square_ang	436.14
PM7_COSMO_Volue_cubic_ang	563.52
PM7_Electron_Affinity_ev	0.545
PM7_Ionization_Energy_ev	8.581
PM7_Energy_Gap_ev	8.036
PM7_Global_Hardness_ev	4.018
PM7_Global_Softness_ev	0.24888003982080636
PM7_Chemical_Potential_ev	-4.563
PM7_Electronigativity_ev	4.563
PM7_Back_Donation_Energy_ev	-1.0045
PM7_Electrophilicity_ev	2.5909617969138874
OPENEYE_Name	ethyl (2~{S})-3-phenyl-2-[[(3~{R},4~{R})-4-(p-tolylsulfonyl)thiomorpholine-3-carbonyl]amino]propanoate
SMILES	c1ccc(cc1)CC(C(=O)OCC)NC(=O)C2CSCCN2S(=O)(=O)c3ccc(cc3)C
Canonical_SMILES	CCOC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CSCCN1S(=O)(=O)c1ccc(cc1)C
InChI	1/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/f/h24H
InChI_3D	1S/C23H28N2O5S2/c1-3-30-23(27)20(15-18-7-5-4-6-8-18)24-22(26)21-16-31-14-13-25(21)32(28,29)19-11-9-17(2)10-12-19/h4-12,20-21H,3,13-16H2,1-2H3,(H,24,26)/t20-,21-/m0/s1
AuxInfo	1/1/N:20,19,22,1,2,3,4,5,6,7,8,9,15,16,21,17,10,11,12,23,18,13,14,25,24,26,27,28,29,30,31,32/E:(5,6)(7,8)(9,10)(11,12)(28,29)/F:m/E:m/CRV:32.6/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;s6d7;d4s5;s8d9;;;;s15;;s13s17;s10;;s11;s20;s14s21;s15s18;s13s23;d13;d14;;;s14s22;s16s17;s12s24d28d29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s25;/rC:5.7783,-4.2419,0;6.5469,-3.6021,0;4.8379,-3.9017,0;6.3733,-2.612,0;4.6643,-2.9116,0;0,-4.0104,0;1.735,-4.0104,0;0,-3.0052,0;1.735,-3.0052,0;.8675,-4.5079,0;5.4311,-2.2617,0;.8675,-2.4975,0;3.4587,.3022,0;6.0707,-.1191,0;;0,1.0052,0;1.735,1.0052,0;1.735,0,0;.8675,-5.5079,0;8.3836,1.1657,0;5.2584,-1.2767,0;7.3986,.993,0;5.0857,-.2918,0;.8675,-.4975,0;4.1008,-.4644,0;3.8016,1.2416,0;6.7128,-.8857,0;-.1325,-1.4975,0;1.8675,-1.4975,0;6.4136,.8203,0;.8675,1.5129,0;.8675,-1.4975,0;5.8647,-4.7344,0;7.0163,-3.7742,0;4.4551,-4.2233,0;6.7575,-2.2921,0;4.1941,-2.7415,0;-.4326,-4.261,0;2.1677,-4.261,0;-.4337,-2.7565,0;2.1688,-2.7565,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;1.9051,-.4702,0;1.3675,-5.5079,0;.3675,-5.5079,0;.8675,-6.0079,0;8.2972,1.6582,0;8.4699,.6732,0;8.8761,1.252,0;5.7509,-1.1904,0;4.7659,-1.3631,0;7.485,.5005,0;7.3123,1.4855,0;4.9994,.2007,0;3.9293,-.9341,0;
Duplicates	DB01712
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01712.sdf