CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13166 (10915)

Formula C₂₂H₂₃NO₄S₂

MW 429.55

InChIKey IAIDUHCBNLFXEF-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.42

logP 3.9804

PSA 125.28

MR 120.594

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -112.60262

PM7_Total_Energy_ev -4733.66308

PM7_Electronic_Energy_ev -41759.94737

PM7_Dipole_Debye 5.48205

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.853

PM7_LUMO_Energy_ev -1.07

PM7_COSMO_Area_square_ang 392.14

PM7_COSMO_Volue_cubic_ang 518.44

PM7_Electron_Affinity_ev 1.07

PM7_Ionization_Energy_ev 8.853

PM7_Energy_Gap_ev 7.783

PM7_Global_Hardness_ev 3.8915

PM7_Global_Softness_ev 0.2569703199280483

PM7_Chemical_Potential_ev -4.9615

PM7_Electronigativity_ev 4.9615

PM7_Back_Donation_Energy_ev -0.972875

PM7_Electrophilicity_ev 3.162852659642811

OPENEYE_Name (2~{S},4~{S})-1-[(2~{S})-3-benzoylsulfanyl-2-methyl-propanoyl]-4-phenylsulfanyl-pyrrolidine-2-carboxylic acid

SMILES c1ccc(cc1)C(=O)SCC(C(=O)N2CC(CC2C(=O)O)Sc3ccccc3)C

Canonical_SMILES O=C(N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)[C@@H](CSC(=O)c1ccccc1)C

InChI 1/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/t15-,18+,19+/m1/s1

AuxInfo 1/1/N:20,1,2,3,4,5,6,7,8,9,10,16,17,21,22,11,12,19,18,15,14,13,23,26,25,27,24,29,28/E:(4,5)(6,7)(8,9)(10,11)(25,26)/F:20,1,2,3,4,5,6,7,8,9,10,16,17,21,22,11,12,19,18,15,14,13,23,26,27,25,24,29,28/E:(4,5)(6,7)(8,9)(10,11)/rA:52cCCCCCCCCCCCCCCCCCCCCCCNOOOOSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;;;;;s14s16;s16s17;;;s15s20s21;s15s17s18;d13;d14;d15;s14;s12s19;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s22;s27;/rC:-5.5757,5.0385,0;3.6383,-3.2312,0;-4.7119,5.5424,0;-5.5771,4.0385,0;2.6599,-3.0245,0;4.3108,-2.491,0;-3.8406,5.0411,0;-4.7058,3.5372,0;2.3508,-2.068,0;4.0017,-1.5345,0;-3.8331,4.036,0;3.0202,-1.3182,0;-2.9664,3.5373,0;-1.9056,.241,0;.4993,2.5426,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.1312,3.9081,0;-1.2343,3.54,0;-.3675,3.0413,0;.5008,1.5426,0;-2.9648,2.5373,0;-2.7143,.8292,0;1.3645,3.0439,0;-2.0108,-.7535,0;2.7127,-.3666,0;-2.1011,4.0386,0;-6.0091,5.2879,0;3.7921,-3.7069,0;-4.7134,6.0424,0;-6.0101,3.7885,0;2.3253,-3.396,0;4.7996,-2.5965,0;-3.4087,5.293,0;-4.7065,3.0372,0;1.8616,-1.9647,0;4.338,-1.1645,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;-.3022,4.1574,0;.5646,3.6587,0;.3805,4.3415,0;-1.4836,3.1066,0;-.985,3.9733,0;-.6169,2.6079,0;-2.4677,-.9566,0;

Duplicates DB13166

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.sdf

Formula	C₂₂H₂₃NO₄S₂
MW	429.55
InChIKey	IAIDUHCBNLFXEF-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.42
logP	3.9804
PSA	125.28
MR	120.594
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-112.60262
PM7_Total_Energy_ev	-4733.66308
PM7_Electronic_Energy_ev	-41759.94737
PM7_Dipole_Debye	5.48205
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.853
PM7_LUMO_Energy_ev	-1.07
PM7_COSMO_Area_square_ang	392.14
PM7_COSMO_Volue_cubic_ang	518.44
PM7_Electron_Affinity_ev	1.07
PM7_Ionization_Energy_ev	8.853
PM7_Energy_Gap_ev	7.783
PM7_Global_Hardness_ev	3.8915
PM7_Global_Softness_ev	0.2569703199280483
PM7_Chemical_Potential_ev	-4.9615
PM7_Electronigativity_ev	4.9615
PM7_Back_Donation_Energy_ev	-0.972875
PM7_Electrophilicity_ev	3.162852659642811
OPENEYE_Name	(2~{S},4~{S})-1-[(2~{S})-3-benzoylsulfanyl-2-methyl-propanoyl]-4-phenylsulfanyl-pyrrolidine-2-carboxylic acid
SMILES	c1ccc(cc1)C(=O)SCC(C(=O)N2CC(CC2C(=O)O)Sc3ccccc3)C
Canonical_SMILES	O=C(N1C[C@H](C[C@H]1C(=O)O)Sc1ccccc1)[C@@H](CSC(=O)c1ccccc1)C
InChI	1/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/t15-,18+,19+/m1/s1
AuxInfo	1/1/N:20,1,2,3,4,5,6,7,8,9,10,16,17,21,22,11,12,19,18,15,14,13,23,26,25,27,24,29,28/E:(4,5)(6,7)(8,9)(10,11)(25,26)/F:20,1,2,3,4,5,6,7,8,9,10,16,17,21,22,11,12,19,18,15,14,13,23,26,27,25,24,29,28/E:(4,5)(6,7)(8,9)(10,11)/rA:52cCCCCCCCCCCCCCCCCCCCCCCNOOOOSSHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;;;;;s14s16;s16s17;;;s15s20s21;s15s17s18;d13;d14;d15;s14;s12s19;s13s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s17;s17;s18;s19;s20;s20;s20;s21;s21;s22;s27;/rC:-5.5757,5.0385,0;3.6383,-3.2312,0;-4.7119,5.5424,0;-5.5771,4.0385,0;2.6599,-3.0245,0;4.3108,-2.491,0;-3.8406,5.0411,0;-4.7058,3.5372,0;2.3508,-2.068,0;4.0017,-1.5345,0;-3.8331,4.036,0;3.0202,-1.3182,0;-2.9664,3.5373,0;-1.9056,.241,0;.4993,2.5426,0;;1.3133,.9518,0;-.3065,.9518,0;1.0015,0,0;.1312,3.9081,0;-1.2343,3.54,0;-.3675,3.0413,0;.5008,1.5426,0;-2.9648,2.5373,0;-2.7143,.8292,0;1.3645,3.0439,0;-2.0108,-.7535,0;2.7127,-.3666,0;-2.1011,4.0386,0;-6.0091,5.2879,0;3.7921,-3.7069,0;-4.7134,6.0424,0;-6.0101,3.7885,0;2.3253,-3.396,0;4.7996,-2.5965,0;-3.4087,5.293,0;-4.7065,3.0372,0;1.8616,-1.9647,0;4.338,-1.1645,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;.9488,-.4972,0;-.3022,4.1574,0;.5646,3.6587,0;.3805,4.3415,0;-1.4836,3.1066,0;-.985,3.9733,0;-.6169,2.6079,0;-2.4677,-.9566,0;
Duplicates	DB13166
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013000-0000013249/DB13166.sdf