CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03949 (4246)

Formula C₂₇H₂₈N₂O₅S

MW 492.59

InChIKey GIVBBFGMRNXKPE-SHPKAOBJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 16

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 7

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.55

logP 3.5545

PSA 154.53

MR 136.565

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -163.75804

PM7_Total_Energy_ev -5720.70371

PM7_Electronic_Energy_ev -56231.1908

PM7_Dipole_Debye 5.30094

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.134

PM7_LUMO_Energy_ev -0.529

PM7_COSMO_Area_square_ang 437.7

PM7_COSMO_Volue_cubic_ang 605.54

PM7_Electron_Affinity_ev 0.529

PM7_Ionization_Energy_ev 9.134

PM7_Energy_Gap_ev 8.605

PM7_Global_Hardness_ev 4.3025

PM7_Global_Softness_ev 0.23242300987797793

PM7_Chemical_Potential_ev -4.8315

PM7_Electronigativity_ev 4.8315

PM7_Back_Donation_Energy_ev -1.075625

PM7_Electrophilicity_ev 2.7127707437536315

OPENEYE_Name (2~{S})-3-(4-hydroxyphenyl)-2-[[(2~{S})-3-phenyl-2-[[(2~{S})-3-phenyl-2-sulfanyl-propanoyl]amino]propanoyl]amino]propanoic acid

SMILES c1ccc(cc1)CC(C(=O)NC(C(=O)O)Cc2ccc(cc2)O)NC(=O)C(Cc3ccccc3)S

Canonical_SMILES O=C([C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)S)N[C@H](C(=O)O)Cc1ccc(cc1)O

InChI 1/C27H28N2O5S/c30-21-13-11-20(12-14-21)16-23(27(33)34)29-25(31)22(15-18-7-3-1-4-8-18)28-26(32)24(35)17-19-9-5-2-6-10-19/h1-14,22-24,30,35H,15-17H2,(H,28,32)(H,29,31)(H,33,34)/f/h28-29,33H

InChI_3D 1S/C27H28N2O5S/c30-21-13-11-20(12-14-21)16-23(27(33)34)29-25(31)22(15-18-7-3-1-4-8-18)28-26(32)24(35)17-19-9-5-2-6-10-19/h1-14,22-24,30,35H,15-17H2,(H,28,32)(H,29,31)(H,33,34)/t22-,23-,24-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,22,24,23,15,16,17,18,25,27,26,19,20,21,28,29,33,30,31,32,34,35/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(33,34)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,22,24,23,15,16,17,18,25,27,26,19,20,21,28,29,33,30,31,34,32,35/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;d11;s12;d7s8;d9s10;s11d12;s13d14;;;;s15;s16;s17;s19s22;s20s23;s21s24;s20s25;s19s27;d19;d20;d21;s18;s21;s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;s33;s34;s35;/rC:;3.8764,5.5104,0;-.8675,.4975,0;.8675,.4975,0;3.3789,6.3779,0;3.3789,4.6429,0;-.8675,1.5027,0;.8675,1.5027,0;2.3737,6.3779,0;2.3737,4.6429,0;-5.9975,1.2769,0;-5.9975,3.0119,0;-7.0027,1.2769,0;-7.0027,3.0119,0;0,2.0104,0;1.866,5.5104,0;-5.5,2.1444,0;-7.5104,2.1444,0;-2,3.0104,0;-.134,4.5104,0;-3.5,1.1444,0;0,3.0104,0;.866,5.5104,0;-4.5,2.1444,0;-1,3.0104,0;-.134,5.5104,0;-3.5,2.1444,0;-1,4.0104,0;-2.5,2.1444,0;-2.5,3.8764,0;.7321,4.0104,0;-4.366,.6444,0;-8.5104,2.1444,0;-2.634,.6444,0;-.134,6.5104,0;0,-.5,0;4.3764,5.5104,0;-1.3001,.2469,0;1.3001,.2469,0;3.6296,6.8105,0;3.6296,4.2102,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.125,6.8116,0;2.125,4.2092,0;-5.7469,.8442,0;-5.7469,3.4445,0;-7.2514,.8431,0;-7.2514,3.4456,0;0,3.5104,0;.5,3.0104,0;.866,6.0104,0;.866,5.0104,0;-4.5,2.6444,0;-4.5,1.6444,0;-1,2.5104,0;-.634,5.5104,0;-3.5,2.6444,0;-1.433,4.2604,0;-2.25,1.7114,0;-8.7604,1.7114,0;-2.634,.1444,0;-.567,6.7604,0;

Duplicates DB03949

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.sdf

Formula	C₂₇H₂₈N₂O₅S
MW	492.59
InChIKey	GIVBBFGMRNXKPE-SHPKAOBJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	16
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	7
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.55
logP	3.5545
PSA	154.53
MR	136.565
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-163.75804
PM7_Total_Energy_ev	-5720.70371
PM7_Electronic_Energy_ev	-56231.1908
PM7_Dipole_Debye	5.30094
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.134
PM7_LUMO_Energy_ev	-0.529
PM7_COSMO_Area_square_ang	437.7
PM7_COSMO_Volue_cubic_ang	605.54
PM7_Electron_Affinity_ev	0.529
PM7_Ionization_Energy_ev	9.134
PM7_Energy_Gap_ev	8.605
PM7_Global_Hardness_ev	4.3025
PM7_Global_Softness_ev	0.23242300987797793
PM7_Chemical_Potential_ev	-4.8315
PM7_Electronigativity_ev	4.8315
PM7_Back_Donation_Energy_ev	-1.075625
PM7_Electrophilicity_ev	2.7127707437536315
OPENEYE_Name	(2~{S})-3-(4-hydroxyphenyl)-2-[[(2~{S})-3-phenyl-2-[[(2~{S})-3-phenyl-2-sulfanyl-propanoyl]amino]propanoyl]amino]propanoic acid
SMILES	c1ccc(cc1)CC(C(=O)NC(C(=O)O)Cc2ccc(cc2)O)NC(=O)C(Cc3ccccc3)S
Canonical_SMILES	O=C([C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)S)N[C@H](C(=O)O)Cc1ccc(cc1)O
InChI	1/C27H28N2O5S/c30-21-13-11-20(12-14-21)16-23(27(33)34)29-25(31)22(15-18-7-3-1-4-8-18)28-26(32)24(35)17-19-9-5-2-6-10-19/h1-14,22-24,30,35H,15-17H2,(H,28,32)(H,29,31)(H,33,34)/f/h28-29,33H
InChI_3D	1S/C27H28N2O5S/c30-21-13-11-20(12-14-21)16-23(27(33)34)29-25(31)22(15-18-7-3-1-4-8-18)28-26(32)24(35)17-19-9-5-2-6-10-19/h1-14,22-24,30,35H,15-17H2,(H,28,32)(H,29,31)(H,33,34)/t22-,23-,24-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,11,12,13,14,22,24,23,15,16,17,18,25,27,26,19,20,21,28,29,33,30,31,32,34,35/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(33,34)/F:1,2,3,4,5,6,7,8,9,10,11,12,13,14,22,24,23,15,16,17,18,25,27,26,19,20,21,28,29,33,30,31,34,32,35/E:(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;;d11;s12;d7s8;d9s10;s11d12;s13d14;;;;s15;s16;s17;s19s22;s20s23;s21s24;s20s25;s19s27;d19;d20;d21;s18;s21;s26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;s29;s33;s34;s35;/rC:;3.8764,5.5104,0;-.8675,.4975,0;.8675,.4975,0;3.3789,6.3779,0;3.3789,4.6429,0;-.8675,1.5027,0;.8675,1.5027,0;2.3737,6.3779,0;2.3737,4.6429,0;-5.9975,1.2769,0;-5.9975,3.0119,0;-7.0027,1.2769,0;-7.0027,3.0119,0;0,2.0104,0;1.866,5.5104,0;-5.5,2.1444,0;-7.5104,2.1444,0;-2,3.0104,0;-.134,4.5104,0;-3.5,1.1444,0;0,3.0104,0;.866,5.5104,0;-4.5,2.1444,0;-1,3.0104,0;-.134,5.5104,0;-3.5,2.1444,0;-1,4.0104,0;-2.5,2.1444,0;-2.5,3.8764,0;.7321,4.0104,0;-4.366,.6444,0;-8.5104,2.1444,0;-2.634,.6444,0;-.134,6.5104,0;0,-.5,0;4.3764,5.5104,0;-1.3001,.2469,0;1.3001,.2469,0;3.6296,6.8105,0;3.6296,4.2102,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.125,6.8116,0;2.125,4.2092,0;-5.7469,.8442,0;-5.7469,3.4445,0;-7.2514,.8431,0;-7.2514,3.4456,0;0,3.5104,0;.5,3.0104,0;.866,6.0104,0;.866,5.0104,0;-4.5,2.6444,0;-4.5,1.6444,0;-1,2.5104,0;-.634,5.5104,0;-3.5,2.6444,0;-1.433,4.2604,0;-2.25,1.7114,0;-8.7604,1.7114,0;-2.634,.1444,0;-.567,6.7604,0;
Duplicates	DB03949
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03949.sdf