ChemComp-0QS: N~2~-[(2R)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-{(1R)-1-(c...

Basic information

• Entry: Database: PDB chemical components / ID: 0QS
• Name: Name: N~2~-[(2R)-2-benzyl-3-(tert-butylsulfonyl)propanoyl]-N-{(1R)-1-(cyclohexylmethyl)-3,3-difluoro-2,2-dihydroxy-4-[(2-morpholin-4-ylethyl)amino]-4-oxobutyl}-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide; Synonyms: PD-135,040

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• PD 135,040 (SciFinder)
• PD-135,040 (PDB)

Annotation

• Function: inhibitor of ENDOTHIAPEPSIN, EC: 3.4.23.22EC: inhibitor of ENDOTHIAPEPSIN, EC: 3.4.23.22 / Info source: PubMed: 12777758

External info

• ChemSpider: 393053
• PubChem: 445403
• CAS: 959356-23-1

Family

PD-135,040

GEM-DIOL INHIBITOR PD-135.040

Chemical information

Composition

Formula: C₃₆H₅₆F₂N₇O₈S / Number of atoms: 110 / Formula weight: 784.934 / Formal charge: 1

Others

1od1

TSM

PHE

HIS

CHF

EMR

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0QS / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1OD1 / Model coordinates details: not provided / Subcomponent: TSM, PHE, HIS, CHF, EMR

History

Create component	Sep 14, 2008
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify synonyms	Mar 13, 2021

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=S(=O)(NC(C(=O)NC(C(=O)NC(CC1CCCCC1)C(O)(O)C(F)(F)C(=O)NCCN2CCOCC2)Cc3[nH+]cnc3)Cc4ccccc4)C(C)(C)C
• CACTVS 3.370: CC(C)(C)[S](=O)(=O)N[CH](Cc1ccccc1)C(=O)N[CH](Cc2c[nH]c[nH+]2)C(=O)N[CH](CC3CCCCC3)C(O)(O)C(F)(F)C(=O)NCCN4CCOCC4
• OpenEye OEToolkits 1.7.0: CC(C)(C)S(=O)(=O)NC(Cc1ccccc1)C(=O)NC(Cc2c[nH]c[nH+]2)C(=O)NC(CC3CCCCC3)C(C(C(=O)NCCN4CCOCC4)(F)F)(O)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)(C)[S](=O)(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2c[nH]c[nH+]2)C(=O)N[C@@H](CC3CCCCC3)C(O)(O)C(F)(F)C(=O)NCCN4CCOCC4
• OpenEye OEToolkits 1.7.0: CC(C)(C)S(=O)(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc2c[nH]c[nH+]2)C(=O)N[C@@H](CC3CCCCC3)C(C(C(=O)NCCN4CCOCC4)(F)F)(O)O

InChI

• InChI 1.03: InChI=1S/C36H55F2N7O8S/c1-34(2,3)54(51,52)44-29(20-25-10-6-4-7-11-25)32(47)42-28(22-27-23-39-24-41-27)31(46)43-30(21-26-12-8-5-9-13-26)36(49,50)35(37,38)33(48)40-14-15-45-16-18-53-19-17-45/h4,6-7,10-11,23-24,26,28-30,44,49-50H,5,8-9,12-22H2,1-3H3,(H,39,41)(H,40,48)(H,42,47)(H,43,46)/p+1/t28-,29-,30-/m0/s1

InChIKey

• InChI 1.03: RRJUDVVMLCYZDV-DTXPUJKBSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: N-(tert-butylsulfonyl)-L-phenylalanyl-N-[(2S)-1-cyclohexyl-4,4-difluoro-3,3-dihydroxy-5-{[2-(morpholin-4-yl)ethyl]amino}-5-oxopentan-2-yl]-3-(1H-imidazol-3-ium-4-yl)-L-alaninamide
• OpenEye OEToolkits 1.7.0: (4S)-4-[[(2S)-2-[[(2S)-2-(tert-butylsulfonylamino)-3-phenyl-propanoyl]amino]-3-(1H-imidazol-3-ium-4-yl)propanoyl]amino]-5-cyclohexyl-2,2-difluoro-3,3-dihydroxy-N-(2-morpholin-4-ylethyl)pentanamide

PDB entries

Showing all 5 items

PDB-1epr:
ENDOTHIA ASPARTIC PROTEINASE (ENDOTHIAPEPSIN) COMPLEXED WITH PD-135,040

PDB-1od1:
Endothiapepsin PD135,040 complex

PDB-2jji:
Endothiapepsin in complex with a gem-diol inhibitor.

PDB-2jjj:
Endothiapepsin in complex with a gem-diol inhibitor.

PDB-2vs2:
Neutron diffraction structure of endothiapepsin in complex with a gem- diol inhibitor.