ChemComp-0IT: amino({(4S)-4-[({(3S)-3-[(benzylsulfonyl)amino]-2-oxopiperidin-1-...

Basic information

• Entry: Database: PDB chemical components / ID: 0IT
• Name: Name: amino({(4S)-4-[({(3S)-3-[(benzylsulfonyl)amino]-2-oxopiperidin-1-yl}acetyl)amino]-5-oxopentyl}amino)methaniminium; Synonyms: CVS1578

BIRD information

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

Synonyms

• 1-Piperidineacetamide, N-[4-[(aminoiminomethyl)amino]-1-formylbutyl]-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-, [S-(R*,R*)]- (Scifinder)
• 2-[(3S)-3-(benzylsulfonylamino)-2-oxopiperidin-1-yl]-N-[(2S)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]acetamide (PubChem)
• CVS 1578 (Scifinder)
• N-((S)-1-Formyl-4-guanidino-butyl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-piperidin-1-yl)-acetamide (PubChem)

Annotation

• Function: selective thrombin inhibitor / Info source: DOI:10.1016/S0960-894X(97)00446-0

External info

• ChemSpider: 8023087
• ChEBI: 332443
• PubChem: 9847373

Family

RIGID TRIPEPTIDYL ALDEHYDE INHIBITORS

amino({(4S)-4-[({(3S)-3-[(benzylsulfonyl)amino]-2-oxopiperidin-1-yl}acetyl)amino]-5-oxopentyl}amino)methaniminium / N-(benzylsulfonyl)-L-norvalyl-N-{(1R)-2-[(3R)-1-carbamimidoylpiperidin-3-yl]-1-formylethyl}glycinamide / 2-{(3S)-3-[(benzylsulfonyl)amino]-2-oxopiperidin-1-yl}-N-{(2S)-1-[(3S)-1-carbamimidoylpiperidin-3-yl]-3-oxopropan-2-yl}acetamide

Chemical information

Composition

Formula: C₂₀H₃₁N₆O₅S / Number of atoms: 63 / Formula weight: 467.562 / Formal charge: 1

Others

1ba8

PMS

NVA

GLY

RGL

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0IT / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1BA8 / Model coordinates details: not provided / Subcomponent: PMS, NVA, GLY, RGL

History

Create component	Dec 11, 2008
Other modification	Nov 19, 2010
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify descriptor	Jan 5, 2012
Modify synonyms	Jun 5, 2020

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C=O)CCCNC(=[NH2+])\\N)CN2C(=O)C(NS(=O)(=O)Cc1ccccc1)CCC2
• CACTVS 3.385: NC(=[NH2+])NCCC[CH](NC(=O)CN1CCC[CH](N[S](=O)(=O)Cc2ccccc2)C1=O)C=O
• OpenEye OEToolkits 1.7.5: c1ccc(cc1)CS(=O)(=O)NC2CCCN(C2=O)CC(=O)NC(CCCNC(=[NH2+])N)C=O

SMILES CANONICAL

• CACTVS 3.385: NC(=[NH2+])NCCC[C@H](NC(=O)CN1CCC[C@H](N[S](=O)(=O)Cc2ccccc2)C1=O)C=O
• OpenEye OEToolkits 1.7.5: c1ccc(cc1)CS(=O)(=O)N[C@H]2CCCN(C2=O)CC(=O)N[C@@H](CCCNC(=[NH2+])N)C=O

InChI

• InChI 1.03: InChI=1S/C20H30N6O5S/c21-20(22)23-10-4-8-16(13-27)24-18(28)12-26-11-5-9-17(19(26)29)25-32(30,31)14-15-6-2-1-3-7-15/h1-3,6-7,13,16-17,25H,4-5,8-12,14H2,(H,24,28)(H4,21,22,23)/p+1/t16-,17-/m0/s1

InChIKey

• InChI 1.03: WZYFZDIYCCGIQM-IRXDYDNUSA-O

SYSTEMATIC NAME

• ACDLabs 12.01: amino({(4S)-4-[({(3S)-3-[(benzylsulfonyl)amino]-2-oxopiperidin-1-yl}acetyl)amino]-5-oxopentyl}amino)methaniminium
• OpenEye OEToolkits 1.7.0: [azanyl-[[(4S)-5-oxo-4-[2-[(3S)-2-oxo-3-(phenylmethylsulfonylamino)piperidin-1-yl]ethanoylamino]pentyl]amino]methylidene]azanium

PDB entries

Showing all 1 items

PDB-1ba8:
THROMBIN INHIBITOR WITH A RIGID TRIPEPTIDYL ALDEHYDES