ChemComp-AYQ: N~2~-({(1R,2R,3S)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]c...

Basic information

• Entry: Database: PDB chemical components / ID: AYQ
• Name: Name: N~2~-({(1R,2R,3S)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]cyclopropyl}carbonyl)-D-glutaminyl-D-aspartamide

BIRD information

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

Synonyms

• N~2~-({(1r,2r,3s)-2-(Methylcarbamoyl)-3-[4-(Phosphonooxy)phenyl]cyclopropyl}carbonyl)-D-Glutaminyl-D-Aspartamide (PubChem)

Annotation

• Function: inhibitor of Growth factor receptor-bound protein 2 binding / Info source: PubMed: 19886660

External info

• ChEMBL: 1231122
• PubChem: 44462695

Family

PHOSPHOTYROSYL TRIPEPTIDE GROWTH FACTOR RECEPTOR PEPTIDE MIMICS

SUCCINATE-DERIVED PHOSPHOTYROSINE FLEXIBLE AC-PY-Q-N-NH2 TRIPEPTIDE MIMIC / CYCLOPROPYL-CONSTRAINED AC-PTYR-ILE-ASN-NH2 TRIPEPTIDE MIMIC / CYCLOPROPYL-CONSTRAINED AC-PY-Q-N-NH2 TRIPEPTIDE MIMIC / AC-PTYR-ILE-ASN-NH2 TRIPEPTIDE MIMIC / AC-PY-E-N-NH2 TRIPEPTIDE MIMIC

Chemical information

Composition

Formula: C₂₁H₂₉N₆O₁₀P / Number of atoms: 67 / Formula weight: 556.463 / Formal charge: 0

Others

3in7

AY0

GLN

ASN

NH2

Type: peptide-like / PDB classification: HETAIN / Three letter code: AYQ / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3IN7 / Model coordinates details: not provided / Subcomponent: AY0, GLN, ASN, NH2

History

Create component	Sep 28, 2009
Other modification	Oct 9, 2010
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011

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

Details

SMILES

• ACDLabs 12.01: O=C(NC)C2C(c1ccc(OP(=O)(O)O)cc1)C2C(=O)NC(C(=O)NC(C(=O)N)CC(=O)N)CCC(=O)N
• CACTVS 3.370: CNC(=O)[CH]1[CH]([CH]1c2ccc(O[P](O)(O)=O)cc2)C(=O)N[CH](CCC(N)=O)C(=O)N[CH](CC(N)=O)C(N)=O
• OpenEye OEToolkits 1.7.0: CNC(=O)C1C(C1C(=O)NC(CCC(=O)N)C(=O)NC(CC(=O)N)C(=O)N)c2ccc(cc2)OP(=O)(O)O

SMILES CANONICAL

• CACTVS 3.370: CNC(=O)[C@H]1[C@@H]([C@H]1c2ccc(O[P](O)(O)=O)cc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(N)=O
• OpenEye OEToolkits 1.7.0: CNC(=O)[C@@H]1[C@@H]([C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N)c2ccc(cc2)OP(=O)(O)O

InChI

• InChI 1.03: InChI=1S/C21H29N6O10P/c1-25-20(32)16-15(9-2-4-10(5-3-9)37-38(34,35)36)17(16)21(33)26-11(6-7-13(22)28)19(31)27-12(18(24)30)8-14(23)29/h2-5,11-12,15-17H,6-8H2,1H3,(H2,22,28)(H2,23,29)(H2,24,30)(H,25,32)(H,26,33)(H,27,31)(H2,34,35,36)/t11-,12-,15-,16+,17+/m0/s1

InChIKey

• InChI 1.03: RYXSIJXAOLAGQV-PASATYPHSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N~2~-({(1R,2R,3S)-2-(methylcarbamoyl)-3-[4-(phosphonooxy)phenyl]cyclopropyl}carbonyl)-L-glutaminyl-L-aspartamide
• OpenEye OEToolkits 1.7.0: [4-[(1S,2R,3R)-2-[[(2S)-5-azanyl-1-[[(2S)-1,4-bis(azanyl)-1,4-dioxo-butan-2-yl]amino]-1,5-dioxo-pentan-2-yl]carbamoyl]-3-(methylcarbamoyl)cyclopropyl]phenyl] dihydrogen phosphate

PDB entries

Showing all 1 items

PDB-3in7:
Crystal Structure of the Grb2 SH2 Domain in Complex with a Cyclopropyl-constrained Ac-pY-Q-N-NH2 Tripeptide Mimic