methyl 2-(4-((10R,14S,18S)-18-(2-amino-2-oxoethyl)-14-(naphthalen-1-ylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]icos-11-en-10-yl)phenyl)acetate

ID: ALA5088383

PubChem CID: 166632651

Max Phase: Preclinical

Molecular Formula: C39H46N4O6

Molecular Weight: 666.82

Molecule Type: Unknown

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COC(=O)Cc1ccc([C@H]2/C=C/C[C@@H](Cc3cccc4ccccc34)CNC(=O)[C@H](CC(N)=O)NC(=O)C3(CCCCC3)NC(=O)C2)cc1

Standard InChI: InChI=1S/C39H46N4O6/c1-49-36(46)22-26-15-17-28(18-16-26)30-12-7-9-27(21-31-13-8-11-29-10-3-4-14-32(29)31)25-41-37(47)33(24-34(40)44)42-38(48)39(43-35(45)23-30)19-5-2-6-20-39/h3-4,7-8,10-18,27,30,33H,2,5-6,9,19-25H2,1H3,(H2,40,44)(H,41,47)(H,42,48)(H,43,45)/b12-7+/t27-,30-,33-/m0/s1

Standard InChI Key: KFBDGZKVGLDFAC-KSZOBEKFSA-N

Molfile:

 
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M  END

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Unknown	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 666.82	Molecular Weight (Monoisotopic): 666.3417	AlogP: 4.14	#Rotatable Bonds: 7
Polar Surface Area: 156.69	Molecular Species: NEUTRAL	HBA: 6	HBD: 4
#RO5 Violations: 1	HBA (Lipinski): 10	HBD (Lipinski): 5	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 10.94	CX Basic pKa: ┄	CX LogP: 3.91	CX LogD: 3.91
Aromatic Rings: 3	Heavy Atoms: 49	QED Weighted: 0.22	Np Likeness Score: 0.29

References

1. Xiao T, Sun L, Zhang M, Li Z, Haura EB, Schonbrunn E, Ji H.. (2021) Synthesis and structural characterization of a monocarboxylic inhibitor for GRB2 SH2 domain., 51 [PMID:34506932] [10.1016/j.bmcl.2021.128354]
2. Yao, Z J ZJ and 6 more authors. 1999-01-14 Potent inhibition of Grb2 SH2 domain binding by non-phosphate-containing ligands. [PMID:9888830]
3. Ettmayer, P P and 10 more authors. 1999-03-25 Structural and conformational requirements for high-affinity binding to the SH2 domain of Grb2(1). [PMID:10090780]
4. Furet, P P and 5 more authors. 1999-07-01 Structure-based design, synthesis, and X-ray crystallography of a high-affinity antagonist of the Grb2-SH2 domain containing an asparagine mimetic. [PMID:10395476]
5. Gao, Y Y and 8 more authors. 2000-03-09 Inhibition of Grb2 SH2 domain binding by non-phosphate-containing ligands. 2. 4-(2-Malonyl)phenylalanine as a potent phosphotyrosyl mimetic. [PMID:10715157]
6. Lee, Kyeong K, Zhang, Manchao M, Liu, Hongpeng H, Yang, Dajun D and Burke, Terrence R TR. 2003-06-19 Utilization of a beta-aminophosphotyrosyl mimetic in the design and synthesis of macrocyclic Grb2 SH2 domain-binding peptides. [PMID:12801226]
7. Song, Yan-Li YL, Roller, Peter P PP and Long, Ya-Qiu YQ. 2004-06-21 Development of l-3-aminotyrosine suitably protected for the synthesis of a novel nonphosphorylated hexapeptide with low-nanomolar Grb2-SH2 domain-binding affinity. [PMID:15149676]
8. Song, Yan-Li YL and 5 more authors. 2006-03-09 Discovery of a novel nonphosphorylated pentapeptide motif displaying high affinity for Grb2-SH2 domain by the utilization of 3'-substituted tyrosine derivatives. [PMID:16509576]
9. Jiang, Sheng S and 8 more authors. 2009-05-15 Discovery of thioether-bridged cyclic pentapeptides binding to Grb2-SH2 domain with high affinity. [PMID:19362470]

methyl 2-(4-((10R,14S,18S)-18-(2-amino-2-oxoethyl)-14-(naphthalen-1-ylmethyl)-8,17,20-trioxo-7,16,19-triazaspiro[5.14]icos-11-en-10-yl)phenyl)acetate

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Biocomponents

Calculated Properties

References

Source