(((4-(4-((S)-3,3-dimethyl-1-((S)-2-(methyl(phenyl)carbamoyl)pyrrolidin-1-yl)-1-oxobutan-2-ylamino)-4-oxobut-2-en-2-yl)phenyl)difluoromethyl)phosphoryl)bis(oxy)bis(methylene) bis(2,2-dimethylpropanoate)

ID: ALA3740136

Chembl Id: CHEMBL3740136

PubChem CID: 127041127

Max Phase: Preclinical

Molecular Formula: C41H56F2N3O10P

Molecular Weight: 819.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N(C)c1ccccc1)C(C)(C)C)c1ccc(C(F)(F)P(=O)(OCOC(=O)C(C)(C)C)OCOC(=O)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C41H56F2N3O10P/c1-27(24-32(47)44-33(38(2,3)4)35(49)46-23-15-18-31(46)34(48)45(11)30-16-13-12-14-17-30)28-19-21-29(22-20-28)41(42,43)57(52,55-25-53-36(50)39(5,6)7)56-26-54-37(51)40(8,9)10/h12-14,16-17,19-22,24,31,33H,15,18,23,25-26H2,1-11H3,(H,44,47)/b27-24+/t31-,33+/m0/s1

Standard InChI Key:  MQIFBZCKRIQASX-GPOAWYFJSA-N

Alternative Forms

1. Parent:

   

   ALA3740136

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 819.88

Molecular Weight (Monoisotopic): 819.3671

AlogP: 7.64

#Rotatable Bonds: 14

Polar Surface Area: 157.85

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.93

CX Basic pKa: ┄

CX LogP: 8.40

CX LogD: 8.40

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.09

Np Likeness Score: -0.41

References

1. Mandal PK, Morlacchi P, Knight JM, Link TM, Lee GR, Nurieva R, Singh D, Dhanik A, Kavraki L, Corry DB, Ladbury JE, McMurray JS..  (2015)  Targeting the Src Homology 2 (SH2) Domain of Signal Transducer and Activator of Transcription 6 (STAT6) with Cell-Permeable, Phosphatase-Stable Phosphopeptide Mimics Potently Inhibits Tyr641 Phosphorylation and Transcriptional Activity.,  58  (22): [PMID:26506089] [10.1021/acs.jmedchem.5b01321]

Source

Source(1):

• Scientific Literature