ID: ALA3109331

Max Phase: Preclinical

Molecular Formula: C45H55F2IN3O10P

Molecular Weight: 993.82

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)C(=O)OCOP(=O)(OCOC(=O)C(C)(C)C)C(F)(F)c1ccc(/C=C/C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N(c2ccccc2)c2ccc(I)cc2)C(C)(C)C)cc1

Standard InChI:  InChI=1S/C45H55F2IN3O10P/c1-42(2,3)37(39(54)50-27-13-16-35(50)38(53)51(33-14-11-10-12-15-33)34-24-22-32(48)23-25-34)49-36(52)26-19-30-17-20-31(21-18-30)45(46,47)62(57,60-28-58-40(55)43(4,5)6)61-29-59-41(56)44(7,8)9/h10-12,14-15,17-26,35,37H,13,16,27-29H2,1-9H3,(H,49,52)/b26-19+/t35-,37+/m0/s1

Standard InChI Key:  ULHWWSGSGGSXQU-GMOZQFTRSA-N

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

Properties

Molecular Weight: 993.82

Molecular Weight (Monoisotopic): 993.2638

AlogP: 9.56

#Rotatable Bonds: 15

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: 12.84

CX Basic pKa:

CX LogP: 10.59

CX LogD: 10.59

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.05

Np Likeness Score: -0.41

References

1. Morlacchi P, Mandal PK, McMurray JS..  (2014)  Synthesis and in Vitro Evaluation of a Peptidomimetic Inhibitor Targeting the Src Homology 2 (SH2) Domain of STAT6.,  5  (1): [PMID:24900775] [10.1021/ml4003919]

2. 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