Acetyl-cyclo[Histidinyl-[N(tue)-5-pentyl]-[N(pi)-8-phenyloctyl]-Seryl-(O-phospho)-Threonylamide]

ID: ALA4287557

PubChem CID: 145990069

Max Phase: Preclinical

Molecular Formula: C34H54N6O9P+

Molecular Weight: 721.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1Cc2c[n+](cn2CCCCCCCCc2ccccc2)CCCCCNC(=O)[C@H]([C@@H](C)OP(=O)(O)O)NC(=O)[C@H](CO)NC1=O

Standard InChI:  InChI=1S/C34H53N6O9P/c1-25(49-50(46,47)48)31-34(45)35-18-12-8-13-19-39-22-28(21-29(36-26(2)42)32(43)37-30(23-41)33(44)38-31)40(24-39)20-14-6-4-3-5-9-15-27-16-10-7-11-17-27/h7,10-11,16-17,22,24-25,29-31,41H,3-6,8-9,12-15,18-21,23H2,1-2H3,(H5-,35,36,37,38,42,43,44,45,46,47,48)/p+1/t25-,29+,30+,31+/m1/s1

Standard InChI Key:  BXUVUZFLIDJEID-CNKGAEGWSA-O

Molfile:  

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M  CHG  1  50   1
M  END

Alternative Forms

1. Parent:

   

   ALA4287557

   ---

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: 721.81

Molecular Weight (Monoisotopic): 721.3684

AlogP: 1.17

#Rotatable Bonds: 14

Polar Surface Area: 212.20

Molecular Species: ACID

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.34

CX Basic pKa: ┄

CX LogP: -2.78

CX LogD: -5.01

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.08

Np Likeness Score: 0.68

References

1. Hymel D, Grant RA, Tsuji K, Yaffe MB, Burke TR..  (2018)  Histidine N(τ)-cyclized macrocycles as a new genre of polo-like kinase 1 polo-box domain-binding inhibitors.,  28  (19): [PMID:30174151] [10.1016/j.bmcl.2018.08.018]

Source

Source(1):

• Scientific Literature