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

ID: ALA4281659

PubChem CID: 145979724

Max Phase: Preclinical

Molecular Formula: C45H72N8O11P+

Molecular Weight: 932.09

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(=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/C45H71N8O11P/c1-31(2)26-36(48-44(59)39-21-17-25-53(39)33(4)55)41(56)47-37-27-35-28-51(30-52(35)24-16-8-6-5-7-11-18-34-19-12-9-13-20-34)23-15-10-14-22-46-45(60)40(32(3)64-65(61,62)63)50-43(58)38(29-54)49-42(37)57/h9,12-13,19-20,28,30-32,36-40,54H,5-8,10-11,14-18,21-27,29H2,1-4H3,(H6-,46,47,48,49,50,56,57,58,59,60,61,62,63)/p+1/t32-,36+,37+,38+,39+,40+/m1/s1

Standard InChI Key:  PVVRSMIEEGPASF-UTBDKNNCSA-O

Molfile:  

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M  CHG  1  65   1
M  END

Alternative Forms

1. Parent:

   

   ALA4281659

   ---

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: 932.09

Molecular Weight (Monoisotopic): 931.5053

AlogP: 1.69

#Rotatable Bonds: 19

Polar Surface Area: 261.61

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.34

CX Basic pKa: 1.34

CX LogP: -2.33

CX LogD: -4.55

Aromatic Rings: 2

Heavy Atoms: 65

QED Weighted: 0.06

Np Likeness Score: 0.36

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