Acetyl-Prolyl-Leucyl-cyclo[Histidinyl-[N(tue)-6-hexyl]-[N(pi)-8-phenyloctyl]-Seryl-(O-phospho)-Threonylamide]

ID: ALA4278200

PubChem CID: 145980261

Max Phase: Preclinical

Molecular Formula: C46H74N8O11P+

Molecular Weight: 946.12

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)CCCCCCNC(=O)[C@H]([C@@H](C)OP(=O)(O)O)NC(=O)[C@H](CO)NC1=O

Standard InChI:  InChI=1S/C46H73N8O11P/c1-32(2)27-37(49-45(60)40-22-18-26-54(40)34(4)56)42(57)48-38-28-36-29-52(31-53(36)25-17-9-6-5-7-12-19-35-20-13-11-14-21-35)24-16-10-8-15-23-47-46(61)41(33(3)65-66(62,63)64)51-44(59)39(30-55)50-43(38)58/h11,13-14,20-21,29,31-33,37-41,55H,5-10,12,15-19,22-28,30H2,1-4H3,(H6-,47,48,49,50,51,57,58,59,60,61,62,63,64)/p+1/t33-,37+,38+,39+,40+,41+/m1/s1

Standard InChI Key:  KPDOBADQSPMGFP-OELJMHDBSA-O

Molfile:  

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M  CHG  1  60   1
M  END

Alternative Forms

1. Parent:

   

   ALA4278200

   ---

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: 946.12

Molecular Weight (Monoisotopic): 945.5209

AlogP: 2.08

#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: -1.88

CX LogD: -4.11

Aromatic Rings: 2

Heavy Atoms: 66

QED Weighted: 0.06

Np Likeness Score: 0.35

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