(R)-2-((R)-2-((S)-6-acetamido-2-(2-iodoacetamido)hexanamido)propanamido)propanoic acid

ID: ALA3278656

Chembl Id: CHEMBL3278656

PubChem CID: 90680381

Max Phase: Preclinical

Molecular Formula: C16H27IN4O6

Molecular Weight: 498.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCCCC[C@H](NC(=O)CI)C(=O)N[C@H](C)C(=O)N[C@H](C)C(=O)O

Standard InChI:  InChI=1S/C16H27IN4O6/c1-9(14(24)20-10(2)16(26)27)19-15(25)12(21-13(23)8-17)6-4-5-7-18-11(3)22/h9-10,12H,4-8H2,1-3H3,(H,18,22)(H,19,25)(H,20,24)(H,21,23)(H,26,27)/t9-,10-,12+/m1/s1

Standard InChI Key:  BILZHZBTVHERGH-FOGDFJRCSA-N

Alternative Forms

1. Parent:

   

   ALA3278656

   IAc-Lys(Ac)-D-Ala-D-Ala-OH

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: 498.32

Molecular Weight (Monoisotopic): 498.0975

AlogP: -0.69

#Rotatable Bonds: 12

Polar Surface Area: 153.70

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: -1.20

CX LogD: -4.49

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.14

Np Likeness Score: -0.13

References

1. Goodacre J, Jeffries L, Nayler JH, Ponsford RJ, Stirling I..  (1977)  Antibacterial halogenoacetyl derivatives of amino acids and simple peptides.,  20  (11): [PMID:335067] [10.1021/jm00221a015]

Source

Source(1):

• Scientific Literature