(R)-2-((R)-2-((S)-6-(2,5-dioxopyrrolidin-1-yl)-2-(2-iodoacetamido)hexanamido)propanamido)propanoic acid

ID: ALA3278638

Chembl Id: CHEMBL3278638

PubChem CID: 90680366

Max Phase: Preclinical

Molecular Formula: C18H27IN4O7

Molecular Weight: 538.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)[C@@H](C)NC(=O)[C@H](CCCCN1C(=O)CCC1=O)NC(=O)CI)C(=O)O

Standard InChI:  InChI=1S/C18H27IN4O7/c1-10(16(27)21-11(2)18(29)30)20-17(28)12(22-13(24)9-19)5-3-4-8-23-14(25)6-7-15(23)26/h10-12H,3-9H2,1-2H3,(H,20,28)(H,21,27)(H,22,24)(H,29,30)/t10-,11-,12+/m1/s1

Standard InChI Key:  SEQPCDNDSAQXPP-UTUOFQBUSA-N

Alternative Forms

1. Parent:

   

   ALA3278638

   IAc-Nle(Su)(Su)-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: 538.34

Molecular Weight (Monoisotopic): 538.0924

AlogP: -0.68

#Rotatable Bonds: 12

Polar Surface Area: 161.98

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: -1.16

CX LogD: -4.45

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.11

Np Likeness Score: -0.31

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