(S)-5-(6-(1,3-dioxoisoindolin-2-yl)-2-(2-iodoacetamido)hexanamido)pentanoic acid

ID: ALA3278659

Chembl Id: CHEMBL3278659

PubChem CID: 90680384

Max Phase: Preclinical

Molecular Formula: C21H26IN3O6

Molecular Weight: 543.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCCNC(=O)[C@H](CCCCN1C(=O)c2ccccc2C1=O)NC(=O)CI

Standard InChI:  InChI=1S/C21H26IN3O6/c22-13-17(26)24-16(19(29)23-11-5-3-10-18(27)28)9-4-6-12-25-20(30)14-7-1-2-8-15(14)21(25)31/h1-2,7-8,16H,3-6,9-13H2,(H,23,29)(H,24,26)(H,27,28)/t16-/m0/s1

Standard InChI Key:  AFDLNQLUFVHQSK-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3278659

   5-[[(2S)-6-(1,3-dioxoisoindol-2-yl)-2-[(2-iodoacetyl)amino]hexanoyl]amino]pentanoic acid

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: 543.36

Molecular Weight (Monoisotopic): 543.0866

AlogP: 1.74

#Rotatable Bonds: 13

Polar Surface Area: 132.88

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.37

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: -1.45

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.15

Np Likeness Score: -0.41

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