(R)-2-((R)-2-((S)-6-(1,3-dioxoisoindolin-2-yl)-2-(2-iodoacetamido)hexanamido)propanamido)propanoic acid

ID: ALA3278657

Chembl Id: CHEMBL3278657

PubChem CID: 90680382

Max Phase: Preclinical

Molecular Formula: C22H27IN4O7

Molecular Weight: 586.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H27IN4O7/c1-12(18(29)25-13(2)22(33)34)24-19(30)16(26-17(28)11-23)9-5-6-10-27-20(31)14-7-3-4-8-15(14)21(27)32/h3-4,7-8,12-13,16H,5-6,9-11H2,1-2H3,(H,24,30)(H,25,29)(H,26,28)(H,33,34)/t12-,13-,16+/m1/s1

Standard InChI Key:  ZCNQIYNXGNSDNX-IOASZLSFSA-N

Alternative Forms

1. Parent:

   

   ALA3278657

   (2R)-2-[[(2R)-2-[[(2S)-6-(1,3-dioxoisoindol-2-yl)-2-[(2-iodoacetyl)amino]hexanoyl]amino]propanoyl]amino]propanoic 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: 586.38

Molecular Weight (Monoisotopic): 586.0924

AlogP: 0.47

#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: 0.52

CX LogD: -2.77

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.12

Np Likeness Score: -0.37

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