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

ID: ALA3278658

Chembl Id: CHEMBL3278658

PubChem CID: 90680383

Max Phase: Preclinical

Molecular Formula: C24H29IN4O9

Molecular Weight: 644.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H29IN4O9/c1-13(20(33)28-17(24(37)38)9-10-19(31)32)26-21(34)16(27-18(30)12-25)8-4-5-11-29-22(35)14-6-2-3-7-15(14)23(29)36/h2-3,6-7,13,16-17H,4-5,8-12H2,1H3,(H,26,34)(H,27,30)(H,28,33)(H,31,32)(H,37,38)/t13-,16+,17-/m1/s1

Standard InChI Key:  BLTSTXFHXWROJV-XOKHGSTOSA-N

Alternative Forms

1. Parent:

   

   ALA3278658

   (2R)-2-[[(2R)-2-[[(2S)-6-(1,3-dioxoisoindol-2-yl)-2-[(2-iodoacetyl)amino]hexanoyl]amino]propanoyl]amino]pentanedioic 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: 644.42

Molecular Weight (Monoisotopic): 644.0979

AlogP: 0.31

#Rotatable Bonds: 15

Polar Surface Area: 199.28

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.41

CX Basic pKa: ┄

CX LogP: 0.17

CX LogD: -6.32

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.08

Np Likeness Score: -0.17

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