[(2S,3R)-3-((S)-1-Carbamoyl-2-phenyl-ethylcarbamoyl)-2-hydroxycarbamoyl-5-methyl-hexylsulfanyl]-acetic acid

ID: ALA117823

Chembl Id: CHEMBL117823

PubChem CID: 44342210

Max Phase: Preclinical

Molecular Formula: C20H29N3O6S

Molecular Weight: 439.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccccc1)C(N)=O)[C@H](CSCC(=O)O)C(=O)NO

Standard InChI:  InChI=1S/C20H29N3O6S/c1-12(2)8-14(15(20(28)23-29)10-30-11-17(24)25)19(27)22-16(18(21)26)9-13-6-4-3-5-7-13/h3-7,12,14-16,29H,8-11H2,1-2H3,(H2,21,26)(H,22,27)(H,23,28)(H,24,25)/t14-,15+,16+/m1/s1

Standard InChI Key:  TYJBGENTPREPBV-PMPSAXMXSA-N

Alternative Forms

1. Parent:

   

   ALA117823

   2-[(2S,3R)-3-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamoyl]-2-(hydroxycarbamoyl)-5-methylhexyl]sulfanylacetic 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: 439.53

Molecular Weight (Monoisotopic): 439.1777

AlogP: 0.80

#Rotatable Bonds: 13

Polar Surface Area: 158.82

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.09

CX Basic pKa: ┄

CX LogP: 0.89

CX LogD: -2.23

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.22

Np Likeness Score: -0.15

References

1. Bailey S, Bolognese B, Buckle DR, Faller A, Jackson S, Louis-Flamberg P, McCord M, Mayer RJ, Marshall LA, Smith DG..  (1998)  Selective inhibition of low affinity IgE receptor (CD23) processing.,  8  (1): [PMID:9871623] [10.1016/s0960-894x(97)10149-4]

Source

Source(1):

• Scientific Literature