(R)-2-({5-[(S)-1-((R)-1-Carboxy-ethylcarbamoyl)-ethylcarbamoyl]-9,9-dimethyl-9H-xanthene-4-carbonyl}-amino)-3-methyl-butyric acid

ID: ALA3085154

PubChem CID: 76316973

Max Phase: Preclinical

Molecular Formula: C28H33N3O8

Molecular Weight: 539.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)c1cccc2c1Oc1c(C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)O)cccc1C2(C)C)C(=O)O

Standard InChI:  InChI=1S/C28H33N3O8/c1-13(2)20(27(37)38)31-25(34)17-10-8-12-19-22(17)39-21-16(9-7-11-18(21)28(19,5)6)24(33)29-14(3)23(32)30-15(4)26(35)36/h7-15,20H,1-6H3,(H,29,33)(H,30,32)(H,31,34)(H,35,36)(H,37,38)/t14-,15-,20-/m0/s1

Standard InChI Key:  NTHJTKDCNQTFHX-AVYPCKFXSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3085154

   (R)-2-({5-[(S)-1-((R)-1-Carboxy-ethylcarbamoyl)-ethylcarbamoyl]-9,9-dimethyl-9H-xanthene-4-carbonyl}-amino)-3-methyl-butyric 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: 539.59

Molecular Weight (Monoisotopic): 539.2268

AlogP: 2.66

#Rotatable Bonds: 9

Polar Surface Area: 171.13

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.96

CX Basic pKa: ┄

CX LogP: 2.77

CX LogD: -4.10

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -0.08

References

1. Pryor KE, La Clair JJ..  (1999)  A rapid method to identify exo-protease inhibitors.,  9  (16): [PMID:10476856] [10.1016/s0960-894x(99)00387-x]

Source

Source(1):

• Scientific Literature