(4R,5R)-5-(3-hydroxyphenyl)-4-(4-(2-methylbenzyloxy)benzoyl)-1-(pyridin-4-ylmethyl)pyrrolidine-2,3-dione

ID: ALA597358

PubChem CID: 1558458

Max Phase: Preclinical

Molecular Formula: C31H26N2O5

Molecular Weight: 506.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 01758620 | CHEMBL597358|ZINC 01758620|BDBM50481401

Canonical SMILES:  Cc1ccccc1COc1ccc(C(=O)[C@@H]2C(=O)C(=O)N(Cc3ccncc3)[C@H]2c2cccc(O)c2)cc1

Standard InChI:  InChI=1S/C31H26N2O5/c1-20-5-2-3-6-24(20)19-38-26-11-9-22(10-12-26)29(35)27-28(23-7-4-8-25(34)17-23)33(31(37)30(27)36)18-21-13-15-32-16-14-21/h2-17,27-28,34H,18-19H2,1H3/t27-,28+/m1/s1

Standard InChI Key:  GKLPPVHSFIVRLC-IZLXSDGUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA597358

   (4R,5R)-5-(3-hydroxyphenyl)-4-[4-[(2-methylphenyl)methoxy]benzoyl]-1-(pyridin-4-ylmethyl)pyrrolidine-2,3-dione

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: 506.56

Molecular Weight (Monoisotopic): 506.1842

AlogP: 4.83

#Rotatable Bonds: 8

Polar Surface Area: 96.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.22

CX Basic pKa: 5.02

CX LogP: 5.20

CX LogD: 5.19

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: -0.83

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

Source

Source(1):

• Scientific Literature