(S)-5-(furo[3,2-b]pyridin-2-yl)-5-((6-methoxy-1-oxoisoindolin-2-yl)methyl)-3-methylimidazolidine-2,4-dione

ID: ALA4095754

PubChem CID: 46190060

Max Phase: Preclinical

Molecular Formula: C21H18N4O5

Molecular Weight: 406.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)N(C[C@@]1(c3cc4ncccc4o3)NC(=O)N(C)C1=O)C2

Standard InChI:  InChI=1S/C21H18N4O5/c1-24-19(27)21(23-20(24)28,17-9-15-16(30-17)4-3-7-22-15)11-25-10-12-5-6-13(29-2)8-14(12)18(25)26/h3-9H,10-11H2,1-2H3,(H,23,28)/t21-/m0/s1

Standard InChI Key:  MGFSINOYNGKQMT-NRFANRHFSA-N

Molfile:  

     RDKit          2D

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   20.0167   -2.2282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8395   -2.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2438   -1.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8311   -0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0077   -0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6049   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9464   -5.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095754

   (5S)-5-furo[3,2-b]pyridin-2-yl-5-[(5-methoxy-3-oxo-1H-isoindol-2-yl)methyl]-3-methylimidazolidine-2,4-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: 406.40

Molecular Weight (Monoisotopic): 406.1277

AlogP: 1.87

#Rotatable Bonds: 4

Polar Surface Area: 104.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: 2.89

CX LogP: 0.73

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -0.40

References

1. Tong L, Kim SH, Chen L, Kosinski A, Shankar BB, Girijavallabhan V, Yang DY, Yu W, Zhou G, Shih NY, Chen S, Hu M, Lundell D, Niu X, Umland S, Kozlowski JA..  (2017)  Development of a prodrug of hydantoin based TACE inhibitor.,  27  (16): [PMID:28711352] [10.1016/j.bmcl.2017.07.007]

Source

Source(1):

• Scientific Literature