(S)-5-((7-fluoro-6-methoxy-1-oxoisoindolin-2-yl)methyl)-5-(5-(3-oxopiperazin-1-yl)furo[3,2-b]pyridin-2-yl)imidazolidine-2,4-dione

ID: ALA4095929

PubChem CID: 46199503

Max Phase: Preclinical

Molecular Formula: C24H21FN6O6

Molecular Weight: 508.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1F)C(=O)N(C[C@@]1(c3cc4nc(N5CCNC(=O)C5)ccc4o3)NC(=O)NC1=O)C2

Standard InChI:  InChI=1S/C24H21FN6O6/c1-36-15-3-2-12-9-31(21(33)19(12)20(15)25)11-24(22(34)28-23(35)29-24)16-8-13-14(37-16)4-5-17(27-13)30-7-6-26-18(32)10-30/h2-5,8H,6-7,9-11H2,1H3,(H,26,32)(H2,28,29,34,35)/t24-/m0/s1

Standard InChI Key:  WSTMGDNKJKKYFC-DEOSSOPVSA-N

Molfile:  

     RDKit          2D

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  5 20  2  0
  7 21  2  0
  1 22  1  0
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 30 35  1  0
 31 32  1  0
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 17 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095929

   (5S)-5-[(4-fluoro-5-methoxy-3-oxo-1H-isoindol-2-yl)methyl]-5-[5-(3-oxopiperazin-1-yl)furo[3,2-b]pyridin-2-yl]imidazolidine-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: 508.47

Molecular Weight (Monoisotopic): 508.1507

AlogP: 0.60

#Rotatable Bonds: 5

Polar Surface Area: 146.11

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.63

CX Basic pKa: 3.91

CX LogP: 0.07

CX LogD: 0.05

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -0.82

References

1. Tong L, Kim SH, Rosner K, Yu W, Shankar BB, Chen L, Li D, Dai C, Girijavallabhan V, Popovici-Muller J, Yang L, Zhou G, Kosinski A, Siddiqui MA, Shih NY, Guo Z, Orth P, Chen S, Lundell D, Niu X, Umland S, Kozlowski JA..  (2017)  Fused bi-heteroaryl substituted hydantoin compounds as TACE inhibitors.,  27  (14): [PMID:28558971] [10.1016/j.bmcl.2017.05.062]

Source

Source(1):

• Scientific Literature